US Pat. No. 10,428,655

ENGINE WITH COMPRESSION AND MOMENTUM STROKE

Aquarius Engines (A.M.) L...

1. A linear reciprocating engine, comprising:a cylinder having a first combustion chamber at a first end thereof and a second combustion chamber at an opposing second end thereof;
a first cylinder head located at an end of the first combustion chamber;
a second cylinder head located at an end of the second combustion chamber;
a double-faced piston slidably mounted within the cylinder and configured to move in a first stroke from the first end of the cylinder to the second end of the cylinder, wherein the first stroke includes a first expansion stroke portion during which chemical energy from combustion in the first combustion chamber is converted into mechanical power of the piston, and a first momentum stroke portion during which the piston continues to move toward the second end of the cylinder and gases are exchanged between the first combustion chamber and a location outside the cylinder; and
wherein the cylinder and the double-faced piston are sized such that a total distance the piston is enabled to travel during the first stroke exceeds by at least a quarter width of the piston a distance the piston is enabled to travel during the first expansion stroke portion of the first stroke.

US Pat. No. 10,428,654

CUTTER HEAD FOR MICROWAVE PRESPLITTING TYPE HARD-ROCK TUNNEL BORING MACHINE

NORTHEASTERN UNIVERSITY, ...

1. A cutter head for a microwave presplitting type hard-rock tunnel boring machine, wherein the cutter head defines an outer circumference near an outer periphery thereof and an inner circumference near an axis thereof, a diameter of the outer circumference is greater than that of the inner circumference, a plurality of microwave transmitting ports are formed in a front surface of the cutter head, a wave-transparent protection plate is mounted at external-end holes of the microwave transmitting ports, internal-end holes of the microwave transmitting ports communicate with the cutter head, a plurality of microwave generating mechanisms are arranged in the cutter head, and the microwave generating mechanisms are the same in number as the microwave transmitting ports and are in one-to-one correspondence; the microwave generating mechanisms are distributed in the cutter head in one of two distribution manners, wherein a first distribution manner is as follows: the microwave generating mechanisms are uniformly arranged in the cutter head; a second distribution manner is as follows: the microwave generating mechanisms are the same in number as hobbing cutters on the cutter head and are arranged in one-to-one correspondence, one microwave generating mechanism and the microwave transmitting port corresponding to the microwave generating mechanism are arranged beside each hobbing cutter; and when the microwave generating mechanisms are distributed in the cutter head in the first distribution manner, all the microwave generating mechanisms have the same microwave radiation power, and the number of the microwave generating mechanisms on the outer circumference and the inner circumference of the cutter head is calculated according to the following formula:
wherein QR is a total microwave energy radiated by the microwave generating mechanisms on the outer circumference when the cutter head rotates by an angle of ?, Qr is a total microwave energy radiated by the microwave generating mechanisms on the inner circumference when the cutter head rotates by the angle of ?, LR is an arc length that the microwave generating mechanisms rotate on the outer circumference when the cutter head rotates by the angle of ?, Lr is an arc length that the microwave generating mechanisms rotate on the inner circumference when the cutter head rotates by the angle of ?, P is a microwave radiation power of each of the microwave generating mechanisms, T is a microwave radiation time of each of the microwave generating mechanisms, R is a radius of the outer circumference of the cutter head, r is a radius of the inner circumference of the cutter head, NR is the number of the microwave generating mechanisms on the outer circumference of the cutter head, Nr is the number of the microwave generating mechanisms on the inner circumference of the cutter head, and ? is a rotation angle of the cutter head.

US Pat. No. 10,428,653

DECOUPLED SEAFLOOR MINING SYSTEM

Nautilius Minerals Singap...

6. A method of mining the seafloor, the method comprising the steps of:concentrating desirable seafloor materials by processing seafloor materials with a concentrating system;
collecting the processed seafloor materials with a reclaimer machine that is decoupled from the concentrating system; and
conveying collected seafloor materials to a surface vessel using a mechanical haulage system, that is decoupled from the reclaimer machine, that conveys discrete parcels of seafloor material collected by the reclaimer machine to the surface vessel;
wherein the step of conveying collected seafloor materials to a surface vessel comprises transferring collected seafloor material to at least one container located at or near the seafloor; and
wherein the method further comprises the step of towing the container to the surface by at least one line member.

US Pat. No. 10,428,652

STRIKE TIP FOR A PICK TOOL HAVING A FLAT APEX AREA

Element Six GmbH, Burgha...

1. A strike tip for a pick tool, comprisinga strike structure joined to a substrate at an interface boundary, the strike structure comprising polycrystalline diamond (PCD) material and the substrate comprising carbide material, the strike tip having a proximate strike end coterminous with the PCD material, a distal end defined by the substrate, and a side connecting the strike and distal ends;
the distal end having a diameter of between 10 to 20 millimeters and the strike end including a flat apex area and an outer area extending from the apex area to the side, the outer area defining a partial conical surface arranged concentrically with the side, the partial conical surface having a cone angle of 80° to 110°, wherein the thickness of the strike structure between the apex area and the interface boundary opposite the apex area is 2.5 to 10 mm, the apex area being less than the outer area and having a minimum diametrical dimension of 1 millimeter and a maximum diametrical dimension of 3 millimeters, wherein the apex area is at least partly bounded by an edge formed between the apex area and the outer area.

US Pat. No. 10,428,651

CUTTING APPARATUS USING A CLEARING ARRANGEMENT

SANDVIK INTELLECTUAL PROP...

1. A cutting unit for use with a cutting apparatus suitable for creating tunnels or subterranean roadways and the like, the cutting unit comprising:a cutting arm configured for pivotal movement around at least one pivot axis:
a cutting head mounted to the cutting arm, the cutting head including at least one rotatable cutting element for detaching material from a rock face; and
a clearing arrangement mounted to the cutting arm, wherein the clearing arrangement includes a clearing blade arranged to push detached rock material onto a loading table of the cutting apparatus, the clearing blade being guided by a first guiding mechanism allowing for free movement of the clearing blade in a first direction, the first guiding mechanism including one or more slide shoes allowing for free linear movement of the clearing blade in the first direction.

US Pat. No. 10,428,650

LAUNCH PLATFORM FOR HIGH WALL MINING

1. A system of high wall mining of a coal seam using continuous mining machines and conveyor cars, comprising:a launch platform including a first track and a second track for supporting the mining machines and conveyor cars;
a first target for a first mine entry aligned with the second track; and
a second target for a second mine entry aligned with the first track;
a transfer system for moving conveyor cars between the first track and the second track,
and further comprising a peg portion of the launch platform,
wherein the peg portion of the launch platform is capable of adjusting the width between the first track and the second track.

US Pat. No. 10,428,649

FREQUENCY SENSORS FOR USE IN SUBTERRANEAN FORMATION OPERATIONS

Halliburton Energy Servic...

1. A frequency sensor comprising:a vibratable flow tube having an interior for receiving a fluid, wherein at least a portion of a surface of the interior is functionalized with a reactant sensitive to an analyte;
a vibration detector coupled to the vibratable flow tube for detecting a frequency of the fluid received by the vibratable flow tube during vibration thereof; and
measurement circuitry coupled to the vibration detector for determining a frequency shift over time of the detected frequency,
wherein the frequency shift corresponds to the presence of the analyte, the analyte having reacted with the reactant.

US Pat. No. 10,428,648

DOWNHOLE FORMATION FLUID VISCOMETER SENSOR

Halliburton Energy Servic...

1. A downhole formation fluid viscometer sensor comprising:a generally cylindrical housing;
a flexible diaphragm disposed on the generally cylindrical housing;
a first magnet attached to the flexible diaphragm within the cylindrical housing;
a first cavity adjacent the flexible diaphragm for housing the first magnet;
a pressure balance hole connecting the first cavity to an external environment;
a second magnet disposed a predefined distance from the first magnet within the cylindrical housing;
an electric coil disposed around the second magnet within the cylindrical housing so as to drive the first magnet when the electric coil is energized;
a second cavity adjacent the first cavity for housing the second magnet and the electric coil; and
a signal pickup assembly disposed within the housing and configured to pick up signals representing diaphragm vibrations from the first magnet, wherein the electric coil forms part of the signal pickup assembly;
wherein an induced eddy current from the first magnet provides the signals representing diaphragm vibrations to the second magnet and the electric coil.

US Pat. No. 10,428,647

SYSTEMS AND METHODS FOR REAL-TIME WELL SURVEILLANCE

Petrolink International L...

1. A method comprising, by a computer system:receiving, in real-time, a rate of penetration, a volumetric flow rate, and a mud weight produced by sensors in relation to a well;
receiving non-real-time data in relation to the well;
identifying at least one of a laminar flow and a turbulent flow of a fluid in the well based, at least in part, on shear rate developed by particles in the fluid, wherein the shear rate developed by the particles are based, at least in part, on the mud weight;
responsive to the identifying, determining slip velocity of the particles;
determining a cutting concentration associated with each of a plurality of measured depths in the well based, at least in part, on the slip velocity of the particles, the rate of penetration, the flow rate, and the non-real-time data; and
for each of the plurality of measured depths, facilitating a real-time display of the cutting concentration, wherein the real-time display comprises information related to the cutting concentration corresponding to real-time measured depths in the well.

US Pat. No. 10,428,646

APPARATUS FOR DOWNHOLE NEAR-BIT WIRELESS TRANSMISSION

INSTITUTE OF GEOLOGY AND ...

1. An apparatus for downhole near-bit wireless transmission, comprising:a bit connecting housing;
a mud motor connecting housing;
an insulating sub made of an insulating material,
wherein the insulating sub is serially disposed between and electrically insulates the bit connecting housing from the mud motor connecting housing, and the bit connecting housing and the mud motor connecting housing form an electromagnetic transmitting positive pole and an electromagnetic transmitting negative pole, respectively; and
one or more measurement sensors and a data transmitting circuit,
wherein the data transmitting circuit comprises a metal connector disposed about a surface of the mud motor connecting housing;
an electrical connection line extending from the mud motor connecting housing to the bit connecting housing through the insulating sub, and
a high-pressure sealing single-pin connector coupled to the metal connector via the electrical connection line,
wherein the high-pressure sealing single-pin connector is affixed to the bit connecting housing via a stopper, and the stopper is of a U shape having a groove and the high-pressure sealing connector is clamped in the groove in the stopper, a spacer is installed between the stopper and the high-pressure sealing connector, and the stopper is fastened to the bit connecting housing.

US Pat. No. 10,428,645

INTEGRATED METHOD OF DETERMINING AND REPAIRING DAMAGE IN A WELL CASING

King Fahd University of P...

1. An integrated method of determining and repairing damage in a casing of a well, comprising:logging thickness of the casing along the depth of the well to obtain a thickness profile using a thickness measurement device selected from the group consisting of an ultrasonic caliper and an electromagnetic caliper;
logging temperature along the depth of the well to obtain a temperature log;
logging sound frequency along the depth of the well to obtain a noise log;
determining a location of the damage by identifying a depth in the thickness profile where the thickness is less than a predetermined thickness threshold;
determining the type of the damage by comparing the temperature log to a geothermal temperature log, and the sound frequency at the damage with a frequency threshold; and
injecting a polymer gel to the vicinity of the damage to repair the damage,
wherein the damage is determined to be a leak, when the temperature of the temperature log is constant or decreases relative to the geothermal temperature log with increasing depth along the vicinity of the damage, and
wherein the damage is determined to be corrosion, when the temperature of the temperature log increases relative to the geothermal temperature lou with increasing depth along the vicinity of the damage.

US Pat. No. 10,428,644

SOUND BAFFLE DEVICE AND SYSTEM FOR DETECTING ACOUSTIC SIGNALS

Hifi Engineering Inc., C...

1. A sound baffle device for use with an acoustic sensor deployed in a housing by a deployment line, the sound baffle device comprising:(a) a baffle plate, wherein the baffle plate is configured to reduce acoustic transmission between a first zone of the housing on one side of the baffle plate and a second zone of the housing on an opposite side of the baffle plate; and
(b) an affixing mechanism for affixing the baffle plate on the deployment line, wherein the affixing mechanism comprises a body configured to attach the baffle plate to the deployment line, wherein the body comprises a lower portion having a base, an upper portion having a base, and a leg portion extending between the base of the lower portion and the base of the upper portion, wherein a width of the leg portion is less than a width of the base of the lower portion and less than a width of the base of the upper portion, wherein the body comprises two or more sections and one or more fasteners for fastening the two or more sections together around the deployment line, wherein, when the two or more sections are fastened around the deployment line, the two or more sections define the lower portion, the upper portion, and the leg portion of the body, and wherein the baffle plate is attached to the leg portion and extends radially therefrom; and
(c) a baffle plate assembly for attaching the baffle plate to the body, wherein the baffle plate assembly releasably attaches the baffle plate to the body.

US Pat. No. 10,428,643

DOWNHOLE LINE DETECTION TECHNOLOGIES

HALLIBURTON ENERGY SERVIC...

1. A method comprising:sending, using one or more processors, an electrical signal down an electric line that runs down an outside of a downhole casing of a wellbore;
obtaining, via the one or more processors and from one or more downhole sensors located at a downhole location inside the downhole casing, one or more measurements of a magnetic field sensed by the one or more downhole sensors and generated by a current of the electrical signal;
based on the one or more measurements, identifying, via the one or more processors, one or more characteristics associated with the magnetic field, the one or more characteristics comprising at least one of a magnetic field parameter, a frequency pattern associated with the electrical signal, and a current pattern associated with the electrical signal;
based on the one or more characteristics associated with the magnetic field, determining via the one or more processors, a first position of the electric line relative to at least one of the downhole casing and the one or more downhole sensors; and
based on the first position of the electric line, inferring, via the one or more processors, a second position of a non-electroconductive cable that runs alongside the electric line outside of the downhole casing of the wellbore.

US Pat. No. 10,428,642

TRANSPOSITION OF LOGS ONTO HORIZONTAL WELLS

HALLIBURTON ENERGY SERVIC...

1. A computer-implemented method of predicting geomechanical properties of formations for fracturing operations, the method comprising:drilling a portion of a first well along a vertical well path in a geological formation;
collecting, by a downhole tool coupled to a drill string disposed in the first well, vertical situational data and geological data associated with each of a plurality of depths along the vertical well path of the first well drilled in the geological formation;
drilling a portion of a second well along a horizontal well path in the geological formation;
collecting, by a downhole tool coupled to a drill string disposed in the second well, horizontal situational data from each of a plurality of locations along the horizontal well path of the second well drilled in the geological formation;
mapping the geological data associated with each of the plurality of depths of the vertical well path of the first well to a corresponding location in the plurality of locations along the horizontal well path of the second well, based on the vertical situational data that corresponds to the horizontal situational data collected for each location;
generating pseudo-logs for the horizontal well path of the second well, based on the vertical situational data, the horizontal situational data, and the mapped geological data for each of the plurality of locations along the horizontal well path;
estimating geomechanical properties of the formation surrounding the horizontal well path of the second well, based on the generated pseudo-logs; and
performing one or more stages of a fracturing operation along the horizontal well path of the second well, based on the estimated geomechanical properties of the formation.

US Pat. No. 10,428,641

DRAW-DOWN PRESSURE APPARATUS, SYSTEMS, AND METHODS

LANDMARK GRAPHICS CORPORA...

1. A method, comprising:building a global model of a field including an actual wellbore extending through geological formations, the global model accounting for the details of the geological formations included in the field around the wellbore;
determining, from the global model, stress components in the field;
building a sub-model accounting for a portion of the field at the location of the wellbore using a finite element modeling tool, the sub-model including a plurality of formation elements;
applying the stress components to the sub-model as boundary conditions;
modeling the wellbore by removing formation elements from the sub-model to define a well surface in the sub-model;
modeling a perforated portion of the wellbore by removing formation elements from the sub-model to define at least one perforation tunnel surface in the sub-model, the perforation tunnel surface intersecting the well surface in the sub-model and extending laterally from the well surface in the sub-model;
determining pressure values for a set of draw-down pressures of a fluid present downhole in the perforated portion of the wellbore;
determining a value of strain in the perforated portion of the wellbore by applying the pressure values determined for the set of draw-down pressures to the perforation tunnel surface in the perforated portion in the sub-model; and
operating a controlled device that is fluidly coupled to the wellbore to control a rate of hydrocarbon extraction from the wellbore, when the value of strain determined is greater than a selected threshold, wherein operating the controlled device adjusts the set of draw-down pressures of the fluid present downhole in the perforated portion of the wellbore.

US Pat. No. 10,428,640

BOREHOLE MAPPING TOOL AND METHODS OF MAPPING BOREHOLES

15. A method of mapping a borehole, comprising:providing a borehole mapping tool comprising a location probe provided within an outer casing and at least one drilling fluid nozzle positioned on an end cap thereof, said outer casing sized to be received by the borehole;
positioning the borehole mapping tool within a first end of the borehole;
connecting the borehole mapping tool to a supply of drilling fluid so that drilling fluid is sprayed from the drilling fluid nozzle;
moving the borehole mapping tool within the borehole; and
producing a map of the borehole based on at least in part on data obtained from the location probe.

US Pat. No. 10,428,639

DETERMINING DAMAGE TO A CASING STRING IN A WELLBORE

Landmark Graphics Corpora...

1. A system comprising:a processing device; and
a memory device including instructions that are executable by the processing device for causing the processing device to:
determine, using a stiff string model, a contact point between a casing string and a well tool positionable within the casing string for performing a wellbore operation;
determine, using the stiff string model, a force of the well tool against the casing string at the contact point;
determine, based on the force and the wellbore operation, a volume of damage to the casing string proximate to the contact point; and
determine, based on the volume of damage, a first depth of a first groove formed in the casing string proximate to the contact point; and
cause a graphical user interface to be output on a display device, wherein the graphical user interface comprises:
a virtual representation of the casing string;
a first virtual object positioned proximate to the virtual representation of the casing string to indicate a first location of the first groove within an area of interest;
a virtual indicator of the first depth of the first groove; and
a second virtual object indicating a second location of a second groove within the area of interest, the second virtual object having a visual characteristic indicating that the second groove has a second depth that is different than the first depth.

US Pat. No. 10,428,638

SYSTEM AND METHOD FOR CONTROLLING A DRILLING MACHINE

Epiroc Drilling Solutions...

1. A method for drilling a borehole using a drilling rig having at least one rotary drill bit, the method comprising:monitoring one or more drilling parameters;
determining whether the one or more monitored drilling parameters are within predetermined specifications for one or more of the monitored drill parameters; and,
executing a exception control procedure for control of a drilling parameter; the exception control procedure comprising:
receiving at least one input sensor value associated with at least one drilling parameter;
subtracting a target value from the at least one input sensor value to establish an error value;
dividing the error value by the range between a pre-determined maximum for the at least one input sensor value and the target value to establish a scaled error value;
multiplying the scaled error value by a proportional gain to give a first output value;
applying feedback control to the first output to minimize the first output value;
and adding 1 to the minimized first output value to give an adjusted minimized first output value;
subtracting a lower limit for the at least one input sensor value from a current setpoint for the at least one input sensor value to give an adjusted setpoint for the at least one input sensor value;
multiplying the adjusted setpoint for the at least one input sensor value by the adjusted minimized first output value and adding the result of the multiplying of the adjusted setpoint for the at least one input sensor value by the adjusted minimized first output value to the lower limit for the at least one input sensor value to give a setting value for the at least one drilling parameter.

US Pat. No. 10,428,637

SYSTEM AND CONSOLE FOR MONITORING AND MANAGING WELL SITE OPERATIONS

1. A system for monitoring a plurality of operations at a well site, comprising:a drill-string adapted to circulate drilling fluids in a well bore during well drilling or well construction activities, wherein said drilling fluids experience gains and losses during said well drilling or well construction activities;
a plurality of sensors to sample or detect parameters related to said well drilling or well construction activities, said plurality of sensors comprising surface sensors or downhole sensors or a combination thereof, said plurality of sensors further comprising a surface gas monitor, and a drilling fluid flow back volume monitor;
one or more computing devices adapted to receive parameter information in real time from said plurality of sensors, said one or more computing devices each further comprising a processor or microprocessor, said processor or microprocessor adapted to process the received parameter information to calculate derived parameter information;
one or more software agents having one or more fluid formulations applicable to said drilling fluid gains and losses, wherein said one or more fluid formulations include determining total gas volume versus time for a series of connections of pump on/off events, determining equivalent circulating density and equivalent static density resulting when mud pumps are switched from on to off and then to on again, and determining total mud flow back volume during connection events or when mud pumps are shut off;
at least one non-transitory computer-readable storage medium for storing some or all of said received parameter information and said derived parameters; and
a visual display, coupled to said one or more computing devices, for displaying some or all of the received parameter information and said derived parameter information for said at least one well site operation, wherein said visual display comprises a two-dimensional directional schematic showing a downhole portion of the well bore with true vertical depth and equivalent departure, said directional schematic including one or more of: casing or tubing assembly or assemblies, well logs, cementing, and bottom hole assembly.

US Pat. No. 10,428,100

SUBSTITUTED LEAD HALIDE PEROVSKITE INTERMEDIATE BAND ABSORBERS

UChicago Argonne, LLC, C...

1. A substituted perovskite comprising:a material having the formula:
APb1-xBxBr3-yCly,
where A is a cation, B is Fe or Co, X is greater than 0 and less than 1 and y is 0-3).

US Pat. No. 10,428,097

PROCESS FOR PREPARATION OF FOSAPREPITANT DIMEGLUMINE AND AN INTERMEDIATE THEREOF

Piramal Enterprises Limit...

1. A process for the in-situ preparation of 1-deoxy-1-(methylamino)-D-Glucitol[3-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl) phenyl] ethoxy]-3-(4-fluorophenyl)-4-morpholinyl]methyl]-2,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl] phosphonate (2:1) salt (fosaprepitant dimeglumine) of formula I,
comprising the steps of,
(i) treating aprepitant of formula III,

with tetrabenzyl pyrophosphate using a base in the presence of a solvent at a temperature of ?35° C. to 0° C. for 1 h to 4 h to obtain fosaprepitant dibenzyl ester of formula II,

(ii) adding at least one solvent or a mixture of solvents to the reaction mass obtained in step (i),
(iii) adding an inorganic acid to the reaction mass obtained in step (ii),
(iv) concentrating the reaction mass obtained in step (iii),
(v) adding at least one solvent or a mixture of solvents thereof to the reaction mass obtained in step (iv),
(vi) filtering the reaction mass obtained in step (v) to obtain a residue, Residue-A,
(vii) adding at least one solvent or a mixture of solvents thereof to the residue obtained in step (vi),
(viii) filtering the reaction mass obtained in step (vii) to obtain a residue, Residue-B,
(ix) adding at least one solvent or a mixture of solvents thereof to the residue obtained in step (viii),
(x) filtering the reaction mass obtained in step (ix) and concentrating the filtrate to yield fosaprepitant dibenzyl ester of purity >96% as an oil,
(xi) dissolving the oil obtained in step (x) in at least one solvent or a mixture of solvents thereof,
(xii) adding N-methyl-D-glucamine and Pd/C to the reaction mass obtained in step (xi) and hydrogenating the reaction mass for 8 h to 14 h at 2 kg to 8 kg pressure,
(xiii) filtering the reaction mass obtained in step (xii),
(xiv) adding metal scavenger to the reaction mass obtained in step (xiii) and stirring for 8 h to 14 h, and
(xv) obtaining fosaprepitant dimeglumine of purity >99% from the resulting reaction mass of step (xiv) on further work-up.

US Pat. No. 10,428,096

POLYKETONE POLYMERIZATION CATALYST

HYOSUNG CHEMICAL CORPORAT...

1. A polyketone polymerization catalyst, consisting of:(A) a metal ion;
(B) ((2,2-dimethyl-1,3-dioxane-5,5-diyl)bis(methylene))bis(bis(2-methoxyphenyl)phosphine) represented by following Formula 1 as a ligand; and
(C) an acid, wherein a molar ratio of component (A) and component (B) to component (C) is 1:7 to 1:20

US Pat. No. 10,428,094

AMIDE COMPOUNDS FOR TREATMENT OF COMPLEMENT MEDIATED DISORDERS

Achillion Pharmaceuticals...

1. A pharmaceutical composition comprising an effective amount of a compound of Formula I or a pharmaceutically acceptable salt thereof in a pharmaceutically acceptable carrier:wherein:Q1 is C(R1R1?);
Q2 is C(R2R2?);
Q3 is C(R3R3?);
X1 is N and X2 is CH;
R1, R1?, R2, R2?, R3, and R3? are independently chosen from hydrogen, halogen, hydroxyl, nitro, cyano, amino, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6alkoxy, C2-C6alkynyl, C2-C6alkanoyl, C1-C6thioalkyl, hydroxyC1-C6alkyl, aminoC1-C6alkyl, —C0-C4alkylNR9R10, —C(O)OR9, —OC(O)R9, —NR9C(O)R10, —C(O)NR9R10, —OC(O)NR9R10, —NR9C(O)OR10, C1-C2haloalkyl, and C1-C2haloalkoxy, where R9 and R10 are independently chosen at each occurrence from hydrogen, C1-C6alkyl, (C3-C7cycloalkyl)C0-C4alkyl, —C0-C4alkyl(C3-C7cycloalkyl), and —O—C0-C4alkyl(C3-C7cycloalkyl);
or R1 and R2 are linked to form a 3- to 6-membered carbocyclic or aryl ring;
or R2 and R3 are linked to form a 3- to 6-membered carbocyclic ring;
or R1 and R1?, or R2 and R2?, or R3 and R3? are linked to form a 3- to 6-membered carbocyclic spiro ring;
or R2 and R2? or R3 and R3? are linked to form a 3- to 6-membered heterocyclic spiro ring;
each of which ring is unsubstituted or substituted with 1 or more substituents independently chosen from halogen, hydroxyl, cyano, —COOH, C1-C4alkyl, C2-C4alkenyl, C2-C4alkynyl, C1-C4alkoxy, C2-C4alkanoyl, hydroxyC1-C4alkyl, (mono- and di-C1-C4alkylamino)C0-C4alkyl, —C0-C4alkyl(C3-C7cycloalkyl), —O—C0-C4alkyl(C3-C7cycloalkyl), C1-C2haloalkyl, and C1-C2haloalkoxy;
or R1 and R1? or R2 and R2? are linked to form a carbonyl group;
A is a group selected from:

R5 and R6 are independently selected from —CHO, —C(O)NH2, —C(O)NH(CH3), C2-C6alkanoyl, hydrogen, hydroxyl, halogen, cyano, nitro, —COOH, —SO2NH2, vinyl, C1-C6alkyl, C2-C6alkenyl, C1-C6alkoxy, —C0-C4alkyl(C3-C7cycloalkyl), —C(O)C0-C4alkyl(C3-C7cycloalkyl), —P(O)(OR9)2, —OC(O)R9, —C(O)OR9, —C(O)N(CH2CH2R9)(R10), —NR9C(O)R10, phenyl, and 5- to 6-membered heteroaryl;
R8 and R8? are independently chosen from hydrogen, halogen, hydroxyl, C1-C6alkyl, —C0-C4alkyl(C3-C7cycloalkyl), C1-C6alkoxy, and (C1-C4alkylamino)C0-C2alkyl; or R8 and R8? are linked to form an oxo group; or R8 and R8? taken together with the carbon that they are bonded to form a 3-membered carbocyclic ring;
X11 is N or CR11;
X12 is CR12;
X13 is CR13;
X14 is N or CR14;
one of R12 and R13 is chosen from R31 and the other of R12 and R13 is chosen from R32:
R31 is chosen from hydrogen, halogen, hydroxyl, nitro, cyano, amino, —COOH, C1-C2haloalkyl, C1-C2haloalkoxy, C1-C6alkyl, —C0-C4alkyl(C3-C7cycloalkyl), C2-C6alkenyl, C2-C6alkanoyl, C1-C6alkoxy, C2-C6alkenyloxy, —C(O)OR9, C1-C6thioalkyl, —C0-C4alkylNR9R10, —C(O)NR9R10, —SO2R9, —SO2NR9R10, —OC(O)R9, and —C(NR9)NR9R10, each of which R31 other than hydrogen, halogen, hydroxyl, nitro, cyano, C1-C2haloalkyl, and C1-C2haloalkoxy is unsubstituted or substituted with one or more substituents independently selected from halogen, hydroxyl, nitro, cyano, amino, —COOH, —CONH2 C1-C2haloalkyl, and C1-C2haloalkoxy, and each of which R31 is also optionally substituted with one substituent chosen from phenyl and 4- to 7-membered heterocycle containing 1, 2, or 3 heteroatoms independently chosen from N, O, and S; which phenyl or 4- to 7-membered heterocycle is unsubstituted or substituted with one or more substituents independently chosen from halogen, hydroxyl, nitro, cyano, C1-C6alkyl, C2-C6alkenyl, C2-C6alkanoyl, C1-C6alkoxy, (mono- and di-C1-C6alkylamino)C0-C4alkyl, C1-C6alkylester, —C0-C4alkyl)(C3-C7cycloalkyl), C1-C2haloalkyl, and C1-C2haloalkoxy;
R32 is —C(O)NR21SO2R22, —NR9C(O)OR10, —NR9C(O)OR23, —NR9C(O)R21, —NR9C(O)NR9R10, —NR9C(O)NR10R23, or —NR9C(O)NR24R25;
R11 and R14, are independently chosen at each occurrence from hydrogen, halogen, hydroxyl, nitro, cyano, —O(PO)(OR9)2, —(PO)(OR9)2, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C2-C6alkanoyl, C1-C6alkoxy, C1-C6thioalkyl, —C0-C4alkyl(mono- and di-C1-C6alkylamino), —C0-C4alkyl(C3-C7cycloalkyl), —C0-C4alkoxy(C3-C7cycloalkyl), C1-C2haloalkyl, and C1-C2haloalkoxy;
R21 and R22 are independently chosen at each occurrence from hydrogen, hydroxyl, cyano, amino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, (C3-C7cycloalkyl)C0-C4alkyl, (phenyl)C0-C4alkyl, —C1-C4alkylOC(O)OC1-C6alkyl, —C1-C4alkylOC(O)C1-C6alkyl, —C1-C4alkylC(O)OC1-C6alkyl, (4- to 7-membered heterocycloalkyl)C0-C4alkyl having 1, 2, or 3 heteroatoms independently chosen from N, O, and S, and (5- or 6- membered unsaturated or aromatic heterocycle)C0-C4alkyl having 1, 2, or 3 heteroatoms independently chosen from N, O, and S;
R23 is independently chosen at each occurrence from C1-C6alkyl, C1-C6haloalkyl, (aryl)C0-C4alkyl, (C3-C7cycloalkyl)C0-C4alkyl, (phenyl)C0-C4alkyl, (4- to 7-membered heterocycloalkyl)C0-C4alkyl having 1, 2, or 3 heteroatoms independently chosen from N, O, and S, and (5- or 6- membered unsaturated or aromatic heterocycle)C0-C4alkyl having 1, 2, or 3 heteroatoms independently chosen from N, O, and S;
R24 and R25 are taken together with the nitrogen to which they are attached to form a 4- to 7-membered monocyclic heterocycloalkyl group, or a 6- to 10- membered bicyclic heterocyclic group having fused, spiro, or bridged rings;
L is

R17 is hydrogen, C1-C6alkyl, or —C0-C4alkyl(C3-C7cycloalkyl);
R18 and R18? are independently chosen from hydrogen, halogen, hydroxymethyl, and methyl;
m is 0, 1, 2, or 3;
B is monocyclic or bicyclic carbocyclic; a monocyclic or bicyclic carbocyclic-oxy group; a monocyclic, bicyclic, or tricyclic heterocyclic group having 1, 2, 3, or 4 heteroatoms independently selected from N, O, and S and from 4 to 7 ring atoms per ring; C2-C6alkenyl; C2-C6alkynyl; —(C0-C4alkyl)(aryl); —(C0-C4alkyl)(heteroaryl); or —(C0-C4alkyl)(biphenyl) each of which B is unsubstituted or substituted with one or more substituents independently chosen from R33 and R34, and 0 or 1 substituents chosen from R35 and R36;
R33 is independently chosen from halogen, hydroxyl, —COOH, cyano, C1-C6alkyl, C2-C6alkanoyl, C1-C6alkoxy, —C0-C4alkylNR9R10, —SO2R9, —C1-C2 haloalkyl, and C1-C2 haloalkoxy;
R34 is independently chosen from nitro, C2-C6alkenyl, C2-C6alkynyl, C1-C6thioalkyl, -JC3-C7cycloalkyl, —B(OH)2, -JC(O)NR9R23, -JOSO2OR21, —C(O)(CH2)1-4S(O)R21, —O(CH2)1-4S(O)NR21R22, -JOP(O)(OR21)(OR22), -JP(O)(OR21)(OR22), -JOP(O)(OR21)R22, -JP(O)(OR21)R22, -JOP(O)R21R22, -JP(O)R21R22, -JSP(O)(OR21)(OR22), -JSP(O)(OR21)(R22), -JSP(O)(R21)(R22), -JNR9P(O)(NHR21)(NHR22), -JNR9P(O)(OR21)(NHR22), -JNR9P(O)(OR21)(OR22), -JC(S)R21, -JNR21SO2R22, -JNR9S(O)NR10R22, -JNR9SO2NR10R22, -JSO2NR9COR22, -JSO2NR9CONR21R22, -JNR21SO2R22, -JC(O)NR21SO2R22, -JC(NH2)NR22, -JC(NH2)NR9S(O)2R22, -JOC(O)NR21R22, -JNR21C(O)OR22, -JNR21OC(O)R22, —(CH2)1-4C(O)NR21R22, -JNR9C(O)R21, -JC(O)R21, -JNR9C(O)NR10R22, —CCR21, —(CH2)1-4OC(O)R21, and -JC(O)OR23; each of which R34 is unsubstituted or substituted with one or more substituents independently chosen from halogen, hydroxyl, nitro, cyano, amino, oxo, —B(OH)2, —Si(CH3)3, —COOH, —CONH2, —P(O)(OH)2, C1-C6alkyl, —C0-C4alkyl(C3-C7cycloalkyl), C1-C6alkoxy, —C0-C2alkyl(mono- and di-C1-C4alkylamino), C1-C6alkylester, C1-C4alkylamino, C1-C4hydroxylalkyl, C1-C2haloalkyl, and C1-C2haloalkoxy;
R35 is independently chosen from naphthyl, naphthyloxy, indanyl, (4- to 7-membered heterocycloalkyl)C0-C4alkyl containing 1 or 2 heteroatoms chosen from N, O, and S, and bicyclic heterocycle containing 1, 2, or 3 heteroatoms independently chosen from N, O, and S, and containing 4- to 7- ring atoms in each ring; each of which R35 is unsubstituted or substituted with one or more substituents independently chosen from halogen, hydroxyl, nitro, cyano, C1-C6alkyl, C2-C6alkenyl, C2-C6alkanoyl, C1-C6alkoxy, (mono- and di-C1-C6alkylamino)C0-C4alkyl, C1-C6alkylester, —C0-C4alkyl(C3-C7cycloalkyl), —SO2R9, C1-C2haloalkyl, and C1-C2haloalkoxy; and
R36 is independently chosen from tetrazolyl, (phenyl)C0-C2alkyl, (phenyl)C1-C2alkoxy, phenoxy, and 5- or 6-membered heteroaryl containing 1, 2, or 3 heteroatoms independently chosen from N, O, B, and S, each of which R36 is unsubstituted or substituted with one or more substituents independently chosen from halogen, hydroxyl, nitro, cyano, C1-C6alkyl, C2-C6alkenyl, C2-C6alkanoyl, C1-C6alkoxy, (mono- and di-C1-C6alkylamino)C0-C4alkyl, C1-C6alkylester, —C0-C4alkyl(C3-C7cycloalkyl), —SO2R9, —OSi(CH3)2C(CH3)3, —Si(CH3)2C(CH3)3, C1-C2haloalkyl, and C1-C2haloalkoxy; and
J is independently selected at each occurrence from a covalent bond, C1-C4alkylene, —OC1-C4alkylene, C2-C4alkenylene, and C2-C4alkynylene.

US Pat. No. 10,428,091

CATALYST SYSTEMS CONTAINING LOW VALENT TITANIUM-ALUMINUM COMPLEXES AND POLYMERS PRODUCED THEREFROM

Chevron Phillips Chemical...

1. A method of making a titanium-aluminum complex having the formula:the method comprising:contacting a half-metallocene titanium compound having the formula:
with an alkylaluminum compound having the formula Al(RX)(RY)(RZ) to form a mixture comprising the titanium-aluminum complex having formula (A); wherein:X1 and X2 independently are a halide;
R1, R2, and R3 independently are H or a halide, C1 to C36 hydrocarbyl group, C1 to C36 halogenated hydrocarbyl group, C1 to C36 hydrocarboxy group, or C1 to C36 hydrocarbylsilyl group;
Cp is a substituted or unsubstituted cyclopentadienyl, indenyl, or fluorenyl group; and
RX, RY, and RZ independently are a C1 to C10 alkyl group.

US Pat. No. 10,428,090

CONDENSED-CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE COMPRISING THE SAME

Samsung Display Co., Ltd....

1. A condensed-cyclic compound represented by Formula 1:
wherein, in Formula 1,
ring A, ring B, and ring C are each independently selected from a C5-C30 carbocyclic group and a C1-C30 heterocyclic group,
each of L1 to L9 is independently selected from a substituted or unsubstituted C3-C10 cycloalkylene group, a substituted or unsubstituted C1-C10 heterocycloalkylene group, a substituted or unsubstituted C3-C10 cycloalkenylene group, a substituted or unsubstituted C1-C10 heterocycloalkenylene group, a substituted or unsubstituted C6-C60 arylene group, a substituted or unsubstituted C1-C60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,
each of a1 to a9 is independently an integer from 0 to 5,
each of Ar1 to Ar6, R11, and R12 is independently selected from a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,
each of b1 to b6 is independently an integer from 1 to 5,
each of n1 to n3 is independently selected from 0, 1, 2, and 3, provided that the sum of n1, n2, and n3 is 2 or greater,
each of R1 to R3 is independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(?O)(Q1), —S(?O)2(Q1), and —P(?O)(Q1)(Q2),
each of c1 to c3 is independently an integer from 0 to 8, and
at least one substituent of the substituted C3-10 cycloalkylene group, substituted C1-C10 heterocycloalkylene group, substituted C3-C10 cycloalkenylene group, substituted C1-C10 heterocycloalkenylene group, substituted C6-C60 arylene group, substituted C1-C60 heteroarylene group, a substituted divalent non-aromatic condensed polycyclic group, a substituted divalent non-aromatic condensed heteropolycyclic group, substituted C1-C60 alkyl group, substituted C2-C60 alkenyl group, substituted C2-C60 alkynyl group, substituted C1-C60 alkoxy group, substituted C3-C10 cycloalkyl group, substituted C1-C10 heterocycloalkyl group, substituted C3-C10 cycloalkenyl group, substituted C1-C10 heterocycloalkenyl group, substituted C6-C60 aryl group, substituted C6-C60 aryloxy group, substituted C6-C60 arylthio group, substituted C1-C60 heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, and substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group;
a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(?O)(Q11), —S(?O)2(Q11), and —P(?O)(Q11)(Q12);
a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group;
a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(?O)(Q21), —S(?O)2(Q21), and —P(?O)(Q21)(Q22); and
—Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(?O)(Q31), —S(?O)2(Q31), and —P(?O)(Q31)(Q32),
wherein each of Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 is independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a phenyl group, a biphenyl group, and a terphenyl group.

US Pat. No. 10,428,088

MUSCARINIC RECEPTOR AGONISTS

Heptares Therapeutics Lim...

1. A compound of the formula (1a):
or a salt thereof, wherein:
m is 1;
p is 0;
q is 0;
W is C;
Z is CH2;
Y is O;
X1 and X2 are saturated hydrocarbon groups which together contain a total of five to nine carbon atoms and which link together such that the moiety:

is selected from ring systems BA to BH below:

R1 can be H, optionally substituted C1-6 alkyl or CH2-aryl;
R2 is H;
R3 is H, OH, or an optionally substituted C1-6 non-aromatic hydrocarbon group;
R4 can be H, optionally substituted C1-5 alkyl or optionally substituted C2-5 alkynyl.

US Pat. No. 10,428,085

ASYMMETRIC BENZOTRICHALCOGENOPHENE COMPOUND AND POLYMER

NATIONAL CHIAO TUNG UNIVE...

1. An asymmetric benzotrichalcogenophene compound, having a structure of chemical formula (1):
wherein
R1 is hydrogen, —CpH2p+1, —COCqH2q+1 or —COOCrH2r+1, p is an integer of 1-20, q is an integer of 1-12, r is an integer of 1-12,
X is selected from the group consisting of sulfur, selenium, tellurium, and a combination thereof,
Y is selected from the group consisting of oxygen, sulfur, selenium, tellurium, and a combination thereof, and when X is sulfur, Y is not sulfur.

US Pat. No. 10,428,084

COMPOUND FOR ORGANIC ELECTRIC ELEMENT, ORGANIC ELECTRIC ELEMENT COMPRISING THE SAME AND ELECTRONIC DEVICE THEREOF

DUK SAN NEOLUX CO., LTD.,...

1. A compound of Formula 1 below:
wherein
X and Y are each independently O or S,
a and b are each an integer of 0 or 1, and at least one of a and b is 1,
Ar1 to Ar3 are each independently selected from the group consisting of a C6-C60 aryl group, a fluorenyl group, a C2-C60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, C1-C60 alkyl group, a fused ring group of a C6-C60 aromatic ring and a C3-C60 aliphatic ring, and -L-N(R?)(R?),
R1 to R3 are each independently selected from the group consisting of deuterium, tritium, halogen, a C6-C60 aryl group, a fluorenyl group, a C2-C60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a fused ring group of a C6-C60 aromatic ring and a C3-C60 aliphatic ring, a C1-C50 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C30 alkoxyl group, a C6-C30 aryloxyl group, and -L?-N(R?)(R?), and neighboring groups of R1, neighboring groups of R2 or neighboring groups of R3 may be optionally linked each other to form a ring when a plurality of neighboring R1 to R3 exist, l and n are each an integer of 0-4, and m is an integer of 0 or 1,
L1, L2 and L? are each independently selected from the group consisting of a single bond, a C6-C60 arylene group, a fluorenylene group, a C2-C60 heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P, a fused ring group of a C6-C60 aromatic ring and a C3-C60 aliphatic ring, and a aliphatic hydrocarbon group,
R? and R? are each independently selected from the group consisting of a C6-C60 aryl group, a fluorenyl group, a C2-C60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a fused ring group of a C6-C60 aromatic ring and a C3-C60 aliphatic ring, and
when Ar1 to Ar3, R1 to R3, R? and R? are each the aryl group, fluorenyl group, heterocyclic group, or fused ring group, when Ar1 to Ar3 are each the alkyl group, when R1 to R3 are each the alkyl group, alkenyl group, alkynyl group, alkoxyl group or aryloxy group, or when L1, L2 and L? are each the arylene group, fluorenylene group, heterocyclic group, or fused ring group, each of them may be optionally further substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group substituted or unsubstituted with a C1-C20 alkyl group or a C6-C20 aryl group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a C1-C20 alkylthio group, a C1-C20 alkoxyl group, a C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C6-C20 aryl group, a C6-C20 aryl group substituted with deuterium, a fluorenyl group, a C2-C20 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a C3-C20 cycloalkyl group, a C7-C20 arylalkyl group, and a C8-C20 arylalkenyl group.

US Pat. No. 10,428,083

HETEROCYCLYLMETHYL-THIENOURACILE AS ANTAGONISTS OF THE ADENOSINE-A2B-RECEPTOR

BAYER PHARMA AKTIENGESELL...

1. Compound of the formula (I)
in which
the ring A is an azaheterocycle of the formula

in which * marks the bond to the adjoining CH(R1) group,
R5 is hydrogen, (C1-C4)-alkyl, hydroxyl, (C1-C4)-alkoxy, amino, (C1-C5)-alkanoylamino or (C1-C4)-alkoxycarbonylamino,
R6 is hydrogen, methyl or ethyl,
R7A and R7B are the same or different and are independently hydrogen or (C1-C4)-alkyl,
R8 is hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C1-C5)-alkanoyl or (C1-C4)-alkoxycarbonyl,
where (C1-C4)-alkyl may be up to disubstituted by hydroxyl,
R9A and R9B are the same or different and are independently hydrogen or (C1-C4)-alkyl
and
X is O, N(R10) or S, in which
R10 is hydrogen, cyano or (C1-C4)-alkoxycarbonyl,
R1 is hydrogen or methyl,
R2 is hydrogen, methyl or ethyl, where methyl and ethyl may be up to trisubstituted by fluorine,
R3 is (C2-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl,
where (C2-C6)-alkyl may be substituted by a radical selected from the group of hydroxyl, methoxy, ethoxy, trifluoromethoxy, cyclopropyl, cyclobutyl, oxetanyl and phenyl, and up to trisubstituted by fluorine,
and
(C2-C6)-alkenyl may be up to trisubstituted by fluorine,
where the cyclopropyl and cyclobutyl groups mentioned may in turn be up to disubstituted, identically or differently, by a radical selected from fluorine and methyl,
or
R3 is a group of the formula —CH2—R14 in which
R14 is cyclopropyl, cyclobutyl, oxetanyl or tetrahydrofuranyl, where cyclopropyl, cyclobutyl and oxetanyl may be up to disubstituted, identically or differently, by a radical selected from fluorine and methyl,
and
R4 is (C1-C6)-alkyl or (C2-C6)-alkenyl,
where (C1-C6)-alkyl may be up to pentasubstituted and (C2-C6)-alkenyl up to trisubstituted by fluorine
and
where one CH2 group in (C1-C6)-alkyl may be exchanged for —O—, —S— or —S(O)2—, with the proviso that there are at least two carbon atoms between such a heteroatom and the uracil N1 atom,
or
R4 is a group of the formula —(CH2)m—CN, —(CH2)n—R11 or —(CH2)p—R12, in which
m is the number 1, 2, 3 or 4,
n is the number 2 or 3,
p is the number 1 or 2,
R11 is dimethylamino, diethylamino or azetidino
and
R12 is (C3-C6)-cycloalkyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl or 5-membered azaheteroaryl,
where (C3-C6)-cycloalkyl may be up to disubstituted, identically or differently, by a radical selected from fluorine and methyl
and
azaheteroaryl may be up to disubstituted, identically or differently, by a radical selected from methyl and trifluoromethyl,
or
R4 is a group of the formula —(CH2)2—O—R13 in which
R13 is (C3-C6)-cycloalkyl,
and a salt, a solvate, and a solvate of the salt thereof.

US Pat. No. 10,428,081

EGFR INHIBITOR, PREPARATION METHOD AND USE THEREOF

SHANGHAI HANSOH BIOMEDICA...

1. A compound selected from the group consisting of a compound of formula (IIIA1-7), a compound of formula (IIIA1-8), a compound of formula (IIIA1-9), a compound of formula (IVA1-4), a compound of formula (IVA-5), a compound of formula (IVA1-6), and a compound of formula (IVA1-7), or a stereoisomer or a pharmaceutically acceptable salt thereof:
wherein
R is selected from the group consisting of hydrogen and bis-C1-8 alkylaminomethyl;
R1 is selected from the group consisting of:

wherein the three R6 in
are optionally the same or different substituents;R2 is selected from the group consisting of C1-8 alkyl and C3-8 cycloalkyl, wherein the C1-8 alkyl and C3-8 cycloalkyl are each optionally substituted by one or more groups selected from the group consisting of halogen, hydroxy, C1-8 alkyl, C1-8 alkoxy, haloC1-8 alkoxy, C3-8 cycloalkyl and C3-8 cycloalkoxy;
R3 is selected from the group consisting of hydrogen, deuterium, halogen, cyano, nitro, C1-8 alkyl, C1-8 alkoxy, C3-8 cycloalkyl, trifluoromethyl, trifluoromethoxy, SO2R9, C(O)R10, C(O)OR10 and P(O)R11R12;
each R4 is independently selected from the group consisting of hydrogen, deuterium, halogen, hydroxy, sulfhydryl, cyano, nitro, azido, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, 3- to 8-membered heterocyclyloxy, 3- to 8-membered heterocyclylthio, C5-10 aryl, C5-10 aryloxy, C5-10 arylthio, 5- to 10-membered heteroaryl, 5- to 10-membered heteroaryloxy, 5- to 10-membered heteroarylthio, —C0-8—P(O)R11R12, —C0-8—S(O)rR9, —C0-8—O—R10, —C0-8—C(O)R10, —C0-8—C(O)OR10, —C0-8—O—C(O)R10, —C0-8—NR7R8, —C0-8—C(O)NR7R8, —N(R7)—C(O)R10 and —N(R7)—C(O)OR10;
wherein the C1-8 alkyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, C5-10 aryl, 5- to 10-membered heteroaryl, 5- to 7-membered carbocycle, 5- to 7-membered heterocycle, C5-7 aryl and 5- to 7-membered heteroaryl are each optionally substituted by one or more groups selected from the group consisting of halogen, hydroxy, sulfhydryl, cyano, nitro, azido, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, 3- to 8-membered heterocyclyloxy, 3- to 8-membered heterocyclylthio, C5-10 aryl, C5-10 aryloxy, C5-10 arylthio, 5- to 10-membered heteroaryl, 5- to 10-membered heteroaryloxy, 5- to 10-membered heteroarylthio, —C0-8—S(O)rR9, —C0-8—O—R10, —C0-8—C(O)R10, —C0-8—C(O)OR10, —C0-8—O—C(O)R10, —C0-8—NR7R8, —C0-8—C(O)NR7R8, —N(R7)—C(O)R10 and —N(R7)—C(O)OR10;
R6 is selected from the group consisting of hydrogen, deuterium, C1-8 alkyl, haloC1-8 alkyl and C(O)R10;
R7 is selected from the group consisting of hydrogen, deuterium, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, C5-10 aryl, 5- to 10-membered heteroaryl, —C0-8—S(O)rR9, —C0-8—O—R10, —C0-8—C(O)R10, —C0-8—C(O)OR10, —C0-8—O—C(O)R10, —C0-8—NR7R8 and —C0-8—C(O)NR7R8,
wherein the C1-8 alkyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, C5-10 aryl and 5- to 10-membered heteroaryl are each optionally substituted by one or more groups selected from the group consisting of halogen, hydroxy, sulfhydryl, cyano, nitro, azido, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, 3- to 8-membered heterocyclyloxy, 3- to 8-membered heterocyclylthio, C5-10 aryl, C5-10 aryloxy, C5-10 arylthio, 5- to 10-membered heteroaryl, 5- to 10-membered heteroaryloxy, 5- to 10-membered heteroarylthio, —C0-8—S(O)rR9, —C0-8—O—R10, —C0-8—C(O)R10, —C0-8—C(O)OR10, —C0-8—O—C(O)R10, —C0-8—NR7R8, —C0-8—C(O)NR7R8, —N(R7)—C(O)R10 and —N(R7)—C(O)OR10;
R8 is selected from the group consisting of hydrogen, deuterium, halogen, hydroxy, sulfhydryl, cyano, nitro, azido, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, 3- to 8-membered heterocyclyloxy, 3- to 8-membered heterocyclylthio, C5-10 aryl, C5-10 aryloxy, C5-10 arylthio, 5- to 10-membered heteroaryl, 5- to 10-membered heteroaryloxy, 5- to 10-membered heteroarylthio, —C0-8—S(O)rR9, —C0-8—O—R10, —C0-8—C(O)R10, —C0-8—C(O)OR10, —C0-8—O—C(O)R10, —C0-8—NR7R8, —C0-8—C(O)NR7R8, —N(R7)—C(O)R10 and —N(R7)—C(O)OR10,
wherein the C1-8 alkyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, C5-10 aryl and 5- to 10-membered heteroaryl are each optionally substituted by one or more groups selected from the group consisting of halogen, hydroxy, sulfhydryl, cyano, nitro, azido, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C3-8 cycloalkyl, 3- to 8-membered heterocyclyl, 3- to 8-membered heterocyclyloxy, 3- to 8-membered heterocyclylthio, C5-10 aryl, C5-10 aryloxy, C5-10 arylthio, 5- to 10-membered heteroaryl, 5- to 10-membered heteroaryloxy, 5- to 10-membered heteroarylthio, —C0-8—S(O)rR9, —C0-8—O—R10, —C0-8—C(O)R10, —C0-8—C(O)OR10, —C0-8—O—C(O)R10, —C0-8—NR7R8, —C0-8—C(O)NR7R8, —N(R7)—C(O)R10 and —N(R7)—C(O)OR10;
R9 is selected from the group consisting of hydrogen, deuterium, C1-8 alkyl, C3-8 cycloalkyl, haloC1-8 alkyl, bis-C1-8 alkylamino, phenyl and p-methylphenyl;
R10, R11 and R12 are each independently selected from the group consisting of hydrogen, deuterium, C1-8 alkyl, C3-8 cycloalkyl, haloC1-8 alkyl and hydroxyC1-8 alkyl,
provided that when the compound is a compound of formula (IIIA1-9), each R10 is independently selected from the group consisting of hydrogen, deuterium, C3-8 cycloalkyl, haloC1-8 alkyl and hydroxy C1-8 alkyl;
m is 0, 1, 2, 3 or 4;
r is 0, 1 or 2;
q is 0, 1, 2, 3 or 4; and
“” means that substituent R can have a Z or E configuration.

US Pat. No. 10,428,080

TBK/IKK INHIBITOR COMPOUNDS AND USES THEREOF

Merck Patent GmbH, Darms...

1. A compound of formula I,
or pharmaceutically acceptable derivatives, solvates, salts, hydrates, or stereoisomers thereof, wherein:
R1 is hydrogen, optionally substituted C1-6 aliphatic, optionally substituted 3-8 membered saturated or partially unsaturated carbocyclic ring, —OR, or halogen;
ring Z is pyridine, or pyrimidine;
each R2 is independently —R, halogen, —OR, —SR, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2;
each R3 is independently —R, halogen, —OR, —SR, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2;
ring A is phenyl or a 5-6-membered heteroaryl having 1, 2, or 3 nitrogens;
R4 is halogen, —SR, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2 or —NRSO2R;
each R5 is independently —R, halogen, —OR, —SR, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2;
each R is independently hydrogen, C1-6 aliphatic, C3-10 aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocylic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur; or a 6-12 membered spiro, fused, or bridged bicyclic carbocyclic or heterocyclic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur; each of which is optionally substituted; or
two R groups on the same atom are taken together with the atom to which they are attached to form a C3-10 aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocylic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur; each of which is optionally substituted;
n is 1 or 2;
p is 0, 1, or 2; and
q is 0, 1, or 2;
wherein the following compounds are excluded:
4-{7-[3-cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}-3-fluoro-N-(2-hydroxy-ethyl)-N-methyl-benzamide;
5-{2-[2-fluoro-4-(piperazine-1-carbonyl)-phenyl]-furo[3,2-b]pyridin-7-yl}-2-(tetrahydro-pyran-4-yloxy)-benzonitrile;
5-{2-[2-fluoro-4-(5-oxo-[1,4]diazepane-1-carbonyl)-phenyl]-furo[3,2-b]pyridin-7-yl}-2-(tetrahydro-pyran-4-yloxy)-benzonitrile;
5-{2-[2-fluoro-4-(4-hydroxy-piperidine-1-carbonyl)-phenyl]-furo[3,2-b]pyridin-7-yl}-2-(tetrahydro-pyran-4-yloxy)-benzonitrile;
5-{2-[2-fluoro-4-(morpholine-4-carbonyl)-phenyl]-furo[3,2-b]pyridin-7-yl}-2-(tetrahydro-pyran-4-yloxy)-benzonitrile;
4-{7-[3-cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}-N-(2-hydroxy-ethyl)-3-methoxy-N-methyl-benzamide;
5-{2-[4-(4-hydroxy-piperidine-1-carbonyl)-2-methoxy-phenyl]-furo[3,2-b]pyridin-7-yl}-2-(tetrahydro-pyran-4-yloxy)-benzonitrile;
4-{7-[3-cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}-3-methoxy-N,N-dimethyl-benzamide;
4-{7-[3-cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}-3-methoxy-N—(S)-piperidin-3-yl-benzamide; and
4-{7-[3-cyano-4-(tetrahydro-pyran-4-yloxy)-phenyl]-furo[3,2-b]pyridin-2-yl}-3-methoxy-N—(R)-piperidin-3-yl-benzamide.

US Pat. No. 10,428,079

PROCESS FOR IMPROVED OXYCODONE SYNTHESIS

RHODES TECHNOLOGIES, Cov...

1. A process for preparing oxycodone or a salt or solvate thereof from thebaine, the process comprising or consisting of the steps
(a) oxidizing the thebaine to 14-hydroxycodeinone;
(b) adding an acid H+nXn? to the reaction mixture of step (a) before, during and/or after the oxidation reaction;
(c) optionally precipitating the resulting 14-hydroxycodeinone as 14-hydroxycodeinone salt or a solvate thereof;
(d) optionally isolating the precipitated 14-hydroxycodeinone salt or solvate thereof;
(e) providing a solution or suspension of the 14-hydroxycodeinone salt or solvate thereof;
(f) adding trifluoroacetic acid and/or a glycol to the solution or suspension obtained in step (e);
(g) after step (f), reducing the 14-hydroxycodeinone present in the solution or suspension to the oxycodone by hydrogenation; and
(h) optionally adding a base, thus raising the pH to a pH where the oxycodone precipitates as its free base, and isolating the oxycodone as its free base or a solvate thereof,
wherein
Xn? is an anion selected from the group consisting of Cl?, HSO4?, SO42?, methanesulfonate, tosylate, trifluoroacetate, H2PO4?, HPO42?, PO43?, oxalate, perchlorate, and any mixtures thereof; and
n is 1, 2, or 3.

US Pat. No. 10,428,078

COMPOUNDS

GlaxoSmithKline Intellect...

1. A compound of Formula (I-3) or a pharmaceutically acceptable salt thereof:whereinR1 is selected from the group consisting of H, C1-3alkyl and —C(O)—C1-3alkyl; and
R2 and R3 together with the carbon to which they are attached form a 4, 5 or 6 membered saturated ring, which ring
optionally contains one heteroatom ring member selected from N or O, and
is optionally substituted with one substituent of -L-K, wherein
L is selected from the group consisting of C(O), CH2, and S(O)2, and
K is selected from the group consisting of C1-3alkyl, phenyl, and C3-6cycloalkyl;
or R1 and R2 together with the nitrogen and carbon to which they are attached form a 5-membered saturated heterocyclic ring, which ring
optionally contains one or two additional heteroatom ring member independently selected from the group consisting of N, O, C(O), S, S(O), and S(O)2, and
is optionally substituted with one or more substituents independently selected from the group consisting of OH, halo, NR1aR1b, COOH, and —Y—Rc, wherein
Y is absent or is selected from the group consisting of C(O), S(O)2, —C(O)—C(O)—, and CH2, and
Rc is selected from the group consisting of
C1-5alkyl optionally substituted with one or more substituents independently selected from the group consisting of NR2aR2b, C3-6 cycloalkyl, and —COOH,
C1-3haloalkyl,
C1-3alkoxyl,
NR3aR3b,
—(CH2)p—C(O)—O—C1-3alkyl, wherein p is 1, 2, or 3 and the —(CH2)p— is optionally substituted by one or more methyl,
—(CH2)q—C3-6 cycloalkyl wherein q is 1, 2, or 3, the cycloalkyl is optionally substituted with NR4aR4b, and the —(CH2)q— is optionally substituted by one or more methyl, and
heterocyclyl optionally substituted with one or more substituents independently selected from the group consisting of halo and NR5aR5b,
wherein R1a, R1b, R2a, R2b, R3a, R3b, R4a, R4b, R5a, and R5b are independently H or C1-3alkyl; and
R3 is H;
each occurrence of R4 is independently H or D;
X is absent or is selected from the group consisting of
—O—,
—NH—, and
—N (C1-3 alkyl)-,
n is 1 or 2; or
X is —O—CH2— bicyclo[1.1.1]pentanyl-CH2—O— and n is 0;
A is

wherein
R5 and R9 are independently H or halo,
Z? is N or CR6,
Z is N or CR8,
wherein R6 and R8 are independently selected from the group consisting of H, CN, halo, C1-3alkyl, C1-3haloalkyl, —S(O)2—C1-3alkyl and —S(O)—C1-3alkyl, and
V is CR7, wherein R7 is -Q-(CH2)m—W, wherein
Q is O, N, or CH2,
m is 0 or 1, and
W is 6 membered heteroaryl, wherein the 6 membered heteroaryl is selected from the group consisting of pyridazinyl, pyrimidinyl, pyrazinyl, and triaziny, and
wherein said heteroaryl is optionally substituted with one or more substituents independently selected from the group consisting of C1-3haloalkyl, CN, halo and C1-5alkyl.

US Pat. No. 10,428,077

IMIDAZOTHIADIAZOLE AND IMIDAZOPYRAZINE DERIVATIVES AS PROTEASE ACTIVATED RECEPTOR4 (PAR4) INHIBITORS FOR TREATING PLATELET AGGREGATION

Bristol-Myers Squibb Comp...

1. A compound of Formula I:
or a stereoisomer, tautomer, pharmaceutically acceptable salt, solvate or prodrug thereof, wherein:

W is O or S;
R1 is —CH3;
R8 and R9 are H;
R2 is H;
X1 is CH;
X2 and X4 are each CH;
X3 is CR3;
R3 is OCH3;
R4 and R5 are independently selected from H and C1-C6 alkyl, or R4 and R5 can be taken together with the carbon to which they are attached to form a C3-C7 cycloalkyl ring;

R6 is selected from the group consisting of:
a) phenyl substituted by 0 to 3 groups independently selected from the group consisting of chloro, —CF3, cyano, —OCH3, —OCF3, —SO2CH3 and (C?O)N(CH3)2;
b) pyridinyl or pyrimidinyl substituted by 0 to 3 groups independently selected from the group consisting of fluoro, chloro, —CH3 and —OCH3; and
c) piperidinyl, morpholinyl or thiomorpholinyl substituted by 0 to 3 groups independently selected from the group consisting of fluoro, OH, —CH3 and —NH2; and
R7 is selected from the group consisting of H, and —CH3.

US Pat. No. 10,428,076

SOLUBLE GUANYLATE CYCLASE STIMULATORS

1. A method for treating a condition selected from cardiovascular disease, endothelial dysfunction, diastolic dysfunction, atherosclerosis, hypertension, heart failure, pulmonary hypertension, angina pectoris, thrombosis, restenosis, myocardial infarction, stroke, cardiac insufficiency, fibrosis, pulmonary hypertonia, erectile dysfunction, asthma, acute respiratory distress syndrome (ARDS), chronic kidney disease, cystic fibrosis, sickle cell anemia, scleroderma, Raynaud's Syndrome, diabetes, diabetic retinopathy, cirrhosis of the liver, chronic obstructive pulmonary disease (COPD), acute lung injury, pulmonary fibrosis, or interstitial lung disease, comprising administering a therapeutically effective amount of a compound of the Formula (I)
wherein:
X is C(H) or N;
each R1 is independently halo, hydroxy, C1-C3 alkyl, C3-C6 cycloalkyl or —O—C1-C3 alkyl;
R2 is:
(a.) C1-C6 alkyl, wherein said C1-C6 alkyl of R2 is unsubstituted or substituted by 1 to 6 moieties independently selected from fluoro or —O—C1-C3 alkyl;
(b.) ring C2, wherein ring C2 is:
(i.) C3-C12 cycloalkyl;
(ii.) phenyl;
(iii.) a 5- or 6-membered monocyclic heteroaryl containing 1 to 2 heteroatoms selected from N, O, or S; or
(iv.) a 5- or 6-membered monocyclic heterocyclyl containing 1 to 2 heteroatoms selected from N, O, or S:
wherein ring C2 is unsubstituted or substituted by 1 to 3 moieties independently selected from halo, cyano, C1-C3 alkyl, —O—C1-C3 alkyl, or oxo;
R4 is C1-C6 alkyl, CF3, or C3-C6 cycloalkyl;
ring C3 is:
(a.) phenyl;
(b.) a 5- or 6-membered monocyclic heteroaryl or a 9- to 10-membered bicyclic heteroaryl containing 1 to 3 heteroatoms selected from N, O, or S;
(c.) a 5- or 6-membered monocyclic heterocyclyl containing 1 to 3 heteroatoms selected from N, O, or S; or
(d.) C3-C6 cycloalkyl;
each Ra is independently selected from halo, cyano, C1-C3 alkyl, —O—C1-C3 alkyl, oxo, or hydroxy;
Y is:
(a.) a bond;
(b.) a group of the formula

wherein RY1 and RY2 are independently H, C1-C3 alkyl, hydroxy, fluoro, C1-C3 hydroxyalkyl, or amino; or alternatively RY1 and RY2, together with the carbon atom to which they are attached form a C3-C6 cycloalkyl;
RY3 and RY4 are independently H, C1-C3 alkyl, hydroxy, fluoro, or C1-C3 hydroxyalkyl; or alternatively RY3 and RY4, together with the carbon atom to which they are attached form a C3-C6 cycloalkyl;
(c.) a group of the formula

(d.) ring AH, wherein ring AH is C3-C6 cycloalkyl or phenyl, wherein ring AH is unsubstituted or substituted by 1 to 3 moieties independently selected from halo or C1-C3alkyl;
(e.) a group —CH?CH—; or
(f.) a group

Z is:
(a.) —CO2H; (b.) —C(O)N(H)OH;

 (f.) —SO3H; (g.) —P(?O)(OH)2; or (h.) —C(O)N(H)S(O)2CH3;
the subscript m is 0, 1, or 2;
the subscript p is 0, 1, 2, or 3;
the subscript q is 0 or 1;
the subscript r1 is 0, 1, 2, 3, or 4; and
the subscript r2 is 0 or 1,or a pharmaceutically acceptable salt thereof, to a patient in need thereof.

US Pat. No. 10,428,075

COELENTERAZINE ANALOGUES

PROMEGA CORPORATION, Mad...

1. A method for in vivo bioluminescent imaging, the method comprising:contacting a live cell with a compound of Formula I or Formula II:

wherein R5 and R5a are hydrogen;
R6 and R6a are aryl optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from the group consisting of halogen, hydroxy, cyano, nitro, amino, alkylamino, dialkylamino, acyl amino, aminoalkyl, alkyl, fluoroalkyl, alkoxyfluoroalkyl, fluoroalkoxy, alkenyl, alkynyl, haloalkyl, haloalkoxy, heteroalkyl, alkoxy, sulfonylamino, sulfonyl, alkylsulfonyl, amide, carbamate, silyl, substituted silyl, acyl, or aminosulfonyl;
R8 and R8a are optionally substituted aryl, heteroaryl, alkyl substituted with aryl, or alkyl substituted with heteroaryl;
Rx is halogen, hydroxy, cyano, nitro, amino, alkylamino, dialkylamino, alkyl, alkenyl, alkynyl, alkoxy, or heteroalkyl; and
p is 0, 1, 2, 3, 4, or 5;
provided that the following compounds are excluded from formula (I): 8-benzyl-2-(furan-2-ylmethyl)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one; and
8-benzyl-2-(furan-2-ylmethyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one; and
Rx is not 4-hydroxy when p is 1, R5a is not hydrogen, or R8a is not benzyl, or any combination thereof;
and
detecting luminescence; wherein the live cell expresses a coelenterazine-utilizing luciferase.

US Pat. No. 10,428,074

PYRROLE HETEROARYL RING DERIVATIVE AND METHOD OF USE THEREOF

Jiangsu Hengrui Medicine ...

4. A process for preparing (3aR,5S,6aS)-N-(3-methoxyl- 1,2,4-thiadiazol-5-yl)-5-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxamide:or a tautomer, mesomer, racemate, enantiomer, diastereomer, or mixture thereof, or a pharmaceutically acceptable salt thereof according to claim 1, the process comprising reacting a compound of formula (I), or a pharmaceutically acceptable salt thereof, with compound 34c to obtain (3aR,5S,6aS)-N-(3-methoxyl-1,2,4-thiadiazol-5-yl)-5-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxamide:or the tautomer, mesomer, racemate, enantiomer, diastereomer, or mixture thereof, or the pharmaceutically acceptable salt thereof,wherein:
R2 is methyl;
A is nitrogen;
L is a bond;
each of R, R1, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14 is hydrogen; and
each of p, q, s, and t is 1.

US Pat. No. 10,428,073

SALT TYPE AND CRYSTAL TYPE OF 4H-PYRAZOLO [1, 5-ALPHA] BENZIMIDAZOLE COMPOUND AND PREPARATION METHOD AND INTERMEDIATE THEREOF

Hubei Bio-Pharmaceutical ...

5. Crystal type A of compound 3, characterized by an XRPD pattern as shown in FIG. 1,

US Pat. No. 10,428,072

INHIBITING THE TRANSIENT RECEPTOR POTENTIAL A1 ION CHANNEL

Eli Lilly and Company, I...

1. A compound of the Formula (I) or a pharmaceutically acceptable salt thereof:
wherein:
R1 is H, C1-C6 alkyl, C2-C6 alkenyl, or C2-C6 alkynyl;
R2 is H, C1-C6 alkyl, C2-C6 alkenyl, or C2-C6 alkynyl, optionally substituted with one or more R5 groups;
R3 is H, C1-C6 alkyl, C2-C6 alkenyl, or C2-C6 alkynyl;
R4 is halo, hydroxy, alkoxy, thiol, alkylthio, amino, alkylamino, dialkylamino, cyano, nitro, amido, alkylamido, dialkylamido, thioyl, sulfonyl, cyclyl, heterocyclyl, aryl, or heteroaryl, optionally substituted at one or more positions with 1-4 R6 groups;
R5 is independently H, halogen, alkyl, aralkyl, alkenyl, alkynyl, hydroxy, amino, amido, phosphonate, carboxyl, ether, alkylthio, haloalkyl, and cyano; and
R6 is independently H, halogen, alkyl, aralkyl, alkenyl, alkynyl, cycloalkyl, hydroxy, amino, nitro, sulfhydryl, imino, amido, phosphate, phosphonate, phosphinate, carbonyl, carboxyl, silyl, ether, alkylthio, sulfonyl, ketone, aldehyde, ester, heterocycle, an aromatic or heteroaromatic ring, haloalkyl, and cyano.

US Pat. No. 10,428,071

CARBOLINE DERIVATIVE SERVING AS BROMODOMAIN INHIBITOR

NINGBO WENDA PHARMA TECHN...

1. A carboline derivative selected from the group consisting ofor a salt thereof.

US Pat. No. 10,428,070

HEPATITIS B ANTIVIRAL AGENTS

Enanta Pharmaceuticals, I...

1. A compound represented by Formula (I):or a pharmaceutically acceptable salt thereof, wherein:A is optionally substituted aryl or optionally substituted heteroaryl;
B is selected from the group consisting of hydrogen, halo, CN, optionally substituted —C1-C6 alkyl, and optionally substituted C3-C6 cycloalkyl;
X is optionally substituted aryl or optionally substituted heteroaryl;
Y is —C(O)NR1R2, —C(O)OR1, optionally substituted aryl or optionally substituted heteroaryl;
R1 and R2 are each independently selected from the group consisting of hydrogen, optionally substituted —C1-C6 alkyl, optionally substituted —C2-C8 alkenyl, optionally substituted —C2-C8 alkynyl, optionally substituted —C3-C8 cycloalkyl, optionally substituted 3- to 8-membered heterocyclic, optionally substituted aryl, and optionally substituted heteroaryl; alternatively, R1 and R2 are taken together with the nitrogen atom to which they are attached to form an optionally substituted 3- to 8-membered heterocyclic; and
R and Z are taken together with the carbon atom to which they are attached to form an optionally substituted 3- to 8-membered cycloalkyl, 3- to 8-membered cycloalkenyl, or 3- to 8-membered heterocyclic;
provided that when Y is optionally substituted aryl or optionally substituted heteroaryl, R and Z taken together with carbon atom to which they are attached do not form
where R5 is hydrogen, optionally substituted —C1-C8 alkyl, optionally substituted —C2-C8 alkenyl, optionally substituted —C2-C8 alkynyl, optionally substituted —C3-C8 cycloalkyl, optionally substituted 3- to 8-membered heterocyclic, optionally substituted aryl, optionally substituted heteroaryl, —C(O)R13, —C(O)OR13, —C(O)NR13R14, —S(O)2R13, or —S(O)2NR13R14; and R13 and R14 at each occurrence are independently hydrogen, optionally substituted —C1-C8 alkyl, optionally substituted —C2-C8 alkenyl, optionally substituted —C2-C8 alkynyl, optionally substituted —C3-C8 cycloalkyl, optionally substituted 3- to 8-membered heterocyclic, optionally substituted aryl or optionally substituted heteroaryl.

US Pat. No. 10,428,069

6-FUSED HETEROARYLDIHYDROPYRIMIDINES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

Hoffmann-La Roche Inc., ...

1. A compound of formula (I)whereinR1 is hydrogen, halogen or C1-6alkyl;
R2 is hydrogen or halogen;
R3 is hydrogen or halogen;
R4 is C1-6alkyl;
R5 is hydrogen or carboxy;
R6 is hydrogen, C1-6alkoxycarbonyl or carboxy-CmH2m—;
X is carbonyl or sulfonyl;
Y is —CH2—, —O— or —N(R7)—, wherein R7 is hydrogen, C1-6alkyl, C3-7cycloalkyl, C1-6alkoxycarbonyl-CmH2m—, —CmH2m—COOH, —(C1-6alkoxy)C1-6alkyl-COOH, —C1-6alkyl-O—C1-6alkyl-COOH, —C3-7cycloalkyl-CmH2m—COOH, —CmH2m—C3-7cycloalkyl-COOH, hydroxy-CmH2m—, carboxyspiro[3.3]heptyl or carboxyphenyl-CmH2m—;
W is —CH2—, —C(C1-6alkyl)2-, —O— or carbonyl;
n is 0 or 1; and
m is 0-7;
or a pharmaceutically acceptable salts or enantiomer thereof.

US Pat. No. 10,428,068

FUSED AMINO PYRIDINE AS HSP90 INHIBITORS

Curis, Inc., Lexington, ...

1. A method of treating an inflammatory disease or immune system disorder in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a compound represented by formula I:or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein;U is CH;
W is hydrogen, halogen, amino, hydroxy, thiol, alkyl, substituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkylamino, substituted or unsubstituted dialkylamino, substituted or unsubstituted alkylthio, substituted or unsubstituted alkylsulfonyl, CF3, NO2, CN, N3, sulfonyl, acyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic, substituted heterocyclic, cycloalkyl, or substituted cycloalkyl;
X is absent, O, S, S(O), S(O)2, N(R8), C(O), CF2, C(R8) or C2-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl in which one or more methylene can be interrupted or terminated by O, S, SO, SO2, N(R8), C(O), where R8is hydrogen, acyl, aliphatic or substituted aliphatic;
Y is independently hydrogen, halogen, NO2, CN, or lower alkyl;
Z is amino, substituted or unsubstituted alkylamino, substituted or unsubstituted dialkylamino, substituted or unsubstituted alkylcarbonylamino;
Q is aryl, substituted aryl, heteroaryl, substituted heteroaryl, cycloalkyl, or heterocycloalkyl;V is hydrogen, straight- or branched-, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, which one or more methylenes can be interrupted or terminated by O, S, S(O), SO2, N(R8), C(O), substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclic; substituted or unsubstituted cycloalkyl; where R8is hydrogen, acyl, aliphatic or substituted aliphatic, wherein said inflammatory disease or immune system disorder is selected from rheumatoid arthritis, osteoarthritis, juvenile chronic arthritis, graft versus host disease, psoriasis, asthma, spondyloarthropathy, Crohn's Disease, inflammatory bowel disease, colitis ulcerosa, alcoholic hepatitis, Sjoeqrens's syndrome, multiple sclerosis, ankylosing spondylitis, membranous qlomerulopathy, discogenic pain and systemic lupus erythematosus.

US Pat. No. 10,428,067

COMPOUNDS AND METHODS FOR KINASE MODULATION

Plexxikon Inc., Berkeley...

1. A compound having Formula I:or a pharmaceutically acceptable salt, a solvate, a tautomer, a stereoisomer, or a deuterated analog thereof, wherein:A is N or —C(Z3)?;
W is —C(R2)? or N;
Z3 is hydrogen or halo;
Z2 is:

L is —SO2—NR6R7, —NHC(O)R4, or —C(O)NR3R4;
R1 is C1-6alkyl, halo, or halo-C1-6alkyl;
R2 is hydrogen, —CH3, —CH2F, —CHF2, —CF3, or halo;
R3 is hydrogen or C1-6alkyl;
R4 is C3-6cycloalkyl, C3-6cycloalkyl-C1-3alkylene, cyano-C3-6 cycloalkyl, cyano-C3-6 cycloalkyl-C1-3alkylene, cyano-C1-6alkylene, heterocycloalkyl, heteroaryl, or —(CH2)—[(CR10)]2-OH, wherein the C3-6cycloalkyl, C3-6cycloalkyl-C1-3alkylene, cyano-C3-6 cycloalkyl, cyano-C3-6 cycloalkyl-C1-3alkyl, cyano-C1-6alkylene, heterocycloalkyl, and heteroaryl are optionally substituted with 1-2 G groups;
or R3 and R4, together with the N atom to which they are attached, join to form a 4-6 membered heterocycloalkyl moiety substituted with 1-2 G groups;
R6 is hydrogen, C1-6alkyl, cyano-C1-6alkylene optionally substituted with 1-2 G groups, or C3-6cycloalkyl optionally substituted with 1-2 G2 groups;
R7 is hydrogen or C1-6alkyl;
or R6 and R7, together with the N atom to which they are attached, join to form a heterocycloalkyl moiety substituted with 1-2 G groups;
R8 is C1-3alkyl, hydroxy-C1-6alkyl, halo-C1-6alkyl, cyano-C1-6alkylene, —[C(R9)2]1-2—C3-6cycloalkyl, —[C(R9)2]1-2-heterocycloalkyl, —[C(R9)2]1-2-heteroaryl, —[C(R9)2]1-2—SO2—C1-3alkyl, —[C(R9)2]1-2—C(O)—C1-3alkyl, —[C(R9)2]1-2—C(O)—N(C1-3alkyl)2, —[C(R9)2]1-2—C(O)—NH2, —[C(R9)2]1-2—C(O)—C3-6cycloalkyl, or —[C(R9)2]1-2—C(O)-heterocycloalkyl, or —CH2—C(O)-pyridyl;
each R9 is independently selected from hydrogen, C1-6alkyl, C3-6cycloalkyl, halo, and halo-C1-6alkyl;
each R10 is C1-3alkyl or two R10, together with the C atom to which they are attached, join to form a C3-6 cycloalkyl;
each G is independently hydroxyl, C1-6alkyl, C3-6 cycloalkyl, or heterocycloalkyl;
each G2 is independently C1-6alkyl, halogen, or cyano;
m is 0, 1, or 2; and
n is 0 or 2;
provided that the compound is not
N-(2-cyano-2-methyl-propyl)-6-[2-[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
N-(2-cyano-2-methyl-propyl)-6-[2-[1-(difluoromethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
N-(1-cyano-1-methyl-ethyl)-6-[2-[1-(difluoromethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
N-(1-cyano-1-methyl-ethyl)-6-[2-(2-isopropyl-4-methyl-thiazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
6-[2-[1-(2-cyanoethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-N-(1-cyano-1-methyl-ethyl)pyridine-2-carboxamide,
N-(1-cyano-1-methyl-ethyl)-6-[2-[1-(2-morpholinoethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
N-(1-cyano-1-methyl-ethyl)-6-[2-(1-isopropyl-3-methyl-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
6-[3-chloro-2-[1-(difluoromethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-N-(1-cyano-1-methyl-ethyl)pyridine-2-carboxamide,
6-[3-chloro-2-(1-isopropyl-3-methyl-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N-(1-cyano-1-methyl-ethyl)pyridine-2-carboxamide,
N-(1-cyano-1-methyl-ethyl)-6-[2-[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-2-carboxamide,
N-(2-cyanopropan-2-yl)-6-(2-(1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)picolinamide,
N-(2-cyanopropan-2-yl)-6-(2-(1-(2,2-difluoroethyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)picolinamide,
N-(2-cyanopropan-2-yl)-6-(2-(1-(oxetan-3-ylmethyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)picolinamide, and
N-(2-cyanopropan-2-yl)-6-(2-(1-((methylsulfonyl)methyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)picolinamide.

US Pat. No. 10,428,065

ISOXAZOLYL SUBSTITUTED IMIDAZOPYRIDINES

CELLCENTRIC LTD, Cambrid...

1. A compound which is an isoxazolyl imidazopyridine of formula (I):wherein:R0 and R, which are the same or different, are each H or C1-6 alkyl;
R9? and R9?, which are the same or different, are each H or F;
R2 and R2?, which are the same or different, are each H or C1-6 alkyl; or R2 and R2? form, together with the C atom to which they are attached, a C3-6 cycloalkyl group;
R3 and R3?, which are the same or different, are each H, C1-6 alkyl, OH or F;
R4 is phenyl or a 5- to 12-membered N-containing heteroaryl group and is unsubstituted or substituted;
alk is C1-6 alkylene;
R? is C1-6 alkyl;
n is 0 or 1; and
X—R1 is selected from the following structures:













or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,428,064

FUSED-TRICYCLIC INHIBITORS OF KRAS AND METHODS OF USE THEREOF

Araxes Pharma LLC, San D...

1. A compound having the following structure (I?a):or a pharmaceutically acceptable salt, stereoisomer or prodrug thereof, wherein:A is a carbocyclic, heterocyclic or heteroaryl ring;
G1 and G2 are each independently N or CH;
L1 is a bond or NR5;
L2 is a bond or alkylene;
R1 is aryl or heteroaryl;
R2a, R2b and R2c are each independently H, amino, halo, hydroxyl, cyano, C1-C6 alkyl, C1-C6 alkylaminyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy; C3-C8 cycloalkyl, heterocyclylalkyl, C2-C6 alkynyl, C2-C6 alkenyl, aminylalkyl, alkylaminylalkyl, cyanoalkyl, carboxyalkyl, aminylcarbonylalkyl, aminylcarbonyl, heteroaryl or aryl;
R3a and R3b are, at each occurrence, independently H, —OH, —NH2, —CO2H, halo, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, C3-C8 cycloalkyl, heterocyclylalkyl, C2-C6 alkynyl, hydroxylalkyl, alkoxyalkyl, aminylalkyl, alkylaminylalkyl, cyanoalkyl, carboxyalkyl, aminylcarbonylalkyl or aminylcarbonyl; or R3a and R3b join to form a carbocyclic or heterocyclic ring; or R3a is H, —OH, —NH2, —CO2H, halo, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, C3-C8 cycloalkyl, heterocyclylalkyl, C2-C6 alkynyl, hydroxylalkyl, alkoxyalkyl, aminylalkyl, alkylaminylalkyl, cyanoalkyl, carboxyalkyl, aminylcarbonylalkyl or aminylcarbonyl, and R3b joins with R4b to form a carbocyclic or heterocyclic ring;
R4a and R4b are, at each occurrence, independently H, —OH, —NH2, —CO2H, halo, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, C3-C8 cycloalkyl, heterocyclylalkyl, C2-C6 alkynyl, hydroxylalkyl, alkoxyalkyl, aminylalkyl, alkylaminylalkyl, cyanoalkyl, carboxyalkyl, aminylcarbonylalkyl or aminylcarbonyl; or R4a and R4b join to form a carbocyclic or heterocyclic ring; or R4a is H, —OH, —NH2, —CO2H, halo, cyano, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 haloalkoxy, C3-C8 cycloalkyl, heterocyclylalkyl, C2-C6 alkynyl, hydroxylalkyl, alkoxyalkyl, aminylalkyl, alkylaminylalkyl, cyanoalkyl, carboxyalkyl, aminylcarbonylalkyl or aminylcarbonyl, and R4b joins with R3b to form a carbocyclic or heterocyclic ring;
R5 is, at each occurrence, independently H, C1-C6 alkyl, C3-C8 cycloalkyl or heterocycloalkyl;
m1 and m2 are each independently 1, 2 or 3;
represents a double or triple bond;
Q is —C(?O)—, —C(?NR8?)—, NR8C(?O)—, —S(?O)2— or NR8S(?O)2;
R8 is H, C1-C6 alkyl, hydroxylalkyl aminoalkyl, alkoxyalkyl, aminylalkyl, alkylaminylalkyl, cyanoalkyl, carboxyalkyl, aminylcarbonylalkyl, C3-C8 cycloalkyl or heterocycloalkyl;
R8? is H, —OH, —CN or C1-C6 alkyl;
when is a double bond then R9 and R10 are each independently H, halo, cyano, carboxyl, C1-C6 alkyl, alkoxycarbonyl, aminylalkyl, alkylaminylalkyl, aryl, heterocyclyl, heterocyclylalkyl, heteroaryl or hydroxylalkyl, or R9 and R10 join to form a carbocyclic, heterocyclic or heteroaryl ring; and
when is a triple bond then R9 is absent and R10 is H, C1-C6, alkyl, aminylalkyl, alkylaminylalkyl or hydroxylalkyl.

US Pat. No. 10,428,063

4H-PYRROLO[3,2-C]PYRIDIN-4-ONE DERIVATIVES

Bayer Pharma Aktiengesell...

1. A compound of formula (I)
wherein:
R1 is hydrogen, C1-C6-alkyl or C1-C6-haloalkyl;
R2 is hydrogen, C1-C6-alkyl or C1-C6-haloalkyl;
or
R1 and R2 are taken together with the carbon atom to which they are attached to form a 3- to 6-membered cycloalkyl ring;
R3 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, R11—C(O)—, R11O—C(O)— or phenyl-C1-C3-alkyl-,
wherein said phenyl group is optionally independently substituted, one or more times, with R5;
R4 is hydrogen, C1-C4-alkyl or C1-C4-alkoxy-C2-C4-alkyl-;
RA is hydrogen, hydroxy or C1-C4-alkyl;
RB is hydrogen;
or
RB and R2 are taken together to form an additional bond;
A is a group selected from the group consisting of:

wherein * indicates the point of attachment of said group with the rest of the molecule, and said group is optionally independently substituted, one or more times, with R5;
R5 is hydroxy, halogen, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl or C1-C4-haloalkoxy;
E is a group selected from the group consisting of:

wherein * indicates the point of attachment of said group with the rest of the molecule;
R6 and R7 are independently hydrogen, halogen, hydroxy, cyano, C1-C4-alkyl, C1-C6-alkoxy, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl,
wherein said C1-C6-alkoxy is optionally independently substituted one, two or three times, with halogen or is optionally substituted one time with hydroxy, C1-C4-alkoxy, R9R10N—, C3-C6-cycloalkyl, 5- to 6-membered heterocycloalkyl or phenyl, which is optionally independently substituted, one or more times, with R5;
each R8 is independently halogen, hydroxy, nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C6-alkoxy, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl,
wherein said C1-C6-alkoxy is optionally independently substituted one, two or three times, with halogen and is optionally substituted one time with hydroxy, C1-C4-alkoxy, R9R10N—, C3-C6-cycloalkyl, 4- to 7-membered heterocycloalkyl or phenyl, which is optionally independently substituted one or more times, with R5;
each R9 and R10is independently hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl, C1-C4-haloalkyl, C3-C6-halocycloalkyl or phenyl,
wherein said phenyl group is optionally independently substituted, one or more times, with R5;
or
R9 and R10are taken together with the nitrogen atom to which they are attached to form a 3- to 6-membered nitrogen containing heterocyclic ring, optionally containing one additional heteroatom or heteroatom containing group selected from the group consisting of O, NH, and S, and which is optionally independently substituted, one or more times, with R5;
each R11 is independently C1-C4-alkyl, C3-C6-cycloalkyl, C1-C4-haloalkyl or C3-C6-halocycloalkyl;
m is 0, 1, 2, or 3; and
n is 0, 1, or 2,
or an N-oxide, a salt, a tautomer or a stereoisomer of said compound, or a salt of said N-oxide, tautomer or stereoisomer.

US Pat. No. 10,428,062

GEMINAL SUBSTITUTED AMINOBENZISOXAZOLE COMPOUNDS AS AGONISTS OF ?7-NICOTINIC ACETYLCHOLINE RECEPTORS

Axovant Sciences GmbH, B...

1. A compound represented by Formula (Ia) or Formula (Ib):wherein:R1 and R2 independently represent an unbranched C1-C4-alkyl radical or a branched C3-C4-alkyl radical; or the C(R1)(R2) moiety forms a (3-4 membered)-carbocycle, wherein R1 and R2 taken together represent a C2-C3-alkyl di-radical; wherein the unbranched C1-C4-alkyl radical, the branched C3-C4-alkyl radical, and the C2-C3-alkyl di-radical may be independently substituted with up to 4 radical substituents selected from the group consisting of: -D, —F, —Cl, —CN, —CH3, —CH2CH3, ?O, and —OR3;
R3 independently represents —H; an unbranched C1-C4-alkyl radical; a branched C3-C4-alkyl radical; or a C3-C4-cycloalkyl radical; wherein the unbranched C1-C4-alkyl radical, the branched C3-C4-alkyl radical, and the C3-C4-cycloalkyl radical may be independently substituted with up to 4 radical substituents selected from the group consisting of: -D, —F, —Cl, —CN, ?O, —OH, —OC1-C4-alkyl, and —OCF3,
R4 and R5 independently represent —H, -D, or halogen radical;
R6 independently represents —F, —Cl, —Br, —CN, —CH3, —CH2CH3, cyclopropyl radical, —CHF2, —CH2F, —CF3, —CH2CF3, —OCH3, —OCH2CH3, —OCH(CH3)2, —O-cyclopropyl, or —OCF3; and
R7 independently represents —H, -D, —F, —Cl, —CN, —CH3, —CH(CH3)2, cyclopropyl radical, cyclobutyl radical, —CH2F, —CHF2, —CF3, —CH2CF3, —OCH3, —OH3, —OCH2CH3, —OCH(CH3)2, —O-cyclopropyl, —OCF3, or —OCH2CF3;or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,428,061

AUTOTAXIN INHIBITORS

Cancer Research Technolog...

1. A method of treating a cancer selected from lung, colon, breast, ovarian, prostate, liver, pancreas, brain, bladder, kidney, bone, nerve and skin cancer in a patient in need of such treatment, said method comprising administering to said patient a therapeutically effective amount of a compound, or a pharmaceutically acceptable salt thereof, having the structural formula (I) shown below:
wherein:
R1 and R2 are independently selected from H, (1-8C)alkyl, (4-7C)cycloalkyl, 4-7 membered heterocyclyl, 5-6 membered heteroaryl, —S(O)yRa or C(O)Ra, wherein Ra is selected from H, (1-4C)alkyl or (1-4C)alkoxy, y is 0, 1 or 2, and wherein any (1-8C)alkyl, (4-7C)cycloalkyl, 4-7 membered heterocyclyl or 5-6 membered heteroaryl is optionally substituted by one or more substituents selected from oxo, (1-4C)alkyl, halo, cyano, nitro, hydroxyl, amino, (1-4C)haloalkyl, (1-4C)alkoxy, (1-4C)haloalkoxy, carboxyl, carbamoyl, sulphamoyl, NRbRc, ORb, C(O)Rb, C(O)ORb, OC(O)Rb, C(O)N(Rb)Rc, N(Rb)C(O)Rc, S(O)yRb (where y is 0, 1 or 2), SO2N(Rb)Rc, N(Rb)SO2Rc or (CH2)zNRbRc (where z is 1, 2 or 3), (4-6C)heterocycyl, 6 membered aryl or 5 or 6 membered heteroaryl, wherein Rb and Rc are each independently selected from H or (1-4C)alkyl; or
R1 and R2 are linked such that, together with the nitrogen atom to which they are attached, they form a 4 to 10 membered mono or bicyclic heterocyclic ring which is optionally substituted by one or more substituents selected from oxo, (1-4C)alkyl, halo, cyano, nitro, hydroxyl, amino, (1-4C)haloalkyl, (1-4C)alkoxy, (1-4C)haloalkoxy, carboxyl, carbamoyl, sulphamoyl, NRdRe, ORd, C(O)Rd, C(O)ORd, OC(O)Rd, C(O)N(Re)Rd, N(Re)C(O)Rd, S(O)yRd (where y is 0, 1 or 2), SO2N(Re)Rd, N(Re)SO2Rd or (CH2)zNRdRe (where z is 1, 2 or 3), (4-6C)heterocycyl, 6 membered aryl or 5 or 6 membered heteroaryl, wherein Rd and Re are each independently selected from H or (1-4C)alkyl;
L is a (1-3C)alkylene optionally substituted by fluoro, (1-2C)alkyl or oxo;
R4a, R4b, R4c and R4d are each independently selected from H, halo, (1-2C)alkyl, cyano, nitro, hydroxyl, amino, (1-2C)haloalkyl, (1-2C)alkoxy, or (1-2C)haloalkoxy;
A is C(?X) or CRfRg;
wherein X is O, NH or S; and
Rf and Rg are independently selected from H or (1-2C)alkyl;
Q is selected from —NH—S(O)y—, —S(O)y—NH—, —C(O)NRh—, —NRhC(O)—, —NRh—S(O)(NH)—, —S(O)(NH)—NRh—, —C(O)O—, —OC(O)—, —CH2CH2—, —CH2NRh— or —NRhCH2—, wherein y is 0, 1 or 2 and Rh is selected from H or (1-2C)alkyl;
HET is a 5 or 6 membered nitrogen containing heteroaryl optionally substituted with one or more substituents selected from H, (1-4C)alkyl, halo, cyano, nitro, hydroxyl, amino, (1-4C)haloalkyl, (1-4C)alkoxy, (1-4C)haloalkoxy, carboxyl, carbamoyl, amido or sulphamoyl;
W is either a group of the formula:
-Q1-Ri—
wherein:
Q1 is attached to HET and is —C(O)— or —CH2—; and
Ri is attached to R3 and is selected from —CHRj—, —NRj—, or —O—, wherein Rj is selected from H or (1-2C)alkyl;
or W is a group of the formula:
—Rk-Q2-
wherein:
Q2 is attached to R3 and is selected from —C(O)— or —CH2—; and
Rk is attached to HET and is selected from CHR1, NR1, O or S(O)y, wherein y is 0, 1 or 2 and R1 is H or (1-4C)alkyl;
R3 is selected from (1-6C)alkyl, phenyl, (4-8C)carbocyclyl, heteroaryl or heterocyclyl, each of which is optionally substituted with one or more substituents selected from (1-4C)alkyl, halo, (1-4C)haloalkyl, (1-4C)alkoxy, (1-4C)haloalkoxy, (3-6C)cycloalkyl, (3-6C)cycloalkyl(1-2C)alkyl, (2-4C)alkenyl or (2-4C)alkynyl.

US Pat. No. 10,428,060

PI-KINASE INHIBITORS WITH ANTI-INFECTIVE ACTIVITY

The Board of Trustees of ...

1. A compound of the formula (XXI)
wherein:
R2 is alkoxy or substituted alkoxy;
R3 is hydrogen, lower alkyl or substituted lower alkyl;
Y3 is CH;
Z2 is absent;
R1 is aryl, substituted aryl, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, heterocycle or substituted heterocycle; and
R4 is selected from alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkyl-cycloalkyl, substituted alkyl-cycloalkyl, alkyl-aryl, substituted alkyl-aryl, aryl, substituted aryl, heterocycle, substituted heterocycle, alkyl-heterocycle and substituted alkyl-heterocycle, wherein the substituted alkyl, the substituted cycloalkyl, and the substituted alkyl-cycloalkyl are not substituted with an oxo or a thioketo;
or a prodrug thereof, or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,428,059

COMPOUNDS AND METHODS OF TREATING OR AMELIORATING AN IL-1R-MEDIATED DISEASE OR DISORDER USING SAME

Drexel University, Phila...

1. A method of relieving or improving an IL-1R-mediated disease or disorder in a mammal, wherein the IL-1R-mediated disease or disorder is scleroderma or systemic lupus erythematosus (lupus), the method comprising administering to the mammal a therapeutically effective amount of at least one compound, or a salt, tautomer or solvate thereof, wherein the at least one compound is a compound of formula (XI):
wherein in (XI):
each occurrence of R1 is independently selected from the group consisting of H and methyl;
R2 is O or —NH; and
R3 is optionally substituted phenyl or naphthyl.

US Pat. No. 10,428,058

PRODRUGS OF NH-ACIDIC COMPOUNDS

ALKERMES PHARMA IRELAND L...

1. A compound of Formula XIH:
or a pharmaceutically acceptable salt thereof;wherein:X is —O—;
each G3 and G4 is independently selected from the group consisting of —N— and —C(R10)—[C(R10)(R11)]a—, wherein a is 0;
A is selected from the group consisting of absent, alkyl, alkenyl, alkynyl, —S—, —O—, —S(O)—, —S(O)2—, —S[C(R30)(R31)]u—, —S(O)[C(R30)(R31)]u—, —S(O)2[C(R30)(R31)]u—, —O[C(R30)(R31)]u—, —N(R30)—, —N(R30)[C(R31)(R32)]u—, —[C(R30)(R31)]u, —C(O)[C(R30)(R31)]u—;
B is absent, or a linker, wherein the linker is selected from the group consisting of a bond, a straight chain C1-C10 alkyl, C1-C10 alkenyl, C1-C10 alkynyl, C1-C10 alkoxy, alkoxyC1-C10alkoxy, C1-C10 alkylamino, alkoxyC1-C10alkylamino, C1-C10 alkylcarbonylamino, C1-C10 alkylaminocarbonyl, aryloxyC1-C10alkoxy, aryloxyC1-C10alkylamino, aryloxvC1-C10alkylamino carbonyl, C1-C10-alkylaminoalkylaminocarbonyl, C1-C10 alkyl(N-alkyl)aminoalkyl-aminocarbonyl, alkylaminoalkylamino, alkylcarbonylaminoalkylamino, alkyl(N-alkyl)aminoalkylamino, (N-alkyl)alkylcarbonylaminoalkylamino, alkylaminoalkyl, alkylaminoalkylaminoalkyl, alkylpiperazinoalkyl, piperazinoalkyl, alkylpiperazino, alkenylaryloxyC1-C10alkoxy, alkenylarylaminoC1-C10alkoxy, alkenylaryllalkylaminoC1-C10alkoxy, alkenylaryloxyC1-C10alkylamino, alkenylaryloxyC1-C10alkylaminocarbonyl, piperazinoalkylaryl, heteroarylC1-C10alkyl, heteroarylC2-C10alkenyl, heteroarylC2-C10alkynyl, heteroarylC1-C10alkylamino, heteroarylC1-C10alkoxy, heteroaryloxyC1-C10alkyl, heteroaryloxyC2-C10alkenyl, heteroaryloxyC2-C10alkynyl, heteroaryloxyC1-C10alkylamino or heteroaryloxyC1-C10alkoxy;
D is selected from the group consisting of absent, —O—, —NR33, —C(R34)(R35)—, —S—, —S(O)—, —S(O)2—, —C(O)—;
R1 is selected from the group consisting of —C(RA)(RB)—OC(O)OR20, —C(RA)(RB)—OC(O)R20, and —C(RA)(RB)—OC(O)NR20R21;
each R2, R30, R31, R32 R33, R34, and R35 is independently selected from the group consisting of absent, hydrogen, halogen, —OR10, —SR10, —NR10R11—, —C(O)R10, aliphatic, aryl, or heterocyclyl;
each RA and RB is independently selected from the group consisting of hydrogen, halogen, aliphatic, and aryl;
each R10 and R11 is independently hydrogen, halogen, aliphatic, or aryl; alternatively two R10 and R11 together with the atoms to which they are attached and any intervening atoms may form an additional 3, 4, 5, 6 or 7 membered ring;
each R20 and R21 is independently selected from hydrogen, aliphatic, or aryl;
R5 is selected from absent, hydrogen, halogen, —OR10, —SR10, —NR10R11—, —C(O)R10, aliphatic, and heterocyclyl;
or is selected from:

R100 and R101 each represent 1 to 4 substituents independently selected from hydrogen, halogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C8 cycloalkyl, C1-C8 alkoxy, C1-C8 alkylamino and aryl;
R103 is selected from hydrogen, halogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C8 cycloalkyl, C1-C8 alkoxy, C1-C8 alkylamino and aryl;
p is 0, 1, 2, or 3; and
u is independently 1, 2, 3, 4, 5, 6 or 7.

US Pat. No. 10,428,057

BICYCLO[1.1.1]PENTANE INHIBITORS OF DUAL LEUCINE ZIPPER (DLK) KINASE FOR THE TREATMENT OF DISEASE

Board of Regents, The Uni...

1. A method of treating a disease selected from the group consisting ofchemotherapy-induced cognitive deficits (CICD),
chemotherapy-induced cognitive impairment (CICI),
chemotherapy-induced peripheral neuropathy (CIPN),
diabetic neuropathy,
Alzheimer's disease,
amyotrophic lateral sclerosis,
frontotemporal dementia,
Huntington's disease,
Kennedy's disease,
Lewy body disease,
Parkinson's disease,
progressive supranuclear palsy,
spinocerebellar ataxia,
traumatic brain injury (TBI), and
traumatic injury to the central nervous system or peripheral nervous system neurons,
the method comprising administering to a patient in need thereof a therapeutically effective amount of a compound of Formula I:

or a pharmaceutically acceptable salt thereof,
wherein:
X1 is selected from C or N;
X2 is selected from C or N;
exactly one of X1 and X2 is N;
X3 is N;
X4 and X5 are C;
X1, X2, X3, X4, and X5 form a five membered heteroaryl;
R1 is selected from alkyl, cycloalkyl, or heterocycloalkyl, any of which is optionally substituted with one to three R5 groups;
R2 is H or is selected from alkyl, amino, aryl, cycloalkyl, haloalkyl, heteroalkyl, heteroaryl, heterocycloalkyl, or sulfonylalkyl, any of which is optionally substituted with one to three R6 groups;
R3 is selected from H, alkyl, (alkoxy)alkyl, (arylalkoxy)alkyl, (heteroarylalkoxy)alkyl, cyano, cycloalkyl, halo, haloalkoxy, or haloalkyl;
R4 is (NR4a)2, wherein each R4a is independently selected from hydrogen, C1-4alkyl, or C1-4haloalkyl;
or R3 and R4 together with the atoms to which they are attached form a 5- or 6-membered heteroaryl or heteroalkyl ring, optionally substituted with one to three R7 groups;
each R5 and R6 is independently selected from C1-4alkyl, C1-4haloalkyl, C1-4alkoxy, C1-4haloalkoxy, C1-4-alkylthio, C1-4haloalkylthio, aryl, heteroaryl, C3-7cycloalkyl, C3-7heterocycloalkyl, (aryl)C1-4alkyl, (heteroaryl)C1-4alkyl, (C3-7cycloalkyl)C1-4alkyl, (C3-7heterocycloalkyl)C1-4alkyl, (ethenyl)C1-4alkyl, (ethynyl)C1-4alkyl, (aryl)C1-4alkoxy, (heteroaryl)C1-4alkoxy, (C3-7cycloalkyl)C1-4alkoxy, (C3-7heterocycloalkyl)C1-4alkoxy, (aryl)C1-4alkylthio, (heteroaryl)C1-4alkylthio, (C3-7cycloalkyl)C1-4alkylthio, (C3-7heterocycloalkyl)C1-4alkylthio, amino, halo, hydroxy, cyano, or oxo; and
each R7 is independently selected from C1-4alkyl, C1-4haloalkyl, C1-4alkoxy, C1-4haloalkoxy, aryl, heteroaryl, C3-7cycloalkyl, C3-7heterocycloalkyl, (aryl)C1-4alkyl, (heteroaryl)C1-4alkyl, (C3-7cycloalkyl)C1-4alkyl, (C3-7heterocycloalkyl)C1-4alkyl, halo, hydroxy, cyano, or oxo.

US Pat. No. 10,428,055

SUBSTITUTED PIPERIDINES HAVING GPR119 AGONISTIC ACTIVITY

DONG-A ST CO., LTD., (KR...

9. A pharmaceutical composition comprising as an effective component the compound of claim 1, or a pharmaceutically acceptable salt or stereoisomer thereof, and a pharmaceutically acceptable carrier or excipient.

US Pat. No. 10,428,054

KYNURENINE-3-MONOOXYGENASE INHIBITORS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF

CHDI Foundation, Inc., N...

1. A method of treating a condition or disorder mediated by Kynurenine 3-mono-oxygenase activity in a subject in need of such a treatment, wherein the method comprises administering to the subject a therapeutically effective amount of at least one compound of formula:or a pharmaceutically acceptable salt thereof, whereinR1 is 1,3-benzothiazol-2-yl, 2-methyl-1,3-benzothiazol-6-yl, 8-chloroquinoxalin-6-yl, 8-chloroquinolin-6-yl, 7-chloro-2-methyl-1-benzofuran-5-yl, 7-chloro-1-benzofuran-5-yl, 8-chloroisoquinolin-6-yl, 5-chloroquinazolin-7-yl, 8-chloroquinazolin-6-yl, 8-chlorocinnolin-6-yl, 4-chlorobenzo[d]oxazol-6-yl, 4-chloro-2-methylbenzo[d]oxazol-6-yl, 4-chloro-1H-benzo[d]imidazol-6-yl, 7-chlorobenzo[d]oxazol-5-yl, 7-chloro-2-methylbenzo[d]oxazol-5-yl, 7-chlorobenzo[d]thiazol-5-yl, 7-chloro-2-methylbenzo[d]thiazol-5-yl, 7-chloro-1H-indol-5-yl, 7-chloro-1H-indazol-5-yl, 7-chloro-1-methyl-1H-indazol-5-yl, 7-chlorobenzo[d]isoxazol-5-yl, 7-chloro-1-methyl-1H-indol-5-yl, or 7-chlorobenzofuran-5-yl;
X is —CR2R3—;
R2 and R3 are independently chosen from hydrogen, optionally substituted amino, hydroxyl, lower alkoxy, and optionally substituted lower alkyl;
L is —C(O)O—;
R5 is hydrogen; and
R6 and R7 are independently chosen from hydrogen, halo, optionally substituted amino, hydroxyl, lower alkoxy, and optionally substituted lower alkyl; and
wherein the condition or disorder is Huntington's Disease, Alzheimer's disease, Parkinson's disease, dystonia, multiple sclerosis, stroke, cerebral ischemia, AIDS-dementia complex, or AIDS-induced encephalopathy.

US Pat. No. 10,428,052

PROCESS FOR PREPARING LIFITEGRAST AND INTERMEDIATES THEREOF

ScinoPharm Taiwan, Ltd., ...

1. A process for preparing the compound of Formula I:
or a pharmaceutically acceptable salt thereof; the process comprising:
a) contacting the compound of Formula II

with a first activating reagent in a first activating solvent to provide an activated intermediate of Formula IIa
andcontacting the activated intermediate of Formula IIa with a compound of Formula III or III?

in a first coupling solvent to provide a compound of Formula IV
andb) contacting the compound of Formula IV with a second activating reagent in a second activating solvent to provide an activated intermediate of Formula IVa
andcontacting the activated intermediate of Formula IVa with a compound of Formula V or V?

in a second coupling solvent to provide a compound of Formula I;wherein AG1 and AG2 are each independently Cl or an activated hydroxyl moiety and X? is Cl? Br?, I? or CF3C(O)O?.

US Pat. No. 10,428,051

SUBSTITUTED AMIDE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN

ESTEVE PHARMACEUTICALS, S...

1. A compound of general Formula (I):
wherein
m is 1 or 2;
n is 0, 1 or 2;
p is 0, 1 or 2;
W is nitrogen or carbon;
X is a bond, —C(RxRx?)—, C?O, —C(O)O— or —O—;
wherein Rx is selected from the group consisting of halogen, —OR15, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
Rx?is selected from the group consisting of hydrogen, halogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
R15 is selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
R1 is selected from the group consisting of substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl and substituted or unsubstituted heterocyclyl;
wherein the cycloalkyl, aryl or heterocyclyl in R1 if substituted, is substituted with one or more substituent/s selected from the group consisting of halogen, —R11, —OR11, —NO2, —NR11R11??, NR11C(O)R11?, —NR11S(O)2R11?, —S(O)2NR11R11?, —NR11C(O)NR11?R11?, —SR11, —S(O)R11, S(O)2R11, —CN, haloalkyl, haloalkoxy, —C(O)OR11, —C(O)NR11R11?, —NR11S(O)2NR11?R11? and C(CH3)2OR11;
and wherein the cycloalkyl or non-aromatic heterocyclyl in R1, if substituted, may also be substituted with

 or ?O;
wherein the alkyl, alkenyl or alkynyl in R1, if substituted, is substituted with one or more substituent/s selected from the group consisting of —OR11, halogen, —CN, haloalkyl, haloalkoxy, —SR11, —S(O)R11, and —S(O)2R11;
wherein R11, R11? and R11? are independently selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl and unsubstituted C2-6 alkynyl;
and wherein R11?? is selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl and -Boc;
R2 is selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl and substituted or unsubstituted heterocyclyl;
wherein the cycloalkyl, aryl or heterocyclyl in R2, if substituted, is substituted with one or more substituent/s selected from the group consisting of halogen, —R12, —OR12, —NO2, —NR12R12??, NR12C(O)R12?, —NR12S(O)2R12?, —S(O)2NR12R12?, —NR12C(O)NR12?R12?, —SR12, —S(O)R12, S(O)2R12, —CN, haloalkyl, haloalkoxy, —C(O)OR12, —C(O)NR12R12?, —NR12S(O)2NR12?R12? and C(CH3)2OR12;
and wherein the cycloalkyl or non-aromatic heterocyclyl in R2, if substituted, may also be substituted with

 or ?O;
wherein the alkyl, alkenyl or alkynyl in R2, if substituted, is substituted with one or more substituent/s selected from the group consisting of —OR12, halogen, —CN, haloalkyl, haloalkoxy, —SR12, —S(O)R12, and —S(O)2R12;
wherein R12, R12? and R12? are independently selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl and unsubstituted C2-6 alkynyl;
and wherein R12?? is selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl and -Boc;
R3 is selected from the group consisting of substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heterocyclyl, —NR9R9? and —CH2OR9;
wherein R9 and R9? are independently selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl and substituted or unsubstituted heterocyclyl;
R4 and R4? are independently selected from the group consisting of substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl,
or R4 and R4? together with the carbon atom to which they are attached, form a cycle of Formula (A) (with “?” marking the carbon atom to which R4 and R4? are attached):

wherein
q is 0 or 1;
r is 0, 1 or 2;
Y is —CH2—, —N(Ry)—, —S— or —O—;
R8 and R8? are independently selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
or R8 and R8? together with the carbon atom to which they are attached, form a C3-6 cycloalkyl;
Ry is selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
R5 and R5? are independently selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, —CH2OR10 and —C(O)OR10;
wherein R10 is selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
R6 and R6? are independently selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
R7 and R7? are independently selected from the group consisting of hydrogen, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl and substituted or unsubstituted C2-6 alkynyl;
and wherein

 is selected from

wherein
the alkyl, alkenyl or alkynyl, other than those defined in R1 or R2, if substituted, is substituted with one or more substituent/s selected from the group consisting of —OR13, halogen, —CN, haloalkyl, haloalkoxy, —SR13, —S(O)R13, and —S(O)2R13;
wherein R13 is selected from hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, and unsubstituted C2-6 alkynyl;
the aryl, heterocyclyl or cycloalkyl other than those defined in R1 or R2, if substituted, is substituted with one or more substituent/s selected from the group consisting of halogen, —R14, —OR14, —NO2, —NR14R14??, NR14C(O)R14?, —NR14S(O)2R14?, —S(O)2NR14R14?, —NR14C(O)NR14?R14?, —SR14, —S(O)R14, S(O)2R14, —CN, haloalkyl, haloalkoxy, —C(O)OR14, —C(O)NR14R14?, —NR14S(O)2NR14?R14? and C(CH3)2OR14;
and wherein the cycloalkyl or non-aromatic heterocyclyl, other than those defined in R1 or R2, if substituted, may also be substituted with

 or ?O;
wherein R14, R14? and R14? are independently selected from hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl, unsubstituted aryl, unsubstituted cycloalkyl and unsubstituted heterocyclyl;
and wherein R14?? is selected from hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl and -Boc;
optionally as a stereoisomer, a racemate or a mixture of at least two stereoisomers, in any mixing ratio, or a corresponding salt thereof, or a corresponding solvate thereof;
with the provisos that:
—[CR5R5?]m—X—(CR6R6?)n—R2 is not unsubstituted methyl;
or
R1 is neither an unsubstituted nor an N-alkyl-substituted compound of the following formula:

US Pat. No. 10,428,050

SUBSTITUTED REVERSE PYRIMIDINE BMI-1 INHIBITORS

PTC THERAPEUTICS, INC., ...

1. A compound of Formula (I):
or a form thereof, wherein
R1 is bicyclic heteroaryl or bicyclic heterocyclyl substituted on a carbon atom ring member with one, two, three or four R5 substituents, or on a nitrogen atom ring member with an oxygen atom substituent to form an N-oxide;
X is N or N substituted with an oxygen atom substituent to form an N-oxide;
R2 is amino;
R3 is hydrogen, cyano, halo, C1-8alkyl, amino, C1-8alkyl-amino or (C1-8alkyl)2-amino;
R4 is phenyl, optionally substituted with one, two, three or four R6 substituents;
R5 is independently selected from the group consisting of cyano, halo, hydroxyl, nitro, oxo, C1-8alkyl, cyano-C1-8alkyl, halo-C1-8alkyl, hydroxyl-C1-8alkyl, C1-8alkoxy, C1-8alkoxy-C1-8alkyl, halo-C1-8alkoxy, C2-8alkenyl, C1-8alkoxy-C2-8alkenyl, C2-8alkynyl, C1-8alkoxy-C2-8alkynyl, carboxyl, amino, C1-8alkyl-amino, (C1-8alkyl)2-amino, amino-C1-8alkyl, C1-8alkyl-amino-C1-8alkyl, (C1-8alkyl)2-amino-C1-8alkyl, hydroxyl-C1-8alkyl-amino, hydroxyl-C1-8alkyl-amino-C1-8alkyl, hydroxyl-C1-8alkyl-amino-C1-8alkyl-amino, C1-8alkyl-thio, C1-8alkyl-carbonyl, C1-8alkyl-carbonyl-amino, C1-8alkyl-carbonyl-oxy, C1-8alkyl-carbonyl-oxy-C1-8alkyl, C1-8alkoxy-carbonyl, C1-8alkoxy-carbonyl-C1-8alkyl, C1-8alkoxy-carbonyl-amino, C1-8alkyl-sulfonyl, C3-14cycloalkyl, aryl, aryl-C1-8alkyl, aryl-amino, aryl-C1-8alkyl-amino, heteroaryl, heteroaryl-C1-8alkyl and heterocyclyl, wherein C3-14cycloalkyl, aryl, heteroaryl or heterocyclyl and the aryl and heteroaryl portions of aryl-C1-8alkyl, aryl-amino, aryl-C1-8alky-amino and heteroaryl-C1-8alkyl are each optionally substituted with one, two, three or four halo, C1-8alkyl, halo-C1-8alkyl, hydroxyl-C1-8alkyl, C1-8alkoxy, halo-C1-8alkoxy, hydroxyl-C1-8alkoxy or carboxyl substituents;
R6 is independently selected from the group consisting of cyano, halo, nitro, C1-8alkyl, halo-C1-8alkyl, hydroxyl-C1-8alkyl, C1-8alkoxy, halo-C1-8alkoxy, C2-8alkenyl, C1-8alkoxy-C2-8alkenyl, C2-8alkynyl, C1-8alkoxy-C2-8alkynyl, carboxyl, formyl, formyl-oxy, C1-8alkyl-carbonyl, halo-C1-8alkyl-carbonyl, C1-8alkyl-thio, halo-C1-8alkyl-thio, amino, C1-8alkyl-amino, (C1-8alkyl)2-amino, C1-8alkyl-carbonyl, C1-8alkyl-carbonyl-oxy, C1-8alkyl-carbonyl-oxy-C1-8alkyl, C1-8alkoxy-carbonyl, halo-C1-8alkoxy-carbonyl, C1-8alkoxy-carbonyl-C1-8alkyl, C1-8alkoxy-carbonyl-amino, C1-8alkoxy-carbonyl-amino-C1-8alkyl, amino-carbonyl, C1-8alkyl-amino-carbonyl, (C1-8alkyl)2-amino-carbonyl, C1-8alkyl-carbonyl-amino, C1-8alkyl-carbonyl-amino-C1-8alkyl, amino-C1-8alkyl, C1-8alkyl-amino-C1-8alkyl, (C1-8alkyl)2-amino-C1-8alkyl, amino-C1-8alkyl-amino, C1-8alkyl-amino-C1-8alkyl-amino, (C1-8alkyl)2-amino-C1-8alkyl-amino, hydroxyl-C1-8alkyl-amino, hydroxyl-C1-8alkyl-amino-C1-8alkyl, hydroxyl-C1-8alkyl-amino-C1-8alkyl-amino, imino-C1-8alkyl, hydroxyl-imino-C1-8alkyl, C1-8alkoxy-imino-C1-8alkyl, C1-8alkyl-sulfonyl, halo-C1-8alkyl-sulfonyl, amino-sulfonyl, C1-8alkyl-amino-sulfonyl, (C1-8alkyl)2-amino-sulfonyl, B(OR8)2, C3-14cycloalkyl, heterocyclyl, aryl and heteroaryl, wherein C3-14cycloalkyl, heterocyclyl, aryl, and heteroaryl are each optionally substituted with one, two, three or four halo or C1-8alkyl substituents;
R8 is independently hydrogen or C1-8alkyl;
wherein the form of the compound is selected from the group consisting of a free acid, free base, salt, ester, hydrate, solvate, chelate, clathrate, isotopologue, stereoisomer, racemate, enantiomer, diastereomer and tautomer thereof.

US Pat. No. 10,428,048

ANDROGEN RECEPTOR ANTAGONISTS

City of Hope, Duarte, CA...

1. A compound, or a pharmaceutically acceptable salt thereof, having the formula:
wherein
R1 is hydrogen or substituted or unsubstituted pyrid-2-yl;
R2 is independently a hydrogen, halogen, —CX23, —CHX22, —CH2X2, —CN, —SOn2R10, —SOv2NR7R8, —NHNR7R8, —ONR7R8, —NHC?(O)NHNR7R8, —NHC?(O)NR7R8, —N(O)m2, —NR7R8, —C(O)R9, —C(O)—OR9, —C(O)NR7R8, —OR10, —NR7SO2R10, —NR7C?(O)R9, —NR7C(O)—OR9, —NR7OR9, —OCX23, —OCHX22, —OCH2X2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R3 is independently a hydrogen, halogen, —CX33, —CHX32, —CH2X3, —CN, —SOn3R14, —SOv3NR11R12, —NHNH2, —ONR11R12, —NHC?(O)NHNH2, —NHC?(O)NR11R12, —N(O)m3, —NR11R12, —C(O)R13, —C(O)—OR13, —C(O)NR11R12, —OR14, —NR11SO2R14, —NR11C?(O)R13, —NR11C(O)—OR13, —NR11OR13, —OCX33, —OCHX32, —OCH2X3, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R7, R8, R9, R10, R11, R12, R13 and R14 are independently hydrogen, halogen, —CX3, —CHX2, —CH2X, —OCX3, —OCHX2, —OCH2X, —CN, —OH, —NH2, —COOH, —CONH2, —NO2, —SH, —SO3H, —SO4H, —SO2NH2, —NHNH2, —ONH2, —NHC?(O)NHNH2, —NHC?(O)NH2, —NHSO2H, —NHC?(O)H, —NHC(O)—OH, —NHOH, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and R8 substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl or substituted or unsubstituted heteroaryl; R11 and R12 substituents bonded to the same nitrogen atom may optionally be joined to form a substituted or unsubstituted heterocycloalkyl or substituted or unsubstituted heteroaryl;
R4 is independently hydrogen, a —CX43, —CHX42, —CH2X4, —CN, —C(O)H, —C(O)OH, —C(O)NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R5 is independently a hydrogen, halogen, —CX53, —CHX52, —CH2X5, —CN, —C(O)H, —C(O)OH, —C(O)NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R6 is independently a hydrogen, halogen, —CX63, —CHX62, —CH2X6—CN, —C(O)H, —C(O)OH, —C(O)NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
L1 is independently a bond, substituted or unsubstituted alkylene, substituted or unsubstituted alkenylene, substituted or unsubstituted alkynylene, substituted or unsubstituted heteroalkylene, substituted or unsubstituted heteroalkenylene, or substituted or unsubstituted heteroalkynylene;
m2, m3, v2, and v3 are independently 1 or 2;
n2 and n3 are independently an integer from 0 to 4;
X1, X2, X3, X4, X5, and X6 are independently —Cl, —Br, —I, or —F.

US Pat. No. 10,428,047

MAP KINASE MODULATORS AND USES THEREOF

The Trustees of Columbia ...

1. A method of treating a tauopathy in a subject comprising administration of a therapeutically effective amount of a compound of formula (I), or a composition comprising a compound of formula (I),whereinX1 is N and X2 is CH, or X1 is CH and X2 is N;
R1 is —N(R4)2, cyclopropyl, or R5-piperidin-4-yl;
R2 is independently D or halogen;
R3 is naphthyl, quinolinyl, or isoquinolinyl, wherein said naphthyl, quinolinyl, or isoquinolinyl is optionally independently substituted with at least one D, halogen, (C1-C3)-alkoxy, or (C1-C3)-alkoxy substituted with at least one D;
R4 is independently H, (C1-C4)-alkyl, (C1-C4)-alkyl substituted with at least one D, (C3-C5)-cycloalkyl, or each R4 together with the nitrogen to which they are attached form a 3-7 membered heterocyclic ring, wherein one of the carbon atoms is optionally replaced with NR6, O or S, and wherein the 3-7 membered heterocyclic ring is optionally substituted with a (C1-C3)-alkyl;
R5 is H or (C1-C3)-alkyl, or (C1-C3)-alkyl substituted with at least one D;
R6 is H, (C1-C3)-alkyl, (C1-C3)-alkyl substituted with at least one D, or pyrimidin-2-yl; and
n is an integer from 0-4; or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,428,045

BENZAZEPINE COMPOUNDS, CONJUGATES, AND USES THEREOF

Silverback Therapeutics, ...

1. A conjugate represented by the formula:wherein Antibody is an antibody construct, L3 is a linker moiety, and D is a compound represented by the structure of Formula (IIB):or a pharmaceutically acceptable salt thereof, wherein:L10 is selected from —C(O)—, and —C(O)N(R10)—*, wherein * represents where L10 is bound to R5—;
L2 is selected from —C(O)— and —C(O)N(R10)—;
R1 and R2 are independently selected from hydrogen; and C1-10 alkyl, C2-10 alkenyl, and C2-10 alkynyl, each of which is optionally substituted with one or more substituents independently selected from halogen, —OR10, —SR10, —C(O)N(R10)2, —N(R10)2, —S(O)R10, —S(O)2R10, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), and —CN;
R4 is selected from:
OR10, —N(R10)2, —C(O)N(R10)2, —C(O)R10, —C(O)OR10, —S(O)R10, and —S(O)2R10; and
C1-10 alkyl, C2-10 alkenyl, C2-10 alkynyl, each of which is optionally substituted with one or more substituents independently selected from halogen, —OR10, —SR10, —C(O)N(R10)2, —N(R10)C(O)R10, —N(R10)C(O)N(R10)2, —N(R10)2, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), —CN, C3-12 carbocycle, and 3- to 12-membered heterocycle; and
C3-12 carbocycle, and 3- to 12-membered heterocycle, each of which is optionally substituted with one or more substituents independently selected from halogen, —OR10, —SR10, —C(O)N(R10)2, —N(R10)C(O)R10, —N(R10)C(O)N(R10)2, —N(R10)2, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), —CN, C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl;
R5 is selected from unsaturated C4-8 carbocycle; bicyclic carbocycle; and fused 5-5, fused 5-6, and fused 6-6 bicyclic heterocycle, wherein R5 is optionally substituted and wherein substituents are independently selected at each occurrence from:
halogen, —OR10, —SR10, —C(O)N(R10)2, —N(R10)C(O)R10, —N(R10)C(O)N(R10)2, —N(R10)2, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), and —CN; and
C1-10 alkyl, C2-10 alkenyl, C2-10 alkynyl, each of which is optionally substituted with one or more substituents independently selected from halogen, —OR10, —SR10, —C(O)N(R10)2, —N(R10)C(O)R10, —N(R10)C(O)N(R10)2, —N(R10)2, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), —CN, C3-12 carbocycle, and 3- to 12-membered heterocycle; and
C3-12 carbocycle, and 3- to 12-membered heterocycle, each of which is optionally substituted with one or more substituents independently selected from halogen, —OR10, —SR10, —C(O)N(R10)2, —N(R10)C(O)R10, —N(R10)C(O)N(R10)2, —N(R10)2, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), —CN, C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl;
R10 is independently selected at each occurrence from:
hydrogen, —NH2, and—C(O)OCH2C6H5; and
C1-10 alkyl, C2-10 alkenyl, C2-10 alkynyl, C3-12 carbocycle, and 3- to 12-membered heterocycle, each of which is optionally substituted with one or more substituents independently selected from halogen, —OH, —CN, —NO2, —NH2, ?O, ?S, —C(O)OCH2C6H5, —NHC(O)OCH2C6H5, C1-10 alkyl, —C1-10 haloalkyl, —O—C1-10 alkyl, C2-10 alkenyl, C2-10 alkynyl, C3-12 carbocycle, and 3- to 12-membered heterocycle;
R20, R21, R22, and R23 are independently selected from hydrogen, halogen, —OR10, —SR10, —N(R10)2, —S(O)R10, —S(O)2R10, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), —CN, C1-10 alkyl, C2-10 alkenyl, and C2-10 alkynyl; and
R24 and R25 are independently selected from hydrogen, halogen, —OR10, —SR10, —N(R10)2, —S(O)R10, —S(O)2R10, —C(O)R10, —C(O)OR10, —OC(O)R10, —NO2, ?O, ?S, ?N(R10), —CN, C1-10 alkyl, C2-10 alkenyl, and C2-10 alkynyl; or R24 and R25 taken together form an optionally substituted saturated C3-7 carbocycle.

US Pat. No. 10,428,044

3-AMINO-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONES

Bayer Pharma Aktiengesell...

1. A compound of formula (I)
wherein:
R1 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, or phenyl,
wherein said phenyl is optionally independently substituted, one or more times, with R3, and
wherein said C3-C6-cycloalkyl is optionally independently substituted, one or more times, with halogen;
R2 is hydrogen, C1-C4-alkyl or C1-C4-haloalkyl;
or
R1 and R2 are taken together with the carbon atom to which they are attached to form a 3- to 7-membered cycloalkyl ring;
ring A is a group selected from the group consisting of:

wherein * indicates the point of attachment of said group with the rest of the molecule and said group is optionally independently substituted, one or more times, with R3;
G1 is O, S, or NR21;
G2 and G3 are independently CR21 or N;
R3 is hydrogen, halogen, hydroxy, amino, nitro, cyano, C3-C6-cycloalkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkoxy, C1-C4-alkoxy-C1-C4-alkyl-, C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-alkyl-C(O)—, R18—O—C(O)—, R7R8N—C(O)—, C1-C4-alkyl-C(O)—NH—, R7R8N—, R7R8N—SO2—,
or a group selected from the group consisting of

wherein * indicates the point of attachment of said group with the rest of the molecule, and
wherein said C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl or C1-C4-haloalkoxy groups are optionally substituted with one or two hydroxy groups;
G4 is O, S, or NR21;
G5 and G6 are independently CR21 or N;
each R6 is independently halogen, hydroxy, amino, nitro, cyano, C1-C4-alkoxy, C1-C4-haloalkyl or C1-C4-haloalkoxy;
ring B is a group selected from the group consisting of:

wherein * indicates the point of attachment of said group with the rest of the molecule;
X is CR4 or N;
Y is CR4 or N,
wherein when one of X and Y is N, the other is CR4;
each R4 is independently hydrogen, halogen, hydroxy, cyano, C1-C4-alkyl, C3-C4-cycloalkyl, C1-C4-alkoxy, C1-C4-alkyl-S—, C1-C4-alkyl-SO—, C1-C4-alkyl-SO2—, R9R10N—, R11—C(O)—(NR7)—, (R11—C(O)—)(R12—C(O)—)N—, R9R10N—C(O)—(NR7)—, R9R10N—C(S)-(NR7)—, R18—O—C(O)—(NR7)—, R9R10N—SO2— or C1-C4-alkyl-SO2—NH—,
wherein said C1-C4-alkyl is optionally independently substituted, one or more times, with a substituent selected from hydroxy and halogen,
wherein said C1-C4-alkoxy is optionally independently substituted, one or more times, with a substituent selected from hydroxy, halogen, C1-C4-alkoxy, C3-C6-cycloalkyl and phenyl,
wherein said phenyl is optionally independently substituted, one or more times, with R3, and
wherein said C3-C4-cycloalkyl is optionally independently substituted, one or more times, with halogen;
each R5 is independently halogen, hydroxy, amino, nitro, cyano, C1-C4-alkyl, C3-C6-cycloalkyl, C1-C4-alkoxy, C1-C4-haloalkyl, C1-C4-haloalkoxy or phenyl-C1-C4-alkyl,
wherein said phenyl group is optionally independently substituted, one or more times, with a substituent selected from halogen, hydroxy, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-alkoxy, and
wherein said C3-C6-cycloalkyl group is optionally independently substituted, one or more times, with halogen;
J is hydrogen or hydroxy;
E is hydrogen, C1-C4-alkyl, C1-C4-alkoxy-C2-C4-alkyl, R17aR17bR17cSi—O—C2-C4-alkyl, C1-C4-alkyl-SO2—C1-C4-alkyl, R18—O—C(O)—C1-C4-alkyl, R7R8N—C2-C4-alkyl, R7R8N—C(O)—C1-C4-alkyl or phenyl-C1-C4-alkyl,
wherein said C1-C4-alkyl is optionally independently substituted, one or more times, with a substituent selected from hydroxy and halogen, and
wherein said phenyl group is optionally independently substituted, one or more times, with R5;
Q is O or N—OR16;
R7 and R8 are independently hydrogen, C1-C1-alkyl or tert-butyl-O—C(O)—;
R9 and R10 are independently hydrogen, C1-C1-alkyl, C3-C6-cyclo-alkyl-, C1-C4-haloalkyl-, phenyl or heteroaryl,
wherein said phenyl or heteroaryl group is optionally independently substituted, one or more times, with R5, and
wherein said C1-C4-alkyl is optionally independently substituted, one or more times, with a substituent selected from the group consisting of hydroxy, C1-C4-alkoxy, C1-C4-alkyl-S—, C3-C6-cycloalkyl, 4- to 6-membered heterocycloalkyl, phenyl, heteroaryl and R18—O—C(O)—,
wherein said C3-C6-cycloalkyl or 4- to 6-membered heterocycloalkyl is optionally independently substituted, one or more times, with a substituent selected from the group consisting of halogen, C1-C4-alkyl and tert-butyl-O—C(O)—, and
wherein said phenyl or heteroaryl group is optionally independently substituted, one or more times, with R5;
or
R9 and R10 are taken together with the nitrogen atom to which they are attached to form a 3- to 7-membered nitrogen containing heterocyclic ring, optionally containing one additional heteroatom selected from the group consisting of O, NH and S, and which is optionally independently substituted, one or more times, with R5;
R11 and R12 are independently C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, 4- to 6-membered heterocycloalkyl, phenyl, heteroaryl, or R13—(C1-C4-alkyl)-O—CH2—,
wherein said C1-C4-alkyl is optionally independently substituted, one or more times, with a substituent selected from the group consisting of halogen, hydroxy, cyano, C1-C4-alkoxy, R7R8N—, R14, R15, —O—, and phenyl optionally independently substituted, one or more times, with R5,
wherein said C3-C6-cycloalkyl is optionally independently substituted, one or more times, with a substituent selected from the group consisting of halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl and phenyl optionally independently substituted, one or more times, with R5,
wherein said 4- to 6-membered heterocycloalkyl is optionally independently substituted, one or more times, with a substituent selected from the group consisting of hydroxy, C1-C4-alkyl, C1-C4-alkoxy, R7R8N— and R18—O—C(O)—, and
wherein said phenyl or heteroaryl is optionally independently substituted, one or more times, with R5;
R13 is branched C3-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, 4- to 6-membered heterocycloalkyl, phenyl or heteroaryl,
wherein said phenyl or heteroaryl is optionally independently substituted, one or more times, with R5;
R14 is C1-C4-alkyl-S—, C1-C4-alkyl-SO2—, C3-C6-cycloalkyl, 4- to 6-membered heterocycloalkyl, phenyl or heteroaryl,
wherein said phenyl or heteroaryl is optionally independently substituted, one or more times, with R5;
R15 is phenyl or heteroaryl,
wherein said phenyl or heteroaryl is optionally independently substituted, one or more times, with R5;
R16 is hydrogen, C1-C6-alkyl, phenyl or C1-C4-alkyl-C(O)—,
wherein said phenyl group is optionally independently substituted, one or more times, with R5;
R17a, R17b, and R17c are independently C1-C4-alkyl;
R18 is hydrogen or C1-C6-alkyl;
R21 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, or C1-C6-cycloalkyl optionally independently substituted, one or more times, with halogen;
R22 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, or C1-C6-cycloalkyl optionally independently substituted, one or more times, with halogen;
m is 0, 1 or 2; and
n is 0, 1, 2 or 3,
or an N-oxide, a salt, a tautomer or a stereoisomer thereof, or a salt of said N-oxide, tautomer or stereoisomer.

US Pat. No. 10,428,042

COMPOUND USEFUL FOR MANUFACTURING SALACINOL, METHOD FOR MANUFACTURING THE COMPOUND, METHOD FOR MANUFACTURING SALACINOL, METHODS FOR PROTECTING AND DEPROTECTING DIOL GROUP, AND PROTECTIVE AGENT FOR DIOL GROUP

FUJIFILM Corporation, To...

1. A method for manufacturing a compound represented by Formula (7b), comprising:
obtaining a compound represented by Formula (12) by reacting a compound represented by Formula (10) with a compound represented by Formula (11),

(in the formula, R7 is a C1-3 alkyl group which may be substituted),
R4ba-L1  (11)
(in the formula, R4ba is a p-toluoyl group; and L1 is a leaving group), and

(in the formula, each of R4ba and R7 has the same definition as described above);
then obtaining a compound represented by Formula (7a) by reacting the compound represented by Formula (12) with an acid and then subjecting the resulting compound to a reduction reaction,

(in the formula, R4ba has the same definition as described above); and then
subjecting the compound represented by Formula (7a) to a deprotection reaction.

US Pat. No. 10,428,039

PROCESS FOR PREPARING FURAN-2,5-DICARBOXYLIC ACID

BASF SE, Ludwigshafen am...

1. A process for preparing furan-2,5-dicarboxylic acid, the process comprising the following steps:(A-1) preparing or providing a starting mixture comprising:
one, two, or more carbohydrate compounds selected from the group consisting of hexoses, oligosaccharides, and polysaccharides,
and as a solvent or as a co-solvent for said carbohydrate compounds an amount of one or more carboxylic acid esters of a formula (II)

wherein for each of said carboxylic acid esters of formula (II):
R1 is hydrogen or a branched or linear, saturated or unsaturated or aromatic hydrocarbon radical having a total number of 21 carbon atoms or less, and
R2 is a branched or linear or cyclic, aliphatic hydrocarbon radical having a total number of 10 carbon atoms or less,
(A-2) subjecting said starting mixture to reaction conditions such that at least one of said one, two, or more carbohydrate compounds reacts, and a fraction of said amount of one or more carboxylic acid esters of formula (II) is hydrolyzed, such that a mixture results comprising:
5-(hydroxymethyl)furfural and/or one or more HMF esters of formula (I)

wherein for each of said HMF esters of formula (I), independently of each other, R1 is
(i) hydrogen or
(ii) a branched or linear, saturated or unsaturated or aromatic hydrocarbon radical having a total number of 21 carbon atoms or less,
one or more carboxylic acids of a formula (III)

wherein R1 is the same as defined for formula (I) above,
one or more alcohols R2-OH, wherein R2 is the same as defined for formula (II) above, and
a remaining fraction of said amount of one or more carboxylic acid esters of formula (II),
(B-1) subjecting
said mixture resulting in step (A-2) or
a mixture comprising 5-(hydroxymethyl)furfural and/or one or more HMF esters of formula (I) obtained from said mixture resulting in step (A-2) by additional treatment steps
to oxidation conditions such that a product mixture results comprising furan-2,5-dicarboxylic acid and one or more carboxylic acids of formula (III).

US Pat. No. 10,428,034

1,1,1-TRIFLUORO-3-HYDROXYPROPAN-2-YL CARBAMATE DERIVATIVES AND 1,1,1-TRIFLUORO-4-HYDROXYBUTAN-2-YL CARBAMATE DERIVATIVES AS MAGL INHIBITORS

Pfizer Inc., New York, N...

1. A compound of Formula I-a or I-a1:
or a pharmaceutically acceptable salt thereof, wherein:
the moiety of “N(R1)(R2)” is a moiety of Formula a-26:

ring A2 is 5- or 6-membered cycloalkyl or heterocycloalkyl;
t2 is 0, 1, 2, or 3;
t3 is 0, 1, 2, or 3;
each of R5 and R6 is independently H or C1-4 alkyl;
R7 is H, C1-6 alkyl, C3-7 cycloalkyl, or R10, wherein the C1-6 alkyl of R7 is optionally substituted with one or more substituents each independently selected from the group consisting of OH, halogen, C1-4 alkoxy, C1-4 haloalkoxy, and C3-6 cycloalkyl, and wherein the C3-7 cycloalkyl of R7 is optionally substituted with one or more substituents each independently selected from the group consisting of OH, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, and C1-4 haloalkoxy;
R8 is L1-R11, -L2-R12, -L3-R13, -L4-R14, —C(R15)(Cy1)(Cy2), —C(R15)(Cy1)[—NR23—S(?O)2-Cy2], or -L5-N(-L6-Cy3)(-L7-Cy4);
each R9 is independently OH, oxo, halogen, optionally substituted C1-4 alkyl, optionally substituted C1-4 alkoxy, or optionally substituted C3-6 cycloalkyl;
R10 is —P(?O)(OR81)(OR82) or —S(?O)2OR90;
each of L1, L2, L3, and L4 is independently absent, —(CR21R22)m, —NR23—, —O—, —C(?O)—, —S(?O)2—, —S(?O)2—(CR21R22)n—, —C(?O)—(CR21R22)n—, —S(?O)2—NR23—, —C(?O)—NR23—, —(CR21R22)f1— NR23—(CR21R22)f2—, —(CR21R22)f1—O—(CR21R22)f2—, —C(?O)—NR23—(CR21R22)p—, or —S(?O)2—NR23—(CR21R22)p—;
L5 is absent or —(CR21R22)—;
L6 is absent or —(CR21R22)—;
L7 is absent, —(CR21R22)—, or —S(?O)2—;
R11 is 5- to 10-membered heteroaryl optionally substituted with one or more independently selected R31;
R12 is 4- to 14-membered heterocycloalkyl optionally substituted with one or more independently selected R32;
R13 is C6-10 aryl optionally substituted with one or more independently selected R33;
R14 is C3-14 cycloalkyl optionally substituted with one or more independently selected R34;
R15 is H, OH, halogen, C1-4 alkoxy, C1-4 alkyl, or cyclopropyl;
each of R21 and R22 is independently H, OH, halogen, C1-3 alkyl, or cyclopropyl, wherein the C1-3 alkyl is optionally substituted with one or more substituents each independently selected from the group consisting of OH, halogen, C1-3 alkoxy, C1-3 haloalkoxy, and cyclopropyl;
R23 is H, C1-4 alkyl, or cyclopropyl;
each of R31, R32, R33, and R34 is independently selected from the group consisting of halogen, —N(Ra)(Rb), —N(Rc)(C(?O)Rd), —N(Rc)(S(?O)2Rd), —C(?O)—N(Ra)(Rb), —C(?O)—Rd, —C(?O)—ORd, —OC(?O)—Rd, —N(Rc)(S(?O)2Rd), —S(?O)2—N(Ra)(Rb), —SRd, —S(?O)2Rd, —ORd, —OR35, —CN, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-10 cycloalkyl, 4- to 10-membered heterocycloalkyl, C6-10 aryl, 5- to 10-membered heteroaryl, (C3-10 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl-, wherein each of the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-10 cycloalkyl, 4- to 10-membered heterocycloalkyl, C6-10 aryl, 5- to 10-membered heteroaryl, (C3-10 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl- is optionally substituted with one or more independently selected R36; and wherein each of the C1-6 alkyl, C3-10 cycloalkyl, 4- to 10-membered heterocycloalkyl, (C3-10 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl- is further optionally substituted one or more oxo;
each R35 is independently selected from the group consisting of H, C1-6 alkyl, C3-10 cycloalkyl, 4- to 10-membered heterocycloalkyl, C6-10 aryl, 5- to 10-membered heteroaryl, (C3-10 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl-, wherein each of the C1-6 alkyl, C3-10 cycloalkyl, 4- to 10-membered heterocycloalkyl, C6-10 aryl, 5- to 10-membered heteroaryl, (C3-10 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl- is optionally substituted with one or more substituents independently selected from the group consisting of halogen, —CN, —C(?O)C1-4 alkyl, —C(?O)OH, —C(?O)O—C1-4 alkyl, —C(?O)NHC1-4 alkyl, —C(?O)N(C1-4 alkyl)2, oxo, —OH, —OC(?O)—C1-4 alkyl, —OC(?O)O—C1-4 alkyl, —NH2, —NH(C1-4 alkyl), —N(C1-4 alkyl)2, —NHC(?O)C1-4 alkyl, —NHC(?O)OC1-4 alkyl, —NHC(?O)NHC1-4 alkyl, and C1-4 alkoxy;
each R36 is independently selected from the group consisting of halogen, —OH, —NO2, —CN, —SF5, C1-6 alkyl, C1-6 haloalkyl, C1-6 haloalkoxy, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, a 4- to 10-membered heterocycloalkyl, —N(Ra)(Rb), —N(Rc)(C(?O)Rd), —C(?O)—N(Ra)(Rb), —C(?O)—Rd, —C(?O)—ORd, —OC(?O)—Rd, —N(Rc)(S(?O)2Rd), —S(?O)2—N(Ra)(Rb), —SRd, —S(?O)2Rd, and —ORd, wherein each of the C1-6 alkyl, C3-7 cycloalkyl, and heterocycloalkyl is optionally substituted with one or more substituents each independently selected from the group consisting of halogen, —CN, —OH, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, C3-6 cycloalkyl, —N(Ra)(Rb), —N(Rc)(C(?O)Rd), —C(?O)—ORd, —C(?O)H, —C(?O)Rd, —C(?O)N(Ra)(Rb), —N(Rc)(S(?O)2Rd), —S(?O)2—N(Ra)(Rb), —SRd, —S(?O)2Rd, and —ORd;
each of R81, R82, and R90 is independently selected from the group consisting of H, C1-6 alkyl, C3-7 cycloalkyl, and (C3-7 cycloalkyl)-C1-4 alkyl-, wherein each of the C1-6 alkyl, C3-7 cycloalkyl, and (C3-7 cycloalkyl)-C1-4 alkyl- is optionally substituted with one or more substituents each independently selected from the group consisting of halogen, —CN, —OH, oxo, —NH2, —NH(C1-4 alkyl), —N(C1-4 alkyl)2, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, C3-6 cycloalkyl;
or OR81 and OR82, together with the P(?O) to which they are attached, form 4- to 10-membered heterocycloalkyl that is further optionally substituted with one or more substituents each independently selected from the group consisting of halogen, —CN, —OH, oxo, —NH2, —NH(C1-4 alkyl), —N(C1-4 alkyl)2, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, and C3-6 cycloalkyl;
each of Cy1, Cy2, Cy3, and Cy4 is independently selected from the group consisting of R11, R12, R13, and R14;
each Ra is independently H, C1-4 alkyl, C1-4 haloalkyl, C3-7 cycloalkyl, or (C3-7 cycloalkyl)-C1-4 alkyl-;
each Rb is independently H or selected from the group consisting of C1-4 alkyl, C1-4 haloalkyl, C3-7 cycloalkyl, a 4- to 10-membered heterocycloalkyl, C6-10 aryl, a 5- to 10-membered heteroaryl, (C3-7 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl-, wherein each of the selections from the group is optionally substituted with one or more substituents each independently selected from the group consisting of —OH, —CN, C1-4 alkyl, C3-7 cycloalkyl, C1-4 hydroxylalkyl, —S—C1-4 alkyl, —C(?O)H, —C(?O)—C1-4 alkyl, —C(?O)—O—C1-4 alkyl, —C(?O)—NH2, —C(?O)—N(C1-4 alkyl)2, C1-4 haloalkyl, C1-4 alkoxy, and C1-4 haloalkoxy;
or Ra and Rb, together with the N atom to which they are attached, form a 4- to 10-membered heterocycloalkyl or a 5- to 10-membered heteroaryl, each optionally substituted with one or more substituents each independently selected from the group consisting of halogen, —OH, oxo, —C(?O)H, —C(?O)OH, —C(?O)—C1-4 alkyl, —C(?O)—NH2, —C(?O)—N(C1-4 alkyl)2, —CN, C1-4 alkyl, C3-6 cycloalkyl, (C3-6 cycloalkyl)-C1-2 alkyl-, C1-4 alkoxy, C1-4 hydroxylalkyl, C1-4 haloalkyl, and C1-4 haloalkoxy;
each Rc is independently selected from the group consisting of H, C1-4 alkyl, C3-7 cycloalkyl, and (C3-7 cycloalkyl)-C1-4 alkyl-;
each Rd is independently selected from the group consisting of C1-6 alkyl, C3-7 cycloalkyl, a 4- to 14-membered heterocycloalkyl, C6-10 aryl, a 5- to 10-membered heteroaryl, (C3-7 cycloalkyl)-C1-4 alkyl-, (4- to 10-membered heterocycloalkyl)-C1-4 alkyl-, (C6-10 aryl)-C1-4 alkyl-, and (5- to 10-membered heteroaryl)-C1-4 alkyl-, wherein each of the selections from the group is optionally substituted with one or more substituents each independently selected from the group consisting of halogen, —CF3, —CN, —OH, oxo, —S—C1-4 alkyl, C1-4 alkyl, C1-4 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C1-4 alkoxy, and C1-4 haloalkoxy;
each of f1 and f2 is independently 0, 1, or 2, provided that the sum of f1 and f2 is 1, 2, or 3;
m is 1, 2, or 3;
n is 1, 2, or 3; and
p is 1, or 2.

US Pat. No. 10,428,033

PROCESS FOR THE PREPARATION OF VORTIOXETINE AND SALTS THEREOF

Piramal Enterprises Limit...

1. A process for the preparation of vortioxetine (I) or a salt thereof of formula,
consisting of the steps of reacting 2-((2,4-dimethylphenyl)thio)aniline (II) of the following formula;

with bis(2-alkyl)amine (IIIa) or its salt of the following formula;

wherein, X is a leaving group and R is H or a protecting group
in a cyclic amide solvent, either providing compound (I) directly if R is H; or providing compound (Ia) if R is a protecting group,

which on deprotection provides compound (I).

US Pat. No. 10,428,032

POLYMERIZABLE COMPOUND AND OPTICALLY ANISOTROPIC BODY

DIC CORPORATION, Tokyo (...

1. A compound represented by the following general formula (I):(wherein P3 represents a group selected from the formulae (P-1) to (P-3), the formula (P-6), the formula (P-10), the formula (P-12), and the formula (P-17) shown below:
Sp3 represents a linear alkylene group having 1 to 20 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —COO—, —OCO— or —OCO—O—, and plural Sp3's, if any, may be the same or different;
X3 represents —O—, —S—, —OCH2—, —CH2O—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —COO—CH2CH2—, —OCO—CH2CH2—, —CH2CH2—COO—, —CH2CH2—OCO— or a single bond;
k3 represents an integer of 1 to 10;
A1 and A2 each independently represent a 1,4-phenylene group, a 1,4-cyclohexylene group or a naphthalene-2,6-diyl group, and these groups may be unsubstituted or substituted with one or more substituents L's;
L represents a fluorine atom, a chlorine atom, or a linear or branched alkyl group having 1 to 12 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —OCO— or —OCO—, and arbitrary hydrogen atoms in the alkyl group may be substituted with a fluorine atom;
Z1 and Z2 each independently represent —OCH2—, —CH2O—, —CH2CH2—, —COO—, —OCO—, —CF2O—, —OCF2—, —COO—CH2CH2—, —OCO—CH2CH2—, —CH2CH2—COO—, —CH2CH2—OCO—, or a single bond, plural Z1's, if any, may be the same or different, and plural Z2's, if any, may be the same or different;
m1 and m2 each independently represent an integer of 0 to 6, provided that m1+m2 represents an integer of 0 to 6;
M represents a group selected from the following formulae (M-1) to (M-6):
(wherein the two bonds in the horizontal direction each mean a bond to R1-(A1-Z1)m1— or —(Z2-A2)m2-R2, the upper bond means a bond to the remaining group, these groups may be unsubstituted or substituted with one or more substituents LM's (LM represents a fluorine atom, a chlorine atom, a nitro group, a cyano group, a dimethylamino group, or a linear or branched alkyl group having 1 to 12 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —COO— or —OCO—, and arbitrary hydrogen atoms in the alkyl group may be substituted with a fluorine atom, or LM represents a group represented by PLM(SpLM-XLM)kLM— in which PLM represents a polymerizable group, the polymerizable group has the same meaning as P3, SpLM represents a spacer group or a single bond, plural SpLM's, if any, may be the same or different, the spacer group has the same meaning as Sp3, XLM has the same meaning as X3, plural XLM's, if any, may be the same or different, provided that PLM—(SpLM—XLM)kLM— does not contain an —O—O— bond, kLM represents an integer of 0 to 10, plural LM's, if any, in the compound may be the same or different), and arbitrary (—CH?)'s may be each independently substituted with —N?);Y represents a hydrogen atom, a fluorine atom, a chlorine atom, a nitro group, a cyano group or a linear or branched alkyl group having 1 to 20 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, or —NH—CO—, and arbitrary hydrogen atoms in the alkyl group may be substituted with a fluorine atom;
W1 represents a group selected from the following formulae (W-7-7-1) to (W-14-7-1):
(wherein LW1 represents a fluorine atom, a chlorine atom, a nitro group, a cyano group, or a linear or branched alkyl group having 1 to 20 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —S—, —CO—, —COO— or —OCO—, arbitrary hydrogen atoms in the alkyl group may be substituted with a fluorine atom, plural LW1's, if any, in the compound may be the same or different, s represents an integer of 0 to 4, t represents an integer of 0 to 3, and u represents an integer of 0 to 2), provided that the group W1 does not contain an —O—O— bond;R1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, or a linear or branched alkyl group having 1 to 12 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —COO—, —OCO—, or —O—CO—O—, and arbitrary hydrogen atoms in the alkyl group may be substituted with a fluorine atom, or R1 represents a group represented by P1— (Sp1-X1)k1— (where P1 represents a polymerizable group, the polymerizable group has the same meaning as P3, Sp1 represents a spacer group, plural Sp1's, if any, may be the same or different, the spacer group has the same meaning as Sp3, X1 has the same meaning as X3, plural X1's, if any, may be the same or different, provided that P1—(Sp1-X1)k1— does not contain an —O—O— bond, and k1 represents an integer of 0 to 10); and
R2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, or a linear or branched alkyl group having 1 to 12 carbon atoms in which one —CH2— or two or more (—CH2—)'s not adjacent to each other may be each independently substituted with —O—, —COO—, —OCO—, or —O—CO—O—, and arbitrary hydrogen atoms in the alkyl group may be substituted with a fluorine atom, or R2 represents a group represented by P2-(Sp2-X2)k2—(where P2 represents a polymerizable group, the polymerizable group has the same meaning as P3, Sp2 represents a spacer group, plural Sp2's, if any, may be the same or different, the space group has the same meaning as Sp3, X2 has the same meaning as X3, plural X2 's, if any, may be the same or different, provided that P2-(Sp2-X2)k 2— does not contain an —O—O— bond, and k2 represents an integer of 0 to 10),
provided that when R1 represents a group represented by P1—(Sp1-X1)k1— and R2 represents a group represented by P2—(Sp2-X2)k2—, at least one of Z1 and Z2 directly bonding to M represents —OCH2—, —CH2O—, —CH2CH2—, —CF2O—, —OCF2—, —COO—CH2CH2—, —OCO—CH2CH2—, —CH2CH2—COO— or —CH2CH2—OCO—).

US Pat. No. 10,428,030

HETEROCYCLE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF CNS DISORDERS

Trillium Therapeutics, M...

1. A compound of Formula (I), or a pharmaceutically acceptable salt, solvate, tautomer or optical isomer, or combination thereof:
wherein:
R1 is alkylene-phenyl substituted in the para position with R5;
R2 and R3 are each independently selected from the group consisting of hydrogen and fluorine;
R4 is hydrogen;
X is O;
Q is selected from CH2, O, and NR7;
R5 is fluoroalkoxy; and
R7 is selected from the group consisting of H, C1-C4 alkyl, and C1-C4haloalkyl.

US Pat. No. 10,428,028

HDAC INHIBITORS

BIOMARIN PHARMACEUTICAL I...

1. A method of treating a disease or disorder wherein the disease or disorder is a neurological disorder selected from myotonic dystrophy, spinal muscular atrophy, fragile X syndrome, Huntington's disease, spinocerebellar ataxia, Kennedy's disease, amyotrophic lateral sclerosis, Niemann Pick, Pitt Hopkins, spinal and bulbar muscular atrophy, and Alzheimer's disease; an inflammatory disease; a memory impairment condition; or a drug addiction in a subject in need thereof, the method comprising administering to the subject an effective amount of a compound having a structure of formula (I), or a pharmaceutically acceptable salt thereof:
wherein:
R1—X is attached to only one of the ring nitrogen atoms;
X is:
(i) —Y—[C(Ra)2]a-A-[C(Rb)2]b—B—;
(ii) direct bond; or
(iii) C?O, C(Rj)2—C(?O), C(?O)—C(Rj)2, SO2—NRk, NRk—SO2, C(?O)NRk or NRk—C(?O);wherein:Y is bond, CRc?CRd, O, NRe, or S(O)m;
each of A and B is, independently, a bond, O, NRe, or S(O)m;
a is 1, 2, or 3;
b is 0, 1, 2, or 3;
m is 0, 1, or 2;
each occurrence of Ra and Rb is independently selected from H, F, OH, C1-C6 alkyl, C3-C6 cycloalkyl, NH2, OCO—(C1-C6 alkyl), OCO—(C3-C6 cycloalkyl), C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano; or
one or more of the following can apply with respect to Ra and Rb:
any two Ra, together with the carbons to which each is attached, together form C3-C6 cycloalkyl or heterocyclyl including 3-6 ring atoms, in which one of the heterocyclyl ring atoms is selected from O, S(O)m and NRg; or
one Re and one Rb, together with the carbons to which each is attached, form C3-C6 cycloalkyl or heterocyclyl including 3-6 ring atoms, in which one of the heterocyclyl ring atoms is selected from O; S(O)m and NRg; or
any two Rb, together with the carbons to which each is attached, form C3-C6 cycloalkyl or heterocyclyl including 3-6 ring atoms, in which one of the ring atoms is selected from O; S(O)m and NRg;
each of Rc and Rd is independently selected from H, F, OH, C1-C6 alkyl, C3-C5 cycloalkyl, NH2, OCO—(C1-C6 alkyl), OCO—(C3-C5 cycloalkyl), C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano;
or Rc and Rd, together with the carbons to which each is attached form a C5-C7 cycloalkyl or heterocyclyl including 3-6 ring atoms, in which from 1-2 of the heterocyclyl ring atoms are independently selected from O, S(O)m and NRg?;
each occurrence of Re, Rf, Rg and Rg? is independently selected from H, C1-C6 alkyl, —C(?O)H, —C(?O)Rh, C(?O)O(C1-C6 alkyl), C(?O)N(Rj)2, and SO2—Rh; wherein Rh is selected from C1-C6 alkyl, CH2-(heteroaryl including 5-10 ring atoms), CH2—(C6-C10 aryl), and C6-C10 aryl; and each occurrence of Ri is independently selected from H, C1-C6 alkyl, CH2-(heteroaryl including 5-10 ring atoms), CH2—(C6-C10 aryl), and C6-C10 aryl;
each occurrence of Rj is independently selected from H, F, OH, C1-C6 alkyl, C3-C6 cycloalkyl, NH2, OCO—(C1-C6 alkyl), OCO—(C3-C6 cycloalkyl), C1-C6 alkoxy, C1-C6 fluoroalkoxy, and cyano;
or Rj—C—Rj together form C3-C6 cycloalkyl or heterocyclyl including 3-6 ring atoms, in which one of the heterocyclyl ring atoms is selected from O; S(O)m and NRj?;
each occurrence of Rj? and Rk is independently selected from H, C1-C6 alkyl, —C(?O)H, —C(?O)Rm, C(?O)O(C1-C6 alkyl), C(?O)N(Rn)2, and SO2—Rm, wherein Rm is selected from C1-C6 alkyl, CH2-(heteroaryl including 5-10 ring atoms), CH2—(C6-C10aryl), and C6-C10aryl; and each occurrence of Rn is independently selected from H, C1-C6 alkyl, CH2-(heteroaryl including 5-10 ring atoms), CH2—(C6-C10 aryl), and C6-C10 aryl, and wherein the aryl and heteroaryl portion in Rm and Rn can be optionally substituted with 1-3 independently selected substituents F, C1-C6 alkyl, fluoro C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 fluoroalkoxy, or cyano;further wherein:(a) when each of A and B is a bond, and b is 0, then X has the following formula: —Y—[C(Ra)2]a—;
(b) when b is 0 or 1, then A and B cannot both be heteroatoms; and
(c) when A or B serves as the point of connection of X to the nitrogen ring atoms, then A or B cannot be a heteroatom;
R1 is:
(i) monocyclic or bicyclic heteroaryl including from 5-10 ring atoms, which is optionally substituted with from 1-3 Ro; wherein from 1-4 of the ring atoms are a heteroatom independently selected from O, N, N—H, N—Ro, and S;
(ii) C6-C10 aryl, which is optionally substituted with from 1-3 Ro;
(iii) C3-C10 cycloalkyl or C3-C10 cycloalkenyl, each of which is optionally substituted with from 1-6 Ro; or
(iv) hydrogen;
R4 is H or Ro and each occurrence of Ro is independently selected from the group consisting of halogen; C1-C6 alkyl; fluoro(C1-C6)alkyl; hydroxyl; hydroxy(C1-C4)alkyl; C1-C6 alkoxy; fluoro(C1-C6)alkoxy; (C1-C6 alkyl)C(O)—; (C1-C6 alkyl)NH—; (C1-C6 alkyl)2N—; —N*(Ro?)2, wherein Ro?—N*—Ro? together form a saturated ring having 5 or 6 ring atoms, in which 1 or 2 ring atoms are optionally a heteroatom independently selected from NH, N(C1-C6alkyl), O, or S; formyl; formyl(C1-C4) alkyl; cyano; cyano(C1-C4) alkyl; benzyl; benzyloxy; (heterocyclyl)-(C0-C6) alkyl, wherein the heterocyclyl portion includes 5 or 6 ring atoms, in which 1 or 2 of the ring atoms are a heteroatom independently selected from NH, N(alkyl), O, or S; phenyl; heteroaryl including from 5-6 ring atoms, wherein from 1-4 of the ring atoms are a heteroatom independently selected from O, N, N—H, N—Ro?, and S, each of which is optionally substituted with from 1-3 Ro?; SO2—(C1-C6)alkyl; SO—(C1-C6)alkyl; and nitro;
each occurrence of Ro? is independently selected from the group consisting of halogen; C1-C6 alkyl; fluoro(C1-C6)alkyl; hydroxyl; hydroxy(C1-C4)alkyl; C1-C6 alkoxy; fluoro(C1-C6)alkoxy; (C1-C6 alkyl)C(O)—; (C1-C6 alkyl)NH—; (C1-C6 alkyl)2N—; formyl; formyl(C1-C4) alkyl; cyano; cyano(C1-C4) alkyl; benzyl; benzyloxy; (heterocyclyl)-(C0-C6) alkyl, wherein the heterocyclyl portion includes 5 or 6 ring atoms, in which 1 or 2 of the ring atoms are a heteroatom independently selected from NH, N(C1-C6alkyl), 0, or S; phenyl; heteroaryl including from 5-6 ring atoms, wherein from 1-4 of the ring atoms are a heteroatom independently selected from O, N, N—H, N—(C1-C6 alkyl), and S; SO2—(C1-C6)alkyl; SO—(C1-C6)alkyl; and nitro;
R5 is selected from the group consisting of: hydrogen, halogen; C1-C6 alkyl;
fluoro(C1-C6)alkyl; hydroxyl; hydroxy(C1-C4)alkyl; (C1-C6 alkyl)C(O)—; formyl; formyl(C1-C4) alkyl; cyano; cyano(C1-C4) alkyl; benzyl; (heterocyclyl)-(C0-C6)alkyl, wherein the heterocyclyl portion includes 5 or 6 ring atoms, in which 1 or 2 of the ring atoms are a heteroatom independently selected from NH, N(C1-C6alkyl), O, or S; phenyl; heteroaryl including from 5-6 ring atoms, wherein from 1-4 of the ring atoms are a heteroatom independently selected from O, N, N—H, and S; SO2—(C1-C6)alkyl; SO—(C1-C6)alkyl; and nitro;
R2 is selected from H, F, Cl, CF3, CF2CF3, CH2CF3, OCF3, OCHF2, phenyl; or phenyl substituted with 1-3 Ro; and
R3 is H, F, or Cl.

US Pat. No. 10,428,027

SULFINYLPHENYL OR SULFONIMIDOYLPHENYL BENZAZEPINES

Hoffmann La-Roche Inc., ...

1. A compound of the formulawhereinX is C—R7 or N;
R1 is C3-7-alkyl or C3-7-cycloalkyl,
R2 is selected from the group consisting of C3-7-alkyl, hydroxy-C1-7-alkyl, C3-7-alkynyl, amino-C1-7-alkoxy-C1-7-alkoxy-C1-7-alkyl, halogen-C1-7-alkyl and C3-7-cycloalkyl-C1-7-alkyl;one of R3 and R4 isand the other one of R3 and R4 is selected from the group consisting of hydrogen, C1-7-alkyl and halogen;R5, R6 and R7 are independently from each other selected from hydrogen, C1-7-alkyl and halogen;
R8 is C1-7-alkyl;
R9 is absent or is ?N—R10, wherein R10 is selected from the group consisting of hydrogen, C1-7-alkyl, halogen-C1-7-alkyl, hydroxy-C1-7-alkyl and hydroxy-C1-7-alkoxy-C1-7-alkyl,or pharmaceutically acceptable salts thereof.

US Pat. No. 10,428,026

PYRIDINONE DICARBOXAMIDE FOR USE AS BROMODOMAIN INHIBITORS

GlaxoSmithKline Intellect...

1. A compound of Formula (I) or a pharmaceutically acceptable salt thereof:
wherein:
R1 is —C1-3alkyl or cyclopropyl;
R2 is H or —C0-3alkyl-C3-7cycloalkyl,
wherein said cycloalkyl is unsubstituted or substituted one, two, or three times by R5 which is the same or different;
R3 is —H, —C1-4alkyl, cyclopropyl, or —(CH2)pOR10;
R4 is phenyl, 5- or 6-membered heteroaryl, 9- to 11-membered heteroaryl, or —(CH2)n-phenyl,
wherein said phenyl is unsubstituted or substituted one, two, or three times by R7 which is the same or different; or said 5- or 6-membered heteroaryl is unsubstituted or substituted by—C1-3alkyl, —O—C1-3alkyl, or halo; or said 9 to 11-membered heteroaryl is unsubstituted or substituted by one, two, or three substituents independently selected from—C1-3alkyl-R8, —OCH3, —O—C2-3alkyl-R8, halo, oxo, —O—CF3, and —CN;p is 1 or 2;
n is 1 or 2;
R5 is halo, phenyl, —C1-6alkyl-R8, —CO2H, —OCH3, —O—C2-6alkyl-R8, —CN, —OH, or —NHR6;
R6 is —H, —C(O)OC(CH3)3, —C1-6alkyl, —C3-7cycloalkyl, 4- to 7-membered heterocyclyl, or—C2-3alkyl-O—C1-3alkyl,wherein said —C1-6alkyl or —C3-7cycloalkyl is optionally substituted one, two, or three times by fluoro;
R7 is —NR11R12, —C1-3alkyl, halo, —CO2R10, —CH2OH, —CH(R11)OR10, —C(O)C1-3alkyl, —CH(R10)NR11R12, —CN, —CHF2, —CF3, —OH, —OCHF2, —OCF3, —OCH3, —O—C2-6alkyl-R9, —C1-6alkyl-R9, or —O-piperidinyl;
R8 is —H, —OR10, —CO2C(CH3)3, or —NR11R12;
R9 is —H, —OR10, or —NR11R12;
R10 is —H or —C1-3alkyl;
R11 and R12 are each independently selected from —H, —C1-3alkyl, and —C1-3alkylNR13R14; or R11 and R12 are joined together with nitrogen to which they are attached, to form a 4- to 7-membered heterocyclyl group optionally substituted by one or two substituents independently selected from —C1-3alkyl, —OH, and F; and
R13 and R14 are each independently selected from —H, —C1-3alkyl, and —C(O)CH3.

US Pat. No. 10,428,025

ANTIFUNGAL COMPOUND PROCESS

Mycovia Pharmaceuticals, ...

1. A compound of formula VI* or VIa*, or a mixture thereof:
wherein each R1 is independently halo or

each Y1 is independently —OH, —OSO2-alkyl, —OSO2-substituted alkyl, —OSO2-aryl, —OSO2-substituted aryl, —O(C?O)-alkyl, —O(C?O)-substituted alkyl, —O(C?O)-aryl, —O(C?O)— substituted aryl, or halogen; and
each R12 is independently H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, or optionally substituted hetrocyclyl.

US Pat. No. 10,428,024

PIPERIDINYL DERIVATIVES

MERCK PATENT GMBH, Darms...

1. A compound of formula I
in which
X—Y denotes CO—NA? or NA?-CO,
R1 denotes Ar or Het,
R2 denotes H or CH3,
R3 denotes H or A?,
Ar denotes phenyl, which is unsubstituted or mono-, di- or trisubstituted by Hal, NO2, CN, A, OR3, S(O)mR3, N(R3)2, COA, COOR3, CON(R3)2, SO2N(R3)2, NR3COR3, NR3SO2A and/or NR3CON(R3)2,
Het denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which is unsubstituted or mono- or disubstituted by Hal, NO2, CN, A, OR3 S(O)mR3, N(R3)2, COA, COOR3, CON(R3)2, SO2N(R3)2, NR3COR3, NR3SO2A and/or NR3CON(R3)2,
A denotes unbranched or branched alkyl with 1-10 C-atoms, wherein one or two non-adjacent CH- and/or CH2-groups may be replaced by N-, O- and/or S-atoms and/or wherein 1-7 H-atoms may be replaced by R4,
R4 denotes F, Cl or OH,
A? denotes unbranched or branched alkyl with 1-6 C-atoms, wherein 1-5 H-atoms may be replaced by F,
A? denotes unbranched or branched alkyl with 1-4 C-atoms,
Hal denotes F, Cl, Br or I,
m denotes 0, 1 or 2,
or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof.

US Pat. No. 10,428,022

IMINOSUGARS USEFUL FOR THE TREATMENT OF VIRAL DISEASES

Emergent Virology LLC, G...

1. A compound of formula IA:
or a pharmaceutically acceptable salt thereof, wherein R is
a)
wherein optionally, at least one CX group inis replaced with N; orb)
wherein X6 is O or S; andwherein each of W1-W4 is independently H or a C1-C3 alkyl group;
R1 is a C1-C12 alkyl group; and
wherein each of X1-X5 is independently selected from the group consisting of H, N3, NO2, NH2,
and a group comprising a heteroatom containing ring,wherein each of R2 and R3 is independently selected from the group consisting of H, C1-C3 alkyl, and C1-C3 hydroxyalkyl; and R4 and R5 are each H, or R4 and R5 are together ?N—OH, provided that at least one of X1-X5 is
or the group comprising a heteroatom containing ring; orwherein each of X1-X5 is independently selected from the group consisting of H, N3, NO2, and NH2, and wherein two of X1-X5, which are adjacent, form a heteroatom containing ring.

US Pat. No. 10,428,021

TRIPLE REUPTAKE INHIBITORS AND METHODS OF THEIR USE

Sunovion Pharmaceuticals ...

1. A pharmaceutical composition, comprising a therapeutically effective amount of a compound selected from the group consisting of:or a pharmaceutically acceptable salt, solvate or stereoisomer thereof, and a pharmaceutically acceptable excipient.

US Pat. No. 10,428,020

ANTIMICROBIAL COMPOUNDS AND NANOSTRUCTURES

THE BOEING COMPANY, Chic...

15. A composition comprising:the compound of claim 1; and
a compound of formula (IV):

or a pharmaceutically acceptable salt thereof, wherein:
each of s and b of formula (IV) is independently an integer from 10 to about 100;
v of formula (IV) is an integer from 1 to 20;
R1 is —O—or —NH—; and
R2 is —CH3, biotin, pyridyl disulfide,

 thiolactonyl, or adamantyl.

US Pat. No. 10,428,019

CHIRAL AUXILIARIES

WAVE LIFE SCIENCES LTD., ...

1. A nucleic acid derivative comprising a chiral auxiliary, wherein the chiral auxiliary is represented by formula (II) and binds to a phosphorus atom of a phosphite moiety of the nucleic acid derivative through the oxygen atom of the chiral auxiliary, wherein the squiggly line represents the point of attachment to a phosphorus atom of a phosphite moiety of the nucleic acid derivative:
in which R1 and R2 independently represent a hydrogen atom, an unsubstituted or substituted alkyl group, an unsubstituted or substituted alkenyl group, an unsubstituted or substituted alkynyl group, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted aralkyl group, or an unsubstituted or substituted aryl group;
R3 represents an unsubstituted or substituted aryl group or an unsubstituted or substituted alkyl group;
R4 and R5 independently represent a hydrogen atom, an unsubstituted or substituted alkyl group, an unsubstituted or substituted alkenyl group, an unsubstituted or substituted alkynyl group, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted aralkyl group, or an unsubstituted or substituted aryl group;
Y represents -Y1-Y2-, where Y1 represents —C(R6)(R7)— in which R6 and R7 independently represent a hydrogen atom, an unsubstituted or substituted alkyl group, an unsubstituted or substituted alkenyl group, an unsubstituted or substituted alkynyl group, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted aralkyl group, or an unsubstituted or substituted aryl group, or Y1 represents an unsubstituted or substituted o-aryldiyl group, and Y2 represents a single bond or —C(R8)(R9)— in which R8 and R9 independently represent a hydrogen atom, an unsubstituted or substituted alkyl group, an unsubstituted or substituted alkenyl group, an unsubstituted or substituted alkynyl group, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted aralkyl group, or an unsubstituted or substituted aryl group.

US Pat. No. 10,428,018

ROR GAMMA (RORY) MODULATORS

LEAD PHARMA HOLDING B.V.,...

1. A compound according to Formula Ior a pharmaceutically acceptable salt thereof wherein:A1-A8 are CR1-CR8;
R1-R8 are independently H, halogen, amino, C(1-3)alkoxy, (di)C(1-3)alkylamino or C(1-6)alkyl;
R9 is C(1-6)alkyl;
R10 and R11 are independently H, F, methyl, ethyl, hydroxy or methoxy or R10 and R11 together is carbonyl, all alkyl groups, if present, optionally being substituted with one or more F;
R12 is H or C(1-6)alkyl;
R13 is C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(2-5)heterocycloalkyl, C(2-5)heterocycloalkylC(1-3)alkyl, C(6- 10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)hetero-aryl or C(1-9)heteroarylC(1-3)alkyl, all groups optionally substituted with one or more halogen, amino, hydroxy, cyano, C(1-3)alkoxy, C(1-3)alkoxycarbonyl, (di)C(1-3)alkylamino or C(1-3)alkyl;
R14 is H, C(1-6)alkyl, C(2-6)alkenyl, C(3-6)cycloalkyl, C(3-6)cycloalkylC(1-3)alkyl, C(2-5)heterocycloalkyl, C(2-5)heterocycloalkylC(1-3)alkyl, C(6-10)aryl, C(6-10)arylC(1-3)alkyl, C(1-9)heteroaryl or C(1-9)heteroarylC(1-3)alkyl, all groups optionally substituted with one or more halogen, amino, hydroxy, cyano, C(1-3)alkoxy, C(1-3)alkoxycarbonyl, (di)C(1-3)alkylamino or C(1-3)alkyl;
or R13 and R14 are fused and form a ring having 5 to 7 atoms by joining R13 being C(1-6)alkyl or C(2-6)alkenyl with an independent substituent within the definition of R14, all groups optionally substituted with one or more halogen, amino, hydroxy, cyano, C(1-3)alkoxy, C(1-3)alkoxycarbonyl, (di)C(1-3)alkylamino or C(1-3)alkyl;
the term C(1-9)heteroaryl denotes an aromatic group having 1-9 carbon atoms and 1-4 heteroatoms, which is attached via a nitrogen atom or a carbon atom, and all carbon atoms of the aromatic group may optionally be substituted with one or more halogen or methyl;
the term C(2-5)heterocycloalkyl denotes a saturated cyclic hydrocarbon group having 2-5 carbon atoms and 1-3 heteroatoms, which is attached via a nitrogen atom or a carbon atom, and all carbon atoms of the saturated cyclic hydrocarbon group may optionally be substituted with one or more halogen or methyl; and
the term heteroatom denotes a nitrogen, sulfur or oxygen atom.

US Pat. No. 10,428,017

MODULATORS OF THE CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR PROTEIN AND METHODS OF USE

Galapagos NV, Mechelen (...

1. A compound of Formula I, or a pharmaceutically acceptable salt thereof,whereinA1 is selected from the group consisting of

R1 is selected from the group consisting of hydrogen, OH, CN, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R1 C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, and C1-C6 alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of R7, OR7, SR7, NHR7, N(R7)2, NH2, C(O)OH, OH, CN, NO2, F, Cl, Br and I; wherein the R1 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C(O)OH, OH, oxo, CN, NO2, F, Cl, Br and I;
one of R2A, R2B, R2C and R2D is hydrogen, and the remaining are independently selected from the group consisting of hydrogen, R8, OR8, C(O)R8, C(O)OR8, SO2R8, NHR8, N(R8)2, NH2, C(O)OH, OH, CN, NO2, F, Cl, Br and I; or
two of R2A, R2B, R2C, and R2D a on adjacent carbons form a fused ring selected from the group consisting of phenyl, 5-6 membered heteroaryl, C3-C7 cycloalkyl, C4-C7 cycloalkenyl, and 4-7 membered heterocyclyl; and the remaining are independently selected from the group consisting of hydrogen, R8, OR8, C(O)R8, OC(O)R8, C(O)OR8, SO2R8, NHR8, N(R8)2, NH2, C(O)OH, OH, CN, NO2, F, Cl, Br and I; wherein the phenyl, 5-6 membered heteroaryl, C3-C7 cycloalkyl, C4-C7 cycloalkenyl, and 4-7 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of R8, OR8, C(O)R8, OC(O)R8, C(O)OR8, SO2R8, NHR8, N(R8)2, NH2, C(O)OH, OH, CN, NO2, F, Cl, Br and I;
R3 is selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R3 C2-C6 alkyl, C2-C6 alkenyl, and C2-C6 alkynyl are optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkoxy, phenyl, OH, oxo, CN, NO2, F, Cl, Br and I; wherein the R3 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of R9, OR9, C(O)R9, OC(O)R9, C(O)OR9, SO2R9, C(O)NH2, C(O)NHR9, C(O)N(R9)2, NHC(O)R9, NHR9, N(R9)2, NH2, C(O)OH, OH, oxo, CN, NO2, F, Cl, Br and I;
R4 is selected from the group consisting of hydrogen and C1-C6 alkyl; wherein the R4 C1-C6 alkyl is optionally substituted with one or more substituents independently selected from the group consisting of R10, OR10, SR10, NHR10, N(R10)2, NH2, C(O)OH, OH, oxo, CN, NO2, F, Cl, Br and I;
R5A, R5B, R5C, and R5D are each independently selected from the group consisting of hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R5A, R5B, R5C, and R5D C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, and C1-C6 alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, 4-12 membered heterocyclyl, C1-C6 thioalkyl, OH, oxo, CN, NO2, F, Cl, Br and I; wherein the R5A, R5B, R5C, and R5D 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C(O)OH, NH2, OH, oxo, CN, NO2, F, Cl, Br and I; or
R5A and R5B, together with the carbon atom to which they are attached, form a C3-C7 monocyclic cycloalkyl or a 4-7 membered monocyclic heterocycle; wherein the C3-C7 monocyclic cycloalkyl and the 4-7 membered monocyclic heterocycle are each optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C(O)OH, NH2, OH, oxo, CN, NO2, F, Cl, Br and I; and
R5C and R5D are each independently selected from the group consisting of hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R5C and R5D C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, and C1-C6 alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, 4-12 membered heterocyclyl, C1-C6 thioalkyl, OH, oxo, CN, NO2, F, Cl, Br and I; wherein the R5C and R5D 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C(O)OH, NH2, OH, oxo, CN, NO2, F, Cl, Br and I; or
R5C and R5D, together with the carbon atom to which they are attached, form a C3-C7 monocyclic cycloalkyl or a 4-7 membered monocyclic heterocycle; wherein the C3-C7 monocyclic cycloalkyl and the 4-7 membered monocyclic heterocycle are each optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C(O)OH, NH2, OH, oxo, CN, NO2, F, Cl, Br and I; and
R5A and R5B are each independently selected from the group consisting of hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein the R5A and R5B C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, and C1-C6 alkoxy are optionally substituted with one or more substituents independently selected from the group consisting of 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, 4-12 membered heterocyclyl, C1-C6 thioalkyl, OH, oxo, CN, NO2, F, Cl, Br and I; wherein the R5A and R5B 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C(O)OH, NH2, OH, oxo, CN, NO2, F, Cl, Br and I;
R6A, R6B, R6C, and R6D are each independently hydrogen;
R7, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R7 C1-C6 alkyl, C2-C6 alkenyl, and C2-C6 alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkoxy, OH, oxo, CN, NO2, F, Cl, Br and I; wherein each R7 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, C1-C6 haloalkyl, oxo, OH, CN, NO2, F, Cl, Br and I;
R8, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C6-C10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R8 C1-C6 alkyl, C2-C6 alkenyl, and C2-C6 alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of R11, OR11, C(O)OR11, NHR11, N(R11)2, NH2, C(O)OH, OH, CN, NO2, F, Cl, Br and I; wherein each R8 C6-C10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of R12, OR12, C(O)OR12, NHR12, N(R12)2, NH2, C(O)OH, OH, oxo, CN, NO2, F, Cl, Br and I;
R9, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R9 C1-C6 alkyl, C2-C6 alkenyl, and C2-C6 alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of R13, OR13, SR13, C(O)R13,NHR13, N(R13)2, C(O)OH, OH, CN, NO2, F, Cl, Br and I; wherein each R9 6-10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of R14, OR14, C(O)R14, OC(O)R14, C(O)OR14, SO2R14, NHR14, N(R14)2, NH2, C(O)OH, OH, oxo, CN, NO2, F, Cl, Br and I;
R10, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C6-C10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R10 C1-C6 alkyl, C2-C6 alkenyl, and C2-C6 alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO2, F, Cl, Br and I; wherein each R10 C6-C10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, 5-6 membered heteroaryl, OH, oxo, CN, NO2, F, Cl, Br and I;
R11, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, C6-C10 membered aryl, C3-C11 cycloalkyl, 4-12 membered heterocyclyl, C4-C11 cycloalkenyl, and 5-6 membered heteroaryl; wherein each R11 C1-C6 alkyl and C1-C6 alkoxy is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO2, F, Cl, Br and I; wherein each R11 C6-C10 membered aryl, C3-C11 cycloalkyl, 4-12 membered heterocyclyl, C4-C11 cycloalkenyl, and 5-6 membered heteroaryl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, F, Cl, Br and I;
R12, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, C6-C10 membered aryl, C3-C11 cycloalkyl, 4-12 membered heterocyclyl, C4-C11 cycloalkenyl, and 5-6 membered heteroaryl; wherein each R12 C1-C6 alkyl and C1-C6 alkoxy is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO2, F, Cl, Br and I; wherein each R12 C6-C10 membered aryl, C3-C11 cycloalkyl, 4-12 membered heterocyclyl, C4-C11 cycloalkenyl, and 5-6 membered heteroaryl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, F, Cl, Br and I;
R13, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C6-C10 membered aryl, 5-11 membered heteroaryl, C3-C11 cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R13 C1-C6 alkyl, C2-C6 alkenyl, and C2-C6 alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of OH, oxo, CN, NO2, F, Cl, Br and I; wherein each R13 C6-C10 membered aryl, 5-11 membered heteroaryl, cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, 5-6 membered heteroaryl, OH, oxo, CN, NO2, F, Cl, Br and I; and
R14, at each occurrence, is independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C6-C10 membered aryl, 5-11 membered heteroaryl, cycloalkyl, C4-C11 cycloalkenyl, and 4-12 membered heterocyclyl; wherein each R14 C1-C6alkyl, C2-C6 alkenyl, and C2-C6 alkynyl is optionally substituted with one or more substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, 5-6 membered heteroaryl, 4-12 membered heterocyclyl, OH, oxo, CN, NO2, F, Cl, Br and I;
with the proviso that R3 is not C1-alkyl or thienyl;
with the proviso that, when R2A, R2B, R2C, and R2D are each hydrogen, R1 is not hydrogen;
with the proviso that, when R3 is imidazolyl, R9 is not CH2CH(CH3)2;
with the proviso that when R2B is Cl, R3 is not 2,4-dimethyl-5-thiazolyl or 2-cyano-3-fluorophenyl;
with the proviso that, when R3 is cyclohexyl, n-butyl or isopropyl, R2C is not OCH3;
with the proviso that, when R3 is 3-pyridinyl, R2C is not Cl; and
with the proviso that, when R3 is phenyl, R13 is not C(O)CH3.

US Pat. No. 10,428,016

COMPOUND COMPRISING AROMATIC RING, AND POLYELECTROLYTE MEMBRANE USING SAME

LG CHEM, LTD., Seoul (KR...

1. A compound comprising an aromatic ring represented by the following Chemical Formula 1:
in Chemical Formula 1,
Q is represented by the following Chemical Formula 2 or 3,
?CF2?  [Chemical Formula 2]
?CF2(CF2)n1O(CF2)n2CF2?  [Chemical Formula 3]
m, n1, and n2 are each an integer from 0 to 16,
when m is an integer of 2 or more, a plurality of Qs is the same as or different from each other,
two to four of R1 to R5 are the same as or different from each other, and are each independently a hydroxy group or a halogen group, and the other(s) is/are hydrogen,
R6 is selected from the group consisting of —SO3H, —SO3?M+, —COOH, —COO?M+, —PO3H2, —PO3H?M+, —PO32?2M+, and a group represented by the following Chemical Formula 4,

in Chemical Formula 4,
at least one of R7 to R11 is selected from the group consisting of —SO3H, —SO3?M+, —COOH, —COO?M+, —PO3H2, —PO3H?M+, and —PO32?2M+, and the others are hydrogen, and
M is a Group 1 element.

US Pat. No. 10,428,015

ACID-RESISTANT BASE AND/OR RADICAL GENERATOR, AND CURABLE RESIN COMPOSITION CONTAINING SAID BASE AND/OR RADICAL GENERATOR

FUJIFILM Wako Pure Chemic...

1. A compound represented by the general formula (A):
wherein four pieces of R1 each independently represent a hydrogen atom or a fluorine atom; four pieces of R2 each independently represent a fluorine atom or a trifluoromethyl group; R3, R6, R7 and R10 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms; R4 and R5 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, or R4 and R5 are bonded to each other to represent an alkylene group having 2 to 4 carbon atoms; and R8 and R9 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 14 carbon atoms and optionally having a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, a dialkylamino group having 2 to 12 carbon atoms, a halogen atom, and a nitro group, or R8 and R9 are bonded to each other to represent an alkylene group having 2 to 4 carbon atoms; provided that two or three of the eight groups R3 to R10 are each a hydrogen atom, and, in a case where two of the eight groups are each a hydrogen atom, then three to six of the remaining groups are each an alkyl group having 1 to 12 carbon atoms, and, in a case where three of the eight groups are each a hydrogen atom, then four or five of the remaining groups are each an alkyl group having 1 to 12 carbon atoms.

US Pat. No. 10,428,014

BASE GENERATOR, BASE-REACTIVE COMPOSITION CONTAINING SAID BASE GENERATOR, AND BASE GENERATION METHOD

FUJIFILM Wako Pure Chemic...

1. A compound of formula (A?) or (A?):
wherein R1? to R5? each independently is an alkyl group having 1 to 8 carbon atoms, R6? is a hydrogen atom; an alkyl group having 1 to 6 carbon atoms which may have a substituent selected from the group consisting of an epoxy group, an alkoxycarbonyl group having 2 to 6 carbon atoms, a coumarinylcarbonyl group, an anthraquinonyl group, a xanthonyl group and a thioxanthonyl group; an alkenyl group having 2 to 6 carbon atoms; or an arylalkyl group having 7 to 15 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, and a nitro group, R7? is an alkyl group having 1 to 8 carbon atoms which may have an amino group, and Z? is an anion derived from a carboxylic acid of formula (B1), (B2), (B3) or (B4);

wherein R8 to R16 each independently is a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom, or a nitro group;

wherein R17 to R25 each independently is a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom, or a nitro group, and Y is an oxygen atom or a sulfur atom;

wherein R26 to R36 each independently is a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom, or a nitro group, and two pieces of R may form a ring structure by binding to each other;

wherein R37 to R42 each independently is a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 14 carbon atoms, an arylalkyl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen atom, or a nitro group, and two pieces of R may form a ring structure by binding to each other;

wherein R1?? to R4?? each independently is an alkyl group having 1 to 8 carbon atoms, R5?? is an alkyl group having 1 to 10 carbon atoms or an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, and a nitro group, R7?? is an aryl group having 6 to 14 carbon atoms which may have a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, and a nitro group, and Z? is the same as described above.

US Pat. No. 10,428,013

AMIDE COMPOUND, PREPARATION METHOD AND USES THEREOF

Shanghai Institute of Pha...

1. A compound and pharmaceutically acceptable salts thereof, wherein the compound is selected from:

US Pat. No. 10,428,012

METHOD OF PREPARATION OF 4-ISOPROPYLAMINO-1-BUTANOL

SEASONS BIOTECHNOLOGY CO....

1. 4-isopropylamino-1-acetoxyl butane represented by formula (II):

US Pat. No. 10,428,010

PROCESS TO CONVERT CYCLIC ALKYLENE UREAS INTO THEIR CORRESPONDING ALKYLENE AMINES

Nouryon Chemicals Interna...

1. Process to convert cyclic alkylene ureas into their corresponding alkylene amines wherein the process is performed by reaction with an amine compound, and wherein the amine compound is chosen from the group of primary amines, cyclic secondary amines or bicyclic tertiary amines;wherein the cyclic alkylene urea reacts to the corresponding alkylene amine in accordance with below reaction

wherein R1 and R2 each independently are chosen from the group of hydrogen, an alkylene amine group of the formula X—R3—(NH—R3—)p—, or an alkoxy group of formula X—R3—(O—R3—)n—, or a group combining such alkylene amine and alkoxy units p and n, wherein optionally one or more units ˜N—R3—N˜ may be present as either one of the rings

and wherein each R3 independently is alkylene or substituted alkylene, X may be hydroxyl, amine, a linear or branched C1-C20 hydroxyalkyl or a linear or branched C1-C20 aminoalkyl group, n and p independently are 0 or at least 1, wherein when n and/or p is at least 1 the linear or branched C1-C20 hydroxyalkyl or C1-C20 aminoalkyl croup optionally contains one or more piperazine or alkylene urea groups.

US Pat. No. 10,428,009

METHODS OF MAKING COMPOUNDS AND MIXTURES HAVING ANTIDEGRADANT AND ANTIFATIGUE EFFICACY

Eastman Chemical Company,...

1. A method of making an antidegradant compound, the method comprising:reacting a p-phenylenediamine corresponding to formula IV:

wherein X is selected from the group consisting of alkyl, aryl, alkylaryl groups and hydrogen;
with a dicarbonyl comprising glyoxal to thereby obtain a diimine;
isolating the diimine; and
reducing the diimine to thereby obtain a mixture comprising the antidegradant compound according to formula I:

wherein each X is independently selected from the group consisting of alkyl, aryl, alkylaryl groups and hydrogen; and
wherein R1? and R3 are each hydrogen.

US Pat. No. 10,428,008

NITROALKENE NON STEROIDAL ANTI-INFLAMMATORY DRUGS (NA-NSAIDS) AND METHODS OF TREATING INFLAMMATION RELATED CONDITIONS

Institut Pasteur de Monte...

1. A compound of Formula I:
wherein R is hydrogen or a C1-11 alkyl, or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,427,997

MODULAR MEMBRANE SYSTEM AND METHOD FOR OLEFIN SEPARATION

1. A process to separate a hydrocarbon stream comprising a mixture of light olefins and light paraffins, said process comprising:(a) pretreating said hydrocarbon stream to remove impurities to produce a treated hydrocarbon stream;
(b) vaporizing said treated hydrocarbon stream to produce a gaseous treated hydrocarbon stream;
(c) adding water to said gaseous treated hydrocarbon stream;
(d) sending said gaseous treated hydrocarbon stream with water vapor to a first membrane module comprising a multiplicity of membrane units comprising membranes having a higher permeance and a lower selectivity than the membranes in the membrane units in a second membrane module to produce a first permeate stream comprising a higher concentration of light olefins than said gaseous treated hydrocarbon stream and a first non-permeate stream comprising a higher concentration of light paraffins than said gaseous treated hydrocarbon stream;
(e) sending said first permeate stream to said second membrane module comprising membrane units comprising membranes having a higher selectivity than said membranes in said membrane units in said first membrane module to produce a second permeate stream comprising at least 99% light olefins and a second non-permeate stream comprising a lower concentration of light olefins than said second permeate stream;
(f) sending said first non-permeate stream to a third membrane module comprising membrane units comprising membranes having a higher permeance and lower selectivity than said membranes in said membrane units in said second membrane module to produce a third permeate stream comprising a higher concentration of light olefin than said first non-permeate stream and a non-permeate stream comprising a majority concentration of paraffin;
(g) sending said third permeate stream to a fourth membrane module comprising membrane units comprising membranes having a higher selectivity than said membranes in said first membrane units in said first membrane module to produce a fourth permeate stream comprising a higher concentration of light olefin than said third permeate stream; and
(h) combining said fourth permeate stream with said first permeate stream, wherein said membrane units in said first membrane module and said third membrane module comprise a stable high performance facilitated transport membrane comprising a co-cast thin film composite flat sheet membrane comprising an asymmetric porous non-selective support layer and an asymmetric integrally skinned polyimide-containing selective layer on top of said asymmetric porous non-selective support layer wherein pores on the surface of said asymmetric integrally skinned polyimide-containing selective layer comprises a hydrophilic polymer, a metal salt or a mixture of a metal salt and hydrogen peroxide.

US Pat. No. 10,427,993

PROCESS FOR RECOVERING BENZENE AND FUEL GAS IN AN AROMATICS COMPLEX

UOP LLC, Des Plaines, IL...

1. A process for the recovery of a benzene rich liquid stream and a light ends vapor stream in a xylene isomerization process from a feedstock, the process comprising:passing a feedstock into a deheptanizer in which the feedstock is separated into a deheptanizer vapor phase and a deheptanizer liquid phase, the deheptanizer vapor phase containing hydrocarbons with seven carbon atoms or less, and the deheptanizer liquid phase containing hydrocarbons with eight carbon atoms or more;
passing the deheptanizer vapor phase from the deheptanizer to a first separation zone;
separating the deheptanizer vapor phase in the first separation zone into a first liquid phase and a first vapor phase;
passing the first liquid phase from the first separation zone to a toluene recovery zone;
passing the first vapor phase from the first separation zone to a compression zone in which the first vapor phase is compressed and partially condensed to provide a compressed and partially condensed vapor phase;
passing the compressed and partially condensed vapor phase from the compression zone to a second separation zone;
separating the compressed and partially condensed vapor phase into the benzene rich liquid stream and a second vapor phase in the second separation zone, the second vapor phase being a light ends vapor stream;
recovering the light ends vapor stream;
recovering the benzene rich liquid stream; and
sending the benzene rich liquid stream to extraction.

US Pat. No. 10,427,991

CATALYST SYSTEM FOR OLEFIN OLIGOMERIZATION AND METHOD FOR OLEFIN OLIGOMERIZATION USING THE SAME

LG CHEM, LTD., Seoul (KR...

1. A catalyst system for olefin oligomerization comprising:at least one ligand compound represented by the following Chemical Formulas:

a chromium source; and
a support wherein the ligand compound is supported on the support.

US Pat. No. 10,427,990

RECYCLING SYSTEM AND PROCESS OF A METHANOL-TO-PROPYLENE AND STEAM CRACKER PLANT

TECHNIP FRANCE, Courbevo...

1. A process of producing hydrocarbons from a combined plant of a methanol-to-propylene (“MTP”) plant having at least a catalytic reactor and a steam cracker plant, the process comprising the steps of:flowing a stream having at least a portion of methanol and dimethyl ether into the catalytic reactor to produce a first intermediate process stream containing propylene, C4+ oxygenates, and gasoline;
purifying the first intermediate process stream from the catalytic reactor in a separation section of the MTP plant to produce an oxygenate recycle stream, a propylene stream, and a gasoline stream, wherein the gasoline stream comprises oxygenate-reduced C5 or heavier components;
flowing at least a portion of the gasoline stream from the separation section of the MTP plant to a steam cracking furnace, without passing through a catalytic reactor, that converts gasoline to ethylene by non-catalytic pyrolysis thereby producing a second intermediate process stream containing at least ethylene and a C4 di-olefin fraction; and
purifying the second intermediate process stream from the steam cracking furnace into a product process stream having ethylene in a cracker separation section.

US Pat. No. 10,427,988

METHOD AND INSTALLATION FOR TREATING A WASTE MIXTURE, INCLUDING SEPARATION AND COMPOSTING OF SAID MIXTURE

20. A plant for treating mixture of wastes (2), the latter being with heterogeneous sizes, shapes and consistencies, a non-negligible portion of the mass of the mixture of wastes (2) being formed by biodegradable wastes, and a non-negligible portion of the mass of the mixture being formed by non-biodegradable recyclable wastes (26), the treatment plant being characterized in that it comprises:a sorting machine (1), allowing separating the mixture of wastes (2) into a first fraction of wastes (13) the size of which is smaller than about 180 mm via a first series of separation orifices (7, 8), said first series of separation orifices (7, 8) comprising primary orifices (7) and secondary orifices (8) the size of which is larger than the size of the primary orifices (7) so that the mixture of wastes (2) is first brought into contact with the secondary orifices and then with the primary orifices (7), and into a residual second fraction of wastes (14),
a composting plant allowing subjecting the first fraction of wastes (13) to a composting process so as to compost, at least partially, the contained biodegradable wastes, characterized in that the composting plant comprises:
at least one first composting bay (3C) allowing subjecting the first fraction of wastes (13) to a first composting cycle so as to compost, at least partially, the biodegradable wastes of said first fraction of wastes (13), and to obtain a mixture of pre-composted wastes (2),
at least one bay (2C) for drying the mixture of pre-composted wastes (2), allowing obtaining a mixture of dried wastes (2),
means for separating the mixture of dried wastes (2) at least into a portion of heavy wastes (25) and a portion of light wastes, the portion of heavy wastes (25) being substantially formed by wastes with a volumetric mass heavier than the wastes of the portion of light wastes,
at least one second composting bay (3C) allowing subjecting the portion of light wastes to a second composting cycle so as to compost, at least partially, the contained biodegradable wastes, and obtain a mixture of refined wastes (28).

US Pat. No. 10,427,985

ENGINEERED MICRO-VOIDS FOR TOUGHENING CERAMIC COMPOSITES

Lockheed Martin Corporati...

1. A ceramic composite material comprising:a ceramic compound;
a plurality of shaping particles dispersed in the ceramic compound; and
a plurality of a first type of void spaces dispersed in the ceramic compound;
wherein:
the plurality of shaping particles are contained within the plurality of the first type of void spaces;
the shaping particles comprise nanostructures have a length to diameter ratio of less than or equal to 10 to 1 and a length of less than or equal to 500 nanometers; and
each of the plurality of the first type of void spaces is a closed cell.

US Pat. No. 10,427,984

SYSTEMS AND METHODS FOR CERAMIC MATRIX COMPOSITES

United Technologies Corpo...

1. A ceramic matrix composite formed by a process comprising:inserting a fiber tow in a mold;
introducing an aqueous solution comprising water, carbon nanotubes, and a binder into the mold;
freezing the aqueous solution, wherein the freezing the aqueous solution separates fibers within the fiber tow;
freeze drying the aqueous solution, wherein the freeze drying removes the water from the mold;
heat treating the fiber tow in the presence of a boron-bearing precursor and nitrogen gas to produce boron nitride nanotubes; and
processing the mold via at least one of slurry casting, chemical vapor infiltration, polymer infiltration and pyrolysis, or melt infiltration.

US Pat. No. 10,427,983

METHOD FOR MANUFACTURING PART MADE OF COMPOSITE MATERIAL

SAFRAN AIRCRAFT ENGINES, ...

1. A method of fabricating a part out of composite material, the method comprising:forming a fiber texture from refractory fibers;
impregnating the fiber texture for a first time with a first slip containing first refractory particles;
eliminating the liquid phase from the first slip that has impregnated the fiber texture so as to leave within said texture only the first refractory particles;
impregnating the fiber texture for a second time with a second slip containing second refractory particles;
eliminating the liquid phase from the second slip that has impregnated the fiber texture so as to leave within said texture only the second refractory particles and obtain a fiber preform filled with the first and second refractory particles; and
sintering the first and second refractory particles present in the fiber preform in order to form a refractory matrix in said preform;
wherein each of the first and second steps of impregnating the fiber texture comprises:
placing the fiber texture in a mold having an impregnation chamber including in its bottom portion a part made of porous material on which a first face of said texture rests, the impregnation chamber being closed in its top portion by a deformable impermeable diaphragm placed facing a second face of the fiber texture, said diaphragm separating the impregnation chamber from a compacting chamber;
injecting a slip containing a powder of refractory particles into the impregnation chamber between the second face of the fiber texture and the diaphragm;
injecting a compression fluid into the compacting chamber, the fluid exerting pressure on the diaphragm to force the slip to pass through the fiber texture; and
wherein each step of eliminating the liquid phase from the slip comprises draining the liquid phase of the slip that has passed through the fiber texture via the porous material part, the refractory particles being retained inside said texture by said porous material part.

US Pat. No. 10,427,982

METHOD OF CARBON COATING ON NANOPARTICLE AND CARBON COATED NANOPARTICLE PRODUCED BY THE SAME

KOREA INSTITUTE OF ENERGY...

1. A method including:supplying only nanoparticles and sources of any one or two or more combinations selected from a group which consists of a carbon source, a doping source, a carbon source capable of providing a doped element, and a waste plastic source into a high-temperature and high-pressure closed autoclave;
completely closing the high-temperature and high-pressure closed autoclave; and
forming a core-shell structure of the nanoparticle-a carbon shell or a core-shell structure of the nanoparticle-a carbon shell having the doped element by a single process under self-generated pressure and a first reaction temperature in the range of 500 to 850° C. by heating the autoclave,
wherein the method further comprises an additional functioning:
making the autoclave to a high-temperature and atmospheric state by removing gas from the autoclave in a state of high-temperature and high-pressure and thereafter, purging the autoclave by using an inert gas;
changing temperature up to a second reaction temperature for functioning and performing reaction while supplying a reaction gas; and
cooling the autoclave to room-temperature while purging the autoclave with an inert gas.

US Pat. No. 10,427,981

PIEZOELECTRIC MATERIAL, METHOD OF MANUFACTURING THE SAME, PIEZOELECTRIC ELEMENT, AND PIEZOELECTRIC ELEMENT APPLICATION DEVICE

Seiko Epson Corporation, ...

1. A piezoelectric material, containing:a first component which is a rhombohedral crystal in a single composition, in which a Curie temperature is Tc1, and which is composed of a lead-free-system composite oxide having a perovskite-type structure;
a second component which is a crystal other than the rhombohedral crystal in a single composition, in which a Curie temperature Tc2 is lower than Tc1, and which is composed of Li, K, Na, and Nb; and
a third component which is a crystal other than the rhombohedral crystal in a single composition similar to the second component, in which a Curie temperature Tc3 is equal to or higher than Tc1, and which is composed of K, Na, and Nb,
wherein when a molar ratio of the third component to the sum of the second component and the third component is set as ? and ?×Tc3+(1??)×Tc2 is set as Tc4, |Tc4?Tc1| is 50° C. or lower.

US Pat. No. 10,427,980

PREPARATION METHOD OF CERAMIC MEMBRANE SUPPORT

SHANDONG GUIYUAN ADVANCED...

1. A preparation method of a ceramic membrane support, comprising steps of:(1) taking aluminium hydroxide, produced through a carbon decomposing process, as a raw material, pre-sintering the aluminium hydroxide, and obtaining an alumina product A;
(2) calcining after adding a first mineralizer into the alumina product A, and then grinding till a particle size is in a range of 5-15 ?m, and then obtaining a ?-alumina product B, wherein: the first mineralizer is one or more members selected from a group consisting of aluminum chloride, aluminum nitrate, boric acid, sodium borate, aluminum fluoride, ammonium fluoride, calcium fluoride, magnesium fluoride, magnesium carbonate, magnesium chloride, sodium chloride, ammonium chloride, cerium fluoride, cerium oxide and lanthanum oxide, and an added amount of the first mineralizer is 0.1-2 wt % of the alumina product A;
(3) mixing the product B with Al2O3.nH2O, wherein n=1-3, calcining after adding a second mineralizer into the mixed product B, obtaining a ?-alumina product C and heat-preserving the ?-alumina product C, wherein:
a mass ratio of the product B to the Al2O3.nH2O is in a range of (1-10):1, and the Al2O3.nH2O is one or more members selected from a group consisting of pseudoboehmite, boehmite and aluminum hydroxide;
the second mineralizer is one or more members selected from a group consisting of aluminum chloride, aluminum nitrate, boric acid, sodium borate, aluminum fluoride, ammonium fluoride, calcium fluoride, magnesium fluoride, magnesium carbonate, magnesium chloride, sodium chloride, ammonium chloride, cerium fluoride, cerium oxide and lanthanum oxide, and an added amount of the second mineralizer is 0.1-2 wt % of a total mass of the product B and the Al2O3.nH2O;
(4) grinding, scattering and grading the calcined and heat-preserved ?-alumina product C, and obtaining polyhedral alumina powders, wherein: a primary particle size D50 of the polyhedral alumina powders is in a range of 1-30 ?m; and
(5) selecting a part of the polyhedral alumina powders as aggregates, wherein the part of the polyhedral alumina powders comprises a first subpart of the polyhedral alumina powders whose D50 is in a range of 20-25 ?m and amount is 75-85% of a total mass of the polyhedral alumina powders, and a second subpart of the polyhedral alumina powders whose D50 is in a range of 3-5 ?m and amount is 15-25% of the total mass of the polyhedral alumina powders, obtaining muds after mixing and evenly stirring the aggregates with a binder, water, humectant and dispersant, aging the muds under vacuum sealed, extruding the aged muds and obtaining a green body by an extruder, heat-preserving after drying the green body, and then sintering, and finally obtaining a porous alumina support, wherein:
the binder is methylcellulose or hydroxypropyl methyl cellulose with an added amount of 4-10% of the total mass of the polyhedral alumina powders; an added amount of the water is 20-40% of the total mass of the polyhedral alumina powders; the humectant is glycerin with an added amount of 1.5-3.5% of the total mass of the polyhedral alumina powders; the dispersant is polyethylene glycol or PVA dispersant with an added amount of 2-5% of the total mass of the polyhedral alumina powders.

US Pat. No. 10,427,976

GLASS TUBE WITH INFRARED LIGHT REFLECTIVE COATING, METHOD FOR MANUFACTURING THE GLASS TUBE, HEAT RECEIVER TUBE WITH THE GLASS TUBE, PARABOLIC TROUGH COLLECTOR WITH THE HEAT RECEIVER TUBE AND USE OF THE PARABOLIC TROUGH COLLECTOR

SIEMENS CONCENTRATED SOLA...

1. A heat receiver tube for absorbing solar energy and for transferring absorbed solar energy to a heat transfer fluid located inside a core tube of the heat receiver tube, wherein:the heat transfer fluid is a thermo-oil;
the core tube comprises a core tube surface with a solar energy absorptive coating for absorbing solar absorption radiation of the sunlight;
the core tube is enveloped by an encapsulation with a glass tube with a glass tube wall, wherein a space between the core tube and the encapsulation is evacuated;
an inner surface of the glass tube wall comprises at least partially at least one infrared light reflective coating;
the infrared light reflective coating includes a transparent conducting coating comprising indium tin oxide, wherein the transparent conducting coating is configured to permit solar absorption radiation to impinge the core tube, and wherein the transparent conducting coating is configured to capture infrared radiation radiating from the core tube and direct the infrared radiation back to the core tube;
an intermediate layer of aluminum oxide arranged between the inner surface of the glass tube wall and the infrared light reflective coating;
an additional layer of aluminum oxide or silicon oxide covering the infrared light reflective coating, wherein the additional layer is between the infrared light reflective coating and the solar energy absorptive coating such that the additional layer is adjacent to the infrared light reflective coating and the space;
the core tube surface and the encapsulation are arranged in a distance between the core tube surface and the inner surface of the glass tube wall with the infrared reflective surface such, that the solar absorption radiation can penetrate the encapsulation with the infrared light reflective coating and can impinge the solar energy absorptive coating.

US Pat. No. 10,427,974

GLASS COMPOSITE FOR USE IN EXTREME ULTRA VIOLET LITHOGRAPHY

CORNING INCORPORATED, Co...

1. A glass composite for use in Extreme Ultra-Violet Lithography (EUVL), the glass composite comprising:a first silica-titania glass section; and
a second doped silica-titania glass section mechanically bonded to a surface of the first silica-titania glass section,
wherein the second doped silica-titania glass section has a thickness of greater than about 1.0 inch.

US Pat. No. 10,427,969

METHOD OF MANUFACTURING OPTICAL FIBER

FUJIKURA LTD., Tokyo (JP...

1. A method of manufacturing an optical fiber comprising:melting and drawing an optical fiber preform to form a glass fiber in a drawer;
cooling the glass fiber while inserting the glass fiber into a tubular cooling device separated apart from the drawer with a gap therebetween and providing a temperature gradient to the glass fiber from an inlet end toward an outlet end thereof; and
lowering an inner wall temperature of the tubular cooling device below a temperature of the glass fiber and providing a pressure gradient in which a pressure increases in a direction from the inlet end toward the outlet end inside the tubular cooling device when cooling the glass fiber,
wherein an average pressure change dP/dL [Pa/m] in a moving direction of the glass fiber inside the tubular cooling device satisfies the following Formula (1) when a tube inner diameter of the tubular cooling device is defined as D [m] and a length of an internal space of the tubular cooling device in the moving direction of the glass fiber is defined as L [m]
0.001?(?D2/4)×dP/dL?0.03  (1).

US Pat. No. 10,427,968

METHOD FOR CUTTING GLASS

1. A method for cutting glass, comprising:providing a glass substrate, the glass substrate comprising at least one cutting surface, a plurality of micro-fractures being formed on the cutting surface;
coating a conductivity material on the cutting surface to form a conductivity material layer, the conductivity material layer having a capability for absorbing laser energy; and
irradiating the conductivity material layer by laser, causing the conductivity material layer to absorb the laser energy and transmit the laser energy to the glass substrate, thereby causing the laser energy to melt the glass substrate at the cutting surface to remove the plurality of micro-fractures.

US Pat. No. 10,427,967

PROCESS FOR THE MANUFACTURE OF A GLASS CONTAINER, GLASS CONTAINER AND RELATED USES

BORMIOLI LUIGI S.P.A., P...

1. A process for the manufacture of a glass container comprising the steps of:a) providing a first glass element;
b) providing a second element made of a material selected from: glass, ceramic, metal and metallic alloy; said first element and said second element, joined together, defining a containment cavity of said glass container;
c) depositing a sealing composition comprising at least one glass frit dispersed in at least one dispersing liquid on at least one surface of at least one of said first element and said second element, wherein said glass frit comprises, in percent by weight, based on the total weight of said glass frit:
(i) 20%-40% SiO2;
(ii) 30%-70% Bi2O3;
(iii) 1%-7% alkaline metal oxides;
(iv) 1%-25% of stabilizing oxides selected from the group consisting of transition metal oxides, Al2O3 and P2O5;
d) positioning said first element and said second element in contact with each other so that said sealing composition is arranged between said first element and said second element;
e) heating said sealing composition so as to melt said glass frit and form a sealing layer between said first element and said second element wherein said heating to melt said glass frit is carried out at a temperature in the range 500° C.-700° C.

US Pat. No. 10,427,966

GLASS FORMING APPARATUS AND METHOD

Samsung Electronics Co., ...

1. A glass forming apparatus comprising:a frame;
a moving mold including a plurality of curved surface-shaped cores, and configured to seat a material, the moving mold being moveable in a first direction;
a material supply unit disposed in the frame and configured to supply the material to the moving mold;
an unloading unit disposed opposite to the material supply unit in the first direction and configured to unload the material from the moving mold;
a preheating unit disposed between the material supply unit and the unloading unit, and configured to preheat the material seated on the moving mold;
a curved surface forming unit configured to form the material in a curved shape, wherein the curved surface forming unit includes:
a first mold disposed to face the moving mold forming a plurality of cavities formed between the moving mold and the first mold, and
a pneumatic device including a vacuum pump and configured to generate a vacuum pressure in the plurality of cavities to adhere the material to the plurality of curved surface-shaped cores; and
a cooling unit disposed between the curved surface forming unit and the unloading unit in the first direction and configured to cool the material in the curved shape transformed by the curved surface forming unit; and
a moving mold transfer unit configured to
move the moving mold through the preheating unit, the curved surface forming unit, and the cooling unit in the first direction.

US Pat. No. 10,427,965

METHOD FOR LOADING A BLANK COMPOSED OF FUSED SILICA WITH HYDROGEN, LENS ELEMENT AND PROJECTION LENS

CARL ZEISS SMT GMBH, Obe...

1. A method for loading a blank composed of fused silica with hydrogen,comprising:
loading the blank at a first temperature (T1) of less than 475° C. and a first hydrogen partial pressure (p1), and
further loading the blank at a second temperature (T2) of less than 300° C. and at a second hydrogen partial pressure (p2) which is different from the first hydrogen partial pressure,
wherein the first temperature and the second temperatures (T1, T2) are lower than a limit temperature (TL) at which a thermal formation of silane in the fused silica of the blank commences, and
wherein the loading and the further loading results in a silane content in all locations of the blank of less than 5×1014 molecules/cm3.

US Pat. No. 10,427,964

ENHANCED PROCESS FOR SELECTIVE SALT RECOVERY FROM WASTEWATER, WASTE SALTS, AND BRINES

Veolia Water Technologies...

6. A method of treating a waste brine that includes an alkali metal, sulfate and chloride and producing sulfate and chloride salt crystals comprising:concentrating the waste brine;
directing the concentrated waste brine to a Mirabilite crystallizer and producing via cooling crystallization hydrated sulfate salt crystals and a chloride-rich brine stream;
separating the hydrated sulfate salt crystals from the chloride-rich brine stream;
melting the hydrated sulfate salt crystals to form an aqueous sulfate solution or a slurry;
directing the aqueous sulfate solution or slurry to a sulfate crystallizer and crystallizing anhydrous sulfate salts from the aqueous sulfate solution or slurry to form sulfate salt crystals comprising sulfate and at least one alkali metal;
removing sulfate and suspended solids from the chloride-rich brine stream produced by the Mirabilite crystallizer by directing the chloride-rich brine stream from the Mirabilite crystallizer through a nanofiltration device which produces a permeate stream and a reject stream containing the sulfate removed from the chloride-rich brine stream;
directing the permeate stream from the nanofiltration device to a chloride crystallizer and producing chloride salt crystals comprising chloride and at least one alkali metal;
recycling the reject stream produced by the nanofiltration device to the Mirabilite crystallizer and mixing the reject stream with the waste brine directed into the Mirabilite crystallizer.

US Pat. No. 10,427,963

COMPOSITIONS AND METHODS FOR SCALE INHIBITION

Chevron U.S.A. Inc., San...

1. A method of inhibiting formation of scale on equipment in contact with a produced fluid containing at least a scale-forming divalent cation, the method comprising:injecting a solution comprising an alginate in an amount effective for the alginate to cross-link with the divalent cation into the produced fluid to form cross-linked alginate gel;
separating the cross-linked alginate gel in the produced fluid;
removing the cross-linked alginate gel from the produced fluid; and
redissolving the cross-linked gel thus returning it to a reusable form.

US Pat. No. 10,427,961

TECHNOLOGIES FOR SANITIZING RESERVOIRS

SoClean, Inc., Peterboro...

1. A system for with a reservoir, comprising:a gas supply system comprising a pump and a gas generator, the gas supply system configured to supply a sanitizing gas;
a connector unit comprising an inlet passageway, the inlet passageway comprising a proximal end and a distal end;
a first supply line having a proximal and a distal end, wherein the proximal end of the first supply line is fluidly coupled to the gas supply system and the distal end of the first supply line is fluidly coupled to the proximal end of the inlet passageway;
a second supply line comprising a proximal end and a distal end, wherein the proximal end of the second supply line is coupled to the distal end of the inlet passageway; and
an exhaust system configured to remove the sanitizing gas, wherein the exhaust system comprises a filter that is integrated into the connector unit;
wherein the connector unit is configured to span a thickness of a portion of a reservoir when it is installed into said portion, such that the proximal end of the inlet passageway is external to the reservoir and the distal end of the inlet passageway is inside the reservoir.

US Pat. No. 10,427,960

METHOD FOR IMPROVING PERFORMANCE OF FLUID PROCESSING SYSTEM BASED ON CRYSTALLIZATION PROMOTING MEDIUM

1. A fluid processing apparatus, comprising:a fluid inlet tube, N column bed units in parallel connection, and a fluid outlet tube;
each column bed unit containing a crystallization promoting medium (CPM) as a fluid processing medium for processing the fluid flowing therein;
said N column bed units are all in fluid communication with the fluid inlet tube;
wherein N is an integer greater than 1, and except a first one of the column bed units, each column bed unit is provided with one check valve upstream thereof in an inflow direction, each check valve being designed to open and close under a specific fluid pressure;
wherein when a total number of the check valves is two or more, at least two check valves have different opening pressure thresholds and different closing pressure thresholds from each other;
wherein the CPM is a medium having nucleation sites of an atomic size on its surface which promote formation of crystals of a substance, when the substance dissolved in a fluid flows through the CPM, the substance is to form a crystal and grow at the nucleation sites, when the crystal grows to a certain size, the crystal is flushed off by the fluid to release reusable nucleation sites.

US Pat. No. 10,427,959

METHOD AND SYSTEM FOR THE AUTONOMOUS SELF-LIMITING GENERATION OF CHLORINE DIOXIDE

TRUOX, INC., McClellan, ...

1. A method for the autonomous generation of safe self-limiting concentrations of chlorine dioxide for the treatment of process water, the method comprising:in a system comprising:
a pressurized vessel containing a hydantoin based free halogen donor having a solubility between 0.075 to 0.30 wt % at 20° C., a source of water in fluid contact with the inlet to the pressurized vessel, a manifold in fluid contact with the outlet from the pressurized vessel, a manifold in fluid contact with the outlet from the pressurized vessel for introduction of at least a chlorite donor, a reaction chamber in fluid contact with the manifold and with the process water to be treated;
introducing said source water to dissolve hydantoin based free halogen donor until 50 to 100% of saturation is achieved to form an aqueous solution of free halogen, introducing chlorite donor to the manifold, producing chlorine dioxide in the reaction chamber, and said chlorine dioxide is introduced to the process water.

US Pat. No. 10,427,958

CAPACITIVE DEIONIZATION CHARGE TRANSFER FROM ONE CAPACITOR SIMULTANEOUSLY TO MULTIPLE CAPACITORS

Lawrence Livermore Nation...

1. An energy transfer system comprising:a controller;
a first capacitor acting as a first electrode for the energy transfer system;
a second capacitor acting as a second electrode for the energy transfer system;
a first inductor for storing energy received from the first capacitor, and transferring the stored energy to the second capacitor;
a first plurality of electronic switches controlled by the controller for controlling a transfer of energy from the first capacitor to the first inductor and from the first inductor to the second capacitor; and
an additional energy transfer subsystem including:
a second plurality of electronic switches controlled by the controller;
a second inductor for receiving energy from the first capacitor; and
a third capacitor for receiving energy from the second inductor;
the controller configured to control at least a first switch from each of the first plurality of electronic switches and the second plurality of electronic switches to simultaneously charge the second inductor while the first inductor is charging, thus splitting energy received from the first capacitor between the first and second inductors, and at least a second switch from each one of the first and second pluralities of switches being controlled by the controller to simultaneously transfer energy from the second inductor to the third capacitor while energy is being transferred from the first inductor to the second capacitor.

US Pat. No. 10,427,957

OSMOTIC SEPARATION SYSTEMS AND METHODS

OASYS WATER LLC, Dover, ...

1. A system for osmotic extraction of a solvent from a first solution, comprising:(a) a reverse osmosis unit comprising:
a first chamber of the reverse osmosis unit in fluid communication with a source of the first solution;
a semi-permeable membrane of the reverse osmosis unit coupled to the first chamber of the reverse osmosis unit; and
a second chamber of the reverse osmosis unit coupled to the semi-permeable membrane of the reverse osmosis unit and configured for receiving a first portion of the solvent fluxed through the semi-permeable membrane of the reverse osmosis unit, thereby leaving a concentrated first solution in the first chamber of the reverse osmosis unit; and
(b) a first forward osmosis unit fluidly coupled to the reverse osmosis unit and comprising:
a first chamber of the first forward osmosis unit having an inlet in fluid communication with the first chamber of the reverse osmosis unit and configured for receiving the concentrated first solution;
a second chamber of the first forward osmosis unit having an inlet fluidly coupled to a source of a concentrated draw solution; and
a semi-permeable membrane of the first forward osmosis unit separating the first chamber of the first forward osmosis unit from the second chamber of the first forward osmosis unit and configured for osmotically separating a second portion of the solvent from the concentrated first solution, thereby forming a further concentrated first solution in the first chamber of the first forward osmosis unit and a dilute draw solution in the second chamber of the first forward osmosis unit;
(c) a separation system in fluid communication with the first forward osmosis unit and configured to separate the dilute draw solution into the concentrated draw solution and a solvent stream, the separation system comprising:
an inlet fluidly coupled to an outlet of the second chamber of the first forward osmosis unit for receiving the dilute draw solution therefrom; and
an outlet fluidly coupled to the second chamber of the first forward osmosis unit for introducing the concentrated draw solution to the first forward osmosis unit; and
(d) a second forward osmosis unit in fluid communication with the first forward osmosis unit and comprising:
a first chamber of the second forward osmosis unit having an inlet fluidly coupled to an outlet of the first chamber of the first forward osmosis unit and configured for receiving the further concentrated first solution from the first forward osmosis unit;
a second chamber of the second forward osmosis unit having an inlet fluidly connected to a source of a feed solution; and
a semi-permeable membrane of the second forward osmosis unit separating the first chamber of the second forward osmosis unit from the second chamber of the second forward osmosis unit and configured for osmotically separating a solvent from the feed solution, thereby diluting the concentrated first solution in the first chamber of the second forward osmosis unit and concentrating the feed solution in the second chamber of the second forward osmosis unit,
wherein the system for osmotic extraction of a solvent from a first solution further comprises a by-pass system in fluid communication with the reverse osmosis unit and the second forward osmosis unit and configured to return the diluted first solution from the outlet of the first chamber of the second forward osmosis unit to the inlet of the first chamber of the reverse osmosis unit.

US Pat. No. 10,427,956

ULTRASOUND AND ACOUSTOPHORESIS FOR WATER PURIFICATION

FloDesign Sonics, Inc., ...

1. An apparatus comprising:a flow chamber for housing a mixture of a fluid and a particulate;
at least two ultrasonic transducers coupled to the flow chamber, each ultrasonic transducer including a piezoelectric material, wherein each ultrasonic transducer is configured to be excited to generate a multi-dimensional acoustic standing wave at a different ultrasonic frequency and wherein each ultrasonic frequency is generated for a specific range of particle sizes and each ultrasonic transducer is configured to generate a pressure field that is Bessel function; and
at least one reflector located on an opposite side of the flow chamber from the at least two ultrasonic transducers.

US Pat. No. 10,427,955

IRRADIATION CHAMBER FOR LIQUID PURIFICATION APPARATUS, PURIFICATION APPARATUS AND BEVERAGE DISPENSER

Societe des Produits Nest...

1. An irradiation chamber for a liquid purification apparatus using ultraviolet light irradiation against reproduction of pathogenic microorganisms, the irradiation chamber comprising an inlet portion, an outlet portion, and a main portion having an elongated shape comprising a cylindrical part having a volume of 200 mL or less, the main portion connected to the inlet portion and the outlet portion by smoothly curved connecting portions each composed of curved surfaces having a curvature radius greater than or equal to a radius of the cylindrical part and greater than or equal to 0.5 cm, the irradiation chamber having an internal surface defining a cavity, the irradiation chamber comprising an ultraviolet light emitting member configured to irradiate a liquid in the irradiation chamber with ultraviolet light, the main portion having a shape enlarged compared to the inlet portion, and the internal surface of the irradiation chamber defining the cavity is a three dimensional rounded surface having no edge which forms a recess.

US Pat. No. 10,427,953

DITHIOCARBAMATE ALKALI METAL CROSS-LINKED RESIN FOR ADSORBING METAL IONS

King Fahd University of P...

1. An alkali metal cross-linked polymeric resin of formula (I)
n is a positive whole number in the range of 2 to 12;
X is a positive whole number in the range of 10 to 1,500; and
A1 forms a bond to A2.

US Pat. No. 10,427,952

WATER TREATMENT SYSTEM WITH PASSIVE HALOGEN BARRIER

HAMILTON SUNDSTRAND CORPO...

1. A water treatment system comprising:a space structure including,
a water line and a heat source connected with the water line for conveying water through the heat source to regulate temperature,
a sublimator connected with the water line to receive the water, the sublimator having a porous plate,
an adsorbent bed disposed in the water line,
a halogen-release material disposed in the water line downstream of, and adjacent to, the adsorbent bed, and
a passive halogen barrier disposed in the water line intermediate the adsorbent bed and the halogen-release material.

US Pat. No. 10,427,950

RECOVERY OF MINING PROCESSING PRODUCT USING BORONIC ACID-CONTAINING POLYMERS

Ecolab USA Inc., St. Pau...

1. A method for solid-liquid separation in a mining process, the method comprising:combining a first composition with a fluid stream of a mining process, the first composition comprising an uncrosslinked polysaccharide, the fluid stream having a pH of 8 or more;
combining a second composition with the fluid stream, the second composition comprising a boronic acid-containing polymer; and
separating a solid from the fluid stream.

US Pat. No. 10,427,948

SYSTEMS AND METHODS FOR AMMONIA RECOVERY, ACID GAS SEPARATION, OR COMBINATION THEREOF

7. An integrated process for separating or recovering basic gases comprising:(1) a first cycle comprising:
absorbing ammonia from an ammonia containing gas stream into an ammonia-lean solution, forming an ammonia-rich solution;
enriching said ammonia rich solution with one or more acid gases;
precipitating one or more ammonia-acid gas salts wherein said precipitating occurs during enriching, after enriching, or a combination thereof; and
separating at least a portion of said precipitate from any remaining liquid; and
(2) a second cycle comprising:
(a) absorbing ammonia from an ammonia containing gas stream into an ammonia-lean, an ammonia-ultra-lean, or ammonia-free solution, to form an ammonia-rich solution;
(b) enriching said ammonia-rich solution with one or more acid gases to form an ammonia-rich, acid gas rich solution; and
(c) concentrating said ammonia-rich, acid gas rich solution using one or more membranes to form a retentate and a permeate wherein said permeate is suitable for use as at least a portion of the ammonia-ultra-lean or ammonia-free solution in step (a) of the second cycle.

US Pat. No. 10,427,947

METHODS FOR PRODUCING CRYSTALLINE MICROPOROUS SOLIDS WITH THE RTH TOPOLOGY AND COMPOSITIONS DERIVED FROM THE SAME

California Institute of T...

1. A process for preparing a crystalline microporous solid of RTH topology, the process comprising hydrothermally treating a composition comprising:(a) (i) at least one source of silicon oxide and
(ii) at least one source of aluminum oxide, boron oxide, gallium oxide, hafnium oxide, iron oxide, tin oxide, titanium oxide, indium oxide, vanadium oxide, zirconium oxide, or combination or mixture thereof
in the presence of an organic complex comprising
(b) an imidazolium cation comprising methyl and ethyl groups and having a C/N+ ratio in a range of from 6:1 to 10:1; and
(c) an associated hydroxide or fluoride anion;
under conditions effective to crystallize the crystalline microporous solid of RTH topology.

US Pat. No. 10,427,946

MECHANOCHEMICAL SYNTHESIS OF IRIDIUM DIBORIDE AND IRIDIUM MONOBORIDE

University of Central Flo...

1. A composition comprising iridium diboride and iridium monoboride.

US Pat. No. 10,427,943

LI-CONTAINING SILICON OXIDE POWDER AND PRODUCTION METHOD THEREOF

OSAKA Titanium technologi...

1. A Li-containing silicon oxide powder for use in a negative electrode material of a lithium ion secondary battery, with the Li-containing silicon oxide powder undergoing Li-doping, the Li-containing silicon oxide powder exhibiting peaks observed by X-ray diffractometry using CuK? ray that include a height of peak attributed to Li2Si2O5, P1, exhibited at a diffraction angle 2? ranging from 24.4 to 25.0°; a height of peak attributed to Li2SiO3, P2, exhibited at a diffraction angle 2? ranging from 18.6 to 19.2°; and a height of peak attributed to crystalline Si, P3, exhibited at a diffraction angle 2? ranging from 27.4 to 29.4°, which fulfill Requirement (1): P2/P1<1 and P3/P1<0.5.

US Pat. No. 10,427,942

GRAPHENE DISPERSION PASTES, METHODS OF PREPARING AND USING THE SAME

ENERAGE INC., Wujie Town...

1. A method of preparing a graphene dispersion paste, comprising:mixing and stirring graphene sheets, a solvent and a polymer to form a pseudo-plastic non-Newtonian fluid, wherein each of the graphene sheets is consisting of 2 to 30 stacked graphene layers, and has a bulk density in a range from 0.005 to 0.05 g/cm3, a thickness in a range from 0.68 to 10 nm, and a lateral size in a range from 1 to 100 ?m; and
applying a pressure not less than 10 bar to the pseudo-plastic non-Newtonian fluid, allowing the pseudo-plastic non-Newtonian fluid pass through a slit of a clearance not greater than 1,000 ?m at least two times, then forming a graphene dispersion paste, wherein a viscosity of the pseudo-plastic non-Newtonian fluid passing through the slit is in a range from 10 to 10,000 cps, and a viscosity of the graphene dispersion paste is in a range from 50,000 to 350,000 cps.

US Pat. No. 10,427,941

DIRECT ULTRASONICATION PRODUCTION OF GRAPHENE SHEETS FROM COKE OR COAL

Nanotek Instruments, Inc....

1. A method of producing a isolated graphene sheets-containing ink composition, said method comprising:a) dispersing particles of said coke or coal powder in a liquid medium containing therein a surfactant or dispersing agent to produce a suspension and containing no oxidant or acid, wherein said coke or coal powder is selected from the group consisting of petroleum coke, coal-derived coke, mesophase coke, synthetic coke, leonardite, anthracite, lignite coal, bituminous coal, or natural coal mineral powder, and combinations thereof; and
b) exposing said suspension to ultrasonication at an energy level for a sufficient length of time to produce said isolated graphene sheets in said liquid medium
c) adding a property modifier or chemical species to produce said isolated graphene sheets-containing ink composition, wherein said addition can occur before, during or after exposing said suspension to ultrasonication.

US Pat. No. 10,427,939

METHOD FOR PRODUCING SPHERICAL ALUMINUM NITRIDE POWER

LG Chem, Ltd., (KR)

1. A method for producing a spherical aluminum nitride powder, comprising:(i) mixing an aluminum (Al) precursor and a flux in a solvent to produce a mixed solution;
(ii) spray-drying the mixed solution produced in step (i) to form a spray-dried powder comprising the Al precursor and the flux;
(iii) mixing the spray-dried powder and a carbon-based material to form a mixture;
(iv) heat treating the mixture of step (iii) in a nitrogen atmosphere to form a heat-treated compound; and
(v) decarbonizing the heat-treated compound of step (iv) in an air atmosphere to produce a spherical aluminum nitride powder,
wherein the flux is at least one selected from the group consisting of Cu2O, TiO2, Bi2O3, and CuO, or a mixture of at least one selected from the group consisting of Cu2O, TiO2, Bi2O3, and CuO and at least one selected from the group consisting of CaF2 and Y2O3.

US Pat. No. 10,427,936

METHOD OF PROCESSING NANO- AND MICRO-PORES

Guangdong University of T...

1. A method of processing nano- or micro-pores, comprising:step 1: washing a substrate with deionized water, and cleaning a surface of the substrate with a plasma cleaner;
step 2: spin-coating photoresist on the substrate, and then exposing the substrate and developing to form the substrate with a pattern;
step 3: depositing micro-nano metal particles on the surface of the substrate; wherein the micro-nano metal particles are centered on a magnetic core, and a surface of the magnetic core is plated with a metal nano-particle coating composed of a plurality of gold, silver or aluminum nanoparticles;
step 4: removing the photoresist and maintaining dot arrays of the micro-nano metal particles deposited on the surface of the substrate;
step 5: exposing the substrate with surface deposited with the micro-nano metal particles using laser irradiation and applying a strong uniform magnetic field in a reaction chamber; wherein the magnetic core in the micro-nano metal particles guided by the strong uniform magnetic field drives the micro-nano metal particles to directionally move on the substrate, so that the substrate is processed to form processed structures;
step 6: after the processed structures being formed with nano- or micro-pores of target pore size, shape and depth, stopping the laser irradiation and removing the strong uniform magnetic field to obtain a finished product.

US Pat. No. 10,427,935

MANUFACTURING METHOD FOR SEMICONDUCTOR STRUCTURE

UNITED MICROELECTRONICS C...

1. A manufacturing method for a semiconductor structure, comprising:forming a dielectric structure on a substrate;
forming a metal ring in a MEMS region, wherein the metal ring is embedded in the dielectric structure; and
forming a cavity by a removing method comprising etching a portion of the substrate and a portion of the dielectric structure to expose the metal ring, and then etching another portion of the dielectric structure using the metal ring as an etching mask.

US Pat. No. 10,427,934

THERMAL MANAGEMENT USING MICROELECTROMECHANICAL SYSTEMS BIMORPH CANTILEVER BEAMS

United States of America ...

1. A cooling structure for a heat source, the cooling structure comprising:a plurality of beams having a first end and terminating at a second end, the plurality of beams having a plurality of different lengths defined between the first and second ends, each beam formed at least in part of a first conducting material having a first thermal coefficient of expansion and a second conducting material having a second thermal coefficient of expansion, where the first thermal coefficient of expansion is different from the second thermal coefficient of expansion,
the first end of each beam thermally connected to the heat source, such that heat generated by the heat source is conducted along the length of the beam to the second end of each beam,
where the heat conducted through each beam causes each beam to deflect as the first and second materials expand differently due to the difference in the first and second thermal coefficients of expansion,
where characteristics of each beam are selected such that the second end of each beam makes thermal contact with a heat sink as a temperature of the heat source increases, the beam thereby conducting heat away from the heat source to the heat sink and assisting to lower the temperature of the heat source;
wherein the heat source and the heat sink are connected to a substrate and the beam extends across the substrate between the heat source and the heat sink; and
wherein the plurality of beams include a first plurality of beams positioned at an intermediate location of the cooling structure, a second plurality beams and a third plurality of beams positioned on either side of the first plurality of beams, and wherein the second and third plurality of beams are shorter in length relative to the first plurality of beams.

US Pat. No. 10,427,931

SELECTIVE CONDUCTIVE COATING FOR MEMS SENSORS

Analog Devices, Inc., No...

1. A microelectromechanical systems (MEMS) sensor, comprising:a first capacitor plate with a top, bottom, and side surface all covered with a metal, the first capacitor plate comprising a semiconductor material;
a second capacitor plate in-plane with the first capacitor plate in a first plane, spaced apart from the first capacitor plate, and covered with the metal; and
a third capacitor plate covered with the metal and spaced apart from the first capacitor plate in a second plane different from the first plane.

US Pat. No. 10,427,930

MEMS SENSOR WITH HIGH VOLTAGE SWITCH

InvenSense, Inc., San Jo...

1. A microelectromechanical systems (MEMS) device comprising:an integrated circuit layer; and
a MEMS switch on an upper surface of the integrated circuit layer and operable to switch a signal within a plane that is parallel to the upper surface of the integrated circuit layer, wherein the MEMS switch comprises:
a post anchor;
a flexible MEMS arm coupled to the post anchor, wherein the flexible MEMS arm is flexible within the plane;
an actuator electrode located in the plane of the flexible MEMS arm; and
a contact electrode located in the plane of the flexible MEMS arm.

US Pat. No. 10,427,929

FORMING A EUTECTIC BOND BETWEEN A WAFER HAVING AN ANTI-STICTION COATING AND A CAP WAFER

NXP USA, Inc., Austin, T...

1. A method comprising:providing a first semiconductor substrate;
forming a metal layer over the first semiconductor substrate;
forming an anti-stiction coating layer on the metal layer;
providing a second semiconductor substrate;
forming a roughened germanium layer over the second semiconductor substrate, wherein said forming the roughened germanium layer comprises:
forming polycrystalline silicon clusters over the second semiconductor substrate;
depositing a first layer comprising silicon and germanium over the polycrystalline silicon clusters; and
depositing a second layer comprising germanium over the first layer;
contacting the roughened germanium layer to the anti-stiction coating layer; and
after contacting the roughened germanium layer to the anti-stiction coating layer,
applying sufficient pressure to the second semiconductor substrate for at least a portion of the roughened germanium layer to penetrate the anti-stiction coating layer and come into contact with the metal layer, and
forming a mechanical bonding material between the first substrate and the second substrate, wherein
the forming a mechanical bonding material includes applying heat to the roughened germanium layer and the metal layer, and
the bonding material comprises a metal of the metal layer and germanium of the germanium layer.

US Pat. No. 10,427,928

FLUID INTERFACE TO RECEIVE REMOVABLE CONTAINER

LIFE TECHNOLOGIES CORPORA...

1. A fluidic interconnect comprising:a first interface including a liquid port, a gas port, and a cradle;
a second interface including a liquid port, a gas port, and a swing bar to engage the cradle, a weight of a container attached to one of the first or second interfaces to drive the liquid port of the first interface into connection with the liquid port of the second interface and the gas port of the first interface into connection with the gas port of the second interface:
wherein the first interface is coupled to an instrument and the second interface is coupled to the container, the cradle and swing bar engaging further from the instrument than the liquid and gas ports.

US Pat. No. 10,427,927

METHOD FOR FILLING A CONTAINER WITH A LIQUID

Leibinger GmbH, Teningen...

1. A method for filling a bottle with a liquid, the method comprising:providing a cap comprising an axial through bore and a radial opening that extends in a radial direction through the cap, the radial opening having a radial inward end opening into the axial through bore and further having a radial outward end;
providing a balloon body that is liquid-tight relative to the liquid and gas-tight, the balloon body extending through the axial through bore, the balloon body comprising an upper circumferential rim, wherein the balloon body is connected seal-tightly to the cap with the upper circumferential rim above the radial inward end of the radial opening, and the balloon body further having a balloon bottom end extending downwardly away from the cap;
providing an elongate support associated with the balloon body and connected to the cap;
inserting the balloon bottom end and the elongate support into the bottle through a container opening of the bottle;
positioning the cap in a first position at a spacing above a top face of a rim of the container opening so that a ring-shaped intermediate gap is defined between a bottom side of the cap and the top face;
inflating the balloon body with an expansion medium until the balloon body fills out an interior of the bottle to thereby force out air contained in the interior of the bottle through the ring-shaped intermediate gap;
subsequently fluid-tightly fitting the cap in a second position on the top face of the container opening;
creating an intermediate space between an outer surface of the balloon body and an inner wall of the bottle by allowing the expansion medium to escape from the balloon body;
supplying the liquid through the radial opening and through the axial through bore into the intermediate space.

US Pat. No. 10,427,926

BOOM LOAD MONITORING

Altec Industries, Inc., ...

1. A boom load monitoring system, comprising;a first sensor that monitors a lower boom angle, the lower boom angle being between a lower segment of a boom and a substantially horizontal plane;
a second sensor that monitors an upper boom joint angle, the upper boom joint angle being between the lower segment and an upper segment of the boom;
an upper boom hydraulic cylinder disposed between the lower segment of the boom and the upper segment of the boom;
a third sensor that monitors a hydraulic fluid pressure of the upper boom hydraulic cylinder configured to pivotally raise and lower the upper segment with respect to the lower segment;
a controller having a non-transitory memory and a processor for processing software instructions stored in the memory, the controller being communicatively coupled with the first sensor, the second sensor, and the third sensor, wherein the controller performs the steps of:
determining a load limit based on the lower boom angle, the upper boom joint angle, and predetermined load values stored in the memory;
tracking the lower boom angle over time and the upper boom angle over time;
determining a current state of motion of the upper boom cylinder based upon the tracking of the lower boom angle over time and the upper boom angle over time;
determining a current friction-correction factor based at least in part on the determined current state of motion of the upper boon cylinder;
applying the current friction-correction factor to the hydraulic fluid pressure measured by the third sensor to determine an effective load on the boom; and
determining whether the effective load exceeds the load limit; and
an alert indicator communicatively coupled to the controller for producing an alert when the effective load exceeds the load limit.

US Pat. No. 10,427,925

VEHICLE WITH A ROTARY CONTROL BOX AND AERIAL WORK PLATFORM

ZHEJIANG DINGLI MACHINERY...

1. A vehicle with a hinged control box, comprising: a vehicle frame, a driving system disposed on the vehicle frame, and the control box; wherein the control box is hinged on a lateral side of a base of the vehicle frame; the control box is electrically connected with the driving system; a casing is disposed in the lateral side of the base; an opening is defined on a lateral side of the casing for turning the control box into and out of the casing; and an edge of the control box is hinged to an upper edge of the opening, such that the pivot axis of the door is above the opening.

US Pat. No. 10,427,924

INDUSTRIAL TRUCK COMPRISING A DEVICE FOR REDUCING VIBRATIONS

1. An industrial truck comprising:a mast;
a load-carrying apparatus capable of being moved upwards and downwards thereon and which has at least one load-receiving means for receiving a load that is to be transported and a support structure connecting the load-receiving means to the mast, the load-receiving means having a load-carrying arrangement connected to the support structure; and
a device for reducing vibrations,wherein the device for reducing vibrations has at least one load support, which covers a top region of the load-carrying arrangement, and a damping system that is configured to influence the at least one load support towards a target rest position, wherein a load received by the load-carrying apparatus can be supported on the at least one load support, wherein the at least one load support is provided so as to be movable to a limited extent on the load-carrying arrangement such that the at least one load support can perform vibration-reducing movements relative to the load-carrying arrangement,wherein the industrial truck is designed as a sideloader, which has a load-carrying fork having load-carrying arms comprising rollers as the load-carrying arrangement,
wherein the damping system is arranged vertically on the load-carrying arms and is connected to the at least one load support via a lever arm,
wherein the load-carrying arms are positioned or can be oriented transversely to a straightforward direction of travel of the industrial truck, the load support being capable of performing vibration-reducing movements along the load-carrying arms and therefore transversely to the straightforward direction of travel of the industrial truck.

US Pat. No. 10,427,923

CENTRAL ROTATING COLUMN WITH HORIZONTAL HYDRAULICALLY DRIVEN MOVEMENT ARRANGED IN A DUMP BODY AND WATER TRUCK BODY EXCHANGE SYSTEM HAVING TWO ADJACENT WORKING AREAS, COMPRISING AN INTERNAL HYDRAULIC TANK AND WITH AN INTERNAL VERTICAL TRAVELING SUPPORT ATT

1. A central rotating column made of structural steel, having a horizontal hydraulically-driven movement, arranged in a dump body and water truck body exchange system, able to access two adjacent working areas, and featuring a hydraulic oil tank in an interior of said central rotating column; the central rotating column includes a vertical traveling support arm vertically traveling by means of a hydraulic cylinder, also including a 90° swing movement; the central rotating column rotates on a vertical axis mounted on a 180° rotating turntable, the turntable includes a hydraulic motor driven crown and pinion assembly being an integral part of the base of the central rotating column comprising: an adjustable vertical safety mechanical lock activated by an external locking lever preventing accidental downward travel of the vertical traveling support arm; a mechanical spring-actuated automatic safety lock adjusting the horizontal hydraulically-driven movement of the central rotating column; an automatic rotation lock preventing the central rotating column from rotating during lifting operations; the hydraulic motor driven crown and pinion assembly allowing 360° rotation of the central rotating column; a structural steel accessory attached to the vertical traveling support arm to enable operation with water tank bodies; and a load sensor preventing the horizontal hydraulically-driven movement of the central rotating column under load.

US Pat. No. 10,427,922

Z-DRIVE SHIPPING LOCK FOR STORAGE LIBRARY ROBOTIC ASSEMBLY

ORACLE INTERNATIONAL CORP...

1. A locking subsystem of a drive assembly, comprising:a spring-loaded ratchet pawl comprising a portion thereof movable between at least first and second pawl positions, wherein the spring-loaded ratchet pawl ratchet pawl is configured to be disengaged from between adjacent gear teeth of the drive assembly when in the first pawl position to allow rotational movement of the drive assembly in both of first and second opposing rotational directions, wherein the spring-loaded ratchet pawl ratchet pawl is configured to engage between adjacent gear teeth of the drive gear of the drive assembly in the second pawl position to disallow rotational movement of the drive assembly in the first rotational direction and allow rotational movement of the drive assembly in the opposing second rotational direction, wherein the spring-loaded ratchet pawl is in a first state of deflection in the first pawl position, wherein the spring-loaded ratchet pawl is in a second state of deflection in the second pawl position, and wherein the second state of deflection is less than the first state of deflection;
a handle movable between at least first and second handle positions; and
a cam member rigidly secured to the handle and movable between the first and second handle positions, wherein the cam member urges the spring-loaded ratchet pawl into the first pawl position in the first handle position, and wherein the spring-loaded ratchet pawl moves into the second pawl position in the second handle position.

US Pat. No. 10,427,921

SLACK LINE DETECTION SYSTEMS FOR WINCHES

Ingersoll-Rand Company, ...

1. A winch comprising:a first end frame and a second end frame;
a drum located between and rotatably coupled to the first and second end frames and configured to rotate to wind or unwind a cable;
a brake configured to resist rotation of the drum when engaged;
a switch configured to cause the brake to engage the drum when the switch is activated;
a slack arm frame engaging the cable and including a first lever arm and a second lever arm, the first lever arm pivotally coupled to the first end frame and the second lever arm pivotally coupled to the second end frame, wherein the slack arm frame is configured to pivot between a first position when the cable is taut and a second position when the cable is slack;
a cam having an arcuate camming surface coupled to the slack arm frame and the first end frame, with the first end frame located between the slack arm frame and the cam;
a mounting bracket coupling the switch to the first end frame, wherein the mounting bracket is adjustable between a plurality of locations on the first end frame by loosening and tightening a single fastener, each of the plurality of locations positioning the switch at a different distance from the axis;
a first drop stop attached to the first lever arm and extending toward the first end frame, the first drop stop being configured to directly contact the first end frame when the slack arm frame pivots from the first position to the second position to prevent further pivoting of the slack arm frame.

US Pat. No. 10,427,920

METHOD OF DETECTING A WORN LINK IN A CHAIN, AND A HOIST ARRANGEMENT

1. A method of detecting a worn link in a chain of a hoist arrangement operated with an electric drive system, the method comprising the step of:measuring a first signal of the electric drive system of the hoist arrangement while driving the hoist and detecting a peak crossing of a certain threshold level in the measured first signal, said peak in the measured first signal representing the worn link in the chain,
said method further comprising at least one of the following:
that the measured first signal is a load signal of the electric drive system of the hoist and peaks above a certain threshold level are detected; and that
the measured first signal is a speed signal of the electric drive system of the hoist and peaks crossing a certain threshold level are detected.

US Pat. No. 10,427,919

APPLICATION AND METHOD FOR POSITIONING AND ORIENTATING A LOAD

1. An apparatus for positioning and orientating a load, the apparatus comprising:a support structure movable in a first direction, the support structure establishes an area within which the load can be positioned and orientated;
a tendon system comprising:
at least six winches directly mounted on the support structure; and
at least six tendons, a first end of each of the at least six tendons being connected to a respective one of the at least six winches;wherein the apparatus further comprises:a lifting mechanism mounted on the support structure and movable in a second direction which is perpendicular to the first direction, the lifting mechanism comprising a further tendon;
attachment means whereto the load is attachable to suspend from above, the attachment means being connected to a second end of each of the at least six tendons and to a free end of the further tendon; and,
a control module being capable of synchronously and independently operating:
over the at least six winches so as to adjust the free length of and/or tension supported by the tendon connected to the respective winch,
the support structure so as to control its movement in the first direction, and
the lifting mechanism so as to control its movement in the second direction and the lifting mechanism so as to adjust the free length of and/or tension supported by the further tendon connected to the lifting mechanism,
whereby the apparatus provides control of the load in the six degrees of freedom; wherein the control module is configured to translate an instruction regarding the orientation and/or the position of the load in an actuation of the at least six winches, of the lifting mechanism and of the support structure, such that at least 51% of the load is sustained by the lifting mechanism and the load is suspended from the further tendon which is substantially vertical.

US Pat. No. 10,427,918

MECHANICAL CLAMPING ASSEMBLY

1. An apparatus for lifting objects, the apparatus comprising:two or more tines each having first and second ends, the first ends defining an attachment point, the second ends defining hooked portions;
two or more lines, the attachment point of each tine is attached to a first end of one of the two or more lines; and
a spreader, each of the two or more tines pivotally secured to the spreader between the first and second ends thereof;
wherein the two or more tines include an inner surface facing the spreader, the attachment point and hooked portion both protruding inwardly toward the spreader from the inner surface.

US Pat. No. 10,427,917

MEANS CONCERNING HOOK

SUBSEA TOOLPOOL NORD AS, ...

1. A lifting hook for securing a load comprising:a connecting ring,
a shaft,
a hook having a hook tip and a shank, the hook tip and the shank being spaced apart to define a hook opening,
a closing system including a closing lip biased to a first position to block the hook opening, and a release mechanism having a handle operable to move the closing lip to a position where the hook opening is not blocked, the bias of closing system operable to return the closing lip to the first position, and
a support assembly including a sliding assembly having a position lock assembly,
wherein the position lock assembly includes a push lock rod, a tension spring, a threaded cap, and a handle, the push lock rod engageable with lock down holes formed in the shaft of the hook to positively lock the sliding assembly.

US Pat. No. 10,427,916

STRUCTURE INSTALLATION SYSTEM WITH VEHICLE HAVING HANGERS TO SUPPORT A WALL

TGR Construction, Inc., ...

1. A structure installation system, comprising:a vehicle adapted to traverse a ground surface, wherein the vehicle includes:
an arm extending from the vehicle;
an arm coupler connected to the arm;
a plurality of wheels or a plurality of tracks connected to a motor;
a wall adapted to be installed in the ground surface, wherein the wall comprises a bollard wall including a plurality of vertical beams defining a plurality of slots;
a support connected to the arm of the vehicle, wherein the support is connected to the arm coupler, wherein the support is rotatable about at least one axis with respect to the arm of the vehicle, wherein the support comprises an upper end and a lower end;
a plurality of hangers connected to the support, wherein the wall is removably connected to the hangers, wherein the support is adapted to retain the wall in a desired position and orientation with respect to the ground surface during installation of the wall in the ground surface.

US Pat. No. 10,427,915

METHOD FOR CONTROLLING A TRANSPORT DEVICE, NAMELY AN ESCALATOR OR A MOVING WALKWAY

THYSSENKRUPP ELEVATOR INN...

1. A method for controlling a transportation device with a control unit, the transportation device including a transport area for accommodating a person to be transported, transport means adapted for conveying the person in the transport area in a standing manner, drive means adapted for driving the transport means, and an image recording device for generating visual images of a sector of the transport area, the method comprising:generating with the image recording device the visual images, which include a sequence of at least two visual images of the person traveling in the transport area;
analyzing a movement of the person within the transport area based on the visual images by filtering pixels of a representation of the person and analyzing an optical flow of the pixels; and
transferring the control unit into a safety modus based on the analysis of the movement of the person.

US Pat. No. 10,427,914

ELEVATOR SYNCHRONOUS DOOR KNIFE

OTIS ELEVATOR COMPANY, F...

1. An elevator synchronous door knife, comprising a track frame disposed on a door motor back plate and a bottom plate disposed on a hanging plate, wherein the back of the bottom plate is hinged with a stop arm, a transmission arm linked with a door motor driving mechanism and a lock plate buckled with a lock hook disposed on a lift car, a front end of the stop arm is provided with a guide wheel fitting in with the track frame, and upper and lower portions of the front of the bottom plate are respectively rotationally connected with an upper rotating arm and a lower rotating arm, characterized in that: the upper rotating arm (2) is linked with the transmission arm (9) through a draw bar (7), one end of the upper rotating arm (2) and the lower rotating arm (2?) is rotationally connected with a first blade (3), the other end of the upper rotating arm and the lower rotating arm is rotationally connected with a movable plate (4), to form a four-bar linkage, upper and lower portions of the movable plate are respectively rotationally connected with an upper unlock rotating arm (6) and a lower unlock rotating arm (6?), the upper unlock rotating arm and the lower unlock rotating arm are movably connected with a second blade (5), and the upper unlock rotating arm further abuts against the lock plate (10) to drive the lock plate to be unlocked or locked up.

US Pat. No. 10,427,913

LINEAR PROPULSION SYSTEM

OTIS ELEVATOR COMPANY, F...

1. A linear propulsion machine comprising:a first stator, the stator including a plurality of teeth, each of the teeth having a magnetic pole; and
a first mover adjacent to the first stator and moveable in a linear direction along the first stator, the teeth of the first stator and the first mover defining a gap, the mover including:
a plurality of spaced apart ferromagnetic strata;
a plurality of slots, each of the slots adjacent to at least one of the strata;
a plurality of wire coils, each coil disposed in at least one slot, the coils having an activated state and a deactivated state; and
a plurality of permanent magnet layers, each permanent magnet layer sandwiched between two of the strata and disposed inside one of the plurality of coils, the plurality of permanent magnet layers mounted on the mover to have reversed polarities with consecutive permanent magnet layers in a longitudinal direction along the mover,
wherein each coil is disposed substantially perpendicularly to the direction of magnetic flux of the permanent magnet layer around which the coil is wound, wherein the teeth or the permanent magnet layer is disposed at an angle in the range of about ?60° to about 60° from a plane substantially perpendicular to the direction of thrust on the first mover generated by the interaction of the first mover with the first stator;
wherein each permanent magnet layer is comprised of first and second permanent magnets, the first permanent magnet disposed between the stator and the second magnet, wherein the first permanent magnet is a bonded magnet.

US Pat. No. 10,427,912

ELEVATOR SYSTEM

THYSSENKRUPP ELEVATOR AG,...

1. An elevator system comprising:a support rope;
an elevator cage that is suspended from the support rope and displaceable in an elevator shaft;
a suspension disposed on the elevator cage;
a connection means that has a first end and a second end, wherein the first end is closer to the elevator cage than the second end and is immovably fixed to the suspension on the elevator cage; and
a support unit that is positioned at least partially outside a vertical projection of the elevator cage, wherein the support unit comprises an additional rope that is fastened to the suspension, such that the support unit exerts a first force on the suspension, which first force counteracts a second force acting on the suspension, wherein the second force acts downwards and is attributable to a weight of the connection means,
wherein the additional rope is fastened to the suspension in a position outside the vertical projection of the elevator cage.

US Pat. No. 10,427,911

DAMPER UNIT FOR AN ELEVATOR

INVENTIO AG, Hergiswil N...

1. A damper unit for an elevator, the damper unit being arranged on an elevator car of the elevator for reducing vibrations of the elevator car during a standstill, comprising:an acting element, in an idle position, being spaced apart from a guide rail of the elevator, the acting element, in an active position, being connected slip-free to the guide rail; and
force transmitting elements attached to the acting element for damping movements of the elevator car in the active position of the acting element to reduce vibrations of the elevator car, where the force transmitting elements include a ram that extends in a horizontal direction with a free end on which the acting element is arranged, and the force transmitting elements further include at least one shock damper hinged to a housing, wherein in the idle position the at least one shock damper is transversely oriented to the ram, and the at least one shock damper is configured to attenuate vertical vibrations of the elevator car through changes in length.

US Pat. No. 10,427,910

DISPLAY LANGUAGE ARRANGEMENT

Kone Corporation, Helsin...

1. A method for applying user preferences for at least one public display comprising:detecting at least one mobile device in a vicinity of said at least one public display;
establishing communication between said at least one public display and said at least one mobile device, said communication being established using one or more signals having a communication range covering at least an area in which content output by said at least one public display is visible;
receiving at least one indication of at least one user preference from each of said at least one mobile device by
receiving an identification from said at least one mobile device,
transmitting a request to a server storing one or more user preferences in association with said identification, and
receiving said at least one indication of said at least one user preference as a response to said request;
determining at least one user preference for said at least one public display based on said at least one indication; and
applying said determined at least one user preference to said at least one public display, said at least one user preference including a preferred language of operation, and said at least one indication received from each of said at least one mobile device indicating more than one language of operation in order of preference.

US Pat. No. 10,427,909

USER-CONTROLLED ELEVATOR ALLOCATION FOR INDEPENDENT SERVICE

OTIS ELEVATOR COMPANY, F...

1. A system for allocating elevator use based on an individual request, the system comprising:a request module that receives a reservation request of an elevator car from a user;
an allocation module that identifies a reserved elevator car based on the reservation request; and
a mechanical control module that moves the reserved elevator car in response to commands provided by the user and the reservation request;
wherein the reservation request specifies a time parameter for reservation request, the time parameter including at least one of a day and a time the reserved elevator car is requested;
wherein the reservation request includes a location where the reserved elevator car is desired;
the reservation request specifies an independent service that dedicates a reserved elevator car for operation by the user.

US Pat. No. 10,427,908

EMERGENCY MODE OPERATION OF ELEVATOR SYSTEM HAVING LINEAR PROPULSION SYSTEM

OTIS ELEVATOR COMPANY, F...

1. A method, comprising:detecting, by an elevator controller, a fault within an elevator system;
utilizing, by the elevator controller, the fault to disable a drive control portion of the elevator controller and activate a drive urgent stop control portion of the elevator controller;
generating, by the drive urgent stop control portion of the elevator controller, a signal based on at least one of a speed estimation, a velocity profile, and feedforward information; and
applying, by the elevator controller, the signal to an inverter connected to a linear propulsion system to execute the urgent stop of an elevator car of the elevator system;
the linear propulsion system comprising a primary portion including a plurality of coils configured to receive power from the inverter and a secondary portion including permanent magnets, one of the primary portion and the secondary portion mounted to the elevator car.

US Pat. No. 10,427,907

MULTIPLE HIGH PRESSURE FLEXIBLE LANCE HOSE TAKE UP DRUM

STONEAGE, INC., Durango,...

1. A take-up drum apparatus for one or more flexible high pressure fluid cleaning lance hoses comprising:a base;
a hollow take-up drum assembly rotatably supported from the base via a rotary swivel, wherein the drum assembly includes a hollow cylindrical shell having a bottom plate, a cylindrical side wall, a high pressure fluid supply connection and a manifold positioned on the bottom plate of the shell for connection of one end of each of one or more flexible lance hoses to the high pressure fluid supply connection;
a support arm extending from the base outside of and across the side wall of the shell; and
one or more guide tubes supported by the support arm for guiding flexible lance hoses into and out of the take-up drum assembly.

US Pat. No. 10,427,906

MODULAR SECTIONS FOR TEMPORARY TURNTABLE APPLICATIONS

BBM Railway Equipment, LL...

1. A turntable comprising:a hub defining a first rotation axis;
a base including a plurality of rolling supports that each rotate about one of a plurality of axes of rotation perpendicular to said first rotation axis, said base including a plurality of base sections;
a rotating member secured to said hub such that a center of said rotating member aligns with the first rotation axis, said rotating member including a plurality of sections;
a first one of said plurality of base sections disposed radially around said hub and including a first set of the plurality of rolling supports;
a first one of said plurality of sections is coupled to the hub that defines a center of said rotating member, said first one of said plurality of sections supported by the first set of the plurality of rolling supports and defining a first radius;
a second one of said plurality of base sections removably secured radially outwards of said first base section and including a second set of the plurality of rolling supports; and
a second section removably secured around said first section and supported at least in part by said second set of the plurality of rollers to define a second radius greater than the first radius.

US Pat. No. 10,427,905

ACCUMULATION DEVICE

Fuji Seal International, ...

1. An accumulation device, comprising:an infeed unit configured to feed in a substrate;
an outfeed unit configured to feed out the substrate;
a tensioning unit disposed toward upstream in a transporting direction of the substrate between the infeed unit and the outfeed unit, the tensioning unit being configured to apply predetermined tensile force to the substrate;
an accumulation unit disposed downstream of the tensioning unit in the transporting direction of the substrate between the infeed unit and the outfeed unit, the accumulation unit being configured to accumulate a surplus of the substrate generated by a difference between a substrate infeed rate of the infeed unit and a substrate outfeed rate of the outfeed unit; and
a controller configured to control an operation of each of the infeed unit, the outfeed unit, and the accumulation unit,
wherein
the tensioning unit includes a plurality of rotatable fixed rollers spaced from each other and arranged in parallel to each other, and at least one rotatable movable roller disposed in parallel to the fixed rollers, the at least one rotatable movable roller being movable toward and away from the fixed rollers, the substrate being transported while being wound alternately around the fixed rollers and the at least one movable roller,
the tensioning unit is configured to apply the predetermined tensile force to the substrate by a force acting onto the movable roller in a direction away from the fixed rollers, and
the controller is configured to maintain a constant position of the movable roller with respect to the fixed rollers of the tensioning unit.

US Pat. No. 10,427,903

LEADING EDGE DEVICE FOR A SURFACE WINDER

1. An improvement to a surface winder for winding a web material around a core having a radius, R, to obtain a log, the surface winder comprising a glue applicator for dispensing glue onto said core, a core inserter for transporting and inserting said core provided with said glue disposed thereon into a winding cradle defined at a top by an upper winding roller, supplied from above with said web material directed towards said winding cradle at a velocity, v, and at a bottom by a concave cradle associated downstream to a lower winding roller, said surface winder comprising a third oscillating roller arranged above said lower winding roller, said upper winding roller, said lower winding roller, and said third oscillating roller each having a respective axes parallel to each other and perpendicular to the feeding direction of said web material and cooperating with each other downstream of said winding cradle in order to wind said web material around said core to obtain said log, said concave cradle comprising an introductory portion, the improvement comprising:wherein said introductory portion of said concave cradle comprises a leading edge device, said leading edge device having a surface for contacting said core, said surface having a texture with protuberances provided thereto.

US Pat. No. 10,427,902

ENHANCED INTRODUCTORY PORTION FOR A SURFACE WINDER

1. A leading edge device for a surface winder, said leading edge device comprising a surface, said leading edge device having at least one channel disposed therein, said at least one channel having a single entry point and a single exit point and extending from a position external to said leading edge device and a first location disposed upon said surface, said first location disposed upon said surface being capable of receiving a fluid from said at least one channel, said fluid being fluidically displaced onto a core from said at least one channel when said core is in contacting engagement with said first location disposed upon said surface.

US Pat. No. 10,427,900

SHEET FEED APPARATUS AND IMAGE PROCESSING APPARATUS

KABUSHIKI KAISHA TOSHIBA,...

1. A sheet feed apparatus, comprising:a tray having a housing to accommodate a plurality of sheets;
a pair of first guides arranged in the tray and configured to sandwich the sheets in a direction perpendicular to a sheet conveyance direction; and
a first optical sensor provided above a bottom of the housing in at least one of the first guides, and configured to detect one or more of uppermost sheets accommodated in the housing, the first optical sensor being mounted for movement between a first position and a second position below the first position.

US Pat. No. 10,427,898

SHEET TRANSFER APPARATUS AND METHOD FOR TRANSFERRING SHEET USING THE SAME

Samsung Display Co., Ltd....

1. A sheet transfer apparatus comprising:a table on which two or more sheets, which are continuously laminated, are configured to be seated;
a sheet adsorbing part over the table to adsorb a first sheet, which is at an uppermost portion, of the two or more laminated sheets at a pressure;
an air discharge part over the table and adjacent to the sheet adsorbing part; and
an elevation unit configured to vertically elevate the sheet adsorbing part and the air discharge part,
wherein the elevation unit comprises:
a support part having a long side extending in a first direction and a short side extending in a second direction crossing the first direction; and
an elevation part configured to vertically elevate the support part,
wherein the air discharge part is configured to discharge air in a downward direction onto a surface of the first sheet adsorbed to the sheet adsorbing part.

US Pat. No. 10,427,897

PICKUP ROLLER HAVING FRONT END ALIGNMENT MEMBER AND MEDIUM SEPARATING DEVICE USING SAME

NAUTILUS HYOSUNG INC., S...

1. A pick-up roller provided in a media separation apparatus and configured to pick up stacked media sheets one by one and transfer a picked-up media sheet into a space between a feed roller and a separation roller, the pick-up roller comprising:a pick-up roller body configured to rotate;
a front-edge alignment element provided on an outer circumferential surface of the pick-up roller body, and comprising a band-shaped elastic sheet protruding in a curved shape outward from the pick-up roller body and configured to come into contact with a media sheet and align a front edge of the media sheet to a position of an entrance between the feed roller and the separation roller; and
a pick-up element provided on a portion of the outer circumferential surface of the pick-up roller body at a position opposite to the front-edge alignment element, and including a contact part protruding outward from the pick-up roller body and configured to come into contact with the media sheet, pick up the media sheet using a frictional force, and transfer the media sheet into the space between the feed roller and the separation roller,
wherein the pick-up roller body includes a first section an outer circumferential surface of which has an overall arc shape, and a second section an outer circumferential surface of which is relatively planar compared to the outer circumferential surface of the first section,
wherein the pick-up element is provided on the circumferential surface of the first section, and the front-edge alignment element is provided on the circumferential surface of the second section, and
wherein the front-edge alignment element is bonded to the second section of the pick-up roller body through a bonding process using an adhesive or a thermosetting bonding process.

US Pat. No. 10,427,895

PALLET DISPENSER AND METHOD THEREOF

1. An apparatus comprising a pallet dispensing system, the apparatus comprising:a movable frame being configured to hold, at least in part, a pallet stack between a pallet-dispensation position toward a pallet-storage position, the movable frame also being configured to hold the pallet stack relative to a pallet transporter in such a way that the pallet transporter is permitted to vertically lift, at least in part, the pallet stack and the movable frame from the pallet-dispensation position toward the pallet-storage position as the movable frame is provided, at least in part, with vertical-lift assistance through stored potential energy; and
a detection assembly for detecting when the pallet transporter is moving away from the movable frame, the movable frame also being configured to automatically vertically descend from the pallet-storage position toward the pallet-dispensation position in response to the pallet transporter moving away from the movable frame.

US Pat. No. 10,427,894

MODULE CONNECTOR, MODULAR CONTAINER, AND SEALING ELEMENT THEREFOR

Volkmann GmbH, Soest (DE...

1. A module connector for connectinga first container module having a first flange with a first flange surface,
to a second container module having a second flange with a second flange surface,
wherein the container modules being joined together have an aligned, especially a flush, container inner surface,wherein a first seal is arranged between the first container module and the second container module,wherein a second seal is arranged between the first container module and the second container module,wherein the first seal is arranged in a recess and the second seal in a groove,wherein preferably the first seal forms an inner sealing with respect to the container and wherein preferably the second seal forms an outer sealing with respect to the container,wherein the second, preferably outer seal produces a sealing of the interconnected container modules especially if the first, preferably inner seal fails or at least has a leak,wherein the first seal has at least one crimp region, which when the first flange is arranged at or on the second flange is crimped by the first and/or the second flange surface, preferably by the first flange surface, such that one end face of the first seal is situated flush and/or aligned with the container inner surface and without forming a cavity in the area of the end face of the first seal.

US Pat. No. 10,427,893

HANDLING DEVICE AND BENDING INSTALLATION AND METHOD FOR BENDING A PART TO BE BENT

RAS Reinhardt Maschinenba...

1. Handling device for inserting parts to be bent into a bending device for the bending thereof about at least one bending edge, the handling device has a holding unit which is formed to be elongate in a longitudinal direction and has at least one holding element with which the part to be bent, which is to be received and is arranged on a loading surface, is grippable on one of its flat sides by forces of attraction on one side of the flat side at a plurality of successive locations in the longitudinal direction, the holding unit being pivotable relative to a pivoting carrier unit about a first pivot axis parallel to the longitudinal direction, the pivoting carrier unit is pivotable relative to a pivoting carrier base about a second pivot axis which extends parallel to the first pivot axis, the pivoting carrier unit has at least two pivot arms extending to the first pivot axis, the at least two pivot arms are in spaced relation to define a longitudinal span with the at least one holding element being arranged longitudinally within said longitudinal span of the at least two pivot arms, the pivoting carrier base is movable by means of a carrier base moving unit in a direction transverse to the second pivot axis, and, with the handling device, the part to be bent is movable between a receiving position for the part to be bent on the loading surface and a bending device insertion position for the part to be bent.

US Pat. No. 10,427,890

MULTI-STRAND FLAT TOP CONVEYOR

Automatic Systems, Inc., ...

1. A vehicle production assembly comprises a conveyor system configured to support a vehicle, wherein the conveyor system comprises a first side conveyor chain, a second side conveyor chain, and a middle conveyor chain positioned between the first side conveyor chain and the second side conveyor chain, wherein the first side conveyor chain, the second side conveyor chain, and the middle conveyor chain are laterally aligned with each other to form a substantially continuous conveyor surface extending along a top surface of each of the first side conveyor chain, the second side conveyor chain, and the middle conveyor chain such that the conveyor surface has a width that is greater than a width of the vehicle to support each wheel of the vehicle on the top surface of the conveyor surface.

US Pat. No. 10,427,889

TRANSMISSION EQUIPMENT

DELTA ELECTRONICS, INC., ...

1. A transmission equipment, comprising:a carrier, comprising at least one carrier guiding structure; and
a transmission rail, comprising:
a first rail, comprising a first inner rail, a first outer rail arranged in parallel to the first inner rail and at least one first transmission member disposed on the first inner rail and the first outer rail;
a second rail, comprising a second inner rail, a second outer rail arranged in parallel to the second inner rail and at least one second transmission member formed on the second inner rail and the second outer rail; and
a turning unit disposed between the first inner rail and the second inner rail, wherein a distance between the first inner rail to the turning unit is less than a distance between the first outer rail to the turning unit, and a distance between the second inner rail to the turning unit is less than a distance between the second outer rail to the turning unit, and the turning unit comprises a first guiding slot, a second guiding slot and a turning member, wherein at least one portion of the first guiding slot is parallel to the first rail, at least one portion of the second guiding slot is parallel to the second rail, the turning member moves between a first position and a second position and is disposed between the first guiding slot and the second guiding slot,
wherein in a first state, the turning member is in the first position, the carrier guiding structure enters the first guiding slot and passes over the turning member, and the carrier keeps moving in the first rail in a first direction,
wherein in a second state, the turning member is in the second position, the carrier guiding structure enters the first guiding slot and is guided by the turning member into the second guiding slot, is driven only by the first transmission member and/or the second transmission member, and the carrier then moves in the second rail in a second direction,
wherein the carrier guiding structure comprises a plurality of carrier guiding posts, and the carrier guiding posts are adapted to rotate relative to the carrier,
wherein the carrier guiding posts are disposed on two sides of the carrier, and
wherein a moving plane is defined by the first direction and the second direction, and the turning member moves parallel to a normal vector of the moving plane.

US Pat. No. 10,427,887

BELT BUFFER

ROTZINGER AG, Kaiseraugs...

1. A belt buffer for intermediate storage of conveyed products comprising:a plurality of buffer belts arranged in levels one above the other,
each buffer belt having a product entry side and a product exit side and consisting of a plurality of serially arranged belt modules comprising
a single tiltable entry belt module having a height-adjustable receiving edge at the product entry side and a delivery edge being level with subsequent belt modules,
a single tiltable exit belt module having a receiving edge being level with preceding belt modules and a height-adjustable delivery edge at the product exit side, and
wherein the plurality of serially arranged belt modules are horizontally arranged between the single tiltable entry belt module and the single tiltable exit belt module.

US Pat. No. 10,427,886

APPARATUS AND PROCESS FOR ROTATING PRODUCTS

1. An apparatus for rotating at least one rolled product, the apparatus comprising:a. at least one conveyor on which is conveyed at least one rolled product in a machine direction;
b. a rotator assembly moveably attached via a reciprocating linkage to a framework, the rotator assembly being driven by a first motor such that the rotator assembly cycles in a closed path in a vertical plane;
c. the rotator assembly having mounted to the linkage a second motor having a rotator cup, the framework being positioned with respect to the conveyor such that upon each cycle of the rotator assembly the rotator cup cycles close enough to the conveyor such that it can contact the rolled product throughout part of the cycle;
wherein the rotator cup comprising flanges and a distance between the flanges is adjustable.

US Pat. No. 10,427,884

VISION BASED CONVEYOR PACKAGE DENSITY MANAGEMENT SYSTEM

Fives Intralogistics Corp...

1. A method of managing bulk parcel flow with a vision management system, comprising the steps of:selecting a transition zone between a feed conveyor and a receiving conveyor each one having independent drive means;
selecting a camera field of view of the selected transition zone;
setting the feeding conveyor speed to achieve a desired conveyor area utilization on a down stream receiving conveyor according to a formula V2 (conveyor velocity of incoming items from feed conveyor)=V1 (conveyor velocity outgoing items on receiver conveyor)×2×(DO %)/(RCO %+FCO %) where V is velocity (conveyor speed), DO is Desired Occupancy, RCO is Receiving Conveyor Occupancy, and FCO is Feeding Conveyor Occupancy wherein occupancy comprises conveyor area, conveyor volume, or conveyor density);
determining a percentage of said feed conveyor occupancy defined zone;
determining a percentage of said receiving conveyor occupancy defined zone;
selecting a percentage of a desired occupancy of said receiving conveyor after a merger of said parcels from said feeding conveyor to said receiving conveyor; and
feeding said parcels from said feed conveyor at a selected rate of speed to said receiving conveyor occupancy defined zone; and
merging said parcels at said conveyor area of said transition section between said feed conveyor and said receiving conveyor.

US Pat. No. 10,427,883

MULTI-DRIVE CONVEYOR SYSTEMS AND METHODS OF USING SAME

FEDEX CORPORATION, Memph...

1. A conveyor system for advancing an item relative to a transport axis, the conveyor system comprising:a conveyor belt; and
a modular drive assembly comprising:
at least one drive module, each drive module having a housing and a pulley assembly positioned within the housing, wherein the pulley assembly of each drive module is configured to engage the conveyor belt and drive movement of the conveyor belt along a conveyor movement pathway; and
at least one take-up module, each take-up module having a housing and a pulley assembly positioned within the housing, wherein the pulley assembly of each take-up module is configured to engage the conveyor belt and provide tension to the conveyor belt as the conveyor belt moves along the conveyor movement pathway,
wherein respective positions of the housings of the at least one drive module and the at least one take-up module relative to the transport axis are selectively adjustable to modify the conveyor movement pathway.

US Pat. No. 10,427,882

CONVEYOR BELT SUPPORT SYSTEM

John Bean Technologies Co...

1. A conveyor belt support system for a conveyor having a belt movable along a frame, the conveyor belt support system comprising a plurality of support slats extending substantially along a longitudinal axis of the belt and each defining a support surface against which the belt moves, and wherein each of the plurality of support slats is moveable in at least a first direction to correspondingly move the belt in the first direction and in a second direction to correspondingly move the belt in the second direction to provide a substantially level sliding plane for the belt.

US Pat. No. 10,427,880

SNAP-ON POSITION LIMITER FOR A CONVEYOR BELT

Laitram, L.L.C., Harahan...

1. A shaft for mounting components in a conveyor frame, comprising:an axial member extending from a first end to a second end;
a channel extending longitudinally along at least a portion of the axial member perimeter for receiving a tip of a conveyor component; and
a slot in an end face of the shaft for receiving a pin on a handle to selectively shift the shaft relative to the conveyor frame.

US Pat. No. 10,427,879

CONVEYOR STRUCTURE

Jia-Tian Lin, Changhua (...

1. A conveyor structure of an agricultural machine, the conveyor structure comprising:a first conveyor structure layer;
a core structure layer disposed on the first conveyor structure layer, and comprising:
a rope layer disposed on the first conveyor structure layer, and comprising a plurality of warp ropes;
a cloth layer disposed on the rope layer;
a plurality of first wefts; and
a plurality of second wefts, wherein the plurality of first wefts and the plurality of second wefts are obliquely intertwined with each other and wrapped on the rope layer, or on the cloth layer, or on the rope layer and the cloth layer; and
a second conveyor structure layer disposed on the core structure layer;
a plurality of fastening members disposed on the conveyor structure and penetrating the first conveyor structure layer and the second conveyor structure layer, wherein portions of the core structure layer not penetrated by the plurality of fastening members providing a support force to the first conveyor structure layer and the second conveyor structure layer.

US Pat. No. 10,427,878

PATCH MATERIAL FOR REPAIRING A DAMAGED PORTION OF A PRESSING BELT

1. A patch material for repairing a damaged portion of a pressing belt used on an agricultural round baler, the patch material comprising:an operative outer polymeric layer having a first thickness, and an operative outer surface;
a mounting layer disposed parallel to the operative outer polymeric layer and configured for placement against the pressing belt, the mounting layer having a second thickness being less than the first thickness;
at least one fabric layer disposed between the operative outer polymeric layer and the mounting layer;
a plurality of delineators disposed on the operative outer surface of the operative outer polymeric layer, wherein the plurality of delineators are arranged to define a pattern having a plurality of predefined shapes;
a plurality of connecting openings extending through the operative outer polymeric layer, the at least one fabric layer, and the mounting layer;
wherein, at least one of the plurality of the predefined shapes is arranged to bound a respective one of the plurality of connecting openings.

US Pat. No. 10,427,877

CONVEYOR BELT SYSTEM

CLEAN CONVEYOR BELT BVBA,...

1. A conveyor belt system comprising a frame with a conveyor belt which is provided so as to be driven by at least two rollers so that an upper belt functions as transport surface and a lower belt functions as return, wherein the frame has an upper segment extending substantially above the upper belt and a lower segment extending substantially under the upper belt, wherein the upper segment has at least two upper standing walls with a mutual spacing which, at least at the position of the upper belt, is smaller than the width of the conveyor belt, and wherein the lower segment has at least two lower standing walls with a mutual spacing which is greater than the width of the conveyor belt, wherein the upper belt is supported on either side by a plate extending respectively from below the upper belt to an outer side of the lower standing wall, and wherein the plate has a first segment for supporting the upper belt and a second segment for discharging contaminants.

US Pat. No. 10,427,874

UTILITY BAG FOR HANDLING AND MANEUVERING BULKY EQUIPMENT IN A CONFINED SPACE

1. A containment system for containing and moving an attic appliance, the containment system comprising:a cylindrical bag component configured to contain a water heater, the bag component having two ends and a long axis, wherein the bag component comprises:
a first end panel at the first end, a second end panel at the second end, and at least one wall between the first and second ends, wherein
the at least one wall is parallel to the long axis, and wherein
each of the first end panel and the second end panel are perpendicular to the long axis and connected to the at least one wall,
at the first end, a first pair of handles sewn directly into the first end panel proximate to the middle of the first end panel and a second pair of handles connected to the bag component by straps sewn to the bag component proximate to the first end panel,
at the second end, a third pair of handles sewn directly into the second end panel proximate to the middle of the second end panel and a fourth pair of handles connected to the bag component by straps sewn to the bag component proximate to the second end panel, and
a closeable opening spanning a portion of at least one of the first or second end panels and a portion of the at least one wall.

US Pat. No. 10,427,873

CLUSTER-BASED-SYSTEM AND METHOD FOR E-COMMERCE-ORDER FULFILLMENT

Schaefer Systems Internat...

1. An article-handling system for order fulfillment comprising:one or more pick-and-pack clusters;
an overhead conveyor system, which includes a network of overhead conveyors, for conveying pouches;
a floor-bound conveyor system, which includes a network of floor-bound conveyors, for conveying storage units holding articles; and
a control unit;
wherein each of the one or more pick-and-pack clusters comprises the following modules:
an automated warehouse comprising a plurality of racks and aisles therebetween, wherein the racks are configured for storage and retrieval of storage units by an automated storage and retrieval device;
a plurality of pick stations connected to the warehouse via the floor-bound conveyor system for delivering the storage units from the warehouse, wherein each of the pick stations is configured for loading the articles, in accordance with an article type and number defined by an order, from the storage units into the pouches; and
one or more merge-and-pack stations connected to the pick stations via the overhead conveyor system for delivery of loaded pouches, and connected to the warehouse via the floor-bound conveyor system for delivery of the storage units, wherein each of the merge-and-pack stations is configured to unload articles from the delivered storage units and the loaded pouches, and to transfer the unloaded articles in a packing sequence to one or more shipping units;
wherein the control unit is configured to perform the following steps:
generating a packing pattern for the order defining the packing sequence;
assigning one of the one or more merge-and-pack stations to the order;
analyzing the order with regard to pouchable and non-pouchable articles associated with the order, wherein each of the pouchable articles is sized and heavy such that it fits into one of the pouches, and wherein each of the non-pouchable articles is at least one of sized and heavy such that it does not fit into one of the pouches;
causing: i.) retrieval of corresponding storage units, which contain the pouchable articles associated with the order, from the warehouse, ii.) delivery of the retrieved storage units to one or more of the pick stations, and iii.) loading the pouchable articles from the delivered storage units into one or more of the pouches at the one or more pick stations;
causing transport of loaded pouches from the one or more pick stations to the assigned merge-and-pack station;
causing transport of corresponding storage units, which contain the non-pouchable articles associated with the order, to the assigned merge-and-pack station; and
synchronizing arrivals of the loaded pouches and the corresponding storage units, which contain the non-pouchable articles associated with the order, and unloading the pouchable and non-pouchable articles associated with the order at the assigned merge-and-pack station so that the pouchable and non-pouchable articles associated with the order are transferable in the packing sequence to one or more shipping units associated with the order and the packing pattern.