US Pat. No. 10,793,600

CYSTOBACTAMIDES

1. A method for treatment or prophylaxis of bacterial infections comprising administering a pharmaceutical composition,wherein the pharmaceutical composition comprises a compound of formula (V)

wherein
R51 is a hydrogen atom, or a C1-6 alkyl group;
R52 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl;
R53 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl;
R54 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl;
R55 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl;
D is N or CR56;
E is N or CR57;
G is N or CR58;
M is N or CR59;
R56 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl;
R57 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl;
R58 is a hydrogen atom, F, Cl, a hydroxy group, a C1.6 alkyl group or a group of formula —O—C1-6 alkyl;
R59 is a hydrogen atom, F, Cl, a hydroxy group, a C1-6 alkyl group or a group of formula —O—C1-6 alkyl; and
Ar6 is an optionally substituted phenyl group or an optionally substituted heteroaryl group having 5 or 6 ring atoms including 1, 2, 3 or 4 heteroatoms selected from oxygen, sulphur and nitrogen;
with the proviso that Ar6 is substituted by a group of formula —NHR8; wherein R8 is a group of the following formula:

wherein R9 is COOH or CONH2 and R10 is COOH or CONH2;
or a pharmaceutically acceptable salt, or a pharmaceutically acceptable formulation thereof.

US Pat. No. 10,793,595

TOLL-LIKE RECEPTOR 2 LIGANDS AND METHODS OF MAKING AND USING THEREOF

H. LEE MOFFITT CANCER CEN...

1. A compound having Formula I:
wherein
L is a bond, H, R14, C(O)R14C(O), C(O)OR14OC(O), C(O)R14N, C(O)OR14NH, NHR14NH, or C(O)NHR14NHC(O), C(S)OR14OC(S), —(CO—R14)2NH, —(R14)2NH, —(SO2R14)2NH, —(SOR14)2NH, —(OR14)2NH, —(O—CO—R14)2NH, —(CO—O—R14)2NH, —(CO-R14)2CH2, —(R14)2CH2, —(SO2R14)2CH2, —(SOR14)2CH2, —(O—CO—R14)2CH2, or —(OR14)2CH2, wherein R14 is O, S, C1-C20 alkyl; or
L is C1-C20 heteroalkyl, C1-C20 alkylamine, C1-C20 alkoxyl, C1-C20 alkanoyloxyl, or C1-C20 alkylamido, any of which are optionally substituted with one or more halogen, alkoxyl, alkyl, alkenyl, cycloalkyl, cycloalkenyl, heterocycloalkyl, aryl, heteroaryl, amine, cyano, nitro, hydroxyl, carbonyl, acyl, —COOH, —C(O)R12, —C(O)OR12, —COO-, —CONH2, —CONHR12, —C(O)NR12R13, —NR12R13, —NR12S(O)2R13, —NR12C(O)R13, —S(O)2R12, —SR12, —S(O)2NR12R13, —SOR12, and —SOOR12; wherein R12 and R13 each is independently hydrogen, halogen, hydroxyl, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, carbonyl, cyano, amino, alkylamino, dialkylamino, alkoxyl, aryloxyl, cycloalkyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, or dialkylaminocarbonyl;
R1 is an imaging moiety selected from the group consisting of UV-Vis moiety, a near-infrared moiety, a luminescent moiety, a phosphorescent moiety, a magnetic spin resonance moiety, a photosensitizing moiety, a photocleavable moiety, a chelator, a heavy atom, a radioactive isotope, an isotope detectable spin resonance moiety, a paramagnetic moiety, a chromophore, or any combination thereof;
AA is 1 to 2 amino acid residues; and
HP is a hydrophilic polymer selected from the group consisting of PVA, PEG, polyacrylamide, acetates, PEO, PEA, PVP, PDX, and combinations thereof;
or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,594

ANTIMICROBIAL COMPOUNDS AND/OR MODULATORS OF MICROBIAL INFECTIONS AND METHODS OF USING THE SAME

Indiana University Resear...

1. A compound, wherein the compound is at least one enantiomer of at least one compound selected from the group consisting of:
or a pharmaceutically acceptable salt thereof, or a metabolite thereof, or wherein the compound is,
or a pharmaceutically acceptable salt thereof, or a metabolite thereof.

US Pat. No. 10,793,591

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

Janssen BioPharma, Inc., ...

1. A compound of Formula (I), or a pharmaceutically acceptable salt thereof,having the structure:wherein:
B1 is selected from the group consisting of
R1 is selected from the group consisting of an unsubstituted C1-6 alkyl and an unsubstituted C2-6 alkynyl;
each -------- is absent;
R2 is fluoro;
RP is absent;
R3 is —OH;

R4 is hydrogen or

R5A is selected from the group consisting of OH,
R5B is selected from the group consisting of an OH, —O-unsubstituted phenyl, —O— unsubstituted naphthyl,

R6C is selected from the group consisting of hydrogen and an unsubstituted C1-6alkyl;
R6F is NHR6I;
R6I is hydrogen;
R11A, R12A, R11B and R12B are each hydrogen;
R13 is selected from the group consisting of an unsubstituted C1-6 alkyl and an unsubstituted C3-6 cycloalkyl;
R14 and R15 are each independently selected from the group consisting of hydrogen and an unsubstituted C1-6 alkyl;
R13A and R13B are each an unsubstituted —O-C1-4 alkyl;
n is 0 or 1;
R9, R10 and R11 are each hydrogen; and
Z1, Z1A and Z1B are each O.

US Pat. No. 10,793,590

ANTIFUNGAL COMPOUNDS

President and Fellows of ...

1. A compound having a structure of Formula I or Formula II or a pharmaceutically acceptable salt thereof:
wherein
R1 and R2 are, independently for each occurrence, H or OR23, or R1 and R2 together with the carbon to which they are bound form a carbonyl moiety;
R3 and R4 are, independently for each occurrence, H or OR23, or R3 and R4 together with the carbon to which they are bound form a carbonyl moiety;
R5 and R6 are, independently for each occurrence, H or OR23, or R5 and R6 together with the carbon to which they are bound form a carbonyl moiety;
R7 and R8 are, independently for each occurrence, H or OR23, or R7 and R8 together with the carbon to which they are bound form a carbonyl moiety;
R9, R10, R11, R12, R13, R14, R15, and R16 are, independently for each occurrence, H or OR23;
R17, R18, R19, R20, R21, and R22 are, independently for each occurrence, H or optionally substituted alkyl;
R23 is, independently for each occurrence, H, optionally substituted alkyl, or optionally substituted acyl; and
R24 is, independently for each occurrence, H, optionally substituted alkyl, or optionally substituted acyl.

US Pat. No. 10,793,589

RESORCINARENE-BASED AMPHIPATHIC COMPOUND AND USE THEREOF

Industry-University Coope...

1. A compound represented by the following Formula 1 or Formula 2:
wherein R1 to R4 are each independently a substituted or unsubstituted C3-C30 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, or a substituted or unsubstituted C3-C30 aryl group;
X1 to X8 are saccharides; and
m1 to m8 are 0, 1, or 2,

wherein R1 to R4 are each independently a substituted or unsubstituted C2-C30 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, or a substituted or unsubstituted C3-C30 aryl group;
X1 to X4 are saccharides; and
m1 to m4 are 0, 1, or 2.

US Pat. No. 10,793,588

CRYSTAL FORM OF SODIUM-GLUCOSE COTRANSPORTER 2 INHIBITOR

JI LIN HUI SHENG BIO-PHAR...

1. Crystalline Form I of a co-crystal of the compound of Formula (1) with L-proline, wherein the compound of Formula (1) is (2S,3R,4R,5S,6R)-2-(3-(4-(((1R,3s,5S)-bicyclo[3.1.0]hexan-3-yl)oxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, the compound of Formula (1) with L-proline are present in a molar ratio of 1:2,the crystalline Form I exhibits an X-ray powder diffraction pattern having characteristic peaks at the 2? positions of 4.0±0.2°, 17.9±0.2°, 18.5±0.2° and 19.7±0.2°, as determined by using Cu-K? radiation,

US Pat. No. 10,793,586

QUATERNARY AMMONIUM ETIDRONATES

INNOVATIVE WATER CARE, LL...

1. A quaternary ammonium etidronate compound, comprising a quaternary ammonium cation and an etidronate anion, having the Formula I,
wherein in the quaternary ammonium cation in the Formula I,
R1 or R2, is a H or a substituted or unsubstituted straight chain or branched C1-C8 alkyl, aryl, alkylaryl/arylalkyl, cycloalkyl, (aromatic or non-aromatic) heterocyclyl, or alkoxy;
R3 or R4 is a substituted or unsubstituted straight chain or branched C6-C30 alkyl, aryl, alkylaryl/arylalkyl, cycloalkyl, (aromatic or non-aromatic) heterocyclyl, alkenyl, phenyl, alkyl-substituted phenyl, benzyl, naphthylmethyl, or ethylbenzyl group;
wherein two or more of R1, R2, R3 and R4 may together with a nitrogen atom form a substituted or unsubstituted heterocyclic ring; and wherein the total number of carbon atoms in the groups R1, R2, R3 and R4 must be at least 12;
wherein the quaternary ammonium cation, comprises a C8-C30 dialkyldimethyl ammonium, C8-C30 dialkylmethylpoly(oxyethyl) ammonium, C8-C30 alkylbenzyldimethyl ammonium, C8-C30 alkyltrimethylammonium, C8-C30 dialkyldihydroxyethyl ammonium, C8-C30 dialkylmethylhydroxyethyl ammonium, or C8-C30 alkylmethyldihydroxyethyl ammonium;
wherein the etidronate anion, having the Formula I, is an etidronic salt wherein R5 and R6 is PO32? or PO3Xy; wherein each X is a H, M, H?, HM, M? or M+; wherein y is 0-2; and M is lithium, sodium, potassium or any combinations thereof, and wherein R7 group is a H or a substituted or unsubstituted straight chain or branched C1-C8 alkyl;
wherein m is 1-4 and n is 1; and
wherein the quaternary ammonium etidronate compound does not comprise a chloride ion.

US Pat. No. 10,793,585

PHOSPHORIC ACID DIESTER SALT, PRODUCTION METHOD THEREFOR, NON-AQUEOUS ELECTROLYTIC SOLUTION FOR POWER STORAGE ELEMENT, AND POWER STORAGE ELEMENT

STELLA CHEMIFA CORPORATIO...

1. A non-aqueous electrolytic solution for a power storage element, comprising, as an additive, a phosphoric acid diester salt represented by the following chemical formula (1):
wherein Mn+ represents a hydrogen ion, an alkali metal ion, an alkali earth metal ion, an aluminum ion, a transition metal ion, or an onium ion; R1 and R2 are different from each other and represent a hydrocarbon group having 1 to 10 carbon atoms, or a hydrocarbon group having 1 to 10 carbon atoms and having at least one of a halogen atom, a heteroatom, and an unsaturated bond; and n represents a valence.

US Pat. No. 10,793,584

NAPHTHOBISCHALCOGENADIAZOLE DERIVATIVE AND PRODUCTION METHOD THEREFOR

Osaka University, Osaka ...

1. A naphthobischalcogenadiazole derivative represented by a formula (I):
where each of A1 and A2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X1 and X2 is independently a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.

US Pat. No. 10,793,583

COMPOUNDS AND METHODS FOR THE TREATMENT OF ALZHEIMER'S DISEASE AND/OR CEREBRAL AMYLOID ANGIOPATHY

Amicus Therapeutics, Inc....

1. A compound having a structure represented by formula I:wherein:R1 is H;
R2, R4 are independently chosen from H, C1-C8 alkyl, aryl, (CH2)n aryl, (CH2)n heteroaryl;
n=0-8;
X1 is chosen from CO, SO, SO2, —CONH—, SO2NH—, SONH—;
A1 is OR4.and
A2, B1, B2, C1, C2 are independently chosen from H, OR4, F, wherein at least one of A2, B1, B2, C1 or C2 is F,or a pharmaceutically acceptable salt or solvate thereof.

US Pat. No. 10,793,582

BICYCLIC HETEROCYCLIC COMPOUND

MITSUBISHI TANABE PHARMA ...

1. A compound represented by the formula (I):whereinring A is an optionally substituted aromatic group,
X1 is CR1 or a nitrogen atom,
a part represented by the following formula in the formula (I):
is the following A) or B),A) is a double bond,X2 is a nitrogen atom or CR2, and
X3 is a nitrogen atom or CR3;B) is a single bond,X2 is NR2, and
X3 is carbonyl;
X4 is sulfur atom, an oxygen atom or —CH?CH—,
Z1 is an oxygen atom, —C(R6)(R7)—, —NH—, —C(R6)(R7)—NH—, —NH—C(R6)(R7)—, —C(R6)(R7)—O—, —O—C(R6)(R7)— or a single bond (where the left end shows a bond to ring A, and the right end shows a bond to the adjacent carbonyl),
one of Z2 and Z3 is CH and the other is a nitrogen atom, or both are nitrogen atoms,
R1 is a group represented by the following formula (i-a), (i-b) or (i-c):

R2 is a group represented by the following formula (ii-a), (ii-b) or (ii-c):

R3 is a group represented by the following formula (iii-a), (iii-b) or (iii-c):

R4 and R5 are each independently optionally substituted alkyl or optionally substituted cycloalkyl, or
R4 and R5 are bonded to each other to form, together with the adjacent Z2 and Z3, an optionally substituted nitrogen-containing non-aromatic heterocycle,
R6 and R7 are each independently a hydrogen atom, optionally substituted alkyl, or optionally substituted cycloalkyl, or R6 and R7 are bonded to each other to form, together with the adjacent carbon atom, an optionally substituted cycloalkane,
R1a, R1b, R1c, Rld, R2a, R2b, R2c, R2dd R3a, R3b and R3d are each independently a hydrogen atom, optionally substituted alkyl, cyano, a halogen atom, optionally substituted cycloalkyl, optionally substituted aryl, optionally substituted non-aromatic heterocyclic group or optionally substituted heteroaryl,
R3c is optionally substituted alkyl, cyano, optionally substituted alkoxy, a halogen atom, optionally substituted cycloalkyl, optionally substituted aryl, optionally substituted non-aromatic heterocyclic group or optionally substituted heteroaryl, and
n is 0 or 1, or a pharmacologically acceptable salt thereof, excluding 2-oxazolo[4,5-b]pyridin-2-yl-pyrrolidine-1-carboxylic acid benzyl ester or a pharmacologically acceptable salt thereof.

US Pat. No. 10,793,581

STEREOCHEMICALLY DEFINED POLYPROPIONATES AND METHODS FOR MAKING AND USING THE SAME

1. A compound of Formula 1?:
wherein:
R is hydrogen or —C(O)R1, and
R1 is selected from the group consisting ofC1-C8alkyl, C1-C8alkenyl, aryl, and heteroaryl, R1 may be unsubstituted or substituted from 1 to 3 times with independently selected C1-C6alkyl, hydroxy, hydroxyC1-C6alkyl, methoxy, methoxyC1-C6alkyl, halo, haloC1-C6alkyl, C(O)NH2, NHCOOC1-C6alkyl, or —COOH group(s);or a salt thereof.

US Pat. No. 10,793,580

SUBSTITUTED PYRAZOLOAZEPIN-8-ONES AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS

1. A Compound of general formula (I)
wherein
R1 and R4 are independently selected from the group consisting of hydrogen and (C1-C4)alkyl;
R2 and R3 are independently selected from the group consisting of hydrogen and (C1-C4)alkyl; or R2 and R3 may together with the carbon atom to which they are attached form a cyclopropyl, cyclobutyl, cyclopentyl, oxetanyl, tetrahydrofuranyl or tetrahydropyranyl ring;
n=0, 1 or 2;
Q is selected from the group consisting of —O—C(O)—R5;
R5 is selected from the group consisting of (C1-C6)alkyl, (C3-C7)cycloalkyl, (4-7)-membered heterocycloalkyl heteroaryl and aryl, wherein said heteroaryl and aryl are optionally substituted with one or more substituents selected from R6, and wherein said (C1-C6)alkyl, (C3-C7)cycloalkyl and (4-7)-membered heterocycloalkyl are optionally substituted with one or more substituents selected from R7;
R6 consists of halogen, cyano, hydroxyl, (C1-C4)alkyl, halo(C1-C4)alkyl, —S(O)2Rx, —S(O)2NRaRb, C(O)NRaRb, —C(O)ORa, —C(O)Rx and —ORx;
R7 consists of halogen, hydroxyl, (C1-C4)alkyl, cyano, oxo, —C(O)NRaRb, —C(O)ORa, —C(O)Rx, S(O)2Rx, —ORx, —SRx, aryl and heteroaryl;
Rx consist of (C1-C6)alkyl, (C3-C6)cycloalkyl;
Ra and Rb are independently selected from the group consisting of hydrogen, (C1-C4)alkyl, halo(C1-C4)alkyl and phenyl(C1-C4)alkyl, or
Ra and Rb may together with the nitrogen atom to which they are attached form a 4-6 membered heterocycloalkyl, wherein said heterocycloalkyl is optionally substituted with one or more (C1-C4)alkyl or —C(O)Rx;
or a pharmaceutically acceptable salt, hydrate or solvate thereof.

US Pat. No. 10,793,578

FUSED PENTACYCLIC IMIDAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

UCB Biopharma SRL, Bruss...

1. A compound of formula (I) or an N-oxide thereof, or a pharmaceutically acceptable salt thereof:
wherein
G- represents —O—C(O)—N(Rf)—, —N(Rf)—C(O)—N(Rf) or —N(Rf)—S(O)2—N(Rf)—; or -G-represents —N(Rf)—C(O)—CH2—, CH2—N(Rf)—C(O)—, —C(O)—N(Rf)—CH2—, —N(Rg)—CH2—CH2—, —S(O)2—N(Rf)—CH2—, —N(Rf)—S(O)2—CH2—, —O—CH2—CH2—, —S—CH2—CH2—, —S(O)—CH2—CH2—, —S(O)2—CH2—CH2—, —S(O)(N—Rf)—CH2—CH2—, —O—C(O)—CH2—, —O—S(O)2—N(Rf)—, —N(Rf)—C(O)—O—CH2, or —N(Rf)—C?N(Rf)—CH2, any of which groups may be optionally substituted by one or more substituents;
E represents a fused heteroaromatic ring system selected from the groups of formula (Ea), (Eb) and (Ec),

wherein the asterisk (*) represents the site of attachment of E to the remainder of the molecule;
R1 represents hydrogen, halogen, cyano, trifluoromethyl, trifluoromethoxy, —ORa, —SRa, —SORa, —SO2Ra, —NRbRc, —NRcCORd, —NRcCO2Rd, —NHCONRbRc, —NRcSO2Re, —CORd, —CO2Rd, —CONRbRc, —SO2NRbRc or —S(O)(N—Rb)Re; or R1 represents C1-6 alkyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, aryl, aryl(C1-6)alkyl, C3-7 heterocycloalkyl, C3-7 heterocycloalkenyl, heteroaryl, heteroaryl(C1-6)alkyl, heteroaryl-aryl, (C3-7)heterocycloalkyl(C1-6)alkyl-aryl-, (C3-7)heterocycloalkenyl-aryl-, (C3-7)cycloalkyl-heteroaryl-, (C3-7)cycloalkyl(C1-6)alkyl-heteroaryl-, (C4-7)cycloalkenyl-heteroaryl-, (C4-9)bicycloalkyl-heteroaryl-, (C3-7)heterocycloalkyl-heteroaryl-, (C3-7)heterocycloalkyl(C1-6)alkyl-heteroaryl-, (C3-7)heterocycloalkenyl-heteroaryl-, (C4-9)heterobicycloalkyl-heteroaryl- or (C4-9)spiroheterocycloalkyl-heteroaryl-, any of which groups may be optionally substituted by one or more substituents;
R2 represents hydrogen, halogen, cyano, nitro, hydroxy, trifluoromethyl, trifluoromethoxy or —ORa; or R2 represents C1-6 alkyl optionally substituted by one or more substituents;
R3 and R4 independently represent hydrogen, halogen or trifluoromethyl; or R3 and R4 independently represent C1-6 alkyl, optionally substituted by one or more substituents;
R5 and R8 independently represent hydrogen, halogen, hydroxy, cyano, trifluoromethyl, difluoromethoxy, trifluoromethoxy, —ORa, or C1-6 alkylsulphonyl; or R5 and R8 independently represent C1-6 alkyl optionally substituted by one or more substituents;
R6 and R7 independently represent hydrogen, halogen, trifluoromethyl, C1-6 alkyl or C1-6 alkoxy;
R12 represents hydrogen or C1-6 alkyl;
Ra represents C1-6 alkyl, C3-7 cycloalkyl, C3-7 heterocycloalkyl, aryl, aryl(C1-6)alkyl, heteroaryl or heteroaryl(C1-6)alkyl, any of which groups may be optionally substituted by one or more substituents;
Rb and Rc independently represent hydrogen or trifluoromethyl; or Rb and Rc independently represent C1-6 alkyl, C3-7 cycloalkyl, C3-7 cycloalkyl(C1-6)alkyl, aryl, aryl(C1-6)alkyl, C3-7 heterocycloalkyl, C3-7 heterocycloalkyl(C1-6)alkyl, heteroaryl or heteroaryl(C1-6)alkyl, any of which groups may be optionally substituted by one or more substituents; or
Rb and Rc, when taken together with the nitrogen atom to which they are both attached, represent a heterocyclic moiety selected from azetidin-1-yl, pyrrolidin-1-yl, oxazolidin-3-yl, isoxazolidin-2-yl, thiazolidin-3-yl, isothiazolidin-2-yl, piperidin-1-yl, morpholin-4-yl, thiomorpholin-4-yl, piperazin-1-yl, homopiperidin-1-yl, homomorpholin-4-yl, homopiperazin-1-yl, (imino)(oxo)thiazinan-4-yl, (oxo)thiazinan-4-yl and (dioxo)thiazinan-4-yl, any of which groups may be optionally substituted by one or more substituents;
Rd represents hydrogen; or Rd represents C1-6 alkyl, C3-7 cycloalkyl, aryl, C3-7 heterocycloalkyl or heteroaryl, any of which groups may be optionally substituted by one or more substituents;
Re represents C1-6 alkyl, aryl or heteroaryl, any of which groups may be optionally substituted by one or more substituents;
Rf represents hydrogen; or Rf represents C1-6 alkyl, C3-7 cycloalkyl, or C3-7 heterocycloalkyl, C1-6 alkylcarbonyl, C1-6 alkylsulfonyl any of which groups may be optionally substituted by one or more substituents; and
Rg represents hydrogen or (C2-6)alkoxycarbonyl; or Rg represents C1-6 alkyl, C3-7 cycloalkyl, C3-7 heterocycloalkyl, heteroaryl, —CO—(C1-6)alkyl, or —SO2—(C1-6)alkyl, —CO—(C3-7)heterocycloalkyl, —SO2—(C3-)cycloalkyl, —SO2—(C3-7)heterocycloalkyl, —SO2-aryl, or —SO2-heteroaryl, any of which groups may be optionally substituted by one or more substituents.

US Pat. No. 10,793,577

FUSED BICYCLIC COMPOUNDS FOR THE TREATMENT OF DISEASE

Akarna Therapeutics, Ltd....

1. A compound having the structure of Formula (IIa), or a pharmaceutically acceptable salt or solvate thereof:
wherein:
R1 is selected from the group consisting of hydrogen, optionally substituted C1-C6alkyl, optionally substituted C2-C6alkenyl, optionally substituted C2-C6alkynyl, optionally substituted C3-C8cycloalkyl, optionally substituted aryl, optionally substituted —(C1-C2alkylene)-(aryl), optionally substituted C2-C9heterocycloalkyl, optionally substituted heteroaryl, and optionally substituted —(C1-C2alkylene)-(heteroaryl);
R2 is selected from the group consisting of —CN, —C(O)OR25, —C(O)N(R25)R26,
or R1 and R2 together with the carbon atoms to which they are attached, form an optionally substituted C2-C9heterocycloalkyl ring or an optionally substituted heteroaryl ring;R4 and R5 are each independently selected from the group consisting of hydrogen, halogen, optionally substituted C1-C6alkoxy, optionally substituted C1-C6alkyl, optionally substituted C2-C6alkenyl, and optionally substituted C2-C6alkynyl; or R4 and R5 together with the carbon atom to which they are attached, form an optionally substituted C3-C6cycloalkyl ring or an optionally substituted C2-C7heterocycloalkyl ring;
R6 is selected from the group consisting of hydrogen, halogen, optionally substituted C1-C6alkyl, optionally substituted C2-C6alkenyl, optionally substituted C2-C6alkynyl, and —C(O)N(R27)R28;
R7 is selected from the group consisting of hydrogen, halogen, optionally substituted C1-C6alkyl, optionally substituted C1-C6alkoxy, optionally substituted C2-C6alkenyl, and optionally substituted C2-C6alkynyl;
R8 is selected from the group consisting of hydrogen, optionally substituted C1-C6alkyl, optionally substituted C3-C8cycloalkyl, optionally substituted aryl, optionally substituted —(C1-C2alkylene)-(aryl), optionally substituted heteroaryl, optionally substituted C2-C9heterocycloalkyl, and optionally substituted —(C1-C2alkylene)-(heteroaryl);
each R11 is independently selected from the group consisting of halogen, —CN, amino, alkylamino, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C3-C8cycloalkyl, C2-C9heterocycloalkyl, aryl, heteroaryl, —C(O)OR12, and —C(O)N(R13)R14;
each R12 is independently selected from the group consisting of hydrogen and C1-C6alkyl;
each R13 and R14 are each independently selected from the group consisting of hydrogen and C1-C6alkyl; or R13 and R14 together with the nitrogen atom to which they are attached, form an optionally substituted C2-C9heterocycloalkyl ring;
R25 and R26 are each independently selected from the group consisting of hydrogen, optionally substituted C1-C6alkyl, optionally substituted C3-C8cycloalkyl, optionally substituted aryl, optionally substituted —(C1-C2alkylene)-(aryl), optionally substituted C2-C9heterocycloalkyl, optionally substituted heteroaryl, and optionally substituted —(C1-C2alkylene)-(heteroaryl);
R27 and R28 are each independently selected from the group consisting of hydrogen, optionally substituted C1-C6alkyl, optionally substituted C3-C8cycloalkyl, optionally substituted aryl, optionally substituted —(C1-C2alkylene)-(aryl), optionally substituted C2-C9heterocycloalkyl, optionally substituted heteroaryl, and optionally substituted —(C1-C2alkylene)-(heteroaryl); or R27 and R28 together with the nitrogen atom to which they are attached, form an optionally substituted C2-C9heterocycloalkyl ring;
R30 is halogen,

each R31 is independently halogen, —OH, —CN, —NO2, —NH2, optionally substituted C1-C6alkyl, optionally substituted C1-C6alkoxy, optionally substituted C1-C6alkylamine, optionally substituted C3-C8cycloalkyl, optionally substituted C2-C9heterocycloalkyl, aryl, or heteroaryl;
each R32 and R33 are each independently selected from the group consisting of hydrogen, halogen, and C1-C6alkyl;
R34 and R35 are each independently selected from the group consisting of hydrogen, optionally substituted C1-C6alkyl, optionally substituted C3-C8cycloalkyl, and optionally substituted C2-C9heterocycloalkyl; or R34 and R35 together with the nitrogen atom to which they are attached, form an optionally substituted C2-C9heterocycloalkyl ring;
n is 0, 1, 2, or 3
p is 0, 1, 2, 3, or 4;
r is 0, 1, 2, 3, or 4; and
t is 2, 3, or 4.

US Pat. No. 10,793,576

COMPOUND USED AS BRUTON'S TYROSINE KINASE INHIBITOR AND PREPARATION METHOD AND APPLICATION THEREOF

CHENGDU BRILLIANT PHARMAC...

1. A compound, having the structure shown in formula (I) or an isomer, a pharmaceutically acceptable solvate or salt thereof:
wherein Y is a substituted or unsubstituted aryl or heteroaryl;
R is a substituted or unsubstituted alkenyl or alkynyl;
M is

wherein P is CR5R6, N—R7 or O;
R7 is a substituted or unsubstituted C1-8 alkyl, a substituted or unsubstituted C1-8 heteroalkyl, a substituted or unsubstituted C3-8 cycloalkyl, a substituted or unsubstituted C3-8 heterocycloalkyl, or

R5, R6 and R8 are independently selected from the group consisting of substituted or unsubstituted C1-8 alkyls, substituted or unsubstituted C1-8 heteroalkyls, substituted or unsubstituted C3-8 cycloalkyls, and substituted or unsubstituted C3-8 heterocycloalkyls.

US Pat. No. 10,793,575

OXOISOQUINOLINE DERIVATIVES

CARNA BIOSCIENCES, INC., ...

1. An oxoisoquinoline compound of the following formula:or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,574

TYK2 INHIBITORS AND USES THEREOF

Nimbus Lakshmi, Inc., Ca...

1. A compound of formula VIII:
or a pharmaceutically acceptable salt thereof, wherein:X is C(R3);Y is C(R1);R1 is H, D, or halogen;R2 is —N(R)C(O)Cy2, —N(R)S(O)2Cy2, or —N(R)Cy2;R3 is H or halogen;Cy1 is phenyl or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur; wherein Cy1 is substituted with n instances of R5;Cy2 is phenyl; a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur; a 3-7 membered saturated or partially unsaturated heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, and sulfur; or a 3-7 membered saturated or partially unsaturated monocyclic carbocyclic ring; wherein Cy2 is substituted with p instances of R6;Cy3 is a 5-6 membered monocyclic heteroaromatic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur; wherein Cy3 is substituted with r instances of R8;L1 is —N(R)—;each instance of R4, R5, R6, R7 and R8 is independently RA or RB, and is substituted by q instances of Rc;each instance of RA is independently oxo, halogen, —CN, —NO2, —OR, —ORD, —SR, —NR2, —S(O)2R, —S(O)2NR2, —S(O)R, —S(O)NR2, —C(O)R, —C(O)OR, —C(O)NR2, —C(O)N(R)OR, —OC(O)R, —OC(O)NR2, —N(R)C(O)OR, —N(R)C(O)R, —N(R)C(O)NR2, —N(R)C(NR)NR2, —N(R)S(O)2NR2, or —N(R)S(O)2R;each instance of RB is independently C1-6 aliphatic; phenyl; a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur; an 8-10 membered bicyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur; a 3-7 membered saturated or partially unsaturated carbocyclic ring; a 3-7 membered saturated or partially unsaturated monocyclic heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, and sulfur; or a 7-12 membered saturated or partially unsaturated bicyclic heterocyclic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur;each instance of RC is independently oxo, halogen, —CN, —NO2, —OR, —SR, —NR2, —S(O)2R, —S(O)2NR2, —S(O)R, —S(O)NR2, —C(O)R, —C(O)OR, —C(O)NR2, —C(O)N(R)OR, —OC(O)R, —OC(O)NR2, —N(R)C(O)OR, —N(R)C(O)R, —N(R)C(O)NR2, —N(R)C(NR)NR2, —N(R)S(O)2NR2, or —N(R)S(O)2R or an optionally substituted group selected from C1-6 aliphatic, phenyl, a 3-7 membered saturated or partially unsaturated heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, and sulfur, and a 5-6 membered heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur;RD is a C1-4 aliphatic group wherein one or more hydrogens are replaced by deuterium;each R is independently hydrogen, or an optionally substituted group selected from C1-6 aliphatic, phenyl, a 3-7 membered saturated or partially unsaturated heterocyclic having 1-2 heteroatoms independently selected from nitrogen, oxygen, and sulfur, and a 5-6 membered heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur, or:two R groups on the same nitrogen are taken together with their intervening atoms to form a 4-7 membered saturated, partially unsaturated, or heteroaryl ring having 0-3 heteroatoms, in addition to the nitrogen, independently selected from nitrogen, oxygen, and sulfur; andeach of m, n, p, q, and r is independently 0, 1, 2, 3, or 4.

US Pat. No. 10,793,573

FIRST-IN-CLASS OF SHMT2 AND MTHFD2 INHIBITORS AS ANTITUMOR AGENTS

Duquesne University of Th...

1. A method of treating a patient having cancer comprising administering a therapeutically effective amount of a compound of Formula I, and optionally a pharmaceutically acceptable salt thereof:
Formula I,
wherein,
R is one selected from the group consisting of H and CH3;
n is an integer ranging from 3 to 4 when X is —CH2— and Ar is 1,4-phenyl, or n is an integer ranging from 1 to 4 when X is —CH2— and Ar is either 2?-fluoro-1,4-phenyl or 2,5-thienyl, or n is an integer ranging from 1 to 4 when X is one selected from the group consisting of O, S, —NH—, —NHCHO—, —NHCOCH3—, and —NHCOCF3— and Ar is one selected from the group consisting of (a) 1,4-phenyl, (b) 2?-fluoro-1,4-phenyl, and (c) 2,5-thienyl, wherein said cancer is selected from the group consisting of non-small cell lung cancer, pancreatic cancer, ovarian cancer, and colon cancer.

US Pat. No. 10,793,572

SUBSTITUTED PYRIMIDINE DERIVATIVES USEFUL IN THE TREATMENT OF AUTOIMMUNE DISEASES

THE PROVOST FELLOWS FOUND...

1. A compound of formula (I)or a pharmaceutically acceptable salt thereof,wherein:
R1 is selected from H and CH3;
R2 is selected from H, C4H9 alkyl, and C3H6-phenyl, said phenyl optionally substituted by OH or OCH3;
X is O or S; and
Y is N; and
R1 and R2 are not both H.

US Pat. No. 10,793,571

USES OF DIAZEPANE DERIVATIVES

Dana-Farber Cancer Instit...

1. A method of treating a leukemia in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a compound of the formula:or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,570

METHODS AND REAGENTS FOR RADIOLABELING

Memorial Sloan-Kettering ...

1. A method of administering a radiolabeled compound to a patient comprising administering to a patient in need thereof an amount of a compound of Formula IL:
or a pharmaceutically acceptable salt thereof,
wherein:
X is CH2—, —O—, or —S—;
Y1 and Y2 are independently —CR3a— or —N—;
Z1, Z2, and Z3 are independently —CH— or —N—;
R1 is hydrogen or halogen;
L is a straight or branched, C2-14 aliphatic group wherein one or more carbons are optionally and independently replaced by -Cy-, —NR—, —N(R)C(O)—, —C(O)N(R)—, —C(O)N(O)—, —N(R)SO2—, —SO2N(R)—, —O—, —C(O)—, —OC(O)—, —C(O)O—, —S—, —SO—, or —SO2—,
each -Cy- is independently an optionally substituted 3-8 membered bivalent, saturated, partially unsaturated, or aryl ring having 0-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or an optionally substituted 8-10 membered bivalent saturated, partially unsaturated, or aryl bicyclic ring having 0-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
R2 is hydrogen or an optionally substituted group selected from the group consisting of C1-6 aliphatic, phenyl, 3- to 7-membered saturated or partially unsaturated monocyclic carbocyclyl, 3- to 7-membered saturated or partially unsaturated monocyclic heterocyclyl having 1-2 heteroatoms selected from oxygen, nitrogen, or sulfur, 5- to 6-membered heteroaryl having 1-4 heteroatoms selected from oxygen, nitrogen, or sulfur, 7- to 10-membered saturated or partially unsaturated bicyclic carbocyclyl, 7- to 10-membered saturated or partially unsaturated bicyclic heterocyclyl having 1-4 heteroatoms selected from oxygen, nitrogen, or sulfur, 7- to 10-membered bicyclic heteroaryl having 1-4 heteroatoms selected from oxygen, nitrogen, or sulfur, or 8- to 10-membered bicyclic aryl;
each R3 is independently halogen, —NO2, —CN, —OR, —SR, —N(R)2, —C(O)R, —CO2R, —C(O)C(O)R, —C(O)CH2C(O)R, —S(O)R, —S(O)2R, —C(O)N(R)2, —SO2N(R)2, —OC(O)R, —N(R)C(O)R, —N(R)N(R)2, or optionally substituted C1-6 aliphatic or pyrrolyl; or
two R3 groups are taken together with their intervening atoms to form Ring A, wherein Ring A is a 3- to 7-membered partially unsaturated carbocyclyl, phenyl, a 5- to 6-membered partially unsaturated monocyclic heterocyclyl having 1-2 heteroatoms selected from oxygen, nitrogen, or sulfur, 5- to 6-membered heteroaryl having 1-4 heteroatoms selected from oxygen, nitrogen, or sulfur, or 6-membered aryl;
R3a is R3 or hydrogen;
each R is independently hydrogen or an optionally substituted group selected from C1-6 aliphatic, phenyl, 3- to 7-membered saturated or partially unsaturated carbocyclyl, 3- to 7-membered saturated or partially unsaturated monocyclic heterocyclyl having 1-2 heteroatoms selected from oxygen, nitrogen, or sulfur, or 5- to 6-membered heteroaryl having 1-4 heteroatoms selected from oxygen, nitrogen, or sulfur, or:
two R groups on the same nitrogen are taken together with their intervening atoms to form an optionally substituted ring selected from 3- to 7-membered saturated or partially unsaturated monocyclic heterocyclyl having 1-2 heteroatoms selected from oxygen, nitrogen, or sulfur, or 5- to 6-membered heteroaryl having 1-4 heteroatoms selected from oxygen, nitrogen, or sulfur;
RL is a radiolabel;
with the proviso that compound IL is not

wherein the compound is administered intravenously, intramuscularly, intracutaneously, subcutaneously, intraduodenally, or intraperitoneally.

US Pat. No. 10,793,569

TOLL-LIKE RECEPTOR 7 (TLR7) AGONISTS HAVING HETEROATOM-LINKED AROMATIC MOIETIES, CONJUGATES THEREOF, AND METHODS AND USES THEREFOR

BRISTOL-MYERS SQUIBB COMP...

1. A compound having a structure according to formula (Ib-12):

US Pat. No. 10,793,568

HORMONE RECEPTOR MODULATORS FOR TREATING METABOLIC CONDITIONS AND DISORDERS

ARDELYX, INC., Fremont, ...

1. A compound of Formula (Ix):
or a salt thereof,
wherein:
L1 is —(CH2)p— and p is 1;
A is phenyl;
R1 and R2 are both a Cl;
R3 is cyclopropyl;
R4 is COOR6a; and
R6a is H.

US Pat. No. 10,793,567

BICYCLIC INHIBITORS OF HISTONE DEACETYLASE

Rodin Therapeutics, Inc.,...

1. A compound of the formula:
or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,566

BRUTON'S TYROSINE KINASE INHIBITORS

ZIBO BIOPOLAR CHANGSHENG ...

1. A compound of Formula (I) having the following structure:
wherein:
A is CH;
B is N;
C is CH;
D is C—R1;
R1 is Cl, F, OH, CN, —CHF2, —CH3, —OCH3—OCH2CH3, —OCH2CH2CH3, —OCH2CH2CH2CH3, —OCH(CH3)2, —OCH2CH2OH, —OCH2CH2NH2, —OCH2CH2N(CH3)2, or

R2 is

wherein X is O, OCRaRb, CRaRbO, S(O), S(O)2, CRaRb, NR(C?O), C?ONRc or a bond; and E is a hydrogen, an aryl or a heteroaryl substituted with one to three R5 substituents; or a 3-7 membered saturated or partially unsaturated carbocyclic ring, an 8-10 membered bicyclic saturated, partially unsaturated or aryl ring, a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, a 4-7 membered saturated or partially unsaturated heterocyclic ring having 1-3 heteroatoms independently selected from nitrogen, oxygen, or sulfur, a 7-10 membered bicyclic saturated or partially unsaturated heterocyclic ring having 1-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or an 8-10 membered bicyclic heteroaryl ring having 1-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur; or —X-E is hydrogen, halogen, —ORa, —O(CH2)1-4Ra, —CN, —NO2;
R4 and R5 are each independently selected from the group consisting of hydrogen, halogen, hydroxy, cyano, OCF3, OCF2H, C1-6 alkyl, optionally substituted with one to five fluorines, C3-6 cycloalkyl, optionally substituted with one to five fluorines, C1-4alkoxy, optionally substituted with one to five fluorines, C1-4 alkylthio, optionally substituted with one to five fluorines, C1-4 alkylsulfonyl, optionally substituted with one to five fluorines, carboxy, C1-4 alkyloxycarbonyl, and C1-4 alkylcarbonyl;
Ra and Rb are each independently hydrogen, fluorine, or C1-3 alkyl, optionally substituted with one to five fluorines;
Rc is hydrogen or C1-3 alkyl, optionally substituted with one to five fluorines;
R3 is a group having a double bond,
a stereoisomer thereof, a tautomer thereof, a solvate thereof, or a prodrug thereof.

US Pat. No. 10,793,564

AMINO ACID COMPOUNDS AND METHODS OF USE

PLIANT THERAPEUTICS, INC....

1. A compound of formula (II):
or a salt thereof, wherein:
R1 is C6-C14 aryl or 5- to 10-membered heteroaryl wherein the C6-C14 aryl and 5- to 10-membered heteroaryl are optionally substituted by R1a;
R2 is hydrogen; deuterium; C1-C6 alkyl optionally substituted by R2a; —OH; —O—C1-C6 alkyl optionally substituted by R2a; C3-C6 cycloalkyl optionally substituted by R2b: —O—C3-C6 cycloalkyl optionally substituted by R2b: 3- to 12-membered heterocyclyl optionally substituted by R2c; or —S(O)2R2d; with the proviso that any carbon atom bonded directly to a nitrogen atom is optionally substituted with an R2a moiety other than halogen;
each R1a is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 cycloalkenyl, 3- to 12-membered heterocyclyl, 5- to 10-membered heteroaryl, C6-C14 aryl, deuterium, halogen, —CN, —OR3, —SR3, —NR4R5, —NO2, —C?NH(OR3), —C(O)R3, —OC(O)R3, —C(O)OR3, —C(O)NR4R5, —NR3C(O)R4, —NR3C(O)OR4, —NR3C(O)NR4R5, —S(O)R3, —S(O)2R3, —NR3S(O)R4, —NR3S(O)2R4, —S(O)NR4R5, —S(O)2NR4R5, or —P(O)(OR4)(OR5), wherein each R1ais, where possible, independently optionally substituted by deuterium, halogen, oxo, —OR6, —NR6R7, —C(O)R6, —CN, —S(O)R6, —S(O)2R6, —P(O)(OR6)(OR7), C3-C8 cycloalkyl, 3- to 12-membered heterocyclyl, 5- to 10-membered heteroaryl, C6-C14 aryl, or C1-C6 alkyl optionally substituted by deuterium, oxo, —OH or halogen;
each R2a, R2b, R2c, R2e, and R2f is independently oxo or R1a;
R2d is C1-C6 alkyl optionally substituted by R2e or C3-C5 cycloalkyl optionally substituted by R2f;
each R3 is independently hydrogen, deuterium, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5- to 10-membered heteroaryl or 3- to 12-membered heterocyclyl, wherein the C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5- to 10-membered heteroaryl and 3- to 12-membered heterocyclyl of R3 are independently optionally substituted by halogen, deuterium, oxo, —CN, —OR8, —NR8R9, —P(O)(OR8)(OR9), or C1-C6 alkyl optionally substituted by deuterium, halogen, —OH or oxo;
R4 and R5 are each independently hydrogen, deuterium, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5- to 6-membered heteroaryl or 3- to 6-membered heterocyclyl, wherein the C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5- to 6-membered heteroaryl and 3- to 6-membered heterocyclyl of R4 and R5 are independently optionally substituted by deuterium, halogen, oxo, —CN, —OR8, —NR8R9 or C1-C6 alkyl optionally substituted by deuterium, halogen, —OH or oxo;
or R4 and R5 are taken together with the atom to which they attached to form a 3- to 6-membered heterocyclyl optionally substituted by deuterium, halogen, oxo, —OR8, —NR8R9 or C1-C6 alkyl optionally substituted by deuterium, halogen, oxo or —OH;
R6 and R7 are each independently hydrogen, deuterium, C1-C6 alkyl optionally substituted by deuterium, halogen, or oxo, C2-C6 alkenyl optionally substituted by deuterium, halogen, or oxo, or C2-C6 alkynyl optionally substituted by deuterium, halogen, or oxo;
or R6 and R7 are taken together with the atom to which they attached to form a 3- to 6-membered heterocyclyl optionally substituted by deuterium, halogen, oxo or C1-C6 alkyl optionally substituted by deuterium, halogen, or oxo; and
R8 and R9 are each independently hydrogen, deuterium, C1-C6 alkyl optionally substituted by deuterium, halogen, or oxo, C2-C6 alkenyl optionally substituted by deuterium, halogen or oxo, or C2-C6 alkynyl optionally substituted by deuterium, halogen, or oxo;
or R8 and R9 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by deuterium, halogen, oxo or C1-C6 alkyl optionally substituted by deuterium, oxo, or halogen.

US Pat. No. 10,793,563

GCN2 INHIBITORS AND USES THEREOF

MERCK PATENT GMBH, Darms...

1. A compound of one of formula XV-a, XV-a, or XV-c:
or a pharmaceutically acceptable salt thereof, wherein:
each of R1 is independently hydrogen, halogen, —CN, —NO2, —C(O)R, —C(O)OR, —C(O)NR2, —C(O)NRS(O)2R, —C(O)N?S(O)R2, —NR2, —NRC(O)R, —NRC(O)NR2, —NRC(O)OR, —NRS(O)2R, —NRS(O)2NR2, —OR, —ON(R)SO2R, —P(O)R2, —SR, —S(O)R, —S(O)2R, —S(O)(NH)R, —S(O)2N(R)2, —S(NH2)2(O)OH, —N?S(O)R2, —CH3, —CH2OH, —CH2NHSO2CH3, —CD3, —CD2NRS(O)2R, or R; or
two R1 groups are optionally taken together to form ?O or ?NH; or
two R1 groups are optionally taken together to form a bivalent C2-4 alkylene chain;
each R is independently hydrogen or an optionally substituted group selected from C1-6 aliphatic, a 3-8 membered saturated or partially unsaturated monocyclic carbocyclic ring, phenyl, an 8-10 membered bicyclic aromatic carbocyclic ring, a 4-8 membered saturated or partially unsaturated monocyclic heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, or sulfur, a 5-6 membered monocyclic heteroaromatic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or an 8-10 membered bicyclic heteroaromatic ring having 1-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur; or
two R groups are optionally taken together to form a bivalent C2-4 alkylene chain; or
two R groups are optionally taken together with their intervening atoms to form an optionally substituted 3-7 membered saturated or partially unsaturated monocyclic ring having 0-4 heteroatoms independently selected from nitrogen, oxygen or sulfur;
m is 0, 1, 2, 3, 4 or 5.

US Pat. No. 10,793,562

N-PYRIDINYL ACETAMIDE DERIVATIVES AS WNT SIGNALLING PATHWAY INHIBITORS

Redx Pharma PLC, Maccles...

1. A pharmaceutical formulation comprising a compound of formula (VIa) and a pharmaceutically acceptable excipient:
wherein
het1 represents a substituted or unsubstituted 9 membered bicyclic heteroaryl group comprising a 5 membered ring, wherein the 5 membered ring comprises 1 or 2 nitrogen atoms, and a 6 membered ring, wherein the 6 membered ring comprises 1 or 2 nitrogen atoms, and when substituted the ring system is substituted with 1, 2, or 3 groups independently selected at each occurrence from the group consisting of halo, C1-4 alkyl, C1-4 haloalkyl, —ORA2, —NRA2RB2, —CN, SO2RA2, and C3-6 cycloalkyl;
het2 represents an aromatic, saturated or unsaturated 6 membered heterocyclic ring which is unsubstituted or substituted, and when substituted the ring is substituted with 1, 2 or 3 groups independently selected at each occurrence from the group consisting of halo, C1-4 alkyl, C1-4 haloalkyl, —ORA1, —NRA1RB1, —CN, —NO2, —NRA1C(O)RB1, —C(O)NRA1RB1, —NRA1SO2RB1, —SO2NRA1RB1, —SO2RA1, —C(O)RA1, —C(O)ORA1 and C3-6 cycloalkyl;
R3 is selected from the group consisting of H, C1-4 alkyl, C1-4 haloalkyl and C3-6 cycloalkyl;
R4 is independently selected at each occurrence from the group consisting of halo, C1-4 alkyl, C1-4 haloalkyl, —CN, —ORA4, —NRA4RB4, —SO2RA4, C3-6 cycloalkyl and C3-6 halocycloalkyl;
n is 0, 1 or 2; and
RA1, RB1, RA2, RB2, RA4 and RB4 are at each occurrence independently selected from the group consisting of H, C1-4 alkyl, C1-4 haloalkyl.

US Pat. No. 10,793,561

1,8-NAPHTHYRIDINONE COMPOUNDS AND USES THEREOF

NUVATION BIO INC., New Y...

1. A compound of Formula (I):or a tautomer or isomer thereof, or a pharmaceutically acceptable salt of any of the foregoing, wherein:R1 is H or C1-C6 alkyl wherein the C1-C6 alkyl of R1 is optionally substituted with oxo or Ra;
R2 is H, Rb or oxo;
R4 is H, oxo, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, —CN, —OR8, —SR8, —NO2, —C?NH(OR8), —C(O)R8, —OC(O)R8, —C(O)OR8, —C(O)NR9R10, —OC(O)NR9R10, —NR8C(O)OR9, —NR8C(O)NR9R10, —S(O)R8, —S(O)2R8, —NR8S(O)R9, —C(O)NR8S(O)R9, —NR8S(O)2R9, —C(O)NR8S(O)2R9, —S(O)NR9R10, —S(O)2NR9R10, —P(O)(OR9)(OR10), C3-C6 cycloalkyl, 3-12-membered heterocyclyl, 5- to 10-membered heteroaryl, C6-C14 aryl, —(C1-C3 alkylene)CN, —(C1-C3 alkylene)OR8, —(C1-C3 alkylene)SR8, —(C1-C3 alkylene)NR9R10, —(C1-C3 alkylene)CF3, —(C1-C3 alkylene)NO2, —C?NH(OR8), —(C1-C3 alkylene)C(O)R8, —(C1-C3 alkylene)OC(O)R8, —(C1-C3 alkylene)C(O)OR8, —(C1-C3 alkylene)C(O)NR9R10, —(C1-C3 alkylene)OC(O)NR9R10, —(C1-C3 alkylene)NR8C(O)R9, —(C1-C3 alkylene)NR8C(O)OR9, —(C1-C3 alkylene)NR8C(O)NR9R10, —(C1-C3 alkylene)S(O)R8, —(C1-C3 alkylene)S(O)2R8, —(C1-C3 alkylene)NR8S(O)R9, —C(O)(C1-C3 alkylene)NR8S(O)R9, —(C1-C3 alkylene)NR8S(O)2R9, —(C1-C3 alkylene)C(O)NR8S(O)2R9, —(C1-C3 alkylene)S(O)NR9R10, —(C1-C3 alkylene)S(O)2NR9R10, —(C1-C3 alkylene)P(O)(OR9)(OR10), —(C1-C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(3-12-membered heterocyclyl), —(C1-C3 alkylene)(5-10-membered heteroaryl) or -(C1-C3 alkylene)(C6-C14 aryl), each of which is independently optionally substituted by halogen, oxo, —OR11, —NR11R12, —C(O)R11, —CN, —S(O)R11, —S(O)2R11, —P(O)(OR11)(OR12), —(C1-C3 alkylene)OR11, —(C1-C3 alkylene)NR11R12, —(C1-C3 alkylene)C(O)R11, —(C1-C3 alkylene)S(O)R11, —(C1-C3 alkylene)S(O)2R11, —(C1-C3 alkylene)P(O)(OR11)(OR12), C3-C8 cycloalkyl, or C1-C6 alkyl optionally substituted by oxo, —OH or halogen;
R3 and R5 are each independently H or Rc;
each Ra, Rb, and Rc is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, —CN, —OR8, —SR8, —NR9R10, —NO2, —C?NH(OR8), —C(O)R8, —OC(O)R8, —C(O)OR8, —C(O)NR9R10, —OC(O)NR9R10, —NR8C(O)R9, —NR8C(O)OR9, —NR8C(O)NR9R10, —S(O)R8, —S(O)2R8, —NR8S(O)R9, —C(O)NR8S(O)R9, —NR8S(O)2R9, —C(O)NR8S(O)2R9, —S(O)NR9R10, —S(O)2NR9R10, —P(O)(OR9)(OR10), C3-C6 cycloalkyl, 3-12-membered heterocyclyl, 5- to 10-membered heteroaryl, C6-C14 aryl, —(C1-C3 alkylene)CN, —(C1-C3 alkylene)OR8, —(C1-C3 alkylene)SR8, —(C1-C3 alkylene)NR9R10, —(C1-C3 alkylene)CF3, —(C1-C3 alkylene)NO2, —C?NH(OR8), —(C1-C3 alkylene)C(O)R8, —(C1-C3 alkylene)OC(O)R8, —(C1-C3 alkylene)C(O)OR8, —(C1-C3 alkylene)C(O)NR9R10, —(C1-C3 alkylene)OC(O)NR9R10, —(C1-C3 alkylene)NR8C(O)R9, —(C1-C3 alkylene)NR8C(O)OR9, —(C1-C3 alkylene)NR8C(O)NR9R10, —(C1-C3 alkylene)S(O)R8, —(C1-C3 alkylene)S(O)2R8, —(C1-C3 alkylene)NR8S(O)R9, —C(O)(C1-C3 alkylene)NR8S(O)R9, —(C1-C3 alkylene)NR8S(O)2R9, —(C1-C3 alkylene)C(O)NR8S(O)2R9, —(C1-C3 alkylene)S(O)NR9R10, —(C1-C3 alkylene)S(O)2NR9R10, —(C1-C3 alkylene)P(O)(OR9)(OR10), —(C1-C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(3-12-membered heterocyclyl), —(C1-C3 alkylene)(5-10-membered heteroaryl) or -(C1-C3 alkylene)(C6-C14 aryl), wherein each Ra, Rb, and Rc is independently optionally substituted by halogen, oxo, —OR11, —NR11R12, —C(O)R11, —CN, —S(O)R11, —S(O)2R11, —P(O)(OR11)(OR12), —(C1-C3 alkylene)OR11, —(C1-C3 alkylene)NR11R12, —(C1-C3 alkylene)C(O)R11, —(C1-C3 alkylene)S(O)R11, —(C1-C3 alkylene)S(O)2R11, —(C1-C3 alkylene)P(O)(OR11)(OR12), C3-C8 cycloalkyl, or C1-C6 alkyl optionally substituted by oxo, —OH or halogen;
wherein when R1 is C1-C6 alkyl, R4 is other than —NR9R10 and R3 is other than —C(O)R8;
------ is a single bond or a double bond, wherein when ------ is a double bond, R2 is oxo;
is a single bond or a double bond, wherein when is a double bond, R4 is oxo;
one of ------ and is a double bond and the other is a single bond;
A is C6-C12 aryl, 5- to 10-membered heteroaryl, 9- to 10-membered carbocycle, or 9- to 10-membered heterocycle, wherein the C6-C12 aryl, 5- to 10-membered heteroaryl or 9- to 10-membered carbocycle, or 9- to 10-membered heterocycle of A is optionally further substituted with R6;
B is phenyl, 5- to 6-membered heteroaryl, 5- to 6-membered carbocycle, 5- to 6-membered heterocycle, or 9- to 10-membered heteroaryl, wherein the phenyl, 5- to 6-membered heteroaryl, 5- to 6-membered carbocycle, 5- to 6-membered heterocycle, or 9- to 10-membered heteroaryl of B is optionally further substituted with R7;
wherein when B is 5- to 6-membered heterocycle, A is other than phenyl optionally further substituted with R6 or pyridyl optionally further substituted with R6;
each R6 and R7 is independently oxo, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, —CN, —OR8, —SR8, —NR9R10, —NO2, —C?NH(OR8), —C(O)R8, —OC(O)R8, —C(O)OR8, —C(O)NR9R10, —OC(O)NR9R10, —NR8C(O)R9, —NR8C(O)OR9, —NR8C(O)NR9R10, —S(O)R8, —S(O)2R8, —NR8S(O)R9, —C(O)NR8S(O)R9, —NR8S(O)2R9, —C(O)NR8S(O)2R9, —S(O)NR9R10, —S(O)2NR9R10, —P(O)(OR9)(OR10), C3-C6 cycloalkyl, 3-12-membered heterocyclyl, 5- to 10-membered heteroaryl, C6-C14 aryl, —(C1-C3 alkylene)CN, —(C1-C3 alkylene)OR8, —(C1-C3 alkylene)SR8, —(C1-C3 alkylene)NR9R10, —(C1-C3 alkylene)CF3, —(C1-C3 alkylene)NO2, —C?NH(OR8), —(C1-C3 alkylene)C(O)R8, —(C1-C3 alkylene)OC(O)R8, —(C1-C3 alkylene)C(O)OR8, —(C1-C3 alkylene)C(O)NR9R10, —(C1-C3 alkylene)OC(O)NR9R10, —(C1-C3 alkylene)NR8C(O)R9, —(C1-C3 alkylene)NR8C(O)OR9, —(C1-C3 alkylene)NR8C(O)NR9R10, —(C1-C3 alkylene)S(O)R8, —(C1-C3 alkylene)S(O)2R8, —(C1-C3 alkylene)NR8S(O)R9, —C(O)(C1-C3 alkylene)NR8S(O)R9, —(C1-C3 alkylene)NR8S(O)2R9, —(C1-C3 alkylene)C(O)NR8S(O)2R9, —(C1-C3 alkylene)S(O)NR9R10, —(C1-C3 alkylene)S(O)2NR9R10, —(C1-C3 alkylene)P(O)(OR9)(OR10), —(C1-C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(3-12-membered heterocyclyl), —(C1-C3 alkylene)(5-10-membered heteroaryl) or -(C1-C3 alkylene)(C6-C14 aryl), wherein each R6 and R7 is independently optionally substituted by halogen, oxo, —OR11, —NR11R12, —C(O)R11, —CN, —S(O)R11, —S(O)2R11, —P(O)(OR11)(OR12), —(C1-C3 alkylene)OR11, —(C1-C3 alkylene)NR11R12, —(C1-C3 alkylene)C(O)R11, —(C1-C3 alkylene)S(O)R11, —(C1-C3 alkylene)S(O)2R11, —(C1-C3 alkylene)P(O)(OR11)(OR12), C3-C8 cycloalkyl, or C1-C6 alkyl optionally substituted by oxo, —OH or halogen;
R8 is independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5-6-membered heteroaryl, 3-6-membered heterocyclyl, —(C1-C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(C6-C14 aryl), —(C1-C3 alkylene)(5-6-membered heteroaryl), or -(C1-C3 alkylene)(3-6-membered heterocyclyl), wherein the C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5-6-membered heteroaryl, 3-6-membered heterocyclyl, —(C1-C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(C6-C14 aryl), —(C1-C3 alkylene)(5-6-membered heteroaryl), and -(C1-C3 alkylene)(3-6-membered heterocyclyl) are independently optionally substituted by halogen, oxo, —CN, —OR13, —NR13R14, —P(O)(OR13)(OR14), phenyl optionally substituted by halogen, or C1-C6 alkyl optionally substituted by halogen, —OH or oxo;
R9 and R10 are each independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5-6-membered heteroaryl, 3-6 membered heterocyclyl, —(C1-C3 alkylene)NR11R12, C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(3-6-membered heterocyclyl), —(C1-C3 alkylene)(5-6-membered heteroaryl) or -(C1-C3 alkylene)(C6 aryl), wherein the C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C6-C14 aryl, 5-6-membered heteroaryl, 3-6 membered heterocyclyl, —(C1-C3 alkylene)(C3-C6 cycloalkyl), —(C1-C3 alkylene)(3-6-membered heterocyclyl), —(C1-C3 alkylene)(5-6-membered heteroaryl) and —(C1-C3 alkylene)(C6 aryl) are independently optionally substituted by halogen, oxo, —CN, —OR13, —NR13R14 or C1-C6 alkyl optionally substituted by halogen, —OH or oxo;
or R9 and R10 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo, —OR13, —NR3R14 or C1-C6 alkyl optionally substituted by halogen, oxo or —OH;
R11 and R12 are each independently hydrogen, C1-C6 alkyl optionally substituted by halogen or oxo, C2-C6 alkenyl optionally substituted by halogen or oxo, or C2-C6 alkynyl optionally substituted by halogen or oxo;
or R11 and R12 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo or C1-C6 alkyl optionally substituted by halogen or oxo; and
R13 and R14 are each independently hydrogen, C1-C6 alkyl optionally substituted by halogen or oxo, C2-C6 alkenyl optionally substituted by halogen or oxo, or C2-C6 alkynyl optionally substituted by halogen or oxo;
or R13 and R14 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo or C1-C6 alkyl optionally substituted by oxo or halogen.

US Pat. No. 10,793,560

N-PYRIDINYL ACETAMIDE DERIVATIVES AS INHIBITORS OF THE WNT SIGNALING PATHWAY

RedX Pharma PLC, Maccles...

1. A pharmaceutical formulation comprising a compound of formula (III):whereinX1 and X2 are selected from CR6 and N, provided that one of X1 and X2 is CR6 and the other is N;
het2 is a 6 membered heteroaryl ring containing 1, 2 or 3 N heteroatoms which may be unsubstituted or substituted, and when substituted the ring is substituted with 1, 2 or 3 groups independently selected at each occurrence from the group consisting of halo, C1-4 alkyl, C1-4 haloalkyl, —ORA1, —NRA1RB1, —CN, and NRA1C(O)RB1;
het3 is a 6 membered heteroaryl ring containing 1, 2 or 3 N heteroatoms which may be unsubstituted or substituted, and when substituted the ring is substituted with 1, 2 or 3 groups independently selected at each occurrence from the group consisting of halo, C1-4 alkyl, C1-4 haloalkyl, —ORA1, —NRA1RB1, —CN, and NRA1C(O)RB1;
R1 and R2 are each H;
R3 is selected from the group consisting of H, C1-4 alkyl, C1-4 haloalkyl, and C3-6 cycloalkyl;
R4 is independently selected at each occurrence from the group consisting of halo, C1-4 alkyl, C1-4 haloalkyl, —CN, —ORA4, —NRA4RB4, —SO2RA4, C3-6 cycloalkyl and C3-6 halocycloalkyl;
R5 and R6 are, at each occurrence, independently selected from the group consisting of H, halo, C1-4 alkyl, C1-4 haloalkyl, —ORA2, —NRA2RB2, —CN, —SO2RA2, and C3-6 cycloalkyl;
m is 1;
n is selected from 0, 1 or 2; and
RA1, RB1, RA2, RB2, RA4 and RB4 are at each occurrence independently selected from the group consisting of H, C1-4 alkyl, and C1-4 haloalkyl; and
a pharmaceutically acceptable excipient.

US Pat. No. 10,793,559

CHEMICAL COMPOUNDS

GlaxoSmithKline Intellect...

1. A method of treating a disorder mediated by inappropriate PI3-kinase activity comprising administering an amount of a compound of formula (I):
wherein
R1 is C1-6alkoxy or —N(C1-6alkyl)2,
R2 is hydrogen or C1-6alkyl optionally substituted by —C(O)OC1-6alkyl or —OC(O)C1-6alkyl,
R3, R4, R5 and R6 are each independently selected from hydrogen and halogen;
R7 and R8 are each independently C1-6alkyl, or
R7 and R8, together with the nitrogen atom to which they are attached, are linked to form a 5- or 6-membered heterocyclyl wherein the 5- or 6-membered heterocyclyl optionally contains a further nitrogen atom and is optionally substituted by C3-6cycloalkyl, 4- to 6-membered heterocyclyl containing one or two heteroatoms independently selected from oxygen and nitrogen, or C1-6alkyl wherein the C1-6alkyl is optionally substituted by hydroxy or C1-6alkoxy, or
R7 and R8, together with the nitrogen atom to which they are attached, are linked to form a 5- or 6-membered heterocyclyl wherein the 5- or 6-membered heterocyclyl contains an oxygen atom and is optionally substituted by one or two substituents independently selected from C1-6alkyl;
or a pharmaceutically acceptable salt thereof, to a patient in need thereof, by inhibiting PI3-kinase activity and wherein said disorder mediated by inappropriate PI3-kinase activity is selected from the group consisting of asthma and COPD.

US Pat. No. 10,793,558

QUINOLINE OXADIAZOLES AS CYTOPROTECTIVE AGENTS

1. A compound of Formula I:or an enantiomer, a mixture of enantiomers, a mixture of two or more diastereomers, or an isotopic variant thereof; or a pharmaceutically acceptable salt, solvate, or hydrate thereof; wherein:R2 is methyl;
R3, R4, R5, R6, and R7 are each independently (a) hydrogen, cyano, or halo or (b) C1-6 alkyl with the proviso that R3 and R7 are not concurrently Cl; and
R1 is optionally substituted phenyl, thiophenyl, or furanyl with the proviso that R1 is not 2-methoxy-phenyl or 2-butoxy-phenyl.

US Pat. No. 10,793,557

STING AGONIST COMPOUNDS

1. A compound according to general formula (I):or a pharmaceutically acceptable salt thereof, whereineach A-R1 is independently selected from the group consisting of C—R1 and N;
each R1 is independently selected from the group consisting of H, halogen, OR6, N(R6)2, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkyl substituted by OR6, C1-C6 alkyl substituted by N(R6)2, COOR6, and C(O)N(R6)2;
each R2 is independently selected from the group consisting of H, halogen, CN, OR6, N(R6)2, COOR6, C(O)N(R6)2, SO2R6, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkyl substituted by OR6, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkenyl substituted by OR6, C2-C6 alkynyl, C2-C6 haloalkynyl, C2-C6 alkynyl substituted by OR6, C3-C6 cycloalkyl, and a 3- to 6-membered heterocyclic ring including 1 to 2 ring members selected from the group consisting of O, S, and N(R6);
R3 and R4 are independently selected from the group consisting of O—(C1-C4 alkylene or haloalkylene), C1-C5 alkylene or haloalkylene, and N(R6)—(C1-C4 alkylene or haloalkylene);
optionally R4 may be taken together with an adjacent C—R1 and the atom to which they are attached to form fused ring E, which is selected from phenyl or a 5- or 6-membered heterocyclic ring including 1 to 2 ring members selected from the group consisting of O, S, N, and N(R6) wherein the bond to R3 from said ring E is from an atom on said ring E with an open valence for substitution and wherein said phenyl or heterocyclic ring is optionally substituted with one or more members of the group consisting of halogen, C1-C3 alkyl, and C1-C3 haloalkyl;
each R6 is independently selected from the group consisting of H, C1-C6 alkyl, and C1-C6 haloalkyl;
each X1 is independently selected from the group consisting of C?O, —CH2—, —CHF—, and —CF2—;
each X2 is independently selected from (C(R8)2)(1-3), wherein each R8 is independently selected from the group consisting of H, halogen, C1-C6 alkyl, CN, OR6, N(R6)2, C1-C6 haloalkyl, C3-C6 cycloalkyl, C1-C6 alkyl substituted by OR6, and C1-C6 alkyl substituted by N(R6)2;
optionally 2 R8 on different carbon atoms may be taken together, along with the atoms to which they are attached, to form a 3- to 6-membered fused ring; and
optionally 2 R8 on a single carbon atom may be taken together, along with the atom to which they are attached, to form a 3- to 6-membered spirocycle;
each X3 is independently selected from the group consisting of COOR6, C(O)SR6, C(S)OR6,
SO2R6, C(O)N(R9)2, and CN; andeach R9 is independently selected from the group consisting of H, COOR6, and SO2R6.

US Pat. No. 10,793,556

8-AMINO-2-OXO-1,3-DIAZA-SPIRO-[4.5]-DECANE DERIVATIVES

GRUENENTHAL GMBH, Aachen...

1. A compound according to general formula (I)
wherein
R1 and R2 independently of one another mean
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —OH, —OCH3, —CN and —CO2CH3;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —OH, —OCH3, —CN and —CO2CH3; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted; or
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —OH, —OCH3, —CN and —CO2CH3; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted;
or
R1 and R2 together with the nitrogen atom to which they are attached form a ring and mean —(CH2)3-6—; —(CH2)2—O—(CH2)2—; or —(CH2)2—NRA—(CH2)2—, wherein RA means —H or —C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br and —I;
R3 means
C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
R4 means
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said —C1-C6-alkyl is optionally connected through —C(?O)—, —C(?O)O—, or —S(?O)2—;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 6-14-membered aryl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—; or
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 5-14-membered heteroaryl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—;
R5 means
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or
a moiety according to general formula (X);

R11, R12, R13, R14, R15, R16, R17, R18, R19, and R20 independently of one another mean —H, —F, —Cl, —Br, —I, —OH, or —C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
wherein “mono- or polysubstituted” means that one or more hydrogen atoms are replaced by a substituent independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —R21, —C(?O)R21, —C(?O)OR21, —C(?O)NR21R22, —O—(CH2CH2—O)1-30—H, —O—(CH2CH2—O)1-30—CH3, ?O, —OR21, —OC(?O)R21, —OC(?O)OR21, —OC(?O)NR21R22, —NO2, —NR21R22, —NR21—(CH2)1-6—C(?O)R22, —NR21—(CH2)1-6—C(?O)OR22, —NR23—(CH2)1-6—C(?O)NR21R22, —NR21C(?O)R22, —NR21C(?O)—OR22, —NR23C(?O)NR21R22, —NR21S(?O)2R22, —SR21, —S(?O)R21, —S(?O)2R21, —S(?O)2OR21, and —S(?O)2NR21R22;
wherein
R21, R22 and R23 independently of one another mean
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, and —O—C1-C6-alkyl;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
or R21 and R22 within —C(?O)NR21R22, —OC(?O)NR21R22, —NR21R22, —NR23—(CH2)1-6—C(?O)NR21R22, —NR23C(?O)NR21R22, or —S(?O)2NR21R22 together with the nitrogen atom to which they are attached form a ring and mean —(CH2)3-6—; —(CH2)2—O—(CH2)2—; or —(CH2)2—NRB—(CH2)2—, wherein RB means —H or —C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br and —I;
or a physiologically acceptable salt thereof.

US Pat. No. 10,793,555

OXIME ESTER PHOTOINITIATORS

BASF SE, (DE)

1. Compounds of formula (I)
whereinX isA is O, S, NR5 or CR16R17;R1 is hydrogen, or C1-C20alkyl which is unsubstituted, or substituted by one or more substituents selected from the group consisting ofhalogen, OR3, SR4, NR5R6, CN, (CO)OR3, (CO)NR5R6, C3-C8cycloalkyl, C3-C8cycloalkyl which is interrupted by one or more O, S, CO or NR5, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl and C3-C20heteroarylcarbonyl, of which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl orC3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3, SR4 or NR5R6; orR1 is C2-C20alkyl interrupted by one or more O, S, NR5, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3, (CO)NR5R6, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR3, SR4 or NR5R6;R1 is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted, or interrupted by one or more O, S, CO, NR5 or COOR3;R1a is selected from hydrogen, or C1-C20alkyl which is unsubstituted, or substituted by one or more substituents selected from the group consisting of halogen, OR3a, SR4a, NR5aR6a, CN, (CO)OR3a, (CO)NR5aR6a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl andC3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3a, SR4a or NR5aR6a;R1a is C2-C20alkyl interrupted by one or more O, S, NR5a, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)-(C1-C8alkyl), (CO)OR3a, (CO)NR5aR6a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl orC3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, C1-C8alkyl, OR3a, SR4a or NR5aR6a;R1a is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR5a or COOR3a;
R1a is C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR3a, SR4a, NR5aR6a, COOR3a, (CO)-(C1-C8alkyl), benzoyl or SO2-(C1-C4haloalkyl);
R1a is C1-C20alkoxy, which is unsubstituted or substituted by one or more C1-C10alkyl, C1-C4haloalkyl, halogen, phenyl, C1-C20alkylphenyl or C1-C8alkoxyphenyl;
R1a is C2-C20alkoxy, which is interrupted by one or more O, S, NR5a, CO, SO or SO2; or R1a is C6-C20aryloxy or C3-C20heteroaryloxy, which C6-C20aryloxy or C3-C20heteroaryloxy is unsubstituted, or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR3a, SR4a, NR5aR6a, COOR3a, (CO)(C1-C8alkyl), SO2-(C1-C4haloalkyl), benzoyl, or
which benzoyl oris unsubstituted, or substituted byR2 is unsubstituted, branched C5alkyl;R3 is selected from hydrogen, (CO)R1a, (CO)OR3a, CONR5R6, C1-C20alkyl, which is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, OR3a, SR4a, NR5aR6a, CN, (CO)OR3a, (CO)NR5aR6a, PO(OR1a)2, S(O)mR1a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl and C3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3a, SR4a, NR5aR6a, PO(OR1a)2 or S(O)mR1a;R3 is C2-C20alkyl interrupted by one or more O, S, NR5a, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3a, (CO)NR5aR6a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl orC3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR3a, SR4a or NR5aR6a;R3 is C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted, or interrupted by one or more O, S, CO, NR5a or COOR3a;
R3 is C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, OR3a, SR4a, NR5aR6a, COOR3a, (CO)R1a (CO)NR5aR6a, PO(OR1a)2, S(O)mR1a,
C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR3a, CONR5aR6a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR3a, SR4a or NR5aR6a, C2-C20alkyl which is interrupted by one or more O, S or NR5a; phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted, or substituted by one or more OR3a, SR4a or NR5aR6a;R3 together with one of the carbon atoms of R2 or M forms a 5- or 6-membered saturated or unsaturated ring which is uninterrupted, or interrupted by O, S or NR5a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted, or substituted by one or moreC1-C20alkyl, OR3a, SR4a, NR5aR6a, (CO)R1a, NO2, halogen, C1-C4-haloalkyl, CN, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl,or C3-C20cyclalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5a; orR3 is R3a, and R3a is selected from hydrogen, (CO)O(C1-C8alkyl) or CON(C1-C8alkyl)2;R3a is C1-C20alkyl which is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, OH, SH, CN, C3-C8alkenoxy, OCH2CH2CN, OCH2CH2(CO)O(C1-C8alkyl), O(CO)(C1-C8alkyl), O(CO)(C2-C4)alkenyl, O(CO)phenyl, (CO)OH, (CO)O(C1-C8alkyl), C3-C8cycloalkyl, SO2(C1-C4haloalkyl), O(C1-C4haloalkyl), phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl and C3-C8cycloalkyl which is interrupted by one or more O;
R3a is C2-C20alkyl interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)(C1-C8alkyl), (CO)O(C1-C8alkyl), (CO)N(C1-C8alkyl)2, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl or N(C1-C8alkyl)2;
R3a is C2-C12alkenyl or C3-C8cycloalkyl, which C2-C12alkenyl or C3-C8cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, N(C1-C8alkyl) or COO(C1-C8alkyl);or R3a is C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, CN, NO2, OH, C1-C8alkyl, C1-C4haloalkyl, C1-C8alkoxy, phenyl-C1-C3alkyloxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)C1-C8alkyl or (CO)N(C1-C8)2, phenyl or benzoyl; orR3a is C1-C20alkanoyl or C3-C12alkenoyl, which C1-C20alkanoyl or C3-C12alkenoyl is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, OH, C1-C8alkoxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2 or diphenylamino;R4 is selected from hydrogen, C1-C20alkyl which is unsubstituted, or substituted by one or more substituents selected from the group consisting of halogen, OR3a, SR4a, NR5aR6a, CN, (CO)OR3a, (CO)NR5aR6a, PO(OR1a)2, S(O)mR1a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl andC3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3a, SR4a, NR5aR6a, PO(OR1a)2 or S(O)mR1a;R4 is C2-C20alkyl interrupted by one or more O, S, NR5a, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted, or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3a, (CO)NR5aR6a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl orC3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, C1-C8alkyl, OR3a, SR4a or NR5aR6a;R4 is C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, NR5a or COOR3a;
R4 is C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted, or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, OR3a, SR4a, NR5aR6a, COOR3a, (CO)R1a (CO)NR5aR6a, PO(OR1a)2, S(O)mR1a,
C1-C20alkyl which is unsubstituted, or substituted by one or more halogen, COOR3a, CONR5aR6a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR3a, SR4a or NR5aR6a, C2-C20alkyl which is interrupted by one or more O, S or NR5a,phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted, or substituted by OR3a, SR4a or NR5aR6a;R4 together with one of the carbon atoms of R2 or M forms a 5- or 6-membered saturated or unsaturated ring which is uninterrupted, or interrupted by O, S or NR5a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or moreC1-C20alkyl, OR3a, SR4a, NR5aR6a, (CO)R1a, NO2, halogen, C1-C4-haloalkyl, CN, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl,or C3-C20cyclalkyl which is uninterrupted, or interrupted by one or more O, S, CO or NR5a; orR4 is R4a, and R4a is selected from hydrogen, C1-C20alkyl which is unsubstituted, or substituted by one or more substituents selected from the group consisting of halogen, OH, SH, CN, C3-C8alkenoxy, OCH2CH2CN, OCH2CH2(CO)O(C1-C8alkyl), O(CO)(C1-C8alkyl), O(CO)(C2-C4)alkenyl, O(CO)phenyl, (CO)OH, (CO)O(C1-C8alkyl), C3-C8cycloalkyl, SO2(C1-C4haloalkyl), O(C1-C4haloalkyl), phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl and C3-C8cycloalkyl which is interrupted by one or more O;R4a is C2-C20alkyl interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)(C1-C8alkyl), (CO)O(C1-C8alkyl), (CO)N(C1-C8alkyl)2, C6-C20aryl,C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl or N(C1-C8alkyl)2;R4a is C2-C12alkenyl or C3-C8cycloalkyl, which C2-C12alkenyl or C3-C8cycloalkyl is uninterrupted, or interrupted by one or more O, S, CO, N(C1-C8alkyl) or COO(C1-C8alkyl);
R4a is C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, whichC6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, CN, NO2, OH, C1-C8alkyl, C1-C4haloalkyl, C1-C8alkoxy, phenyl-C1-C3alkyloxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)C1-C8alkyl, (CO)N(C1-C8)2, phenyl or benzoyl; orR4a is C1-C20alkanoyl or C3-C12alkenoyl, which C1-C20alkanoyl or C3-C12alkenoyl is unsubstituted, or substituted by one or more halogen, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, OH, C1-C8alkoxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2 or diphenylamino;R5 and R6 independently of each other are hydrogen, S(O)mR1a, O(CO)R1a, (CO)R1a or CONR5aR6a;R5 and R6 independently of each other are C1-C20alkyl which is unsubstituted, or substituted by one or more substituents selected from the group consisting of halogen, OR3a, SR4a, NR5aR6a, CN, (CO)OR3a, (CO)NR5aR6a, PO(OR1a)2, S(O)mR1a, C3-C8cycloalkyl, which is uninterrupted, or interrupted by one or more O, S, CO or NR5a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl and C3-C20heteroarylcarbonyl, of which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, phenyl,C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3a, SR4a, NR5aR6a, PO(OR1a)2 or S(O)mR1a;R5 and R6 independently of each other are C2-C20alkyl interrupted by one or more O, S, NR5a, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted, or substituted by one or more C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3a, (CO)NR5aR6a, C6-C20aryl,C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted, or substituted by one or more halogen, C1-C8alkyl, OR3a, SR4a or NR5aR6a;R5 and R6 independently of each other are C2-C12alkenyl or C3-C20cycloalkyl, whichC2-C12alkenyl or C3-C20cycloalkyl is uninterrupted, or interrupted by one or more O, S, CO, NR5a or COOR3a;R5 and R6 independently of each other are C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted, or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, OR3a, SR4a, NR5aR6a, COOR3a, (CO)R1a (CO)NR5aR6a, PO(OR1a)2, S(O)mR1a,
C1-C20alkyl, which is unsubstituted, or substituted by one or more halogen, COOR3a, CONR5aR6a, phenyl,C3-C8cycloalkyl, C3-C20heteroaryl, OR3a, SR4a or NR5aR6a, C2-C20alkyl which is interrupted by one or more O, S or NR5a,phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted, or substituted by OR3a, SR4a or NR5aR6a;R5 and R6 independently of each other are C1-C20alkoxy, which is unsubstituted, or substituted by one or more halogen, phenyl, C1-C8alkylphenyl or C1-C8alkoxyphenyl;
R5 and R6 independently of each other are C2-C20alkoxy, which is interrupted by one or more O, S, NR5a, CO, SO or SO2;
R5 and R6 independently of each other are C6-C20aryloxy or C3-C20heteroaryloxy, which C6-C20aryloxy or C3-C20heteroaryloxy is unsubstituted, or substituted by one or more halogen, C1-C8alkyl, C1-C4haloalkyl, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR3a, SR4a, NR5aR6a, COOR3a, (CO)R1a or SO2R1a;
R5 together with one of the carbon atoms of R2 or M forms a 5- or 6-membered saturated or unsaturated ring which is uninterrupted, or interrupted by O, S or NR5a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or moreC1-C20alkyl, OR3a, SR4a, NR5aR6a, (CO)R1a, NO2, halogen, C1-C4-haloalkyl, CN, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl,or C3-C20cyclalkyl, which is uninterrupted or interrupted by one or more O, S, CO or NR5a;R5 and R6 together with the N-atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring which is uninterrupted, or interrupted by O, S or NR5a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, OR3a, SR4a, NR5aR6a, (CO)R1a, NO2, halogen, C1-C4-haloalkyl, CN, phenyl,
or C3-C20cyclalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5a; orR5 and R6 is R5a and R6a, and R5a and R6a are independently of each other are hydrogen, C1-C20alkyl, S(O)m(C1-C8alkyl), O(CO)(C1-C8alkyl), (CO)(C1-C8alkyl), (CO)O(C1-C8alkyl) or CON(C1-C8alkyl)2;R5a and R6a independently of each other are C1-C20alkyl substituted by one or more halogen, OH, SH, CN, C3-C8alkenoxy, OCH2CH2CN, OCH2CH2(CO)O(C1-C8alkyl), O(CO)(C1-C8alkyl), O(CO)(C2-C4)alkenyl, O(CO)phenyl, (CO)OH, (CO)O(C1-C8alkyl), C3-C8cycloalkyl, SO2(C1-C4haloalkyl), O(C1-C4haloalkyl), phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, C3-C8cycloalkyl or C3-C8cycloalkyl which is interrupted by one or more O;or R5a and R6a independently of each other are C2-C20alkyl interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)(C1-C8alkyl), (CO)O(C1-C8alkyl), (CO)N(C1-C8alkyl)2,C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl,C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl or N(C1-C8alkyl)2;R5a and R6a independently of each other are C2-C12alkenyl or C3-C8cycloalkyl, whichC2-C12alkenyl or C3-C8cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, N(C1-C8alkyl) or COO(C1-C8alkyl);R5a and R6a independently of each other are C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, CN, NO2, OH, C1-C8alkyl, C1-C4haloalkyl, C1-C8alkoxy, phenyl-C1-C3alkyloxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)C1-C8alkyl, (CO)N(C1-C8alkyl)2, phenyl or benzoyl;
R5a and R6a independently of each other are C1-C20alkanoyl or C3-C12alkenoyl, which C1-C20alkanoyl or C3-C12alkenoyl is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, OH, C1-C8alkoxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2 or diphenylamino;
R5a and R6a independently of each other are C1-C20alkoxy, which is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl or C1-C8alkoxyphenyl; or R5a and R6a independently of each other are C2-C20alkoxy, which is interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2;
R5a and R6a independently of each other are C6-C20aryloxy or C3-C20heteroaryloxy, which C6-C20aryloxy or C3-C20heteroaryloxy is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C4haloalkyl, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, C1-C8alkoxy, C1-C8alkylsulfanyl, N(C1-C8alkyl)2, CO(OC1-C8alkyl), (CO)(C1-C8alkyl) or SO2-(C1-C8alkyl); or
R5a and R6a together with the N-atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or N(C1-C8alkyl), and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl, N(C1-C8alkyl)2, NO2, halogen, C1-C4haloalkyl, CN, phenyl or C3-C20cyclalkyl which is uninterrupted or interrupted by one or more O, S, CO or N(C1-C8alkyl);R7, R8, R9, R10 and R11 independently of each other are hydrogen, C1-C20alkyl, halogen, CN, NO2, OR3, SR4, NR5R6, COOR3, (CO)R1a, (CO)NR5R6, PO(OR1a)2, S(O)mR1a,wherein the substituents OR3, SR4 or NR5R6 optionally form 5-or 6-membered ring via the radicals R3, R4, R5 or R6 with further substituents on the group X;or R7, R8, R9, R10 and R11 independently of each other are C1-C20alkyl substituted by one or more substituents selected from the group consisting of halogen, OR3, SR4, NR5R6, CN, (CO)OR3, (CO)NR5R6, PO(OR1a)2, S(O)mR1a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl andC3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3, SR4, NR5R6, PO(OR1a)2 or S(O)mR1a;R7, R8, R9, R10 and R11 independently of each other are C2-C20alkyl interrupted by one or more O, S, NR5, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3, (CO)NR5R6, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR3, SR4 or NR5R6;
R7, R8, R9, R10 and R11 independently of each other are C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, NR5 or COOR3; or
R7, R8, R9, R10 and R11 independently of each other are C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, OR3, SR4, NR5R6, COOR3, (CO)R1a (CO)NR5R6, PO(OR1a)2, S(O)mR1a,
C1-C20alkyl, which is unsubstituted or substituted by one or more halogen, COOR3a, CONR5R6, phenyl,C3-C8cycloalkyl, C3-C20heteroaryl, OR3, SR4 or NR5R6, C2-C20alkyl which is interrupted by one or more O, S or NR5, phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted or substituted by OR3, SR4 or NR5R6;or R8 and R9, R9 and R10, or R10 and R11 areR12, R13, R14 and R15 independently of each other are hydrogen, C1-C20alkyl, halogen, CN, NO2, OR3, SR4, NR5R6, COOR3, (CO)R1a, (CO)NR5R6, PO(OR1a)2, S(O)mR1a,wherein the substituents OR3, SR4 or NR5R6 optionally form a 5- or 6-membered ring via the radicals R3, R4, R5 or R6 with further substituents on the group X;or R12, R13, R14 and R15 independently of each other are C1-C20alkyl substituted by one or more substituents selected from the group consisting of halogen, OR3, SR4, NR5R6, CN, (CO)OR3, (CO)NR5R6, PO(OR1a)2, S(O)mR1a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl andC3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl orC3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3, SR4, NR5R6, PO(OR1a)2 or S(O)mR1a;R12, R13, R14 and R15 independently of each other are C2-C20alkyl interrupted by one or more O, S, NR5, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3, (CO)NR5R6, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR3, SR4 or NR5R6; Of
R12, R13, R14 and R15 independently of each other are C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, NR5 or COOR3;
R12, R13, R14 and R15 independently of each other are C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, OR3, SR4, NR5R6, COOR3, (CO)R1a (CO)NR5R6, PO(OR1a)2, S(O)m-R1a,
C1-C20alkyl, which is unsubstituted or substituted by one or more halogen, COOR3a, CONR5R6, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR3, SR4 or NR5R6, C2-C20alkyl which is interrupted by one or more O, S or NR5, phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted or substituted by OR3, SR4 or NR5R6;R16 and R17 independently of each other are hydrogen, C1-C20alkyl, which is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, OR3, SR4, NR5R6, CN, (CO)OR3, (CO)NR5R6, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl andC3-C20heteroarylcarbonyl, which C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl orC3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR3, SR4 or NR5R6; OfR16 and R17 independently of each other are C2-C20alkyl interrupted by one or more O, S, NR5, CO, SO or SO2, which interrupted C2-C20alkyl is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)R1a, (CO)OR3, (CO)NR5R6, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR3, SR4 or NR5R6; Of
R16 and R17 independently of each other are C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, NR5 or COOR3;
R16 and R17 independently of each other are C6-C20aryl or C3-C20heteroaryl, which C6-C20aryl or C3-C20heteroaryl is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR3, SR4, NR5R6, COOR3, (CO)R1a or SO2R1a; or
R16 and R17 together with the carbon atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or NR5a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, OR3a, SR4a, NR5aR6a, (CO)R1a, NO2, halogen, C1-C4haloalkyl, CN, phenyl or C3-C20cyclalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR5a;Ar1 is C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl, C3-C20heteroarylcarbonyl orwhich C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl, C3-C20heteroarylcarbonyl oris unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, COOR3, (CO)R1a, (CO)NR5R6, PO(OR1a)2, S(O)mR1a,OR3, SR4, NR5R6, wherein the substituents OR3, SR4 or NR5R6 optionally form 5-or 6-membered rings via the radicals R3, R4, R5 or R6 with further substituents on the phenyl ring, C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR3, CONR5R6, phenyl,C3-C8Cycloalkyl, C3-C20heteroaryl, OR3, SR4 or NR5R6,C2-C20alkyl which is interrupted by one or more O, S or NR5, C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, NR5 or COOR3, phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted or substituted by OR3, SR4 or NR5R6;or Ar1 isAr2 iswhich is unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, CN, NO2, COOR3, (CO)R1a, (CO)NR5R6, PO(OR1a)2, S(O)mR1a,OR3, SR4, NR5R6,C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR3, CONR5R6, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR3, SR4 or NR5R6, C2-C12alkenyl or C3-C20cycloalkyl, which C2-C12alkenyl or C3-C20cycloalkyl is uninterrupted or interrupted by one or more O, S, CO, NR5 or COOR3, C2-C20alkyl which is interrupted by one or more O, S or NR5, phenyl, naphthyl, benzoyl and naphthoyl, which phenyl, naphthyl, benzoyl or naphthoyl is unsubstituted or substituted by OR3, SR4 or NR5R6;Z2 is a direct bond, O, S or NR5;m is 1 or 2; andQ is CO or a direct bond.

US Pat. No. 10,793,553

TLR7/8 ANTAGONISTS AND USES THEREOF

Merck Patent GmbH, Darms...

1. A compound of formula I,Ior a pharmaceutically acceptable salt thereof, wherein,Ring A is

Ring B is heteroaryl having 1-4 heteroatoms independently selected from nitrogen, oxygen, and sulfur; each of which is optionally substituted;
R1 is —CH3, or —CF3;
each R2 is independently —H, —R, halogen, -haloalkyl, —OR, —SR, —CN, —NO2, —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 —H, —R, halogen, -haloalkyl, —OR, —SR, —CN, —NO2, —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 R4 is independently —R, halogen, -haloalkyl, —OR, —SR, —CN, —NO2, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRC(O)OR, —NRSO2R, or —N(R)2;
each R5 is independently —R, halogen, -haloalkyl, —OR, —SR, —CN, —NO2, —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 C1-6 aliphatic, C3-10aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocyclic 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; 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 heterocyclic 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;
k is 1 or 2;
n is 0, 1, or 2;
p is 0, 1, or 2;
r is 1, 2, or 3; and
t is 1, 2, or 3.

US Pat. No. 10,793,552

AMINO PYRIMIDINE SSAO INHIBITORS

ELI LILLY AND COMPANY, I...

1. A compound of formula

US Pat. No. 10,793,549

SULFURYL-SUBSTITUTED BENZOHETEROCYCLIC DERIVATIVE, PREPARATION METHOD AND MEDICAL USE THEREOF

SHANGHAI HAIYAN PHARMACEU...

1. A compound of formula (I), or a pharmaceutically acceptable salt, stereoisomer, solvate or prodrug thereof:
wherein,
Z is ?CH—, —CH2— or ?N—;
“” is a single bond or double bond;
R1 is a halogen, C1-8 alkyl, halogenated C1-8 alkoxy, C1-8 alkoxy, NRa0Rb0;
R2 is a hydrogen, halogen, CN, C6-10 aryl, 4 to 6 membered saturated or partially unsaturated single heterocycle, 5 to 6 membered single heteroaryl ring;
R3 is a C1-8 alkyl, C2-8 alkynyl, C6-10 aryl, C3-8 cycloalkyl, 4 to 6 membered saturated or partially unsaturated single heterocycle or NRa0Rb0;
the alkyl, cycloalkyl, alkoxy, aryl, 4 to 6 membered saturated or partially unsaturated single heterocycle, 5 to 6 membered single heteroaryl ring is unsubstituted or substituted by 1, 2 or 3 substituents selected from the group consisting of acetyl, hydroxy, hydroxymethyl, hydroxyethyl, carboxyl, —C(O)OC1-6 alkyl, CN, 4 to 6 membered saturated single heterocycle, NRa1Rb1, halogen, C1-8 alkyl, C1-8 alkoxy, halogenated C1-8 alkyl, C2-8 alkenyl, and —CH2-L1; L1 is 4 to 6 membered saturated single heterocycle or NRa1Rb1;
Ra0, Rb0, Ra1, Rb1 are each independently hydrogen or C1-8 alkyl.

US Pat. No. 10,793,548

METHOD FOR PREPARING TYROSINE KINASE INHIBITOR AND DERIVATIVE THEREOF

Jiangsu Hengrui Medicine ...

1. A method for preparing a compound of formula II or a pharmaceutically acceptable salt thereof,
the method comprising reacting a compound of formula IV with a compound of formula III,
wherein:
R is hydroxy, and the method comprises reacting the compound of formula IV with the compound of formula III in the presence of a condensing agent, wherein the condensing agent is at least one selected from the group consisting of DCC, EDC, BOP, HBTU, and EEDQ;
wherein the compound of formula II is a compound of formula I, the compound of formula III is a compound of formula VII, and the compound of formula IV is a compound of formula VI,

wherein R2 is selected from the group consisting of an amino protecting group and alkyl; or
wherein the compound of formula II is Neratinib, the compound of formula III is a compound of formula VII, and the compound of formula IV is a compound of formula IX,

wherein R2 and R3 are each independently selected from the group consisting of an amino protecting group and alkyl.

US Pat. No. 10,793,547

MODULATOR OF THE CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR, PHARMACEUTICAL COMPOSITIONS, METHODS OF TREATMENT, AND PROCESS FOR MAKING THE MODULATOR

Vertex Pharmaceuticals In...

1. A compound selected from Compound I:deuterated derivatives thereof, and pharmaceutically acceptable salts of any of the foregoing.

US Pat. No. 10,793,546

NON-PLATINUM METAL COMPLEXES FOR EXCIMER BASED SINGLE DOPANT WHITE ORGANIC LIGHT EMITTING DIODES

ARIZONA BOARD OF REGENTS ...

1. A compound of General Formula I:
wherein:
M is Pd2+, Ir+, or Rh+;
each of V1, V2, V3, and V4 is coordinated to M and is independently N, C, P, B, or Si, wherein at least one of V1 and V2 is C;
each of L1, L2, L3, and L4 is a six-membered ring and is independently a substituted or unsubstituted aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, carbene, or N-heterocyclic carbene; and
Z is O, S, NR, CR2, SiR2, BR, PR,
where each R is independently substituted or unsubstituted C1-C4 alkyl or substituted or unsubstituted aryl.

US Pat. No. 10,793,544

DISUBSTITUTED AND TRISUBSTITUTED 1,2,3-TRIAZOLES AS WNT INHIBITORS

1. A compound of the formula:
wherein:
R1 and R1? are each independently aryl(C?18), heteroaryl(C?18), or a substituted version of either group;
R2 is aryl(C?18), substituted aryl(C?18), heteroaryl(C?18), or substituted heteroaryl(C?18);
R2? is hydrogen, aryl(c?18), substituted aryl(c?18), heteroaryl(c?18), or substituted heteroaryl(c?18);
R3 and R3? are each independently —X—Y;
wherein:
X is arenediyl(C?18), substituted arenediyl(C?18), heteroarenediyl(C?18), or substituted heteroarenediyl(C?18);
Y is aryl(C?12), heteroaryl(C?12), heterocycloalkyl(C?12), or a substituted version of these three groups;
R4 and R4? are each independently hydrogen, alkyl(C?12), or substituted alkyl(C?12); and
R5 and R5? are each independently hydrogen, alkyl(C?12), or substituted alkyl(C?12);
or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,543

SELECTIVE C-KIT KINASE INHIBITOR

PRECEDO PHARMACEUTICALS C...

1. A compound of formula (I), or a pharmaceutically acceptable salt thereof:
wherein,
Y is CH;
R1 is selected from the group consisting of H, C1-6 alkyl, C1-6 alkoxy and halogen;
R2 is pyridinyl optionally substituted with R3;
R3 is selected from the group consisting of C1-6 alkyl and C1-6 alkylamino.

US Pat. No. 10,793,542

HETROARYLAMINE COMPOUNDS FOR MODULATING THE HEDGEHOG PATHWAY AND PREPARING METHOD AND USES THEREOF

DEVELOPMENT CENTER FOR BI...

1. A compound of formula (I):
wherein:
X and Y are each independently N or CH, and at least one of X and Y is N;
Z1 and Z2 are each independently N or CH, and at least one of Z1 and Z2 is CH;
R1 is NH2; OR3, NHR3, SR3 or SOR3;
R2 is alkyl, cycloalkyl, aryl, heteroaryl, or heterocycloalkyl wherein the alkyl, cycloalkyl, aryl, heteroaryl, and heterocycloalkyl are optionally substituted with 1, 2, or 3 R4;
R3 is optionally substituted alkyl or cycloalkyl;
R4 is halo, hydroxy, mercapto, cyano, nitro, amino, alkyl, alkoxy, alkylamino, dialkylamino, cycloalkyl, haloalkyl, haloalkoxy, aryl, heteroaryl, or heterocycloalkyl;
A and B are each independently hydrogen, halo, cyano, amino, alkyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, halocycloalkyl, alkylaminoalkyl, alkylaminodialkyl, or alkyl-heterocycloalkyl, wherein the alkyl, alkoxy, cycloalkyl and heterocycloalkyl are optionally substituted;
p is 0, 1, 2, 3, or 4; and
q is 0, 1, 2, 3, or 4;
or a pharmaceutically acceptable salt, geometric isomer, enantiomer, diastereomer, prodrug, or solvate thereof.

US Pat. No. 10,793,541

PROCESS FOR MAKING COMPOUNDS FOR USE IN THE TREATMENT OF CANCER

Exelixis, Inc., Alameda,...

1. A process for preparing a compound of formula II, comprising deprotecting a compound of formula III

US Pat. No. 10,793,540

METHOD FOR PRODUCING FLUORINE-CONTAINING CYCLOPROPANE CARBOXYLIC ACID COMPOUND

Central Glass Company, Li...

1. A method of producing a fluorine-containing cyclic sulfate of the general formula [2], comprising: reacting a fluorine-containing diol compound of the general formula [1] with sulfuryl fluoride in the presence of at least one basic compound selected from the group consisting of alkali metal hydrides, alkaline earth metal hydrides, alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal carbonates, alkaline earth metal carbonates, alkali metal hydrogencarbonates and alkaline earth metal hydrogencarbonateswhere Rf represents a C1-C6 linear or branched fluoroalkyl group having at least one fluorine atom; and * represents an asymmetric carbon atomwhere Rf represents the same group as defined in the general formula [1]; and * represents an asymmetric carbon atom.

US Pat. No. 10,793,538

CYCLOALKENYL HYDROXAMIC ACID DERIVATIVES AND THEIR USE AS HISTONE DEACETYLASE INHIBITORS

The Broad Institute, Inc....

1. A compound of formula I:or a pharmaceutically acceptable salt or tautomer thereof, whereinn is 0, 1, 2, 3, 4, or 5;
t is 1, 2, 3, 4, or 5;
s is 0, 1, 2, 3, 4, 5, 6, 7 or 8;
X is CRbRc, NRd, or S(O)z;
W is CRe or N;
Re is hydrogen, OH, C1-C4 alkyl, or halogen;
z is 0, 1, or 2;
each Ra is independently selected from halogen, CN, CF3, ORf, OCF3, C(O)Rg, C1-C8 alkoxyl, NRhRi, C2-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring and heteroaromatic ring are unsubstituted or substituted with one or more R1, provided that when X is CH2, W is CH, and n+t is 3, s is not 0;
each Rb, Rc, and Rd is independently selected from hydrogen, halogen, CN, CF3, ORf, OCF3, C(O)Rg, C1-C8 alkoxyl, NRhRi, S(O)zRj, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring and heteroaromatic ring are unsubstituted or substituted with one or more R1;
or Re is attached to Ra to form a fused ring, wherein said ring is selected from C3-C8 cycloalkyl, C4-C8 cycloalkenyl, 3 to 10-membered saturated or unsaturated heterocyclic ring, 6 to 10-membered aromatic ring, and 3 to 10-membered heteroaromatic ring, wherein said fused ring is unsubstituted or substituted with one or more R2;
or taken together two Ra are attached to form a fused ring, wherein said ring is selected from C3-C8 cycloalkyl, C4-C8 cycloalkenyl, 3 to 10-membered saturated or unsaturated heterocyclic ring, 6 to 10-membered aromatic ring, and 3 to 10-membered heteroaromatic ring, wherein said fused ring is unsubstituted or substituted with one or more R2;
or one Rb, Rc, or Rd is attached to Re or Ra to form a fused ring, wherein said ring is selected from C3-C8 cycloalkyl, C4-C8 cycloalkenyl, 3 to 10-membered saturated or unsaturated heterocyclic ring, 6 to 10-membered aromatic ring, and 3 to 10-membered heteroaromatic ring, wherein said fused ring is unsubstituted or substituted with one or more R2;
or taken together two Ra are attached to form a bridged ring;
or Ra is attached to one Rb, Rc, or Rd to form a bridged ring;
or Rb and Rc taken together with the carbon atom to which they are attached form C?O;
or two Ra taken together with the carbon atom to which they are attached form a spirocyclic ring selected from a C3-C8 cycloalkyl, C4-C8 cycloalkenyl, or 3 to 10-membered saturated or unsaturated heterocyclic ring, wherein said spirocyclic ring is unsubstituted or substituted with one or more R2, provided that when n is 2, t is 0, W is CH, and X is O or S, said fused ring is not unsubstituted phenyl;
or Rb and Rc taken together with the carbon atom to which they are attached form a spirocyclic ring selected from a C3-C8 cycloalkyl, C4-C8 cycloalkenyl, or 3 to 10-membered saturated or unsaturated heterocyclic ring, wherein said spirocyclic ring is unsubstituted or substituted with one or more R2;
each Rg is selected from hydrogen, ORL, NRmRo, CF3, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring and heteroaromatic ring are unsubstituted or substituted with one or more R3;
each Rf, Ri, Rj, RL, Rm, and Ro is independently selected from hydrogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C(O)Rp, S(O)zRjj, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl; cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring; and heteroaromatic ring are unsubstituted or substituted with one or more R4;
Rh is selected from C1-C8 alkyl; C2-C8 alkenyl, C2-C8 alkynyl, C(O)Rp, S(O)zRjj, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring and heteroaromatic ring are unsubstituted or substituted with one or more R4;
each Rp and Rjj is independently selected from ORq; NRrRu, CF3, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring and heteroaromatic ring are unsubstituted or substituted with one or more R5;
each Rq, Rr, and Ru is independently selected from hydrogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, (CH2)k—C3-C8 cycloalkyl, (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring; wherein said alkyl; alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring, and heteroaromatic ring are unsubstituted or substituted with one or more R6;
each R3, R4, R5, and R6 is independently selected from halogen, CF3, OCF3, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, OC1-C8 alkyl, NH2, NHC1-C8 alkyl, N(C1-C8 alkyl)2, C(O)NRvRy, C(O)Raa, and C(O)ORbb, and (CH2)k-6 to 10-membered aromatic ring, wherein said aromatic ring is unsubstituted or substituted with one or more R7;
R1 is selected from halogen, CF3, OCF3, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, OC1-C8 alkyl, NHC1-C8 alkyl, N(C1-C8 alkyl)2, C(O)NRvRy, C(O)Raa, and C(O)ORbb, and (CH2)k-6 to 10-membered aromatic ling, wherein said aromatic ring is unsubstituted or substituted with one or more R7;
R2 is selected from CF3, OCF3, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, NH2, NHC1-C8 alkyl, N(C1-C8 alkyl)2, C(O)NRvRy, C(O)Raa, and C(O)ORbb, and (CH2)k-6 to 10-membered aromatic ring, wherein said aromatic ring is unsubstituted or substituted with one or more R7;
each Rv, Ry, Raa, and Rbb is independently selected from hydrogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, (CH2)k—C3-C8 cycloalkyl (CH2)k—C4-C8 cycloalkenyl, (CH2)k-3 to 10-membered saturated or unsaturated heterocyclic ring, (CH2)k-6 to 10-membered aromatic ring, and (CH2)k-3 to 10-membered heteroaromatic ring, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclic ring, aromatic ring and heteroaromatic ring are unsubstituted or substituted with one or more R7;
each R7 is selected from halogen, CF3, OCF3, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, OC1-C8 alkyl, NH2, NHC1-C8 alkyl, and N(C1-C8 alkyl)2; and
k is 0, 1, 2; or 3.

US Pat. No. 10,793,537

METHOD OF ACID SACCHARIFICATION OF BIOMASS

KOREA INSTITUTE OF SCIENC...

1. A method of acid saccharification of biomass, comprising:preparing a mixture of two immiscible phases; and
carrying out acid saccharification of the biomass in the mixture of two immiscible phases,
wherein the first phase is an extraction solution for furan compounds and the second phase is an acidic aqueous solution comprising the biomass, and the first phase is immiscible in the second phase, and
wherein the extraction solution for furan compounds comprises a hydrophobic ether compound, an alcohol compound, a ketone compound, or a combination thereof.

US Pat. No. 10,793,535

HETEROCYCLIC GLUTAMINASE INHIBITORS

Calithera Biosciences, In...

1. A compound of formula I,
or a pharmaceutically acceptable salt thereof, wherein:
L represents CH2SCH2, CH2CH2, CH2CH2CH2, CH2, CH2S, SCH2, CH2NHCH2, CH?CH, or

 wherein any hydrogen atom of a CH or CH2 unit may be replaced by alkyl or alkoxy, any hydrogen of an NH unit may be replaced by alkyl, and any hydrogen atom of a CH2 unit of CH2CH2, CH2CH2CH2 or CH2 may be replaced by hydroxy;
X, independently for each occurrence, represents S, O or CH?CH, wherein any hydrogen atom of a CH unit may be replaced by alkyl;
Y, independently for each occurrence, represents H or CH2O(CO)R7;
R7, independently for each occurrence, represents H or substituted or unsubstituted alkyl, alkoxy, aminoalkyl, alkylaminoalkyl, heterocyclylalkyl, arylalkyl, or heterocyclylalkoxy;
Z represents H or R3(CO);
R1 and R2 each independently represent H, alkyl, alkoxy or hydroxy;
R3 represents substituted or unsubstituted alkyl, hydroxyalkyl, aminoalkyl, acylaminoalkyl, alkenyl, alkoxy, alkoxyalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl or C(R8)(R9)(R10), N(R4)(R5) or OR6, wherein any free hydroxyl group may be acylated to form C(O)R7,
R4 and R5 each independently for each occurrence represent H or substituted or unsubstituted alkyl, hydroxyalkyl, acyl, aminoalkyl, acylaminoalkyl, alkenyl, alkoxyalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, or heteroaryloxyalkyl, wherein any free hydroxyl group may be acylated to form C(O)R7;
R6 represents substituted or unsubstituted alkyl, hydroxyalkyl, aminoalkyl, acylaminoalkyl, alkenyl, alkoxyalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, or heteroaryloxyalkyl, wherein any free hydroxyl group may be acylated to form C(O)R7;
R8, R9 and R10 each independently for each occurrence represent H or substituted or unsubstituted alkyl, hydroxy, hydroxyalkyl, amino, acylamino, aminoalkyl, acylaminoalkyl, alkoxycarbonyl, alkoxycarbonylamino, alkenyl, alkoxy, alkoxyalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, or heteroaryloxyalkyl, or R8 and R9 together with the carbon to which they are attached, form a carbocyclic or heterocyclic ring system, wherein any free hydroxyl group may be acylated to form C(O)R7, and wherein at least two of R8, R9 and R10 are not H;
R11 represents aryl, arylalkyl, aryloxy, aryloxyalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, or heteroaryloxyalkyl, wherein the aryl or heteroaryl ring is substituted with either —OCHF2 or —OCF3 and is optionally further substituted, or R11 represents C(R12)(R13)(R14), N(R4)(R14) or OR14, wherein any free hydroxyl group may be acylated to form C(O)R7;
R12 and R13 each independently represent H or substituted or unsubstituted alkyl, hydroxy, hydroxyalkyl, amino, acylamino, aminoalkyl, acylaminoalkyl, alkoxycarbonyl, alkoxycarbonylamino, alkenyl, alkoxy, alkoxyalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, or heteroaryloxyalkyl, wherein any free hydroxyl group may be acylated to form C(O)R7, and wherein both of R12 and R13 are not H; and
R14 represents aryl, arylalkyl, aryloxy, aryloxyalkyl, heteroaryl, heteroarylalkyl, heteroaryloxy, or heteroaryloxyalkyl, wherein the aryl or heteroaryl ring is substituted with either —OCHF2 or —OCF3 and is optionally further substituted.

US Pat. No. 10,793,534

BENZOTHIA(DI)AZEPINE COMPOUNDS AND THEIR USE AS BILE ACID MODULATORS

Albireo AB, Gothenburg (...

1. A compound of formula (I)whereinM is selected from —CH2— and —NR7—;
R1 and R2 are each independently C1-4 alkyl;
R3 is selected from the group consisting of hydrogen, halogen, hydroxy, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, cyano, nitro, amino, N-(C1-4 alkyl)amino, N,N-di(C1-4 alkyl)amino, N-(aryl-C1-4 alkyl)amino, C1-6 alkylcarbonylamino, C3-6 cycloalkylcarbonylamino, N-(C1-4 alkyl)aminocarbonyl, N,N-di(C1-4 alkyl)aminocarbonyl, C1-4 alkyloxycarbonylamino, C3-6 cycloalkyloxycarbonylamino, C1-4 alkylsulfonamido and C3-6 cycloalkylsulfonamido;
n is an integer 1, 2 or 3;
R4 is selected from the group consisting of hydrogen, halogen, cyano, C1-4 alkyl, C3-6 cycloalkyl, C1-4 alkoxy, C3-6 cycloalkyloxy, C1-4 alkylthio, C3-6 cycloalkylthio, amino, N-(C1-4 alkyl)amino and N,N-di(C1-4 alkyl)amino;
one of R5 and R6 is carboxy, and the other of R5 and R6 is selected from the group consisting of hydrogen, fluoro, C1-4 alkyl and C1-4 haloalkyl; and
R7 is selected from the group consisting of hydrogen and C1-4 alkyl;
R8 is selected from the group consisting of hydrogen and C1-4 alkyl;
or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,533

DIMERIC CONTRAST AGENTS

BRACCO IMAGING S.P.A., M...

1. A compound of formula (I)
where:
R is —CH(R1)—COOH, where:
R1 is H or a C1-C3 alkyl chain that is optionally substituted by a C1-C3 alkoxy or C1-C3 hydroxyalkoxy group;
n is 1 or 2;
d is 0 or 1;
R2 is a C1-C5 alkyl substituted by from 1 to 3 groups X where:
X is a group of formula —O—[CH(CH2O—)2]s(R3)s+1 or —O—(CH2CH2O—)r—R3,
in which:
R3 is H or a C1-C3 alkyl group, bound to the respective oxygen atom(s) of terminal units —CH(CH2O—) or —(CH2CH2O—) of X;
r is 1, 2, 3, 4, 5, 6, 7 or 8; and
s is 1, 2 or 3;
with the proviso that when the C1-C5 alkyl in R2 is substituted by a single group X, r and s are not 1,
as well as individual diastereoisomers and their racemic mixtures, and solved enantiomers of the same, and the physiologically acceptable salts thereof.

US Pat. No. 10,793,531

TRIAZOLE DERIVATIVES AND THEIR USE AS PDE4 ACTIVATORS

Mironid Limited, North L...

1. A method of activating long isoforms of PDE4 comprising administering to a subject an effective amount of a compound of Formula 1:
wherein
R1 is selected from H, (C1-4)alkyl and (C1-4)alkyloxy, the (C1-4)alkyl and (C1-4)alkyloxy groups being optionally substituted with 1 to 3 fluoros;
R2 and R6 are independently selected from H, (C1-4)alkyl, (C1-4)alkyloxy, CN and halogen, the (C1-4)alkyl and (C1-4)alkyloxy groups being optionally substituted with 1 to 3 fluoros;
R3, R4 and R5 are independently selected from H, (C1-4)alkyl, (C1-4)alkyloxy, (C1-4)alkylsulfonyl, C(O)—NR16R17, C(O)—OR16, S(O)2—NR16R17, CN and halogen, the (C1-4)alkyl and (C1-4)alkyloxy groups being optionally substituted with 1 to 3 fluoros;
R7, R8, R10 and R11 are independently selected from H and F;
R9 is selected from H, (C1-4)alkyl, (C1-4)alkyloxy, (C1-4)alkylsulfonyl, C(O)-NR16R17, C(O)-OR16, S(O)2-NR16R17, CN and halogen, the (C1-4)alkyl and (C1-4)alkyloxy groups being optionally substituted with 1 to 3 fluoros;
Ru, R13, R14 and R15 are independently selected from H and (C1-4)alkyl;
each R16 and R17, when present, is independently selected from H and (C1-4)alkyl;or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,530

BENZYLAMINOPYRAZINYLCYCLOPROPANECARBOXYLIC ACIDS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

Boehringer Ingelheim Inte...

1. A compound of formula (I)
wherein
R is selected from the group consisting of
H, F, Cl, Br, I, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-6-cycloalkyl, NC—, HNRN—C(?O)—, C1-4-alkyl-NRN—C(?O)—, C3-6-cycloalkyl-NRN—C(?O)—, heterocyclyl-NRN—C(?O)—, heteroaryl-NRN—C(?O)—, HOOC—, C1-4-alkyl-O—C(?O)—, O2N—, HRNN—, C1-4-alkyl-RNN—, C1-4-alkyl-C(?O)NRN—, C3-6-cycloalkyl-C(?O)NRN—, heterocyclyl-C(?O)NRN—, heteroaryl-C(?O)NRN—, C1-4-alkyl-S(?O)2NRN—, C3-6-cycloalkyl-S(?O)2NRN—, heterocyclyl-S(?O)2NRN—, heteroaryl-S(?O)2NRN—, HO—, C1-6-alkyl-O—, HOOC—C1-3-alkyl-O—, C3-6-cycloalkyl-C1-3- alkyl-O—, heterocyclyl-C1-3-alkyl-O—, phenyl-C1-3-alkyl-O—, C3-6-cycloalkyl-O—, heterocyclyl-O—, heteroaryl-O—, C1-4-alkyl-S—, C3-6-cycloalkyl-S—, heterocyclyl-S—, C1-4-alkyl-S(?O)—, C3-6-cycloalkyl-S(?O)—, heterocyclyl-S(?O)—, C1-4-alkyl-S(?O)2—, C3-6-cycloalkyl-S(?O)2—, heterocyclyl-S(?O)2—, phenyl-S(?O)2—, heteroaryl-S(?O)2—, HNRN-S(?O)2—, C1-4-alkyl-NRN—S(?O)2—, heterocyclyl, phenyl, and heteroaryl,
wherein each alkyl, cycloalkyl, and heterocyclyl group or sub-group within the groups forming R is optionally substituted with 1 or more F atoms and optionally substituted with 1 to 3 groups independently selected from Cl, C1-3-alkyl, NC—, (RN)2N—, HO—, C1-3-alkyl-O—, and C1-3-alkyl-S(?O)2—; and
wherein each phenyl and heteroaryl group or sub-group within the groups forming R is optionally substituted with 1 to 5 substituents independently selected from F, Cl, C1-3-alkyl, HF2C—, F3C—, NC—, (RN)2N—, HO—, C1-3-alkyl-O—, F3C—O—, and C1-3-alkyl-S(?O)2—;
wherein each heterocyclyl group or sub-group within the groups forming R is selected from
a cyclobutyl group wherein 1 CH2 group is replaced by —NRN— or —O—;
a C5-6-cycloalkyl group wherein 1 CH2 group is replaced by —C(?O)—, —NRN—,
—O—, —S— or —S(?O)2— and/or 1 CH group is replaced by N;
a C5-6-cycloalkyl group wherein 1 CH2 group is replaced by —NRN— or —O—, a second CH2 group is replaced by —NRN—, —C(?O)— or —S(?O)2— and/or 1 CH group is replaced by N; and
a C5-6-cycloalkyl group wherein 2 CH2 groups are replaced by —NRN— or 1 CH2 group by —NRN— and the other by —O— and a third CH2 group is replaced by —C(?O)— or —S(?O)2— and/or 1 CH group is replaced by N;
wherein each heteroaryl group or sub-group within the groups forming R is selected from
tetrazolyl and a 5- or 6-membered heteroaromatic ring which contains 1, 2, or 3 heteroatoms independently of each other selected from ?N—, —NRN—,
—O— and —S—, wherein in heteroaromatic groups containing a —HC?N— unit this group is optionally replaced by —NRN—C(?O)—;
wherein in heteroaryl and heterocyclyl rings with one or more NH groups, each of said NH groups is replaced by NRN;
R1 is selected from the group consisting of H, F, Cl, C1-4-alkyl, C3-6-cycloalkyl-, HO—C1-4-alkyl, C1-4-alkyl-O—C1-4-alkyl, NC—, HO—, C1-4-alkyl-O—, C3-6-cycloalkyl-O—, C1-4-alkyl-S—, C1-4-alkyl-S(O)—, and C1-4-alkyl-S(O)2—,
wherein any alkyl and cycloalkyl group or sub-group within the groups forming R1 is optionally substituted with 1 or more F atoms, and wherein multiple R1 may be identical or different if m is 2, 3 or 4;
m is an integer selected from 1, 2, 3, and 4;
R2 is selected from the group consisting of H, F, Cl, C1-4-alkyl, NC—, and C1-4-alkyloxy, wherein any alkyl group or sub-group within the groups forming R2 is optionally substituted with 1 or more F atoms, and wherein multiple R2 may be identical or different if n is 2 or 3;
R3 is selected from the group consisting of H, F, Cl, C1-4-alkyl, NC—, and C1-4-alkyl-O—, wherein each alkyl group or sub-group within the groups forming R3 is optionally substituted with 1 or more F atoms;
n is an integer selected from 1, 2, and 3;
RN is independently of each other selected from the group consisting of H, C1-4-alkyl, HO—C1-4-alkyl- (H2C)—, C1-3- alkyl-O—C1-4- alkyl-, C1-4-alkyl-C(?O)—, C1-4-alkyl-NH—C(?O)—, C1-4-alkyl-N(C1-4- alkyl)-C(?O)—, C1-4-alkyl- O—C (?O)—, and C1-4-alkyl-S(?O)2—
wherein each alkyl group or sub-group within the groups forming RN is optionally substituted with 1 or more F atoms;
wherein in any definition mentioned hereinbefore, if not specified otherwise, any alkyl group or sub-group may be straight-chained or branched,
or a salt thereof.

US Pat. No. 10,793,529

SUBSTITUTED PYRIDAZINES AND 1,2,4-TRIAZINES AS PROSTACYCLIN RECEPTOR MODULATORS

ARENA PHARMACEUTICALS, IN...

1. A method for modulating the activity of the prostacyclin receptor in an individual, comprising administering to the individual a compound having the structure of Formula Ia:
or a pharmaceutically acceptable salt, solvate, hydrate or stereoisomer thereof
wherein:
R1 is H or C1-C8 alkyl;
R2 is H, C1-C8 alkyl, aryl or heteroaryl, wherein the C1-C8 alkyl, aryl and heteroaryl are each optionally substituted with one or more substituents independently selected from the group consisting of halogen, C1-C8 alkyl, C1-C8 haloalkyl, C1-C8 alkoxy, C1-C8 alkylthio and aryl;
R3 is H, C1-C8 alkyl, aryl or heteroaryl, wherein the C1-C8 alkyl, aryl and heteroaryl are each optionally substituted with one or more substituents independently selected from the group consisting of halogen, C1-C8 alkyl, C1-C8 haloalkyl, C1-C8 alkoxy, C1-C8 alkylthio, and aryl; and
X is N or CH.

US Pat. No. 10,793,528

3-((HETERO-)ARYL)-8-AMINO-2-OXO-1,3-DIAZA-SPIRO-[4.5]-DECANE DERIVATIVES

1. A compound according to general formula (I)whereinR1 and R2 independently of one another mean
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —OH, —OCH3, —CN and —CO2CH3;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —OH, —OCH3, —CN and —CO2CH3; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted; or
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —OH, —OCH3, —CN and —CO2CH3; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted;
or
R1 and R2 together with the nitrogen atom to which they are attached form a ring and mean —(CH2)3-6—; —(CH2)2—O—(CH2)2—; or —(CH2)2—NRA—(CH2)2—, wherein RA means —H or —C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br and —I;
R3 means
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
R4 means
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said —C1-C6-alkyl is optionally connected through —C(?O)-, —C(?O)O—, or —S(?O)2—;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 6-14-membered aryl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—; or
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or wherein said 5-14-membered heteroaryl moiety is optionally connected through —C(?O)—, —C(?O)O—, —C(?O)O—CH2—, or —S(?O)2—;
X means —O—, —S— or —NR6—;
R5 means
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
in case X means NR6, R6 means
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
or in case X means NR6, R5 and R6 together with the nitrogen atom to which they are attached form a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, and R20 independently of one another mean —H, —F, —Cl, —Br, —I, —OH, or —C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
or R7 and R8 together with the carbon atom to which they are attached form a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted; or a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted, mono- or polysubstituted;
wherein “mono- or polysubstituted” means that one or more hydrogen atoms are replaced by a substituent independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —R21, —C(?O)R21, —C(?O)OR21, —C(?O)NR21R22, —O—(CH2CH2—O)1-30—H, —O—(CH2CH2—O)1-30—CH3, ?O, —OR21, —OC(?O)R21, —OC(?O)OR21, —OC(?O)NR21R22, —NO2, —NR21R22, —NR21—(CH2)1-6—C(?O)R22, —NR21—(CH2)1-6—C(?O)OR22, —NR23—(CH2)1-6—C(?O)NR21R22, —NR21C(?O)R22, —NR21C(?O)—OR22, —NR23C(?O)NR21R22, —NR21S(?O)2R22, —SR21, —S(?O)R21, —S(?O)2R21, —S(?O)2OR21, and —S(?O)2NR21R22;
wherein
R21, R22 and R23 independently of one another mean
—H;
—C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, and —O—C1-C6-alkyl;
a 3-12-membered cycloalkyl moiety, saturated or unsaturated, unsubstituted; wherein said 3-12-membered cycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
a 3-12-membered heterocycloalkyl moiety, saturated or unsaturated, unsubstituted; wherein said 3-12-membered heterocycloalkyl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
a 6-14-membered aryl moiety, unsubstituted, mono- or polysubstituted; wherein said 6-14-membered aryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
a 5-14-membered heteroaryl moiety, unsubstituted, mono- or polysubstituted; wherein said 5-14-membered heteroaryl moiety is optionally connected through —C1-C6-alkylene-, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br, —I, —CN, —OH, —NH2, —C1-C6-alkyl and —O—C1-C6-alkyl;
or R21 and R22 within —C(?O)NR21R22, —OC(?O)NR21R22, —NR21R22, —NR23—(CH2)1-6—C(?O)NR21R22, —NR23C(?O)NR21R22, or —S(?O)2NR21R22 together with the nitrogen atom to which they are attached form a ring and mean —(CH2)3-6—; —(CH2)2—O—(CH2)2—; or —(CH2)2—NRB—(CH2)2—, wherein RB means —H or —C1-C6-alkyl, linear or branched, saturated or unsaturated, unsubstituted or substituted with one, two, three or four substituents independently of one another selected from the group consisting of —F, —Cl, —Br and —I;
or a physiologically acceptable salt thereof.

US Pat. No. 10,793,527

ADENOSINE MONOPHOSPHATE-ACTIVATED PROTEIN KINASE AGONIST

NATIONAL YANG-MING UNIVER...

1. A compound of the formula (I):
or a pharmaceutically acceptable salt thereof, wherein
R1 is an unsubstituted or substituted aromatic group; R3 is selected from the group consisting of a phenyl urea group substituted by —CF3, —Cl, —OCF3, —CH3, —C2H5, —COOMe, —COOH, or a combination thereof and a substituted
Ar is an unsubstituted or substituted phenylene group.

US Pat. No. 10,793,526

HYDANTOIN DERIVATIVE COMPOUNDS, METHODS OF USE AND METHODS OF TREATMENT

University of South Flori...

1. A method of treating a bacterial infection comprising:delivering, to a subject having a bacterial infection, a composition comprising a therapeutically effective amount of a hydantoin derivative compound, or a pharmaceutically acceptable salt of the hydantoin derivative compound, to treat the bacterial infection, wherein the hydantoin derivative compound has the following structure:

wherein D1 is a hydantoin core, D2 is a membrane interacting domain, R1 is a hydrophobic group, R2 is selected from the group consisting of a NH2 group, an aminobutyl group, an aminopentyl group, an aminohexyl group, and an aminopropyl group, and X is a lipid tail.

US Pat. No. 10,793,525

13-CIS-RAMBA RETINAMIDES THAT DEGRADE MNKS FOR TREATING CANCER

UNIVERSITY OF MARYLAND, B...

1. A process for treatment of breast cancer, prostate cancer, bladder cancer, pancreatic cancer, hepatocellular carcinoma, benign prostatic hyperplasia, Kennedy's disease, or hematologic cancer, comprising administering to a subject in need thereof a pharmaceutical composition comprising as an active ingredient a compound having the following Formula 1:
wherein R is a heteroaryl group,
wherein R? is a hydrogen, a halide, a hydroxyl group, an alkyl group, an ester group, an ether group, a benzyl group, a thio group, a Weinreb amide group, or a heterocyclic group, and
wherein n is an integer between 0 and 6, and
wherein when R? is the hydroxyl group, the compound is not (2Z, 4E, 6E,8E)-9-(3-(1H-imidazol-1-yl)-2,6,6-trimethylcyclohex-1-en-1-yl)-N-(4-hydroxyphenyl)-3, 7-dimethylnona-2,4,6,8-tetraenamide.

US Pat. No. 10,793,523

BIARYL COMPOUND, PREPARATION METHOD AND USE THEREOF

FUDAN UNIVERSITY, Shangh...

1. A compound of formula (I) or (II) or a pharmaceutically acceptable salt thereof:
wherein:
R1 is selected from the group consisting of R11-substituted C3-C5 alkyl, R11-substituted C3-C6 cycloalkyl, R11-substituted C3-C6 heterocycloalkyl, and —NR9R10, wherein R2 and R3 are both hydrogens; or R1 and R2 form C2-C6 alkyl alkenyl or C3-C7 cycloalkyl alkenyl wherein R3 is hydrogen;
R1? is selected from the group consisting of C1-C6 alkyl, C3-C6 cycloalkyl, and C3-C6 heterocycloalkyl;
X is hydrogen or a halogen, and Y is a halogen;
R5 is selected from

R6 and R7 are both hydrogens;
R8 is selected from the group consisting of phenyl substituted with one or more R31, pyridyl substituted with one or more R31, and pyrimidinyl substituted with one or more R31;
R9 and R10 are each independently selected from the group consisting of hydrogen, C1-C6 alkyl and C3-C6 cycloalkyl; or R9 and R10 form a cyclic group having four to seven ring members together with the nitrogen atom to which they attach;
R11 is selected from the group consisting of halogen;
R31 is selected from the group consisting of hydrogen, C1-C6 alkyl sulfonyl, —SO2NR9R10, —P(O)R9R10, —C(O)OR9, —C(O)R9, and —CH2COOH.

US Pat. No. 10,793,522

SULFONAMIDES AS INHIBITORS OF THE UPTAKE OF EXTRACELLULAR CITRATE

Boehringer Ingelheim Inte...

14. A method for the treatment of one or more metabolic diseases in a patient in need thereof characterized in that a compound of formula (I) according claim 1 or a pharmaceutically acceptable salt thereof is administered to the patient.

US Pat. No. 10,793,520

SULFONYLAMINOBENZAMIDE COMPOUND AND PEST CONTROL AGENT

Nippon Soda Co., Ltd., T...

1. A compound represented by formula (I) or a salt thereof:
wherein in formula (I):
R1, R2, R4, R6 and R7 each independently represent a hydrogen atom;
R3 represents a substituted C1 to C6 alkyl group;
R5 represents a trifluoromethyl group;
G represents an oxygen atom or a sulfur atom;
n represents 0 or 1;
R8 and R9 each independently represent a hydrogen atom, or an unsubstituted or substituted C1 to C6 alkyl group; and
Ar represents an unsubstituted or substituted C6 to C10 aryl group, wherein the substituent on the C6 to C10 aryl group for Ar is selected from the group consisting of halogeno group, C1 to C6 alkyl group, C1 to C6 haloalkyl group, C1 to C6 alkoxy group, C1 to C6 haloalkoxy group, a carboxyl group, C1 to C6 alkylcarbonyl group, C1 to C6 alkylcarbonylamino group, C1 to C6 alkoxycarbonyl group, unsubstituted or C1 to C6 alkyl-substituted 5-membered heteroaryl group, a 4,5-dihydrooxazol-2-yl group, 6-membered heteroaryl group, C1 to C6 alkoxyimino C1 to C6 alkyl group, a cyano group, a nitro group, and a pentafluorosulfanyl group.

US Pat. No. 10,793,519

ULTRA SHORT ACTING ANTI-ARRHYTHMIC AGENTS

Academic Pharmaceuticals ...

1. A compound of one of Formulae 1-5 or a stereoisomer or a pharmaceutically acceptable salt thereof:
wherein:
R is selected from H, C1-6 alkyl, C3-6 alkenyl, and C3-6 alkynyl;
m is selected from 0, 1, and 2;
n is selected from 0, 1, 2, and 3;
X, X1, X2, and X3 are independently selected from H, —O—C1-3 alkyl, C1-3 alkyl, halogen, CF3, nitro, and —CN;
Y is selected from H and C1-3 alkyl; and,
Z is from H, CH3, CH2OH, and CH(CH3)OH.

US Pat. No. 10,793,518

HYDRAZINYL AND AMINOOXY COMPOUNDS AND THEIR METHODS OF USE

Life Technologies Corpora...

1. A compound selected from the group consisting of:or a salt thereof.

US Pat. No. 10,793,516

METHOD FOR SELECTIVELY SYNTHESIZING CATIONIC LIPIDS

SAMYANG BIOPHARMACEUTICAL...

1. A method for preparing a cationic lipid represented by Formula 1, comprising reacting an oligoalkyleneamine represented by Formula 2, with a fatty acid alkyl ester represented by Formula 3 to prepare the cationic lipid of Formula 1:
in the formulae 1 to 3,
n and m are independently 0 to 12, with the proviso that 1?n+m?12,
a and b are independently 1 to 6,
one of R1 and R4 is saturated or unsaturated fatty acid group having 12 to 26 carbon atoms, and the other of R1 and R4 is hydrogen,
R2 and R3 are each independently hydrogen,
R is saturated or unsaturated hydrocarbon having 11 to 25 carbon atoms, and R5 is an alkyl group having from 1 to 14 carbon atoms,
wherein the molar ratio of the oligoalkyleneamine to the fatty acid alkyl ester is adjusted to 3 or more to 8 or less to obtain the cationic lipid of Formula 1, and wherein the oligoalkyleneamine of Formula 2 and the fatty acid alkyl ester of Formula 3 are reacted in the absence of an organic solvent.

US Pat. No. 10,793,515

COMPOUNDS ADVANTAGEOUS IN THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISEASES AND DISORDERS

AURIMMED PHARMA, INC., S...

1. A pharmaceutical composition comprising a therapeutically effective amount of at least one compound of Formula II admixed with at least one of a pharmaceutically acceptable carrier or an excipient, wherein Formula II is represented by
wherein:
R1 is one of H, CH3, C2H5, (CH2)2SO3H, or CHZCOOH, wherein Z is one of H, CH3, CH(CH3)2, CH2C6H5, CH2CH(CH3)2, or CH(CH3)CH2CH3;
R2 is one of H, C1-C5 alkyl, (CH2)2OCH3, (CH2)3OCH3;
R3 is one of CH3, CH2CH3, CH(CH3)2, cyclopropyl or together with R5 (—CH2-)2, (—CH2-)3, (—CH2-)4, or (—CH2-)5,
R5 is one of H, CH3 when R3 is CH3, or together with R3 (—CH2-)2, (—CH2-)3, (—CH2-)4, or (—CH2-)5,
each R4 is independently one of Cl, F, CF3, C1-C5 alkyl, C1-C5 alkoxy, OCF3, or CONR1R2, or R4 is

 where X is CH2, (CH2)2, or CF2; and
n=1-4, wherein:
when R1 is H, R2 is H, R3 is CH3, R5 is H, and n=1, then R4 is one of F, CF3, C2-C5 alkyl, C2-C5 alkoxy, OCF3, CONR1R2, or

 where X is CH2, (CH2)2, or CF2;
when R1 is H, R2 is H, R3 is CH3, R5 is H, and n=2, then each R4 is independently one of F, CF3, C1-C5 alkyl, C2-C5 alkoxy, OCF3, or CONR1R2, or
R4 is

 where X is CH2, (CH2)2, or CF2;
when R1 is H, R2 is H, R3 is CH3, R5 is CH3, and n=1, then R4 is one of F, CF3, C2-C5 alkyl, C3-C5 alkoxy, OCF3, CONR1R2,

 where X is CH2, (CH2)2, or CF2;
when R1 is H, R2 is H, R3 is CH3, R5 is CH3, and n=2, then each R4 is independently one of Cl, F, CF3, C2-C5 alkyl, C2-C5 alkoxy, OCF3, or CONR1R2, or R4 is

 where X is CH2, (CH2)2, or CF2;
when R1 is CH3 or C2H5, R2 is CH3 or C2H5, R3 is CH3, R5 is H, and n=1, then R4 is one of C1, CF3, C1-C5 alkyl, C2-C5 alkoxy, OCF3, CONR1R2,

 where X is CH2, (CH2)2, or CF2;
when R1 is H, R2 is C1-C5 alkyl, R3 is CH3, R5 is H, and n=1, then R4 is one of F, CF3, C1-C5 alkyl, OCF3, or CONR1R2, or R4 is

 where X is CH2, (CH2)2, or CF2; and
when R1 is H, R2 is H, R3 is together with R5 (—CH2-)4, and n=2, then each R4 is independently one of Cl, F, CF3, C1-C5 alkyl, OCF3, or CONR1R2, or
R4 is

 where X is CH2, (CH2)2, or CF2.

US Pat. No. 10,793,514

GLUTAMINE TRANSPORT INHIBITORS AND METHODS FOR TREATING CANCER

Vanderbilt University, N...

1. A compound of the following formula:
wherein:
R1 is phenyl, substituted with at least one R3; or pyridinyl, substituted with at least one R3;
R2 is phenyl, substituted with at least one R3; or pyridinyl, substituted with at least one R3;
each R3 is independently H, alkyl, alkoxy, halogen, or CF3; and
n is 0, 1, 2, 3, 4, 5, or 6;
or a pharmaceutically acceptable salt thereof.

US Pat. No. 10,793,513

PROCESS FOR ELECTROCHEMICAL SEPARATION OF ENANTIOMERS OF AN AMINO ACID FROM A RACEMIC MIXTURE

SRM UNIVERSITY, Kancheep...

1. A process for separating the enantiomers of an amino acid, selected from methionine, from a racemic mixture of said amino acid, said process comprising the following steps:i mixing 0.01 molar solution of the racemic amino acid with 1 molar solution of lithium perchlorate to form a first electrolyte;
ii electrolyzing, using a saw-tooth current, the first electrolyte in an electrochemical cell in which the working electrode has a polycrystalline metal surface configured to adsorb the L-enantiomer of said amino acid and retaining the D-enantiomer in the first electrolyte;
iii draining the first electrolyte containing D-enantiomer from said cell;
iv separating the D-enantiomer from the first electrolyte;
v re-filling the drained cell having the working electrode with the adsorbed L-enantiomer with a second electrolyte containing sodium chloride;
vi reversing the polarity of the saw-tooth current fed to the cell to de-adsorb the L-enantiomer from said working electrode into said second electrolyte;
vii draining said second electrolyte having the L-enantiomer dissolved therein; and
viii separating the L-enantiomer from said second electrolyte.

US Pat. No. 10,793,512

PREPARATION METHOD FOR HIGH PURITY RACEMIC ADRENALINE

AMPHASTAR NANJING PHARMAC...

1. A method for preparing racemic adrenaline of Compound 2, comprising the steps of: directly racemizing Compound 1 in an acidic solution to obtain Compound 2, wherein the acidic solution is an aqueous hydrochloric acid solution, and the acidic solution does not include sodium bisulfite or salicylic acid;
the method further comprising the steps of: (a) in the aqueous hydrochloric acid solution with a pH of 0.5-1.5, stirring and making Compound 1 react for 1-3 hours at a controlled reaction temperature of 75-95° C. under nitrogen protection; (b) controlling the reaction solution to a temperature of 5-20° C., adding a certain amount of activated carbon into it, and then stirring for 20-40 minutes under nitrogen protection and subsequently filtering with the filtrate being collected; continually controlling the filtrate to a temperature of 5-20° C. and adjusting it to a pH of 8.5-9.5 with ammonia water, and then filtering after the pH is stable; afterwards washing the filter cake and drying to obtain a high purity racemic adrenaline.

US Pat. No. 10,793,509

COMPOUNDS USEFUL IN THE TREATMENT OF NEOPLASTIC DISEASES

1. A method of treating a cancer by administering to a subject an effective amount of a compound selected from the group consisting of:
or a pharmaceutically acceptable salt thereof,
wherein the cancer is selected from the group consisting of a lung cancer, a skin cancer, a colon cancer, a blood cancer, and an ovarian cancer.

US Pat. No. 10,793,507

LIPID COMPOSITIONS COMPRISING TRIACYLGLYCEROL WITH LONG-CHAIN POLYUNSATURATED FATTY ACIDS AT THE SN-2 POSITION

Commonwealth Scientific a...

1. Extracted Brassica sp. seedoil comprising a total fatty acid content which comprises fatty acids in an esterified form, the fatty acids comprising palmitic acid and C22 polyunsaturated fatty acid which comprises docosapentaenoic acid (DPA) and/or docosahexaenoic acid (DHA), and the fatty acids optionally comprising myristic acid (C14:0), wherein at least 35% of the DPA and/or DHA esterified in triacylglycerol (TAG) in the extracted Brassica sp. seedoil is esterified at the sn-2 position of the TAG, wherein a level of palmitic acid between 2% and 16% is present in the total fatty acid content of the extracted Brassica sp. seedoil, and wherein myristic acid, if present, is present at a level of less than 1% of the total fatty acid content of the extracted Brassica sp. seedoil.

US Pat. No. 10,793,506

CONVERSION OF DICARBOXYLIC ACIDS TO MONOMERS AND PLASTICIZERS

Alliance for Sustainable ...

3. A composition comprising:

US Pat. No. 10,793,505

UNIT AND PROCESS FOR PURIFICATION OF CRUDE METHYL METHACRYLATE

Arkema France, Colombes ...

1. A methyl methacrylate purification unit (200) able to separate methyl methacrylate (MMA) from light and heavy impurities, said unit being characterized in that it comprises:a first distillation column (210) and a second distillation column (250) in series, each distillation column fed with a mixture to be distilled into their median parts, in order to divide each distillation column into upper (213, 253) and lower (212, 252) parts,
wherein each upper (213; 253) and lower (212; 252) part of each distillation column (210, 250) comprises between 4 and 30 trays or plates (214, 215, 290; 254, 255), the first distillation column (210) being fed with a first mixture comprising a crude MMA comprising light and heavy impurities, and the second distillation column (250) being fed with a second mixture comprising a distilled liquid stream containing MMA, separated from light impurities, issued from the bottom of first distillation column (210), and the upper part (213) of the first distillation column (210) is connected to a lateral extraction system (220), able to minimize an MMA content in an obtained vapor of light impurities flowing upward said first distillation column (210),
wherein the bottom of each distillation column (210, 250) is connected to a reboiler system (241; 271) that is able to re-inject a respective vaporized part of a first liquid phase and a second liquid phase, respectively into the respective lower parts (212, 252) of each distillation column, while a part of each respective liquid phase flows towards a respective pump (242, 272), wherein the distilled liquid stream from the first reboiler system (241) comprises less than 200 ppm of water, less than 10 ppm of methanol and/or acetone and less than 500 ppm of total light impurities,
wherein the lateral extraction system (220) comprises a feeding pipe (221) for adding cold water to a stream comprising light impurities and containing an MMA-water azeotropic mixture extracted from an extraction liquid outlet (216) located in the upper part (213) of first distillation column (210), a cooling device (222) for cooling the stream containing the azeotropic mixture and the cold water obtained from the extraction liquid outlet, wherein said cooling device is fed with cooling water having at a temperature between 20° C. and 34° C., and a settler (223) for obtaining a phase separation between an aqueous phase containing water and methanol, and an organic phase containing MMA and light impurities, said settler (223) being connected to an inlet (217) of the first distillation column (210) located below said extraction liquid outlet (216), in order to re-inject the organic phase containing MMA inside the upper part (213) of said first distillation column (210),
wherein the top of each distillation column (210, 250) is connected to respective condenser systems (230, 260) for liquefying the obtained vapor of the first distillation column and an obtained vapor of the second distillation column, respectively, the condenser systems comprising reflux drums (234; 264) which recover respective obtained liquid streams from the respective condensers, and pumps (239, 269) which recycle parts of said obtained liquid streams into the respective upper parts (213, 253) of said distillation columns, wherein each condenser system (230, 260) comprises a first condenser (231; 261) being fed with cooling water at a temperature between 20° C. and 34° C. and a second condenser placed downstream of the first condenser and fed with chilling water at a temperature between 4° C. and 15° C., wherein each condenser system (230, 260) further comprises another condenser (235; 265) fed with liquid brine or glycol water at a temperature comprised between ?20° C. and ?5° C.,
wherein said upper parts (213, 253) of each distillation column (210, 250) comprise respective inlets (I1, I2) for feeding an inhibitor (INHIB) able to prevent polymerization of MMA, wherein said settler (223) and said first condenser (231) of said first condenser system (230) each comprise inlets (13, 14) for feeding the inhibitor (INHIB) able to prevent polymerization of MMA.

US Pat. No. 10,793,504

METHODS FOR CROSS COUPLING

Recurium IP Holdings, LLC...

1. A method for preparing a substituted bicyclo[1.1.1]pentane compound of Formula (I), comprising:reacting a compound of Formula (A) with a compound of Formula (B) in the presence of a first transition metal catalyst, optionally a second transition metal catalyst, and optionally a base, under conditions selected to form a compound of Formula (I);
wherein the compound of Formula (A) has the structure:

wherein R1 is selected from the group consisting of hydrogen, an optionally substituted C1-30 alkyl, an optionally substituted C2-30 alkenyl, an optionally substituted C3-10 monocyclic cycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted heterocyclyl, a halogen, an optionally substituted C-carboxy, an amino, a mono-substituted amino, a di-substituted amino, an optionally substituted C-amido, an optionally substituted N-amido, an optionally substituted C1-30 alkoxy, a hydroxy, an optionally substituted C1-30 haloalkyl, a cyano, an optionally substituted S-sulfonamido, an optionally substituted N-sulfonamido, an optionally substituted O-carboxy, an optionally substituted C2-30 alkynyl, an optionally substituted C3-10 cycloalkenyl, an optionally substituted aryl(alkyl), an optionally substituted heteroaryl(alkyl), an optionally substituted heterocyclyl(alkyl), an optionally substituted acyl, an optionally substituted thiocarbonyl, an optionally substituted O-carbamyl, an optionally substituted N-carbamyl, an optionally substituted O-thiocarbamyl, an optionally substituted N-thiocarbamyl, an optionally substituted C-thioamido, an optionally substituted N-thioamido, an optionally substituted sulfenyl, an optionally substituted sulfinyl, an optionally substituted sulfonyl, an optionally substituted haloalkoxy, and a first boron-containing moiety, wherein the first boron-containing moiety is connected by the boron;
wherein the first boron-containing moiety is selected from the group consisting of an organoborane, a boronic ester, a boronic acid, a trifluoroborate salt, an N-coordinated boronate, a boronate and a boronamide;
wherein X1 is selected from the group consisting of a —C(?O)Y, and a second boron-containing moiety;
wherein the second boron-containing moiety is selected from the group consisting of an organoborane, a boronic ester, a boronic acid, a trifluoroborate salt, an N-coordinated boronate, a boronate and a boronamide, wherein the second boron-containing moiety is connected by the boron;
wherein the compound of Formula (B) has the structure R2—X2;
wherein R2 is selected from the group consisting of an optionally substituted C1-30 alkyl, an optionally substituted C2-30 alkenyl, an optionally substituted C3-10 cycloalkyl, an optionally substituted C3-10 cycloalkenyl, an optionally substituted aryl, an optionally substituted heteroaryl and an optionally substituted heterocyclyl;
wherein X2 is selected from the group consisting of a halide, a pseudohalide, a —C(?O)Y, a zinc halide, a zinc pseudohalide, a magnesium halide, a magnesium pseudohalide and a third boron-containing moiety selected from the group consisting of an organoborane, a boronic ester, a boronic acid, a trifluoroborate salt, an N-coordinated boronate, a boronate and a boronamide;
wherein the first transition metal catalyst is selected from the group consisting of a Pd catalyst and a Ni catalyst;
wherein the second transition metal catalyst is selected from the group consisting of an Ir catalyst, a Cu catalyst and an Ru catalyst;
wherein the compound of Formula (I) has the structure:

wherein the bond between R2 and the bicyclo[1.1.1]pentane in the compound of Formula (I) is a carbon-carbon bond;
wherein each Y is independently selected from the group consisting of a halide, an optionally substituted heterocyclyl, an optionally substituted heteroaryl, SR6, OR6, SM and OM;
wherein each R6 is independently selected from the group consisting of a hydrogen, an optionally substituted C1-30 alkyl, an optionally substituted C2-30 alkenyl, an optionally substituted C3-30 cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heteroaryl, and an optionally substituted aryl; and
wherein each M is independently selected from the group consisting of a monovalent cation and a divalent cation;
provided that at least one of X1 and X2 is not a boron-containing moiety; and
provided that when the second transition metal catalyst is present, either X1 or X2 is a —C(?O)Y.

US Pat. No. 10,793,503

LABILE ESTERS OF AGROCHEMICALS FOR CONTROLLED RELEASE AND REDUCTION OF OFF-SITE MOVEMENT

Monsanto Technology LLC, ...

1. An ester of a carboxylic acid agrochemical comprising a labile protecting group and having the formula (XIV):wherein A represents the remainder of the carboxylic acid agrochemical bonded to the carboxylic acid moiety;R is alkyl, aryl, or alkoxy;
at least one of R1, R2, R3, R4, and R5 is an electron-withdrawing group;
and the others of R1, R2, R3, R4, and R5 are independently H, alkyl, alkoxy, dialkylamino or halogen; and
wherein the carboxylic acid agrochemical is:
an herbicide selected from the group consisting of dicamba and 2,4-dichlorophenoxyacetic acid (2,4-D);
a fungicide selected from the group consisting of benalaxyl and picoxystrobin;
a plant health agent selected from the group consisting of salicylic acid and 3,6-dichlorosalicylic acid; or
a plant growth regulator selected from the group consisting of cloprop and 4-chlorophenoxyacetic acid (4-CPA).

US Pat. No. 10,793,499

POLYHYDRIC PHENOL COMPOUND AND METHOD OF PRODUCING SAME

MITSUBISHI CHEMICAL CORPO...

1. A mixture of polyhydric phenol compounds comprising:a mixture of bisphenol compound (A) of Formula (1):

wherein in Formula (1), R1 represents a monovalent aliphatic hydrocarbon group having from 6 to 24 carbon atoms; each of R2 and R3 independently represents a monovalent hydrocarbon group having from 1 to 15 carbon atoms; each of a and b are 0;
and
a mixture of trisphenol compound (B) of Formula (2):

wherein in Formula (2), R1 is the same as defined in the Formula (1); each of R4, R5 and R6 independently represents a monovalent hydrocarbon group having from 1 to 15 carbon atoms; each of c, d and e are 0;
wherein the mixture of trisphenol compounds (B) is contained in a total amount, in terms of absorption intensity ratio at 254 nm, of 0.06% by area or more and less than 1.6% by area with respect to the total amount of the mixture of bisphenol compound (A).

US Pat. No. 10,793,497

DIHYDROXYBIPHENYL COMPOUND, BISPHOSPHITE COMPOUND, CATALYST, PRODUCTION METHOD OF ALDEHYDES, AND PRODUCTION METHOD OF ALCOHOL

Mitsubishi Chemical Corpo...

1. A bisphosphite compound represented by the following formula (2):
wherein in formula (2), each of R1 and R11 independently represents a member selected from the group consisting of a hydrogen atom, an alkyl group having from 1 to 20 carbon atoms, and a cycloalkyl group having from 3 to 20 carbon atoms;
each of R2 and R12 independently represents a member selected from the group consisting of a hydrogen atom, an alkyl group having from 1 to 20 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, a cycloalkyl group having from 3 to 20 carbon atoms, a cycloalkoxy group having from 3 to 20 carbon atoms, a dialkylamino group having from 2 to 20 carbon atoms, an aryl group having from 6 to 20 carbon atoms, an aryloxy group having from 6 to 20 carbon atoms, an alkylaryl group having from 7 to 20 carbon atoms, an alkylaryloxy group having from 7 to 20 carbon atoms, an arylalkyl group having from 7 to 20 carbon atoms, an arylalkoxy group having from 7 to 20 carbon atoms, a cyano group, a hydroxy group, and a halogen atom;
each of R3 and R13 independently represents a member selected from the group consisting of a hydrogen atom, an alkyl group having from 1 to 20 carbon atoms, a cycloalkyl group having from 3 to 20 carbon atoms, an aryl group having from 6 to 20 carbon atoms, an alkylaryl group having from 7 to 20 carbon atoms, and an arylalkyl group having from 7 to 20 carbon atoms;
each of R4 and R14 independently represents a member selected from the group consisting of a hydrogen atom, an alkyl group having from 1 to 12 carbon atoms, a cycloalkyl group having from 3 to 12 carbon atoms, an alkoxy group having from 1 to 12 carbon atoms, a silyl group, a siloxy group, and a halogen atom; and
each of Z1 to Z4 independently represents an aryl group having from 6 to 20 carbon atoms and may have a substituent, and both of paired Z1 and Z2 and paired Z3 and Z4 are not combined.

US Pat. No. 10,793,495

SYNTHESIS OF POLYARYL SUBSTITUTED ARYL COMPOUNDS

1. A process for the synthesis of a compound of Formula (1):wherein:n is 2, 3, or 4;
each R1 is independently —(CH2)mC(O)ORa or —C(O)ORa;
each Ra is independently C1-4 alkyl; and
m is 1, 2, 3, 4, 5, 6, 7, or 8;wherein the process comprises the following steps:(i) reacting a compound of Formula (2):

wherein:
n is 2, 3, or 4; and
X is a halogen;
with a compound of Formula (3):

wherein:
Y is —BF3?K+;
in the presence of a base, an organic solvent optionally comprising water, and a palladium catalyst selected from the group consisting of Pd, PdCl2, Pd(OAc)2, Pd(PPh3)4, PdCl2(PPh3)2, Pd(dba)2, (dppf)PdCl2, Pd2(dba)3, Pd2(dba)3.CHCl3, [PdCl(allyl)]2, [PdCl2(cod)], and a Pd-containing amino acid, under an inert atmosphere, to produce a compound of Formula (4):

wherein:
n is 2, 3, or 4; and
(ii) reacting the compound of Formula (4) above with two, three, or four compounds of Formula (5):

wherein:
each D is independently a halogen;
each R1 is independently —(CH2)mC(O)ORa or —C(O)ORa;
each Ra is independently C1-4 alkyl; and
m is 1, 2, 3, 4, 5, 6, 7, or 8;
in the presence of a base, dry solvent, and a palladium catalyst selected from the group consisting of Pd, PdCl2, Pd(OAc)2, Pd(PPh3)4, PdCl2(PPh3)2, Pd(dba)2, (dppf)PdCl2, Pd2(dba)3, Pd2(dba)3.CHCl3, [PdCl(allyl)]2, [PdCl2(cod)], and a Pd-containing amino acid, under an inert atmosphere, to produce the compound of Formula (1) above.

US Pat. No. 10,793,494

METHOD FOR SEPARATING MATERIALS BY MEANS OF AN EXTRACTIVE DISTILLATION PROCESS

BASF SE, Ludwigshafen am...

1. A method for separating a mixture of a material A and a material B by extractive distillation, using an extraction medium having a higher affinity to B than to A, wherein the method comprises:a) conducting a feed stream comprising A and B towards the extraction medium in a column, wherein an overhead fraction comprising A, and also a liquid fraction comprising B and extraction medium, are obtained,
b) collecting the liquid fraction on a collecting tray and heating and partially evaporating the liquid fraction in a first indirect heat exchanger, where a first resultant vapor is released into the column and a non-evaporated proportion of the liquid fraction is collected as a sump fraction in a sump of the column,
c) successively heating the sump fraction in a second indirect heat exchanger and a third indirect heat exchanger and in part evaporating the sump fraction, wherein a second resultant vapor is at least in part released into the column,
d) separating the sump fraction in a stripper, into: i) a fraction comprising B and ii) an extraction medium fraction,
e) using the extraction medium fraction as a heating medium for the second indirect heat exchanger, wherein a partially cooled extraction medium fraction is obtained, and an external heating medium is used for the third indirect heat exchanger, and
f) using the partially cooled extraction medium fraction as a heating medium for the first indirect heat exchanger.

US Pat. No. 10,793,493

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, the toluene recovery zone comprising a vessel configured to provide an overhead stream and a bottoms stream;
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;
combining the compressed and partially condensed vapor phase from the compression zone with the toluene recovery zone overhead stream;
separating the compressed and partially condensed vapor phase and the toluene recovery zone overhead stream into a second liquid phase and a second vapor phase in a second separation zone, the second vapor phase being a light ends vapor stream;
recovering the light ends vapor stream;
passing a portion of the second liquid phase back to the toluene recovery zone; and
recovering a toluene rich liquid stream from the toluene recovery zone, wherein the toluene recovery zone comprises a stripper column; and
recovering the benzene rich liquid stream from the second liquid phase.

US Pat. No. 10,793,492

HYDROCARBON PROCESSING

1. An apparatus for the separation of a mixed hydrocarbon stream containing at least a lighter hydrocarbon component and a heavier hydrocarbon component into a volatile fraction containing a major portion of said lighter hydrocarbon component and a relatively less volatile fraction containing a major portion of said heavier hydrocarbon component comprising(1) a processing assembly connected to receive said mixed hydrocarbon stream as a feed thereto between a first heat and mass transfer means and a second heat and mass transfer means housed in said processing assembly, said first heat and mass transfer means being located above said second heat and mass transfer means;
(2) first combining means housed in said processing assembly and connected to said second heat and mass transfer means to receive a first distillation vapor stream from an upper region of said second heat and mass transfer means and combine it with any vapor portion of said feed to form a combined vapor stream;
(3) said first heat and mass transfer means being connected to said first combining means to receive said combined vapor stream and cool it while simultaneously condensing the less volatile components from said combined vapor stream, thereby forming a first distillation liquid stream and a second distillation vapor stream, said first heat and mass transfer means provides continuous contact between said first distillation liquid stream and said second distillation vapor stream to provide mass transfer between vapor and liquid phases, whereupon said second distillation vapor stream is discharged from said processing assembly as said volatile fraction;
(4) second combining means housed in said processing assembly and connected to said first heat and mass transfer means to receive said first distillation liquid stream from a lower region of said first heat and mass transfer means and combine it with any liquid portion of said feed to form a combined liquid stream;
(5) said second heat and mass transfer means being connected to said second combining means to receive said combined liquid stream and heat it while simultaneously stripping the more volatile components from said combined liquid stream, thereby forming said first distillation vapor stream and a second distillation liquid stream, said second heat and mass transfer means provides continuous contact between said first distillation vapor stream and said second distillation liquid stream to provide mass transfer between vapor and liquid phases, whereupon said second distillation liquid stream is discharged from said processing assembly as said relatively less volatile fraction; and
(6) control means adapted to maintain the temperature of said volatile fraction at a temperature whereby the major portion of said heavier hydrocarbon component is recovered in said relatively less volatile fraction and to maintain the temperature of said relatively less volatile fraction at a temperature whereby the major portion of said lighter hydrocarbon component is recovered in said volatile fraction.

US Pat. No. 10,793,491

PROCESS FOR PRODUCING BENZENE FROM C5-C12 HYDROCARBON MIXTURE

SABIC GLOBAL TECHNOLOGIES...

1. A process for producing benzene comprising the steps of:(a) separating a source feedstream comprising C5-C12 hydrocarbons including benzene and alkylbenzenes into:
a first feedstream comprising C6-hydrocarbons comprising benzene and at least one non-aromatic C7 hydrocarbon, and
a second feedstream comprising remaining hydrocarbons including toluene;
(b) contacting the first feedstream in the presence of hydrogen with a first hydrocracking catalyst comprising 0.01-1 wt-% hydrogenation metal in relation to the total catalyst weight and a zeolite having a pore size of 5-8 ? and a silica to alumina molar ratio of 5-200 under first process conditions to produce a first product stream comprising benzene, wherein the first process conditions include a temperature of 425-580° C., a pressure of 300-5000 kPa gauge and a Weight Hourly Space Velocity of 0.1-15 h?1;
(c) contacting the second feedstream in the presence of hydrogen with a second hydrocracking catalyst comprising 0.01-1 wt-% hydrogenation metal in relation to the total catalyst weight and a zeolite having a pore size of 5-8 ? and a silica to alumina molar ratio of 5-200 under second process conditions which include a temperature of 300-600° C., a pressure of 300-5000 kPa gauge and a Weight Hourly Space Velocity of 0.1-15 h?1, wherein contacting the second feedstream in the presence of hydrogen with the second hydrocracking catalyst under the second process conditions produces a second product stream comprising benzene and less than 1 wt-% non-aromatic C6+ hydrocarbons;
(d) combining the second product stream with the first product stream to obtain a combined product stream;
(e) separating BTX from the combined product stream, and
(f) separating a benzene stream comprising less than 0.5 wt % hydrocarbons other than benzene from the BTX.

US Pat. No. 10,793,490

OXIDATIVE COUPLING OF METHANE METHODS AND SYSTEMS

Lummus Technology LLC, T...

1. A method for producing methanol (MeOH) and hydrocarbon compounds containing at least two carbon atoms (C2+ compounds), comprising:(a) directing methane (CH4) and oxygen (O2) into an oxidative coupling of methane (OCM) reactor to produce a product stream comprising the C2+ compounds, carbon monoxide (CO), hydrogen (H2), carbon dioxide (CO2), and un-reacted CH4;
(b) generating a first effluent stream comprising the CO2 from the product stream, wherein a concentration of the CO2 in the first effluent stream is greater than a concentration of CO2 in the product stream;
(c) generating a second effluent stream comprising H2, CO, and un-reacted CH4 from the product stream;
(d) generating a third effluent stream comprising C2+ compounds; and
(e) directing the first effluent stream and the second effluent stream to an MeOH reactor to produce MeOH.

US Pat. No. 10,793,488

PROCESS FOR OLIGOMERIZING OLEFINS WITH STREAMS HAVING A REDUCED OLEFIN CONTENT

Evonik Operations GmbH, ...

1. A process for oligomerizing C2- to C8-olefins in at least three reaction stages connected in series, each reaction stage comprising at least one reactor and at least one distillation column, wherein the process comprises:(a) providing a starting mixture comprising C2- to C8-olefins, and dividing the starting mixture into first feed stream and second feed stream, wherein the first feed stream is fed as feed stream to the first reaction stage and the second feed stream is added to the feed stream to at least one of the downstream reaction stages, in which the olefin content is less than 50% by weight;
(b) a first reaction stage: oligomerizing, using an oligomerization catalyst, the olefins in the feed stream to the first reaction stage in at least one reactor and separating oligomers formed as bottom product in a downstream distillation column, wherein an overhead product formed in the distillation column is at least partially fed as feed stream to the second reaction stage;
(c) a second reaction stage: oligomerizing, using an oligomerization catalyst, the olefins in the feed stream to the second reaction stage in at least one reactor and separating oligomers formed as bottom product in a distillation column, wherein an overhead product formed in the distillation column is at least partially fed as feed stream to the third reaction stage; and
(d) a third reaction stage: oligomerizing, using an oligomerization catalyst, the olefins in the feed stream to the third reaction stage in at least one reactor and separating oligomers formed in this case as bottom product in a distillation column;
wherein the at least one reactor in the last reaction stage is operated adiabatically, but the reactors in the preceding reaction stages are cooled using a cooling medium; and
wherein each oligomerization catalyst used in the reactors of the individual reaction stages comprises a nickel compound on an aluminosilicate support material and which comprises less than 0.5% by weight titanium dioxide and zirconium dioxide in an overall composition of each of the oligomerization catalysts.

US Pat. No. 10,793,487

PROCESS FOR PRODUCING METHANOL AND/OR METHANE

1. A system for producing methanol/methane, said system comprising:an electrolysis stage (1) configured to produce hydrogen and oxygen from the cleaving of water molecules; and
a closed cultivation/breeding plant (5) for aquatic organisms creating CO2 through the metabolism of the aquatic organisms and through biodegradation of faeces and unused feed at the bottom of the breeding/cultivation plant to be liberated into the water surrounding said organisms forming CO2-rich water, wherein said system is configured to transport CO2-rich water to a CO2-liberating section (4) forming gaseous CO2 and CO2-poor water (7),
wherein said system is configured to transport said liberated gaseous CO2 to a reactor (6,6?) for reaction with said hydrogen from said electrolysis stage (1) for producing methanol and/or methane as an end product, said methanol/methane being isolated and exited from said system,
wherein said system is configured to introduce the oxygen liberated from said cleaving of water molecules into the water in the cultivation/breeding plant (5).

US Pat. No. 10,793,486

METHODS AND SYSTEMS FOR AN EXPLOSIVE CORD

GOODRICH CORPORATION, Ch...

1. An explosive cord, comprising:a core spanning along a length of the explosive cord, the core comprising a reactive material and a flammable material, wherein the reactive material comprises boron potassium nitrate and the reactive material is coupled circumferentially to a flammable material outer edge of the flammable material; and
a tubing comprising a tubing outer edge and a tubing inner edge, wherein the tubing inner edge is coupled to the core.

US Pat. No. 10,793,485

WATER-BASED EXPLOSIVE SUSPENSION

MAXAMCORP HOLDING, S.L., ...

1. A non-sensitized matrix or explosive suspension formed by a solid phase and an aqueous liquid phase, wherein:a) the solid phase is present in a percentage comprised between 35% and 55% by weight with respect to the total weight of the suspension,
b) the solid phase comprises particles of an oxidizing salt with an average grain size comprised between 100 ?m and 500 ?m, and
c) the liquid phase is an aqueous solution comprising at least one oxidizing salt, and at least one water-soluble polymer which can impart a significant shear-thinning-type rheological behavior to the suspension, andin that it has a specific rheological behavior characterized by:a) a viscosity having a value equal to or greater than 10,000 Pa·s for a shear rate of 0.001 s?1 and equal to or less than 10 Pa·s for a shear rate of 100 s?1, and
b) a yield stress equal to or greater than 1 Pa.

US Pat. No. 10,793,484

MICROORGANISMS AND THEIR USE IN AGRICULTURE

Azotic Technologies LTD, ...

20. A strain of Gluconacetobacter diazotrophicus (Gd) deposited with CABI in the United Kingdom under the Budapest Treaty with deposit accession number IMI 504958.

US Pat. No. 10,793,483

METHOD AND SYSTEM FOR COMPOUNDING FERTILIZER FROM MANURE WITHOUT NUTRIENT EMISSION

Dari-Tech, Inc., Lynden,...

12. A method for reclaiming nutrients from dairy manure, the nutrients for use in compounding fertilizer, comprising:separating a liquid fraction of the manure from a solid fraction comprising organic material in a centrifuge;
receiving the liquid fraction from the centrifuge and evaporating the liquid fraction in a mechanical vapor recompression evaporator (“MVR”) by mechanical vapor recompression to produce ammonia-laden water vapor and a concentrated nutrient slurry; and
drying the nutrient slurry to a selected moisture content to be available as an ingredient in compounded fertilizer.

US Pat. No. 10,793,482

COMPOUNDS AND COMPOSITIONS FOR DELIVERY OF NUTRIENTS AND MICRONUTRIENTS TO PLANTS

Spero Energy, Inc., Gole...

1. A compound of Formula I:
wherein R1 is a methyl group; R2 is (CH2)nCOOH; R3 is selected from the group consisting of C1-C4 alkyl groups, CF3, NO2, OR, X, and (CH2)nNR1R2; R4 is selected from the group consisting of C1-C4 alkyl groups, CF3, NO2, OR, and X; wherein n is 0, 1, 2, 3, or 4; wherein R is selected from the group consisting of H, C1-C4 alkyl groups and aryl groups; and wherein X is selected from the group consisting of F, Br, Cl, and I.

US Pat. No. 10,793,480

PROCESS FOR THE PREPARATION OF POTASSIC FERTILISER FROM ALCOHOL DISTILLERY EFFLUENT (SPENT WASH)

1. A process for the preparation of multi-nutrient potassic fertiliser, more specifically mono potassium phosphate, by recovering potassium from spent wash, wherein the said process comprising the following steps:(i) lime treatment of spent wash to generate carbon-rich sludge having pH greater than 12.0;
(ii) reacting the supernatant/filtrate obtained from step (i) with carbon dioxide till the pH is in the range of 8.0 to 9.0 to reduce calcium content in the solution;
(iii) reacting the supernatant/filtrate obtained from step (ii) with sulphuric acid to achieve a pH of less than 2.5 so as to minimise calcium content in solution;
(iv) reacting the supernatant/filtrate obtained from step (iii) with tartaric acid and sodium hydroxide to effect precipitation of potassium bitartrate while maintaining the pH in the range of 2.5 to 3.1;
(v) treating the supernatant/filtrate obtained from step (iv) with calcium oxide/carbonate till the pH comes in the range of 5.0 to 6.0 to recover residual tartrate as calcium tartrate;
(vi) discharging the supernatant/effluent obtained from step (v) as process effluent for subsequent environmental remediation/water recovery/salt reclamation;
(vii) reacting the potassium bitartrate obtained from step (iv) with calcium oxide/hydroxide/carbonate and phosphoric acid to produce solution of mono potassium phosphate, while precipitating calcium tartrate;
(viii) crystallising white crystalline mono potassium phosphate with purity >99% through cooling/evaporating the supernatant/filtrate obtained from step (vii);
(ix) treating the calcium tartrate precipitate obtained from step (v) & step (vii) with aqueous solution of sodium carbonate at a temperature in the range of 50 to 80 degree C. to generate disodium tartrate solution, while precipitating calcium carbonate;
(x) using the disodium tartrate solution obtained from step (ix) for further process cycles in the reaction in step (iv) with additional quantity of sulphuric acid for in-situ generation of bitartrate ions;
(xi) using the calcium carbonate obtained from step (ix) for further process cycles in the reactions in step (v) & step (vii)).

US Pat. No. 10,793,478

SINGLE PHASE FIBER REINFORCED CERAMIC MATRIX COMPOSITES

ADVANCED CERAMIC FIBERS, ...

1. A composite comprising matched crystalline phases within the constituents of the composite, the composite comprising:reinforcing hexagonal carbide fibers within a matrix of a hexagonal material, wherein the reinforcing hexagonal carbide fibers include a hexagonal interface coating disposed over the reinforcing hexagonal carbide fibers, such that the hexagonal interface coating, the hexagonal carbide fibers, and the hexagonal material of the matrix all include hexagonal phase structures;
wherein the reinforcing hexagonal carbide fibers are chopped, milled, or otherwise discontinuous.

US Pat. No. 10,793,477

ENHANCED CERAMIC COATING

THERMOLON KOREA CO., LTD....

1. An enhanced ceramic coating, ECC, composition for providing an enhanced non-stick ceramic coating on an artefact, the ECC composition comprising:a sol-gel type ceramic coating composition comprising a silane or an oligomer thereof, silica, a functional filler, and a ceramic powder that emits far infrared radiation and anions, and
0.2 wt %-2 wt % of a diamond additive, with wt % compared with the total weight of the enhanced ceramic coating ECC composition,wherein the ECC has a non-stick durability of a least 17 cycles, wherein the non-stick durability of a coating is measured by determining the number of cycles required to reduce the non-stick grade of the coating from 5 to 1, wherein the non-stick grade is determined by performing a Fried Egg Test according to the Cookware Manufacturers Association Standard before and after each cycle and wherein each cycle comprises in sequence an ENV12875-1:1998 standard Dishwasher test, a first temperature treatment of 260° C. for 10 min, quenching, and a second temperature treatment of 260° C. for 10 min.

US Pat. No. 10,793,476

METHOD OF PREPARING CERIUM BORIDE POWDER

KOREA INSTITUTE OF SCIENC...

1. A method of preparing cerium boride powder, the method comprising:a first step, for generating a mixed powder, by mixing magnesium hydride (MgH2) powder, boron oxide (B2O3) powder, and at least one selected from the group consisting of cerium (III) chloride (CeCl3) powder and cerium (IV) oxide (CeO2) powder;
a second step, for generating a composite powder comprising cerium boride (CeB6) and at least one selected from the group consisting of magnesium oxide (MgO) and magnesium chloride (MgCl2), of reacting the mixed powder at room temperature in a ball milling process; and
a third step, for selectively depositing cerium boride powder, of dispersing the composite powder in a solution.

US Pat. No. 10,793,475

METHOD FOR MAKING HOUSING FOR MOBILE COMMUNICATION DEVICE

AAC Technologies Pte. Ltd...

1. A method for making a housing for a mobile communication device, comprising:step S1: mixing a zirconia ceramic powder, a solvent, and a binder to form a mixed slurry;
step S2: tape-casting the mixed slurry to form a monolayer base membrane band, and then making at least one layer of laminated membrane band on the base membrane band by lamination and isostatic pressing, thereby forming a laminated body; and
step S3: debinding, sintering, and hot-bending the laminated body to obtain a compact ceramic housing for a mobile communication device;
wherein, the step S3 of debinding, sintering and hot-bending the laminated body to obtain a compact ceramic housing for a mobile communication device comprises:
step S31: debinding and sintering the laminated body to obtain a flat semi-finished product;
step S32: plane-grinding the flat semi-finished product obtained in step S31 to obtain a flat sample with a uniform thickness; and
step S33: placing the flat sample in a predesigned mold for the housing for a mobile communication device, performing hot-bending under a pressure of 0-1000N when increasing or decreasing a temperature within 700-1000° C. for 0-5 min.

US Pat. No. 10,793,474

CERAMIC COMPOSITION

1. A ceramic composition comprising 1-2 mol % of magnesium oxide, 5-15 mol % of aluminum oxide, 25-40 mol % of silicon dioxide, 40-55 mol % of calcium oxide, 0.1-8 mol % of ferric oxide, 0.1-2 mol % of sulfur trioxide and 0.1-2 mol % of titanium oxide.

US Pat. No. 10,793,470

OPTICAL FIBER AND METHOD OF MANUFACTURING THE SAME

FURUKAWA ELECTRIC CO., LT...

1. An optical fiber comprising:a glass core; and
a cured polymer cladding formed around the glass core, the polymer cladding having a thickness of (1) no less than 25 ?m and (2) 100 ?m or less before curing, wherein
the polymer cladding is formed from a mixture of a polymerizable composition and a silane coupling agent, and a fluorine-based ultraviolet curable resin,
the mixture contains more than 25 to 95 parts by weight of the silane coupling agent based on 100 parts by weight of a total weight of the mixture,
the fluorine-based ultraviolet curable resin alone has a refractive index in a range of 1.350 to 1.420 after ultraviolet curing, and
a component formed from the silane coupling agent is discretely concentrated within a range of 20 ?m or less in the polymer cladding from an interface between the glass core and the polymer cladding.

US Pat. No. 10,793,469

HEAT TREATABLE COATED ARTICLE HAVING TITANIUM NITRIDE AND ITO BASED IR REFLECTING LAYERS

GUARDIAN GLASS, LLC, Aub...

1. A coated article including a coating supported by a glass substrate, the coating comprising:a first dielectric layer comprising silicon nitride on the glass substrate;
a first infrared (IR) reflecting layer comprising ITO on the glass substrate, wherein the first dielectric layer comprising silicon nitride is located between at least the glass substrate and the first IR reflecting layer comprising ITO;
a second dielectric layer comprising silicon nitride on the glass substrate over at least the first IR reflecting layer comprising ITO;
a second layer IR reflecting layer comprising a nitride of titanium on the glass substrate over at least the first and second dielectric layers comprising silicon nitride, so that the second dielectric layer comprising silicon nitride is located between at least the first IR reflecting layer comprising ITO and the second IR reflecting layer comprising the nitride of titanium;
a third dielectric layer comprising silicon nitride on the glass substrate over at least the second IR reflecting layer comprising the nitride of titanium;
wherein the coating contains no IR reflecting layer based on silver, and contains only two IR reflecting layers;
wherein the first IR reflecting layer comprising ITO is from 250-450 ? thick, and the second IR reflecting layer comprising the nitride of titanium is from 130-300 ? thick; and
wherein the coated article measured monolithically has: a visible transmission from about 15-80%, a film side visible reflectance no greater than 10%, a glass side visible reflectance no greater than about 30%, a glass side reflective a* value of from ?10.0 to +1.6, and a light-to-solar gain ratio (LSG) of at least 1.10.

US Pat. No. 10,793,468

METHOD OF MANUFACTURING AN ETCHED GLASS ARTICLE

AGFA-Gevaert NV

1. A method of manufacturing an etched glass article, the method comprising:jetting an image with a UV curable inkjet ink on a surface of a glass article;
UV curing the image;
etching a surface of the glass article not covered by the UV cured image to obtain an etched image; and
removing the UV cured image in an aqueous alkaline solution; wherein
the UV curable inkjet ink includes a polymerizable composition, and at least 80 wt % of the polymerizable composition consists of:
a) 15.0 to 70.0 wt % of an acryl amide;
b) 20.0 to 75.0 wt % of a polyfunctional acrylate; and
c) 1.0 to 15.0 wt % of a (meth)acrylate including a carboxylic acid group, a phosphoric acid group, or a phosphonic acid group; and
all weight percentages (wt %) are based on a total weight of the polymerizable composition.

US Pat. No. 10,793,466

NANOPARTICLE ADDITIVES FOR SILICA SOOT COMPACTS AND METHODS FOR STRENGTHENING SILICA SOOT COMPACTS

Corning Incorporated, Co...

1. A method of strengthening a silica soot compact, the method comprising:forming a mixture of silica soot particles and nanoparticles, the mixture comprising between about 3.0 wt % and about 30 wt % of the nanoparticles, wherein the nanoparticles have a smaller particle size than the silica soot particles, wherein the particle size of the nanoparticles is between about 6.0 nm and about 15 nm, and wherein the surface area of the nanoparticles is between about 30 m2/g and about 450 m2/g; and
forming a silica soot compact from the mixture by pressing the silica soot particles over an outer layer of a substrate to form a cladding portion of an optical fiber preform.

US Pat. No. 10,793,465

BASE MATERIAL FOR DISK ROLL, PRODUCTION METHOD THEREOF, DISK ROLL AND PRODUCTION METHOD THEREOF

NICHIAS CORPORATION, Tok...

1. A base material for a disk roll comprising:a layered silicate,
wherein the layered silicate contains two or more kinds of minerals having an interlayer distance exceeding 10 angstroms,
the two or more kinds of minerals having an interlayer distance exceeding 10 angstroms include at least a vermiculite and a smectite, and
a content ratio relative to a mass of the base material for a disk roll is 10 to 40 mass % for the vermiculite, and is 2 to 20 mass % for the smectite.

US Pat. No. 10,793,464

GLASS PLATE BEND-BREAKING METHOD AND BEND BREAKING APPARATUS THEREOF

BANDO KIKO CO., LTD., To...

1. A method of bend-breaking a glass plate for bend-breaking and separating an edge portion by causing a pressing roller to partially press the edge portion located between a peripheral edge of the glass plate and a cut line formed on the glass plate, comprising:adjusting a rolling direction of the pressing roller to be changed to a normal direction relative to the cut line at a predetermined bend-breaking position of the edge portion so that a line of contact between the pressing body and the glass plate becomes substantially parallel to the cut line,
causing the pressing roller to rotatingly move in the normal direction toward the peripheral edge of the glass plate while the edge portion is being pressed by the pressing roller, to thereby perform the bend-breaking and separation of the edge portion.

US Pat. No. 10,793,463

GLASS PLATE SCRIBING APPARATUS

BANDO KIKO CO., LTD., To...

1. A scribing apparatus comprising:a scribe head having a cutter wheel, the cutter wheel being rotatable about a first axis for scribe forming a scribe line in a fragile plate;
means for rotating the cutter wheel about a second axis that is orthogonal to the first axis; and a controller that brings said cutter wheel into pressure contact with the fragile plate at a scribe starting point and forms a dent in the fragile plate at the scribe starting point using said means for rotating the cutter wheel, and that subsequently starts scribing the fragile plate by moving said cutter wheel, which is in pressure contact with the fragile plate, along the fragile plate from within said dent after the dent is formed at the scribe starting point.

US Pat. No. 10,793,462

APPARATUSES AND METHODS FOR HEATING MOVING GLASS RIBBONS AT SEPARATION LINES AND/OR FOR SEPARATING GLASS SHEETS FROM GLASS RIBBONS

Corning Incorporated, Co...

1. An apparatus for processing glass, glass-ceramic or ceramic material, said apparatus comprising:a translatable support portion;
a heating apparatus coupled to the translatable support portion and configured to contact a continuous glass ribbon across at least a portion of a width of the continuous glass ribbon at a desired line of separation as the translatable support portion moves in a draw direction, thereby preferentially applying heat to a first side of the continuous glass ribbon at the desired line of separation as the continuous glass ribbon moves in the draw direction; and
a flaw initiation device configured to initiate a flaw in the continuous glass ribbon at the desired line of separation;
wherein at least one of:
a) the heating apparatus comprises a heating element and an insulating tube, and the heating element is disposed at least partially within the insulating tube and protrudes through an elongate aperture in the insulating tube, wherein the insulating tube is coupled to the translatable support portion by an element that traverses a body of the insulating tube; or
b) the heating apparatus comprises a heating element and a thermally conductive cover, the heating element is disposed between the thermally conductive cover and the translatable support portion, and the thermally conductive cover comprises an apex configured to contact the continuous glass ribbon across the portion of the width of the continuous glass ribbon at the desired line of separation as the continuous glass ribbon moves in the draw direction, wherein an assembly of the heating element and the thermally conductive cover is secured to the translatable support portion via an insulator disposed between the heating element and the translatable support portion.

US Pat. No. 10,793,461

METHOD AND SYSTEM FOR MAKING 3D GLASS, GLASS-CERAMIC AND CERAMIC OBJECTS

CORNING INCORPORATED, Co...

1. An apparatus for making a three-dimensional object, comprising:a pedestal having a build surface;
a feed system having a feed outlet positioned above the build surface, the feed system configured to feed a contiguous, preformed material into a build zone between the feed outlet and the build surface;
a furnace enclosing the build surface, build zone and the feed outlet;
a laser delivery system arranged to direct at least one laser beam into the build zone to form a hot spot in the build zone; and
a positioning system arranged to effect relative motion between the build surface and the feed outlet,
wherein the positioning system is arranged to affect the relative motion in three orthogonal directions, and wherein the pedestal is coupled to the positioning system.

US Pat. No. 10,793,460

GLASS FORMING FURNACE

1. A glass forming furnace, comprising:a forming zone, including a pressure device, the pressure device including:
a servo motor;
a push rod, connected with the servo motor, the push rod including an end notch and an embedded structure; and
a mold pressurizing mechanism, including an inlet notch, the inlet notch being connected with the embedded structure;
wherein the end notch is in contact with the inlet notch;
a cleaning zone, including an active brush mechanism;
a plurality of sealing doors, disposed at an inlet and an outlet of the forming zone respectively, the sealing doors each including a valve, the valve having a cross-sectional thickness that is gradually decreased from top to bottom; and
a conveying channel, passing through the forming zone and the cleaning zone, the conveying channel being configured to convey a plurality of glass forming molds.

US Pat. No. 10,793,459

EFFECTIVE DISCHARGE OF EXHAUST FROM SUBMERGED COMBUSTION MELTERS AND METHODS

Johns Manville, Denver, ...

1. A submerged combustion manufacturing method comprising:melting materials in a submerged combustion melter (SCM) equipped with one or more submerged combustion (SC) burners, the SCM having a length (L) and a width (W), a centerline (C), a midpoint (M), a sidewall structure having a north side (N) and a south side (S), the sidewall structure connecting a ceiling and a floor of the SCM, the SCM comprising one or more exhaust passages through the ceiling;
combusting a fuel in the one or more SC burners, the one or more SC burners discharging combustion products under a level of the materials being melted in the SCM and creating turbulent conditions in substantially all of the materials being melted as well as ejected portions of melted material; and
exhausting exhaust materials from the SCM through an exhaust structure fluidly connecting the one or more exhaust passages with an exhaust stack, the exhaust structure comprising:
a liquid-cooled exhaust structure of height H1 fluidly connected to the one or more exhaust passages, the liquid-cooled exhaust structure defining a liquid-cooled exhaust chamber having a first interior surface, the liquid-cooled exhaust chamber having a cross-sectional area greater than that of the exhaust stack but less than the SCM,
the one or more exhaust passages and liquid-cooled exhaust structure maintaining temperature and pressure of the exhaust materials from the SCM, and exhaust velocity of the exhaust materials from the SCM through the exhaust structure, at values sufficient to prevent the ejected portions of melted material from being propelled out of the exhaust structure and into the exhaust stack as solidified material, and maintain any molten materials contacting the first interior surface molten so that it flows back down the first interior surface back into the SCM, and
a gas-cooled exhaust structure of height H7 fluidly connecting the liquid-cooled exhaust structure and the exhaust stack, the gas-cooled exhaust structure defining a gas-cooled exhaust chamber having a second interior surface, the gas-cooled exhaust structure consisting of a metal layer forming the second interior surface, the metal layer having one or more gas-cooled external surfaces, the gas-cooled exhaust structure devoid of refractory or other lining,
wherein H1 is greater than or equal to H7, and H7 is not 0.

US Pat. No. 10,793,458

PROCESS TO RECOVER AMMONIUM BICARBONATE FROM WASTEWATER

BION ENVIRONMENTAL TECHNO...

1. A process to treat wastewater containing ammonia nitrogen comprising:treating the wastewater at a temperature of at least 60 degrees Celsius to create a gas and, without the addition of chemicals that are not inherently present in the wastewater, converting substantially all ammonia in the wastewater to gaseous form in the gas;
cooling the gas and mixing the gas containing gaseous ammonia with carbon dioxide and water vapor forming dissolved ammonium carbonate and ammonium bicarbonate in a liquid condensate, wherein each of the ammonia, carbon dioxide and water vapor are derived from the wastewater;
crystallizing the concentrated dissolved ammonium carbonate and ammonium bicarbonate condensate.

US Pat. No. 10,793,457

PEDICURE, MANICURE, AND MASSAGE SPA WATER TREATMENT SYSTEM

1. A pedicure, manicure, and massage spa water treatment system comprising:a container (110) for containing spa treatment water (114) and multiple fish (116);
a spa water treatment container (124), said spa water treatment container (124) comprising a first spa water treatment section (130) hydraulically connected to said container (110) and a second spa water treatment section (132) hydraulically connected to both said container (110) and said first spa water treatment section (130), said spa treatment water (114) hydraulically and sequentially flowing from said container (110) to said first spa water treatment section (130), to said second spa water treatment section (132), and subsequently to said container (110); and,
wherein said spa treatment water (114) hydraulically flows from said container (110) through a filtering device (126) having a pore size ranging from about 100 ?m to about 300 ?m prior to hydraulic introduction to said first spa water treatment section (130) and forming filtered spa treatment water (134).

US Pat. No. 10,793,456

EFFICIENT BIO-INORGANIC SYSTEM FOR TREATMENT OF SULPHIDIC WASTEWATER STREAMS CONTAINING OTHER CONTAMINANTS

Indian Oil Corporation Li...

1. A process for biological treatment of wastewater containing sulphur compounds, wherein the process comprises the following steps:a) developing a bio-inorganic system consisting of an inorganic material selected from at least one of nano-sized ZnO and ZnO+MWCNTs on a carrier and filler material in a reactor column;
b) passing the wastewater to be treated into the reactor column comprising a particulate bed attached with an active microbial film to remove contaminants from the wastewater;
c) introducing oxygen-containing gas in the reactor column to get dissolved oxygen (DO) in the range of 0.1 to 5 mg/l;
d) removing particulate solid product from the bottom of the reactor column in a continuous manner; and
e) obtaining purified water with reduced concentration of the contaminants.

US Pat. No. 10,793,455

METHOD OF CHLORINATING DRINKING WATER ON A SHIP, IN PARTICULAR A PASSENGER SHIP

FINCANTIERI S.p.A., Trie...

1. Method of chlorinating drinking water on a ship, the ship is equipped with a drinking water production and distribution system comprising a recirculation distribution network and a device for injecting at a predetermined injection point into the distribution network at least one chlorine compound capable of generating free chlorine in water, said chlorinating method comprising:a step a) of chlorination, in which said at least one chlorine compound is injected into circulation at the predetermined injection point in order to keep the distribution network aseptic, and comprising the following operative steps:
a step b) of fixing a regimen set point for concentration of free chlorine at the injection point between 0.4 mg/l and 1.2 mg/l;
a step c) of monitoring the concentration of free chlorine proximate the injection point by at least a first detection probe positioned therein;
a step d) of continuously monitoring the concentration of free chlorine at a furthest point of the distribution network from the injection point by at least a second detection probe positioned therein; and
wherein the injection step a) comprises a sub-step a1) of regimen chlorination in which the injection of the at least one chlorine compound in the distribution network is conducted so as to maintain the concentration of free chlorine in the distribution network at the injection point at said regimen set point, said regimen chlorination sub-step a1) being performed if the second probe does not detect variations in the concentration of free chlorine at a furthest point with respect to the regimen set point or if the second probe detects variations in the concentration of free chlorine at the furthest point with respect to said regimen set point having an amplitude lower than a predetermined safety limit of variation and/or if a duration of the variations in the concentration of free chlorine at the furthest point detected by the second probe is lower than a predetermined safety time limit, drops in the concentration of free chlorine in the furthest point with respect to the regimen set point being directly attributable to presence of biological material in said distribution network and being usable to trigger temporarily raising a level of chlorination at the injection point with respect to said regimen set point.

US Pat. No. 10,793,454

WATER TREATMENT SYSTEM WITH ULTRAVIOLET LEDS AND PHOTO-CATALYSTS

United States of America ...

1. A reactor system for treating contaminated water, comprising:a reactor vessel having a first and second end portions and an internal reactor volume defined by interior surfaces of the reactor vessel;
a polytetrafluoroethylene coating applied over at least a portion of the interior surfaces of the reactor vessel;
a water inlet disposed in the first end portion and a water outlet disposed in the second end portion;
at least one ultraviolet light-emitting diode (LED) disposed so as to project ultraviolet light into the reactor vessel; and
a plurality of photo-catalyst substrates disposed within the internal reactor volume of the reactor vessel, each of the substrates having a coating of anatase crystalline titanium dioxide applied to an outer surface of the substrate, wherein the outer surface of the substrate is coated with anatase crystalline titanium dioxide in an amount from about 0.02 mg/cm2 to about 0.20 mg/cm2.

US Pat. No. 10,793,453

WET PAINT BOOTH CIRCULATING WATER TREATMENT AGENT

KURITA WATER INDUSTRIES L...

1. A method for treating a circulating water in a wet paint booth, the method comprising:adding a treatment agent to the circulating water somewhere along a passage for the circulating water,
wherein, the circulating water is supplied from a water tank to a paint booth for collecting an uncoated paint and is returned to the water tank in the passage,
the treatment agent consists essentially of an aqueous solution comprising an alkali metal hydroxide and/or an alkali metal carbonate, a tannin and water,
the aqueous solution has a pH of 10 to 13,
a tannin concentration in the aqueous solution is 10 to 30% by mass, and
the tannin has a solubility in water such that as a pH in water becomes higher, the solubility of the tannin in water becomes higher,
whereby a part of the tannin in a mixture of the circulating water and the treatment agent obtained by the adding the treatment agent to the circulating water is precipitated due to decreased pH of the aqueous solution by dilution of the treatment agent with the circulating water, and the obtained precipitate of the tannin detackifies the uncoated paint collected in the circulating water.

US Pat. No. 10,793,452

RECOVERING SOLID WASTE BRINE FROM PROCESSED WATER UTILIZING A FLUIDIZED BED SPRAY GRANULATOR SYSTEM

Andritz Separation Inc., ...

1. A method of recovering solid waste from produced water in an oil sands system utilizing a fluidized bed, the method comprising the steps of:transferring an amount of produced water into a solution tank;
increasing the amount of a salt concentration of the produced water to produce an enriched salt solution in the solution tank, wherein the enriched salt solution is a solution near the solution's salt saturation point, and wherein an enriched salt solution near the salt solution's saturation point is a salt solution at 25-27 weight percent salt solids concentration at 50 degrees Celsius;
transferring the enriched salt solution using at least one spray nozzle into a fluidized bed of a fluidized bed spray granulator;
heating the fluidized bed with a gas;
growing granules within the fluidized bed through evaporative drying of salt from the enriched salt solution;
extracting the granules from the fluidized bed spray granulator to produce a granulator product;
separating at least a portion of the granulator product into at least two fractions comprising an unders fraction and an overs fraction; and
removing at least a portion of at least one of the at least two fractions from the system as solid waste brine product.

US Pat. No. 10,793,450

POTENTIAL OF ZERO CHARGE-BASED CAPACITIVE DEIONIZATION

UNIVERSITY OF KENTUCKY RE...

13. An electrostatic device in a structure comprising at least one inlet, at least one outlet, at least one electrically conductive anode, at least one electrically conductive cathode, a power supply configured to operate under computer control to apply a short circuit or a user selectable DC constant voltage (“E+”) or constant current to the at least one anode and to apply a short circuit or a user selectable DC constant voltage (“E?”) or constant current to the at least one cathode, and an ionic solution admitted through the inlet and discharged through the outlet and that is deionized by contact with the at least one anode and the at least one cathode, wherein the location of the potential of zero charge (EPZC) of the at least one anode has been shifted to an EPZC equal to or more positive than the E+ by modification of the anode surface to an increased EPZC, wherein the location of the EPZC of the at least one cathode has been shifted to an EPZC equal to or more negative than the E? by modification of the cathode surface to a decreased EPZC, and wherein the difference between positive and negative EPZCs is from 0.15 V up to 1.25 V.

US Pat. No. 10,793,447

SYSTEM AND METHOD FOR PLASMA DISCHARGE IN LIQUID

Energy Onvector, LLC, Ca...

1. A system for generating a plasma discharge in liquid comprising:first and second electrodes spaced apart, the first electrode being a high voltage electrode, and the second electrode being a ground electrode;
a channel defined at least partially by the first electrode for injecting a gas in a first direction, at least a portion of the channel being directed through a sidewall of the first electrode, the channel terminated at a bottom end in a structure configured to block gas flow and redirect gas through the sidewall; and
an inlet in fluid communication with an interior space of a vessel configured to generate a vortical fluid flow in a second direction in the interior space.

US Pat. No. 10,793,446

WATER PURIFIER

LG ELECTRONICS INC., Seo...

1. A water purifier to supply purified water that is heated based on a target temperature, the water purifier comprising:a water outlet from which the purified water is discharged;
a first temperature sensor to detect a temperature of the purified water discharged from the water outlet;
an induction heater having:
a working coil that forms a magnetic field according to a current through the working coil, and
a hot water tank that is heated by the magnetic field formed by the working coil and receives the purified water to be delivered to the water outlet; and
a controller to manage the current to the working coil while the purified water is being delivered to the water outlet through the hot water tank, in response to a water discharge request,
wherein the controller manages the current to the working coil such that the temperature of the purified water discharged from the water outlet is below the target temperature until a particular time after the water discharge request, and the temperature of the purified water discharged from the water outlet is higher than the target temperature after the particular time.

US Pat. No. 10,793,444

METHODS AND COMPOSITIONS FOR BAUXITE BENEFICIATION

Ecolab USA Inc., St. Pau...

1. A method of pre-extractive processing of a bauxite ore, the method comprising: combining a bauxite ore source with a water source and a beneficiation agent to form first beneficiation slurry, wherein the combining is prior to extractive processing of the ore source; and partitioning first beneficiation slurry into a first beneficiary and a first gangue, wherein the beneficiation agent comprises a cationic polymer, a polysaccharide, or a combination thereof.

US Pat. No. 10,793,443

SYNTHESIS OF A BORON-CONTAINING ZEOLITE WITH AN MWW FRAMEWORK STRUCTURE

BASF SE, Ludwigshafen (D...

1. A synthetic boron-containing zeolitic material having an MWW framework structure, comprising YO2 and B2O3, where Y is a tetravalent element,wherein
the boron-containing zeolitic material is obtained from a process comprising
(a) crystallizing a mixture comprising one or more sources for YO2, one or more sources for B2O3, one or more organotemplates represented by formula (I), and one or more seed crystals, thereby obtaining a layered precursor of the boron-containing MWW-type zeolitic material:
R1R2R3N  (I)
where R1 is a (C5-C8)cycloalkyl group, and R2 and R3 are independently H or an alkyl group, and
(b) calcining the layered precursor, thereby obtaining the boron-containing zeolitic material having an MWW framework structure.

US Pat. No. 10,793,442

EXFOLIATION OF ZEOLITES IN FUNCTIONALIZED POLYMERS

THE UNIVERSITY OF MASSACH...

1. A method for forming zeolite nanosheets, the method comprising:forming a mixture comprising a layered zeolite precursor and a functionalized polymer; and
exfoliating the layered zeolite precursor to provide the zeolite nanosheets.

US Pat. No. 10,793,441

METHOD FOR PREPARING ALUMINOSILICATE PARTICLES HAVING EXCELLENT DISPERSION, REINFORCING MATERIAL FOR RUBBER COMPRISING THE ALUMINOSILICATE PARTICLES, AND RUBBER COMPOSITION FOR TIRES COMPRISING THE REINFORCING MATERIAL

LG Chem, Ltd., (KR)

1. A method for preparing aluminosilicate particles, comprising:curing a raw material mixture to obtain a solid product including aluminosilicate particles, wherein the raw material mixture comprises a basic or alkaline aqueous solution, a silicon source, and an aluminum source;
washing the solid product;
purifying the washed solid product to separate the aluminosilicate particles from unreacted silicon and aluminum sources, wherein the purification comprises:
dispersing the washed solid product in distilled water;
precipitating the unreacted silicon and aluminum sources base on weight difference;
obtaining a supernatant having the aluminosilicate particles; and
drying the supernatant to obtain the aluminosilicate particles.

US Pat. No. 10,793,440

PLASMA PROCESSES FOR PRODUCING GRAPHENE NANOSHEETS

RAYMOR INDUSTRIES INC., ...

1. A plasma process for producing graphene nanosheets comprising:injecting a carbon-containing substance, through an injection nozzle of a plasma torch at a velocity of at least 60 m/s standard temperature and pressure (STP), into a thermal zone of a plasma, to nucleate said graphene nanosheets;
injecting a quench gas inside said plasma torch and separately from said carbon-containing substance; and
quenching said graphene nanosheets with a quench gas of no more than 1000° C.,
wherein said graphene nanosheets have a polyaromatic hydrocarbon concentration of less than about 0.7% by weight.

US Pat. No. 10,793,439

FIBROUS CARBON NANOHORN AGGREGATE AND METHOD FOR PRODUCING THE SAME

NEC CORPORATION, Minato-...

1. A fibrous carbon nanohorn aggregate, in which a plurality of single-walled carbon nanohorns are aggregated in a fibrous state.

US Pat. No. 10,793,438

METHOD OF RECYCLING COMPOSITE CONTAINER FOR HIGH-PRESSURE GAS

Hyundai Motor Company, S...

1. An apparatus for recovering carbon fibers from a waste composite container for a high-pressure gas, which includes an outer container having carbon fibers, the apparatus comprising:a recovery bar for holding the outer container cut off the composite container; and
a pair of supports for supporting the recovery bar,
wherein the recovery bar is transversely fitted in a plurality of recovery bar fixing rings formed at tops of the pair of supports for supporting the recovery bar,
wherein the recovery bar has screw type grooves for adjusting a gap between the supports and a plurality of fitting holes formed at regular intervals at an upper portion,
wherein a fiber separator that is fitted on the recovery bar is disposed over the recovery bar,
wherein a plurality of needles are formed at regular intervals on a bottom of the fiber separator and inserted into the fitting holes on the recovery bar,
wherein a plurality of fixing holes for inserting inserts vertically extending up from the fixing rings of the supports and having a diameter larger than an outer diameter of the inserts are formed at both end portions of the fiber separator,
wherein each support has a base formed at a bottom to be stably supported on a floor, and a middle portion of each support comprises a height adjustment portion for allowing a vertical height to be adjusted, so the supports are adjustable in height such that a circular surface of the outer container held on the recovery bar can maintain a gap from the ground for supporting the recovery bar and the fiber separator, and
wherein the fixing holes at both end portions of the fiber separator are configured to adjust the gap between the supports using the screw type grooves to adjust an allowable width of the recovery bar, and the fixing holes are spaced apart with a regular interval so that the inserts on the supports can be fitted in the fixing holes.

US Pat. No. 10,793,435

APPARATUS AND METHOD FOR REMOVING AND RETARDING PARAFFIN BUILDUP ON SURFACES IN CONTACT WITH CRUDE OIL AND NATURAL GAS

SO3 PLUS LLC, Birmingham...

1. A transportable apparatus for on-demand sulfur trioxide generation, the transportable apparatus comprising:a sulfur trioxide generating system comprising
a portable source of sulfur;
a portable source of oxygen;
a converter having a converter inlet fluidly or gaseously coupled to the portable sources of sulfur and oxygen, a cavity communicating with the converter inlet and containing a plurality of catalyst beds arranged in series capable of catalyzing a reaction of sulfur and oxygen to generate sulfur trioxide, and an outlet communicating with the cavity and capable of dispensing generated sulfur trioxide; and
a heater operable to heat sulfur or oxygen dispensed from the portable source of sulfur and the portable source of oxygen to a temperature sufficient for generating sulfur trioxide;
a transportable base adapted to support the sulfur trioxide generating system and is transportable to a site when supporting the sulfur trioxide generating system; and
a scrubbing system supported by the transportable base and comprising a mist eliminator/scrubber fluidly or gaseously coupled to the outlet of the converter, a source of a neutralizing agent fluidly or gaseously coupled to the mist eliminator/scrubber, and a pump operable to recirculate the neutralizing agent between the mist eliminator/scrubber and the source of the neutralizing agent, the neutralizing agent reacting with sulfur trioxide and dissolving acids, the mist eliminator/scrubber including a fiber bed membrane sprayed with the neutralizing agent,
wherein the sulfur trioxide generating system is operable to generate and dispense sulfur trioxide at the site.

US Pat. No. 10,793,434

SYSTEM FOR HYDROGEN SULFIDE DESTRUCTION AND SULFUR RECOVERY

1. A hydrogen sulfide destruction and sulfur recovery system comprising:a tower;
sulfur introduction piping;
oxygen introduction piping; and
hydrogen sulfide introduction piping;
wherein said tower comprises:
a lower cooling component within a lower vapor space of a bottom section of said tower;
an upper vapor space;
a void fluidly connecting said lower vapor space and said upper vapor space;
one or more upper catalyst beds fluidly connected to said upper vapor space;
a first condensation section comprising a first condensation cooling component disposed beneath said upper catalyst beds and fluidly connected thereto;
a tray comprising a weir disposed beneath said first condensation cooling component;
a fluid outlet that allows for fluid flow from said tray out of said tower;
one or more lower catalyst beds fluidly connected to said first condensation section via a fluid pathway;
a second condensation section comprising a second condensation cooling component disposed beneath said lower catalyst beds and fluidly connected thereto;
a fluid outlet that allows for fluid flow from a bottom section of said second condensation section to said bottom section of said tower; and
a gas outlet that allows gas flow from said bottom section of said second condensation section out of said tower.

US Pat. No. 10,793,432

OUTPUT INSPECTION METHOD FOR OZONE MASS FLOW CONTROLLER

TOKYO ELECTRON LIMITED, ...

1. An output inspection method for at least one ozone mass flow controller for controlling a flow rate of ozone to be supplied to a plurality of flow paths branched from an ozone generator, the method comprising:storing a first flow rate outputted by an oxygen mass flow controller configured to supply an oxygen with the ozone generator turned off and to measure a flow rate of the oxygen supplied to the ozone generator, and a second flow rate outputted by the at least one ozone mass flow controller provided in the plurality of flow paths;
supplying the ozone into a processing container from the ozone generator via the plurality of flow paths to perform a plurality of times a predetermined ozone-based process inside the processing container;
acquiring a third flow rate outputted by the oxygen mass flow controller and a fourth flow rate outputted by the at least one ozone mass flow controller, by supplying the oxygen with the ozone generator turned off during a predetermined period between the predetermined ozone-based processes performed the plurality of times; and
determining whether the fourth flow rate is a normal value by comparing the first flow rate and the second flow rate with the third flow rate and the fourth flow rate, respectively.

US Pat. No. 10,793,431

SEMICONDUCTOR CONTROLLED QUANTUM ANNEALING INTERACTION GATE

Equal1.Labs Inc., Fremon...

1. A quantum annealing interaction gate, comprising:a substrate;
a first qubit having two qdots and associated first control gate fabricated on said substrate and including a first interaction qdot;
a second qubit having two qdots and associated second control gate fabricated on said substrate and including a second interaction qdot, said second qubit located in sufficient proximity to said second qubit to enable interaction between a first particle in said first qubit and a second particle in said second qubit;
a control circuit operative to generate control signals for said first control gate and said second control gate to slowly lower a tunnel barrier of said first qubit and said second qubit to allow interaction therebetween thereby resulting in synchronized Rabi oscillations between said first qubit and said second qubit; and
wherein said quantum annealing interaction gate is operative to evolve to a solution representing a lowest minima among said first qubit and said second qubit.

US Pat. No. 10,793,430

METHOD FOR PRODUCING THIN MEMS WAFERS

Robert Bosch GmbH, Stut...

1. A method for producing thin MEMS wafers, comprising:(A) providing an SOI wafer having an upper silicon layer, a first SiO2 layer and a lower silicon layer, the first SiO2 layer being situated between the upper silicon layer and the lower silicon layer;
(B) producing a second SiO2 layer on the upper silicon layer;
(C) producing a MEMS structure on the second SiO2 layer;
(D) introducing clearances into the lower silicon layer that extend to the first SiO2 layer; and
(E) etching the first SiO2 layer and thus removing the lower silicon layer,
wherein, following step (A) and prior to step (B), trenches are etched into the upper silicon layer, which extend to the first SiO2 layer and which surround at least one partial area of the upper silicon layer,
wherein the trenches are filled with an SiO2 filling and in step (B) the second SiO2 layer is produced at least on the partial area of the upper silicon layer.

US Pat. No. 10,793,429

METHOD FOR PRODUCING PACKAGED MEMS ASSEMBLIES AT THE WAFER LEVEL, AND PACKAGED MEMS ASSEMBLY

INFINEON TECHNOLOGIES AG,...

1. A packaged MEMS assembly, comprising:a semiconductor substrate with a wiring layer stack having a cutout on a first main surface region of the semiconductor substrate, wherein at the first main surface region of the semiconductor substrate a MEMS component is arranged in an exposed manner in the cutout of the wiring layer stack, and wherein vertically projecting through contact elements are arranged at metallization regions of the wiring layer stack,
a cured b-stage material layer on the wiring layer stack, wherein the cutout in the wiring layer stack is closed by the cured b-stage material layer and the vertically projecting through contact elements are furthermore introduced in the cured b-stage material layer and extend through the cured b-stage material layer, an upper surface of the cured b-stage material layer being co-planar with an upper surface of the contact elements, and
a redistribution layer (RDL) structure on a main surface region of the cured b-stage material layer, wherein end surface regions of the vertically extending through contact elements are connected to the RDL structure at the main surface region of the cured b-stage material layer in order to provide an electrical connection between the wiring layer stack and the RDL structure.

US Pat. No. 10,793,428

SENSOR ELEMENT HAVING LASER-ACTIVATED GETTER MATERIAL

Robert Bosch GmbH, Stutt...

1. A method for producing a micromechanical component, including a substrate and a cap, which is connected to the substrate and encloses a cavity with the substrate, a pressure prevailing inside the cavity and a gas mixture having a chemical composition being enclosed, the method comprising:providing, in a first task, an access opening in the substrate or in the cap, which connects the cavity to an environment of the micromechanical component;
adjusting, in a second task, the pressure and/or the chemical composition in the cavity; and
sealing, in a third task, the access opening with a laser by introducing energy or heat into an absorbing part of the substrate or the cap;
wherein a getter material, introduced into the cavity prior to the third task, is at least partially activated with laser radiation generated by the laser during the third task.

US Pat. No. 10,793,427

EUTECTIC BONDING WITH ALGE

KIONIX, INC., Ithaca, NY...

1. A MEMS structure comprising a MEMS device formed in a cavity of a first semiconductor substrate, the MEMS device being sealed in an AlGeSi sealant, said AlGeSi sealant formed in response to eutectic bonding between an Aluminum Germanium structure formed in the first substrate and a polysilicon layer formed in a second substrate, wherein said Germanium Aluminum structure comprises a layer of Germanium overlaying a layer of Aluminum.

US Pat. No. 10,793,426

MICROELECTROMECHANICAL SYSTEM STRUCTURE AND METHOD FOR FABRICATING THE SAME

UNITED MICROELECTRONICS C...

1. A method for fabricating a microelectromechanical system (MEMS) structure, comprising:providing a first substrate, wherein a transistor, a first dielectric layer and an interconnection structure are formed thereon, the transistor is disposed on the first substrate, the first dielectric layer is disposed on the first substrate and covering the transistor, and the interconnection structure is disposed within the first dielectric layer and electrically connected to the transistor;
providing a second substrate, wherein a second dielectric layer and a thermal stability layer are formed on the second substrate, the second dielectric layer is disposed on the second substrate, and the thermal stability layer is completely encapsulated by the second dielectric layer;
bonding the first substrate to the second substrate;
removing the second substrate;
forming a conductive layer within the second dielectric layer and a conductive plug within the second dielectric layer and the first dielectric layer, wherein the conductive layer is electrically connected to the interconnection structure through the conductive plug; and
removing a part of the first substrate and a part of the first dielectric layer after forming the conductive layer to form a cavity that exposes a region of the interconnection structure,
wherein a MEMS device comprising the cavity and the thermal stability layer,
wherein the thermal stability layer is located between a bottom of the conductive layer and the interconnection structure, and the bottom of the conductive layer is closer to the first substrate than an upper part of the conductive layer, and
wherein a growth temperature of a material of the thermal stability layer is higher than a growth temperature of a material of the conductive layer and a growth temperature of a material of the interconnection structure.

US Pat. No. 10,793,425

METHOD FOR PROTECTING A MEMS UNIT AGAINST INFRARED INVESTIGATIONS AND MEMS UNIT

Robert Bosch GmbH, Stutt...

4. A method for protecting a MEMS unit against infrared investigations, comprising:doping at least one area of the MEMS unit, the at least one doped area one of absorbing, reflecting or diffusely scattering more than 50% of an infrared light incident upon it;
wherein the at least one area is doped one of: (i) by way of ion implantation, or (ii) by way of deposition methods;
wherein the at least one area includes an area of the MEMS unit bordering a cavity in an interior of the MEMS unit.

US Pat. No. 10,793,424

DEVICE AND METHOD FOR A THRESHOLD SENSOR

INVENSENSE, INC., San Jo...

1. A device, comprising: a first MEMS device, wherein the first MEMS device is configured to sense at least one external influence, and wherein the first MEMS device is configured to change a physical state and store the changed physical state when the at least one external influence exceeds a threshold value, and the first MEMS device is configured to retain the physical state below the threshold value, wherein the change in state of the first MEMS device is done passively, substantially due to an energy from the external influence, wherein the first MEMS device formed on a substrate includes a device layer and a different layer, the device layer including a mass movably coupled to the device layer, the mass including a plunger, wherein the mass including the plunger configured to move normal relative to the device layer; at least a first conductor and a second conductor are formed on the different layer and disposed relative to the plunger, with a gap disposed between the first conductor and the second conductor; wherein, the plunger impacts the first conductor when the at least one external influence exceeds the threshold value and changes the gap between the first conductor and the second conductor; wherein the first conductor comes in contact with the second conductor when the at least one external influence exceeds the threshold value, the first conductor and the second conductor together form a switch and the resistance of the switch determines the physical state of the first MEMS device, wherein a resistance indicates that the external influence exceeded the threshold value and another resistance indicates that the external influence did not exceed the threshold value; and a second MEMS device formed on the substrate along with the first MEMS device, the second MEMS device responsive to the at least one external influence, wherein the stored physical state of the first MEMS device is indicative of a status of the second MEMS device.

US Pat. No. 10,793,423

MICROELECTROMECHANICAL ACCELEROMETER BASED SENSOR SYSTEM

Hartford Fire Insurance C...

1. A non-transitory, computer-readable medium storing instructions, that, when executed by a processor, cause the processor to perform a Micro-Electro-Mechanical-System (“MEMS”) based method for detecting and analyzing activity levels, the method comprising:collecting, by a wearable MEMS sensor, user activity data of a user wearing the MEMS sensor;
wirelessly transmitting, from a transceiver of the wearable MEMS sensor to a mobile electronic device, the collected user activity data, wherein the mobile electronic device is adapted to display the user activity data;
forwarding, from the mobile electronic device to a data adapter of a remote server system device via a wireless router, the collected user activity data;
analyzing, by the remote server system device, the user activity data to determine an associated activity classification, each activity classification corresponding to a pre-determined condition and an associated condition benefit; and
automatically generating, by a computer processor of the remote server system device, an exception condition for an investigator upon detection of a potential fraudulent condition based on a comparison of the sensed user activity data with a historical profile of that particular user's past activities and a predictive model.

US Pat. No. 10,793,422

MICROELECTROMECHANICAL SYSTEMS PACKAGES AND METHODS FOR PACKAGING A MICROELECTROMECHANICAL SYSTEMS DEVICE

VANGUARD INTERNATIONAL SE...

1. A microelectromechanical systems (MEMS) package comprising:a wafer having a MEMS device area and a contact area;
at least one electrode disposed in the MEMS device area and separated from a substrate of the wafer;
a metal cap partially anchored to the wafer where at least one point between the cap and the wafer is unanchored, the metal cap at least substantially extending over the MEMS device area;
an electrical contact pad disposed in the contact area and electrically coupled to the MEMS device area; and
a sealing layer disposed over the metal cap and the wafer, such that the sealing layer seals a gap between an unanchored portion of the metal cap and the wafer to encapsulate the MEMS device area;
wherein the electrical contact pad and the metal cap comprise the same composition.

US Pat. No. 10,793,421

WAFER LEVEL ENCAPSULATION FOR MEMS DEVICE

VANGUARD INTERNATIONAL SE...

1. A method for forming a microelectromechanical system (MEMS) device comprising:providing a device wafer having a top device wafer surface and a bottom device wafer surface, wherein the device wafer comprises a MEMS component in a device region of the device wafer, a top device wafer bonding surface region on the top device wafer surface surrounding the device region and a bottom device wafer bonding surface region on the bottom device wafer surface surrounding the device region, and the top device wafer bonding surface region and the bottom device wafer bonding surface region comprise crystalline silicon;
providing a top cap wafer having an outer top cap wafer surface and an inner top cap wafer surface;
thermally oxidizing the inner top cap wafer surface to form a first silicon dioxide layer;
after thermally oxidizing the inner top cap wafer surface, forming a first recess extending through the first silicon dioxide layer and into the top cap wafer to define a top cap wafer bonding region surrounding a top cap wafer device region that is recessed from the inner top cap wafer surface, wherein the top cap wafer bonding region is covered by the first silicon dioxide layer;
providing a bottom cap wafer having an outer bottom cap wafer surface and an inner bottom cap wafer surface;
thermally oxidizing the inner bottom cap wafer surface to form a second silicon dioxide layer;
after thermally oxidizing the inner bottom cap wafer surface, forming a second recess extending through the second silicon dioxide layer and into the bottom cap wafer to define a bottom cap wafer bonding region surrounding a bottom cap wafer device region that is recessed from the inner bottom cap wafer surface, wherein the bottom cap wafer bonding region is covered by the second silicon dioxide layer;
fusion bonding the crystalline silicon of the top device wafer bonding surface region to the first silicon dioxide layer on the top cap wafer bonding region;
after fusion bonding the device wafer and the top cap wafer, forming a first opening penetrated throughout the device wafer;
fusion bonding the crystalline silicon of the bottom device wafer bonding surface region to the second silicon dioxide layer on the bottom cap wafer bonding region; and
after fusion bonding the device wafer and the bottom cap wafer, forming a second opening penetrated throughout the top cap wafer, wherein the first opening and the second opening completely forms a deep via opening extending from the outer top cap wafer surface to the bottom device wafer bonding surface region to simultaneously expose a portion of the top device wafer bonding surface region and a portion of the inner bottom cap wafer surface.

US Pat. No. 10,793,420

ELECTRONIC SYSTEMS WITH THROUGH-SUBSTRATE INTERCONNECTS AND MEMS DEVICE

Kionix, Inc., Ithaca, NY...

1. A method of forming an interconnect in a substrate having a first surface and a second surface, the method comprising:forming an insulating structure abutting the first surface and defining a closed loop around a via in the substrate, the forming of the insulating structure comprising:
etching the substrate beginning from the first surface to form a trench having a first depth in the substrate and to form a first portion of the substrate having a first height between the first depth and the first surface;
filling the trench to form a seam portion, the seam portion having a first end and a second end opposite the first end; and
converting the first portion of the substrate to a first solid portion to form the closed loop, the first solid portion separating the first and second ends of the seam portion; and
forming an insulating region abutting the second surface such that the insulating region contacts the insulating structure and separates the via from a bulk region of the substrate,
wherein the filling and the converting comprises thermally oxidizing the substrate to grow a thermal oxide, and
wherein the filling and the converting occurs during the same processing step.

US Pat. No. 10,793,419

MEMS ASSEMBLY

INFINEON TECHNOLOGIES AG,...

1. A MEMS assembly comprising:a housing having an internal volume,
a MEMS component in the housing, and
a layer element arranged at least regionally at a surface region of the housing that faces the internal volume,
wherein the layer element comprises a layer material having a lower thermal conductivity than a housing material of the housing that adjoins the layer element, wherein the housing comprises a substrate and a covering element configured to be electrically conductive at least regionally, and wherein at least a portion of the covering element directly faces the internal volume.

US Pat. No. 10,793,418

ROTATING APPARATUS, OPTICAL SCANNING APPARATUS, AND IMAGE DISPLAY APPARATUS

Ricoh Company, Ltd., Tok...

1. A rotating apparatus comprising:a folded back elastically deformable portion including one or more first elastically deformable portions and one or more second elastically deformable portions, wherein a folded back structure is repeatedly formed one or more times, the folded back structure being formed by connecting a terminal end of a leading first elastically deformable portion of the one or more first elastically deformable portions to a starting end of a leading second elastically deformable portion of the one or more second elastically deformable portions at a leading folded back portion and connecting a terminal end of the leading second elastically deformable portion to a starting end of a next first elastically deformable portion of the one or more first elastically deformable portions at a next folded back portion;
a supporting portion configured to support a starting end side of the folded back elastically deformable portion;
a movable portion attached to a terminal end side of the folded back elastically deformable portion;
a first piezoelectric element provided at the one or more first elastically deformable portions to deform the one or more first elastically deformable portions;
a second piezoelectric element provided at the one or more second elastically deformable portions to deform the one or more second elastically deformable portions;
a piezoelectric element driver configured to rotate the movable portion around a predetermined rotation axis, by respectively applying a first driving voltage and a second driving voltage that are different from each other to the first piezoelectric element and the second piezoelectric element, to deform the one or more first elastically deformable portions and the one or more second elastically deformable portions;
a first signal line configured to connect the first piezoelectric element to the piezoelectric element driver; and
a second signal line configured to connect the second piezoelectric element to the piezoelectric element driver, wherein
the first piezoelectric element includes a first voltage applying electrode, a first piezoelectric layer, and a common potential electrode, and is configured such that a first lower electrode layer corresponding to the first voltage applying electrode or the common potential electrode, the first piezoelectric layer, and a first upper electrode layer corresponding to the common potential electrode or the first voltage applying electrode, are deposited on the one or more first elastically deformable portions,
the second piezoelectric element includes a second voltage applying electrode, a second piezoelectric layer, and the common potential electrode, and is configured such that a second lower electrode layer corresponding to the second voltage applying electrode or the common potential electrode, the second piezoelectric layer, and a second upper electrode layer corresponding to the common potential electrode or the second voltage applying electrode, are deposited on the one or more second elastically deformable portions,
one of a first lower electrode wiring connected to the first lower electrode layer or a first upper electrode wiring connected to the first upper electrode layer is the first signal line configured to apply the first driving voltage, and the other of the first lower electrode wiring or the first upper electrode wiring is a ground line,
one of a second lower electrode wiring connected to the second lower electrode layer or a second upper electrode wiring connected to the second upper electrode layer is the second signal line configured to apply the second driving voltage, and the other of the second lower electrode wiring or the second upper electrode wiring is the ground line, and
a first connection position and a second connection position have a relationship of being relatively the same positions or a relationship of being symmetrical positions, the first connection position being a position where the first signal line and the first voltage applying electrode of the first piezoelectric element are connected in the first piezoelectric element, and the second connection position being a position where the second signal line and the second voltage applying electrode of the second piezoelectric element are connected in the second piezoelectric element.

US Pat. No. 10,793,417

DEVICE FOR FUELLING MOTOR VEHICLES WITH LIQUEFIED GAS

BRUGG ROHR AG HOLDING, B...

1. A device for fueling motor vehicles with a fluid used as a fuel and composed of liquefied gas the device comprising:at least one storage container;
a cooling device;
at least one conveying device configured to feed the fluid from the at least one storage container to at least one fueling device for motor vehicles; and
at least one line configured to supply the fluid to the fueling device,
wherein the at least one line comprises a media-conveying central pipeline as a medium pipe and at least one additional media-conveying pipeline that is arranged concentrically with respect to the central pipeline and defines an annular space together with the media-conveying central pipeline, the media-conveying central pipeline and the at least one annular space being configured to supply and return the fluid or a gas flow,
wherein the at least one additional media-conveying pipeline is surrounded by a jacket pipe,
wherein the jacket pipe is thermally insulated from the at least one additional media-conveying pipeline and the media-conveying central pipeline and comprises a metal corrugated pipe,
wherein the media-conveying central pipeline and at least one media-conveying annular space are not thermally insulated from one another and each comprise a respective metal corrugated pipe,
wherein the device further comprises a leakage-monitoring device arranged in an outer annular space between the jacket pipe and the at least one additional media-conveying pipeline, and
wherein the outer annular space comprises a sealed and evacuated insulation space thermally vacuum insulating the jacket pipe from the at least one additional media-conveying pipeline and the media-conveying central pipeline.

US Pat. No. 10,793,416

FUEL VENT CONNECTOR, VENTING SYSTEM HAVING FUEL VENT CONNECTOR, AND METHOD

SIKORSKY AIRCRAFT CORPORA...

1. A fuel vent connector having a longitudinal axis, the fuel vent connector comprising:a flow path along the longitudinal axis;
a first portion pivotally supporting a plurality of fingers, each finger amongst the plurality of fingers having a latching head biased radially outwardly and configured to latch within a fuel vent opening;
a second portion biased longitudinally away from the first portion with respect to the longitudinal axis; and
a plurality of rods fixedly attached to the second portion and movable through the first portion, wherein each finger includes a first end having the latching head and a second end connected to a respective rod amongst the plurality of rods,
wherein the flow path extends through the first and second portions, and longitudinal movement of the second portion towards the first portion moves the fingers radially inward.

US Pat. No. 10,793,415

WATER DISPENSING APPARATUS AND CONTROL METHOD THEREOF

LG ELECTRONICS INC., Seo...

1. A method for controlling a water dispensing apparatus, comprising:detecting a container placed in a container recess by a water level detector provided at a dispenser housing;
receiving a target water level by an operation of an input interface;
radiating light from a target water level indicator to an outer surface of the container, and thus indicating the target water level on the outer surface of the container, the target water level indicator including a first light emitting element and a first driver moving the first light emitting element up or down;
opening a water supply valve when the target water level is received;
dispensing water through a water nozzle exposed to an upper surface of the recess, and filling the container with the water;
detecting a current level of the water filled in the container by the water level detector; and
radiating the light from a current water level indicator to the outer surface of the container to indicate the current water level on the outer surface of the container, the current water level indicator including a second light emitting element and a second driver moving the second light emitting element up or down,
wherein, when the target water level is set, the first driver moves the first light emitting element up to a height corresponding to the target water level and stops at the height, and
wherein, as the current level of the water increases, the second driver continuously moves the second light emitting element up to the height corresponding to the current water level.

US Pat. No. 10,793,414

BEVERAGE SUPPLY DEVICE

Panasonic Intellectual Pr...

1. A beverage supplying apparatus comprising:a display operation section that simultaneously displays a first operation section for instructing that a first beverage group be displayed, and a second operation section for instructing that a second beverage group be displayed, the first beverage group including one or more types of beverages which are previously selected, the second beverage group including one or more types of beverages which are changed based on a number of sales for each beverage; and
a control section that controls the display operation section to display the one or more types of beverages included in the second beverage group in accordance with an operation of the second operation section.

US Pat. No. 10,793,413

COOLANT RECIRCULATION APPARATUS FOR A BEVERAGE DISPENSE SYSTEM

Cornelius Beverage Techno...

1. A coolant recirculation apparatus for a beverage dispense system, the apparatus comprising:a pump arranged to recirculate coolant via a coolant circuit from a coolant reservoir to a beverage dispense location having at least one dispense point at which beverage is dispensed;
an agitator mechanism arranged to agitate coolant within the coolant reservoir;
a data sensor arranged to sense temperature data associated with the coolant; and
a control unit in communication with the pump, the agitator mechanism and the data sensor,
wherein the control unit is arranged to control a rate of operation of the agitator mechanism and the pump in response to the temperature data and according to a predefined property of the beverage dispense system;
wherein the predefined property comprises the number of dispense points that comprise a condensing font.

US Pat. No. 10,793,412

INTERACTIVE ROBOTIC STATION FOR BEVERAGE, IN PARTICULAR COCKTAIL, PREPARATION AND DISPENSING

1. An interactive beverage preparation station comprising:a user input interface for receiving inputs of a beverage order by a user;
a robotic station comprising at least one robotic arm having an end effector comprising a collection container having a closed bottom end and an open top end, wherein the robotic station is configured to:
collect ingredients in the collection container on the basis of the beverage order;
mix the ingredients in the collection container to form a beverage; and
pour the beverage from the collection container into a drinking container;
a pick-up zone where the user receives the drinking container from the robotic station;
a control unit operably coupled to the robotic station to automatically control the robotic station based on the inputs received by the user input interface to prepare the beverage correspondent to the beverage order;
wherein the robotic station performs bartending operations within the collection container including shaking and at least one of muddling, blending, and straining; and
wherein the end effector comprises an actuated cap controlled by the control unit for automatically opening the open top end of the collection container when the robotic station is collecting ingredients in the collection container and pouring the beverage from the collection container into the drinking container and automatically closing the open top end of the collection container in a waterproof manner when the robotic station is mixing the ingredients in the collection container.

US Pat. No. 10,793,411

DEVICE FOR STERILIZING CLOSURES FOR CONTAINERS

KHS GmbH, Dortmund (DE)

1. An apparatus comprising a sterilizing device for sterilizing closures for closing containers and a housing that accommodates said sterilizing device, wherein said housing comprises an opening, wherein said sterilizing device comprises a transport system, closure receivers, a closure inlet, a closure outlet, an actuating device, an actuator, and a bellows, wherein said transport system moves said closures through a treatment zone in which said closures are at least one of sterilized and dried, wherein said transport system comprises a rotor that rotates about a machine axis, wherein said closure receivers are vertically oriented and arranged around a circumference of said rotor, wherein said rotor moves said closures through said treatment zone between said closure inlet and said closure outlet, wherein a first closure receiver from said closure receivers is provided with said actuating device, wherein said actuating device at least partially engages said housing for applying, using said actuator, an actuation movement to a closure in said closure receiver, wherein said actuator is movably connected to said opening via said bellows.

US Pat. No. 10,793,410

PRYING TOOL CAPABLE OF CHANGING ARRANGEMENT OF PRYING MEMBERS THEREOF

Tang Chou Industrial Co.,...

1. A prying tool comprising:a main body extending longitudinally along an axis and including a first joining portion and a second joining portion, wherein the first and second joining portions extend transversely to the axis and are disposed on opposite sides of the axis;
a prying member set including a first and a second prying member movably and releasably connected with the main body,
wherein the first and the second prying members are movable relative to each other and adapted to connect with the main body in a first arrangement with the first prying member connected with the first joining portion and the second prying member connected with the second joining portion respectively, and a second arrangement with the first prying member connected with the second joining portion and the second prying member connected with the first joining portion respectively,
wherein each of the first and second prying members includes a connecting portion connected with the main body and a prying portion,
wherein the first and the second prying members has an inner side and an outer side, wherein the inner sides of the first and the second prying members face oppositely,
wherein the inner side on the prying portion of the first prying member extends along a first reference axis, wherein the first prying member is bent such that it includes a curved portion extending between and transversely to the connecting portion and the prying portion and the inner side on the connecting portion is offset from the first reference axis, and
wherein the inner side on the prying portion of the second prying member extends along a second reference axis, and wherein the second prying member is bent such that it includes a curved portion extending between and transversely to the connecting portion and the prying portion and the inner side on the connecting portion is offset from the first reference axis.

US Pat. No. 10,793,409

LIFTING LOADS WITH LIFTING DEVICES

ENTRO INDUSTRIES, INC., ...

1. A method of using a control system to detect a loaded state for a lifting device, comprising:receiving a current load value from a load sensor corresponding to a load on the lifting device;
comparing the current load value with a previously received load value to determine a change in load;
receiving a current displacement value with a displacement sensor corresponding to a displacement of the lifting device;
comparing the current displacement value with a previously received displacement value to determine a change in displacement;
comparing the change in load with the change in displacement to determine a current load slope; and
identifying the lifting device in a loaded state based on the current load slope.

US Pat. No. 10,793,408

STAND-UP RIDING TYPE CARGO HANDLING VEHICLE

MITSUBISHI LOGISNEXT CO.,...

1. A stand-up riding type cargo handling vehicle comprising: a boarding floor which an operator boards; first and second foot pedals that are provided on the boarding floor, and a control unit that is connected to the first and second foot pedals,wherein: the first foot pedal is disposed at a position corresponding to a left foot of the operator who gets aboard facing forward; the second foot pedal is disposed at a position corresponding to a right foot of the operator who gets aboard facing forward, and is divided into a front foot pedal and a rear foot pedal in a forward/backward direction; the front foot pedal and the rear foot pedal are separated by a predetermined amount in the forward/backward direction, and the control unit permits or prevents traveling of the cargo handling vehicle on the basis of a state in which the first foot pedal, the front foot pedal and the rear foot pedal are stepped on; and
the control unit permits a hydraulic operation of the cargo handling vehicle in a case in which the front foot pedal is stepped on, and prevents the hydraulic operation in cases other than this case.

US Pat. No. 10,793,407

HIGH VISIBILITY PUSH-PULL FORKLIFT ATTACHMENT

Rightline Equipment, Inc....

1. A high visibility push-pull handler configured to be mounted on a life truck comprising:a frame assembly comprising a left frame tower, a right frame tower, a left frame arm bracket, and a right frame arm bracket coupled to a frame beam wherein the left and right frame towers each have a frame tower channel;
a faceplate assembly with a faceplate, a right faceplate channel coupled to the faceplate, a left faceplate channel coupled to the faceplate;
a pantograph mechanism comprising a left inner arm, a right inner arm, a left outer arm a right outer arm, wherein the left inner arm and the right inner arm each have two distal ends, one inner arm distal end pivotally couples to the frame assembly and another inner arm distal end pivotally couples to the faceplate assembly, wherein the left and right outer arms each have each have two distal ends, a first outer arm distal end with a frame tower channel post slidingly coupled with one of the frame towers, a second outer arm distal end with a faceplate channel post slidingly couples with one of the faceplate channels;
wherein the faceplate channels and frame channels are T-shaped with a channel cavity and a channel slot; and
wherein each channel post has channel post wings wider than the channel slots, wherein each channel post is encapsulated with t-slot bearings.

US Pat. No. 10,793,406

SCISSORS LIFT FOR A WHEELCHAIR

Pride Mobility Products C...

1. A scissors lift comprising a bottom frame, a top frame and a scissors mechanism arranged between said bottom frame and said top frame to displace said bottom frame and said top frame relative to each other by transfer of an actuation force, wherein said scissors mechanism comprises:a central hollow scissors arm delimited between opposite scissors arm surfaces, wherein said central hollow scissors arm has a bottom pivotal connection connecting it to said bottom frame and a top pivotal connection connecting it to said top frame, and
two passive scissors arms being pivotally connected to said bottom frame and pivotally connected to said top frame,
wherein each of said two passive scissors arms being pivotally connected to said central hollow scissors arm on said opposite scissors arm surfaces of said central hollow scissors arm, and
wherein said scissors lift comprising a motor providing said actuation force, said motor located between said opposite scissors arm surfaces of said central hollow scissors arm.

US Pat. No. 10,793,405

SCISSOR JACKS

Ford Global Technologies ...

1. A scissor jack, comprising:a bracket pivotally connected to a first upper arm and a second upper arm;
a load rest positioned above the bracket and pivotally connected to the bracket via a pivot pin;
an elastic element disposed between the load rest and the bracket;
a base coupled to a first lower arm and a second lower arm;
a first connector pivotally connected to the first upper arm and the first lower arm;
a second connector pivotally connected to the second upper arm and the second lower arm; and
a driving rod drivably connected to the first and second connectors.

US Pat. No. 10,793,404

HOIST SYSTEM WITH HOUSEHOLD OBJECT PAYLOAD MOTION CONTROL UTILIZING AMBIENT DEPTH DATA

BUMBLEBEE SPACES INC., M...

1. A system, comprising:a hoist system to lift a payload to a position adjacent to a ceiling of a room;
image sensor systems to collect visual data and payload depth data within the payload, and ambient depth data within the room; and
a controller connected to the hoist system and the image sensor systems, the controller configured to control the motion of the hoist system, wherein motion of the hoist system is controlled in part by the ambient depth data from the room.

US Pat. No. 10,793,403

METHOD OF ACTIVELY CONTROLLING WINCH SWING VIA MODULATED UPTAKE AND RELEASE

Wing Aviation LLC, Mount...

1. A method of controlling oscillations of a payload during ascent to an unmanned aerial vehicle (UAV) comprising a winch system positioned on the aerial vehicle, the winch system including a winch line secured to the payload and to the winch system, and a control system positioned on the UAV, comprising the steps of:operating the control system to control the rate of ascent of the payload in response to measurements received relating to the oscillations of the payload; and
operating the control system to wind in the winch line when the payload moves from a bottom of a swing toward a top of the swing;
wherein the winch system is controllable to vary the rate of ascent of the payload; and
the control system is configured to control the oscillations of the payload during ascent by operating the winch system to control the rate of ascent of the payload in response to measurements received relating to the oscillation of the payload.

US Pat. No. 10,793,402

RETRACTABLE WARPING WINCH

HARKEN ITALY S.P.A., Lim...

1. A retractable warping winch comprising:a supporting housing, adapted to be stably fixed to a deck of a vessel at an opening thereof,
a bell, including a base and a drum integral to each other, the bell being movably supported by the housing so that the bell can vertically shift therein between an extracted working position, where the drum projects upwardly from the housing and is adapted to be engaged with warping ropes, and a retracted rest position where the drum is accommodated inside the housing and is substantially flush with the deck,
a driving mechanism including a motor and a transmission, to rotate the bell,
wherein
the driving mechanism comprises a drive hub mounted inside the housing, wherein the base of the bell is mounted inside the drive hub in such a way as to be rotatably integral therewith and free to axially shift with respect thereto, and wherein the drive hub is mounted inside the housing in such a way as to be rotatably free and axially constrained thereto; and
the motor is mounted on the housing externally and laterally thereto.

US Pat. No. 10,793,401

VEHICLE FRAME FOR A MOBILE CRANE AND MOBILE CRANE

LIEBHERR-WERK EHINGEN GMB...

1. A vehicle frame for a mobile crane having a frame having a middle frame part that extends in a longitudinal vehicle direction, and having at least one sliding beam box for a support apparatus that is releasably bolted to a front-face rear end of the frame,wherein
the bolting between the frame and the sliding beam box comprises at least two pins extending in the longitudinal vehicle direction and at least two pins extending transversely to the vehicle direction.

US Pat. No. 10,793,400

MECANUM WHEEL POLE GRAPPLE ASSEMBLY

Altec Industries, Inc., ...

1. A grapple assembly for grasping and positioning a pole, the grapple assembly comprising:a grapple base;
a plurality of grapple arms pivotably attached to the grapple base configured to grasp the pole therebetween;
a plurality of mecanum wheels, wherein the plurality of mecanum wheels are disposed on the plurality of grapple arms or on the grapple base,
wherein at least a portion of the plurality of mecanum wheels contact the pole to support the pole during operation,
wherein an axis of rotation of the plurality of mecanum wheels is normal to a top surface of the plurality of grapple arms; and
a plurality of drive motors, wherein each drive motor is coupled to one of the plurality of mecanum wheels,
wherein each drive motor is configured to drive the respective mecanum wheel to translate and rotate the pole.

US Pat. No. 10,793,399

GIRDER BEAM INSTALLATION AND REMOVAL SYSTEM AND METHOD

1. An installation jib for a girder beam installation and removal system, the installation jib comprising:a main body having a first end and a second, opposite end, the main body extending along a longitudinal axis between the first end and the second end;
a first sub-frame element coupled to the main body;
a first roller coupled to the first sub-frame element;
a second sub-frame element coupled to the main body; and
a second roller coupled to the second sub-frame element;
wherein the first sub-frame element and the second sub-frame element are spaced longitudinally apart from one another and spaced longitudinally apart from the first end and the second end of the main body, wherein the first roller and the second roller each are configured to rotate about an axis that is parallel to the longitudinal axis.

US Pat. No. 10,793,398

CONVEYANCE ELEMENT FOR A PEOPLE CONVEYOR

OTIS ELEVATOR COMPANY, F...

1. Conveyance element for a people conveyor,wherein the conveyance element is configured for being moved in a conveyance direction;
wherein the conveyance element comprises a tread plate configured for supporting passengers, the tread plate having a longitudinal extension extending parallel to the conveyance direction and a lateral extension extending transversely to the conveyance direction;
wherein the conveyance element further comprises at least one protection element configured for collecting items and/or fluids;
wherein the at least one protection element extends beyond at least one end of the tread plate in the conveyance direction and is arranged below the tread plate, when the conveyance element is arranged in an upright orientation;
wherein the at least one protection element extends only over a fraction of the tread plate along the lateral extension of the tread plate.

US Pat. No. 10,793,397

GUIDE ASSEMBLIES AND RUNNERS

WITTUR HOLDING GMBH, Wie...

1. A guide assembly (1, 1?) comprising:a translation guide (2, 2?);
a door leaf (4) for a lift, movable along the translation guide (2, 2?) and comprising at least a support element (20) placed at one end (6) of said leaf;
at least one runner (10) slidably housed in the translation guide (2, 2?) and defining one or more connection seats (8, 8?) to the support element (20), wherein said seat/s and said element can be coupled with at least two different orientations of the runner (10) with respect to the door leaf (4);
wherein, for each orientation, the runner (10) delimits at least a different friction surface (12, 12?, 14, 14?) with respect to the translation guide (2, 2?), the friction surfaces (12, 12?, 14, 14?) being non-equidistant from the support element (20) so that the relative position between the door leaf (4) and the translation guide (2, 2?) can be changed by different orientations of said runner (10).

US Pat. No. 10,793,396

ELEVATOR CAR DOOR INTERLOCK

1. A car door safety device comprising a mounting assembly, a lever assembly having a hook member mounted thereon, a flag engagement assembly extending from said lever assembly, a locking assembly, said car door safety device being in a locked position when said hook member is lodged in said locking assembly and in an unlocked position when said hook member is not lodged within said locking assembly, wherein said flag engagement assembly further includes a flag engagement arm including a flag engagement member that cooperates with a flag mounted to a hoistway door that when said flag engagement member contacts said flag, said flag engagement assembly is prevented from rotating forward and thereby prevents said hook member from being locked within a locking member of said locking assembly allowing an elevator door to open, wherein said locking assembly includes a first end larger than a second end, said hook member rests on said first end while in a reset position and is lodged between said first and second ends in said locked position, said first and second end are of a cooperative proportion that allows said hook member to clear said second end when said elevator door restrictor is in said unlocked position.

US Pat. No. 10,793,395

METHOD FOR FORMING A TUBULAR CONSTRUCTION ELEMENT

PG INVENTION B.V., Horst...

1. A method for forming a tubular construction element, the method comprising the steps of:providing longitudinally extending segments which extend along an axis parallel to a predetermined lengthwise longitudinal direction and are joined together in an end-to-end relationship, wherein the length in the longitudinal direction of the tubular construction element is greater than the diameter thereof, and wherein the joined-together longitudinally extending segments are movable relative to each other only in the longitudinal direction;
applying at least one bending moment to an outer side of the tubular construction element such that the tubular construction element is bent from a first shape extending substantially in the lengthwise longitudinal direction, to a second shape in which the tubular construction element comprises at least one bent portion in which the longitudinally extending segments are shifted in the longitudinal direction relative to each other and the bent portion extends in a direction having a bent portion axis which forms an angle with the axis parallel to the lengthwise longitudinal direction of the first shape; and
fixing the shifted longitudinally extending segments of the tubular construction element in the second shape by securing the longitudinally extending segments relative to each other to prevent the shifted longitudinally extending segments from moving relative to each other in the longitudinal direction, thereby forming a rigid tubular construction element, in which the segments have outer sides that when interlocked form a continuous outer diameter of the tubular construction element devoid of recesses.

US Pat. No. 10,793,394

WIRELESS COMMUNICATION FOR SELF-PROPELLED ELEVATOR SYSTEM

OTIS ELEVATOR COMPANY, F...

1. A self-propelled elevator system comprising:a hoistway including a plurality of drives, wherein each of the plurality of drives includes a stationary portion of a propulsion system and a controller configured to operate the stationary portion of the propulsion system;
an elevator car comprising a processor and a transceiver, wherein the transceiver is configured to communicate with the controllers of one or more of the plurality of drives that are adjacent to the elevator car; and
one or more sensors disposed on the elevator car, wherein the processor is configured to receive signals from the one or more sensors,
wherein the processor is configured to control a movement of the elevator car within the hoistway.

US Pat. No. 10,793,393

FIBROUS WEB WINDING AND UNWINDING REEL

Voith Patent GmbH, Heide...

1. A reel for winding a fibrous web, comprising:a reel core; and
a plurality of coatings that form an outer surface of the reel, the plurality of coatings including a plurality of separate coatings which are arranged axially adjacent to one another, at least two adjacent of the plurality of coatings consisting of different materials, one of the axially adjacent coatings being at least partially of polytetrafluoroethylene (“PTFE”), the other axially adjacent coating being an axially centered coating, one of the PTFE coating and the axially centered coating having a larger outer diameter than the other.

US Pat. No. 10,793,392

ELECTROMAGNETIC DEVICE FOR ELIMINATING A YARN LOOP WHEN WINDING YARN ON A CROSS-WOUND BOBBIN ON A SPINNING MACHINE AT A CONSTANT SPEED OF THE YARN PRODUCTION

Rieter CZ s.r.o., Usti n...

1. An electromagnetic device for eliminating a yarn loop during winding of a yarn on a cross-wound bobbin on a spinning machine at a constant speed of the yarn production, comprising:a cylindrical two pole magnet rotatably mounted about a longitudinal axis thereof;
a compensatory arm connected to the cylindrical two pole magnet;
a magnetic core, the magnetic core comprising two poles situated opposite of each other, the cylindrical two pole magnet rotatable between the poles;
an electrical coil, a side of the magnetic core opposite from the two poles passing through a cavity of the electrical coil, wherein the magnetic core is interrupted with a gap in the cavity of the electrical coil; and
a two pole permanent magnet located at the gap of the interruption of the magnetic core in the cavity of the electrical coil.

US Pat. No. 10,793,391

OPTICAL FIBER MANUFACTURING MACHINE AND METHOD FOR POSITIONING THE OPTICAL FIBER IN A MACHINE OF SAID TYPE

Conductix Wampfler France...

1. A machine for manufacturing an optical fiber, comprising:at least one capstan and at least one pulley, said capstan(s) and pulley(s) defining a run of the optical fiber in a main area of said machine;
an optical fiber guiding system comprising a transmission member and a clamping element rigidly connected to said member, able to retain an end of the optical fiber, said transmission member being arranged parallel to the run of the optical fiber; and
a device for automatic gripping of the optical fiber by the clamping element, comprising:
means for positioning the optical fiber in a starting position where the optical fiber runs at a distance from the clamping element in a substantially perpendicular direction to said clamping element,
a fiber-spacing finger, that can move between a neutral position at a distance from the optical fiber in its starting position and a position where said spacing finger keeps the optical fiber at a distance from said starting position in such a way as to bring it into an intermediate position facing the clamping element, and
means for opening and closing the clamping element, configured to open the clamping element when the optical fiber has been brought by the spacing finger into said intermediate position, and to close said clamping element when the spacing finger comes back to its neutral position.

US Pat. No. 10,793,390

WEB OR SHEET CONVEYING UNIT FOR PAPER CONVERTING MACHINES AND FOLDING OR INTERFOLDING MACHINE WITH SUCH CONVEYING UNIT

1. A folding or interfolding machine comprising:a folding, or interfolding, section, arranged to fold, or interfold, a web of paper, or a plurality of sheets of paper into a plurality of panels, according to a predetermined folding, or interfolding, configuration;
said machine wherein said folding, or interfolding, section, comprises:
a first and a second support facing each other in a central zone and having respective lateral surfaces provided with at least one peripheral suction groove extending on said lateral surface for a predetermined length, said, or each, peripheral suction groove pneumatically connected to an air suction system in such a way to define a corresponding suction portion on the lateral surface of the respective support;
a first and a second suction belt arranged to move respectively along a first and a second closed trajectory, said first and second closed trajectory comprising, respectively, said suction portions of said first and second support, said first and second suction belt configured to air-tightly engage with said suction portions and providing at least one through hole arranged to be positioned at a respective suction portion for causing a suction on said web, or said sheets;
a driving device configured to move said first and second suction belt with respect to said support, in such a way that said through holes of the first, or the second, belt are located at said central zone shifted from each other.

US Pat. No. 10,793,389

IMAGE PROCESSING DEVICE WITH A FOLD UNIT FOR FOLDING A POSITION ADJUSTMENT SHEET AND METHOD THEREFOR

FUJI XEROX CO., LTD., Mi...

1. An image processing device comprising:a fold unit that folds a first adjustment sheet, in which an adjustment pattern is formed, over the adjustment pattern based on a predetermined reference fold position;
an image reader that reads an image of the adjustment pattern of the first adjustment sheet with the first adjustment sheet folded by the fold unit unfolded;
a position identifying unit that, based on a fold line which appears in the image of the adjustment pattern read by the image reader, identifies a position of the fold line; and
a position adjusting unit that adjusts a fold position of the fold unit based on a difference between the position of the fold line identified by the position identifying unit and the reference fold position.

US Pat. No. 10,793,388

FEEDER ARRANGEMENT SUPPORT SYSTEM AND METHOD FOR SUPPORTING FEEDER ARRANGEMENT

PANASONINC INTELLECTUAL P...

1. A feeder arrangement support system which supports an arrangement of a plurality of feeders on a feeder arrangement unit, the system comprising an eyeglass type wearable information terminal with:an imaging unit that images information by imaging at least one identification mark attached to the feeder arrangement unit;
an information acquisition processor that acquires arrangement support information from the at least one identification mark attached to the feeder arrangement unit, the arrangement support information including whether the feeder arrangement unit is a set-up changing target;
a support information display processor that generates a superimposed composite image by superimposing work instruction information for supporting the feeder arrangement on the feeder arrangement unit on the information imaged by the imaging unit when the at least one identification mark attached to the feeder arrangement unit indicates that the feeder arrangement unit is a set-up changing target; and
a display that displays the superimposed composite image to a worker wearing the eyeglass type wearable information terminal, the superimposed composite image including position information of a target feeder of the plurality of feeders and a work sequence for the target feeder.

US Pat. No. 10,793,387

IMAGE READING APPARATUS

BROTHER KOGYO KABUSHIKI K...

1. An image reading apparatus comprising:a supply tray configured to support sheets to be fed and including a movable plate configured to move from a first position to a second position in correspondence to reduction in a number of the sheets supported on the supply tray, the second position being higher than the first position;
a discharge tray located below the supply tray and configured to support discharged sheets;
a conveyance guide configured to guide a sheet conveyed from the supply tray toward the discharge tray;
a reading sensor configured to read an image on the sheet conveyed along the conveyance guide;
a discharge unit having a discharge opening for discharging the sheet conveyed along the conveyance guide to the discharge tray and configured to move from a third position to a fourth position in correspondence to reduction in the number of the sheets supported on the supply tray, the fourth position being higher than the third position;
a controller configured to control movements of the movable plate and the discharge unit; and
a sheet detection unit configured to detect whether the sheets supported on the discharge tray is lower than a predetermined height,
wherein the controller is configured to determine a timing to move the discharge unit from the fourth position toward the third position based on a detection result of the sheet detection unit.

US Pat. No. 10,793,386

DEVICE FOR STACKING NOTES OF VALUE

Wincor Nixdorf Internatio...

1. A device for stacking notes of value, comprising:at least one circulating belt arrangement including an endless belt guided over rollers for serving as deflecting elements, where a circumferential surface of the endless belt includes at least one transport tongue into which at least a section of a note of value is insertable,
at least one strip-off element for contacting the note of value for removal from the transport tongue to, after removal from the transport tongue, move the note of value in a deposit direction until the note reaches a deposit surface or until it reaches an upper note of value of a value note stack present on the deposit surface, and
a contact element arranged and configured such that during the transport in the transport tongue the note of value moves the contact element into a first position, and the contact element contacts an area of the note of value at least after the removal of the note of value from the transport tongue up to the arrival of the note of value on the deposit surface or on the upper note of value of a value note stack deposited on the deposit surface.

US Pat. No. 10,793,385

APPARATUS FOR CONVEYING MOLDED BODY FOR HEAT EXCHANGER FINS

HIDAKA SEIKI KABUSHIKI KA...

1. An apparatus for conveying a molded body for heat exchanger fins that conveys, when manufacturing heat exchanger fins in which through-holes into which heat exchanger tubes are inserted or cutaway portions into which flattened tubes for heat exchanging are inserted are formed, a molded body for heat exchanger fins in a predetermined direction at a stage after formation of the through-holes or the cutaway portions in a thin metal plate but before cutting into predetermined lengths in a conveying direction, the apparatus comprising:a plurality of conveying units disposed along a conveying direction of the molded body for heat exchanger fins, wherein each conveying unit includes:
a rotating conveyor that has a plurality of tapered protrusions that are capable of advancing into the through-holes or the cutaway portions and a rotating shaft in a direction that is perpendicular, on a horizontal plane, to the conveying direction of the molded body for heat exchanger fins; and
a rotating conveyor driving unit that rotationally drives the rotating conveyor about the rotating shaft,
wherein the apparatus also comprises an operation control unit that controls the plurality of rotating conveyor driving units so as to synchronize rotational speeds between the plurality of conveying units,
wherein in conveying units that are adjacent in the conveying direction of the molded body for heat exchanger fins, the rotating conveyor driving units are disposed at alternating positions in a direction that is perpendicular on a horizontal plane to the conveying direction of the molded body for heat exchanger fins.