JP2013538808A5 - - Google Patents

Info

Publication number

JP2013538808A5

JP2013538808A5 JP2013526580A JP2013526580A JP2013538808A5 JP 2013538808 A5 JP2013538808 A5 JP 2013538808A5 JP 2013526580 A JP2013526580 A JP 2013526580A JP 2013526580 A JP2013526580 A JP 2013526580A JP 2013538808 A5 JP2013538808 A5 JP 2013538808A5

Authority

JP

Japan

Prior art keywords

phenyl

thiazol

ureido

methyl

heterocyclyl

Prior art date

2011-08-31

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Pending

Links

• Espacenet
• Global Dossier
• Discuss

• 125000003118 aryl group Chemical group 0.000 claims 103
• 125000000623 heterocyclic group Chemical group 0.000 claims 85
• 125000004093 cyano group Chemical group *C#N 0.000 claims 66
• 229910052736 halogen Inorganic materials 0.000 claims 65
• 150000002367 halogens Chemical class 0.000 claims 65
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 65
• -1 (5- (4- (3- (2-chlorophenyl) ureido) phenyl) thiazol-2-yl) butanoic acid Chemical compound 0.000 claims 50
• 150000001875 compounds Chemical class 0.000 claims 47
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 40
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 34
• 125000004104 aryloxy group Chemical group 0.000 claims 33
• 125000000753 cycloalkyl group Chemical group 0.000 claims 32
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 21
• WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims 19
• 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 18
• 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims 18
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 18
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 18
• 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 17
• 150000003839 salts Chemical class 0.000 claims 17
• 229910052717 sulfur Inorganic materials 0.000 claims 17
• 125000005842 heteroatom Chemical group 0.000 claims 16
• 229910052757 nitrogen Inorganic materials 0.000 claims 16
• 229910052760 oxygen Inorganic materials 0.000 claims 16
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 12
• 150000001204 N-oxides Chemical class 0.000 claims 12
• ZQWPRMPSCMSAJU-UHFFFAOYSA-N cyclohexanecarboxylic acid methyl ester Natural products COC(=O)C1CCCCC1 ZQWPRMPSCMSAJU-UHFFFAOYSA-N 0.000 claims 12
• 239000012453 solvate Substances 0.000 claims 12
• 239000002904 solvent Substances 0.000 claims 11
• 125000000437 thiazol-2-yl group Chemical group [H]C1=C([H])N=C(*)S1 0.000 claims 10
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 9
• FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 8
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 8
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
• 229910052739 hydrogen Inorganic materials 0.000 claims 7
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 7
• 201000010099 disease Diseases 0.000 claims 6
• 239000001257 hydrogen Substances 0.000 claims 6
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 5
• 239000000203 mixture Substances 0.000 claims 5
• UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 claims 5
• 239000000243 solution Substances 0.000 claims 5
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 4
• 102100036869 Diacylglycerol O-acyltransferase 1 Human genes 0.000 claims 4
• 101000927974 Homo sapiens Diacylglycerol O-acyltransferase 1 Proteins 0.000 claims 4
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
• 235000010290 biphenyl Nutrition 0.000 claims 4
• 230000001404 mediated effect Effects 0.000 claims 4
• 238000000034 method Methods 0.000 claims 4
• JYYBLNJQIJIIHV-UHFFFAOYSA-N 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl JYYBLNJQIJIIHV-UHFFFAOYSA-N 0.000 claims 3
• FYEPOWJUXGUXQK-UHFFFAOYSA-N 4-[5-[4-[(3,5-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=CC(F)=C1 FYEPOWJUXGUXQK-UHFFFAOYSA-N 0.000 claims 3
• 208000008589 Obesity Diseases 0.000 claims 3
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
• 239000007864 aqueous solution Substances 0.000 claims 3
• 229910052799 carbon Inorganic materials 0.000 claims 3
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 3
• 238000004519 manufacturing process Methods 0.000 claims 3
• 235000020824 obesity Nutrition 0.000 claims 3
• XBXCNNQPRYLIDE-UHFFFAOYSA-N tert-butylcarbamic acid Chemical compound CC(C)(C)NC(O)=O XBXCNNQPRYLIDE-UHFFFAOYSA-N 0.000 claims 3
• 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 0.000 claims 3
• 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 2
• ADIIAORFCLKQHH-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-(2h-tetrazol-5-ylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=NN=NN1 ADIIAORFCLKQHH-UHFFFAOYSA-N 0.000 claims 2
• LIFBNGYILUBTNP-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-methylpropanoic acid Chemical compound C1CN(C(C)(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 LIFBNGYILUBTNP-UHFFFAOYSA-N 0.000 claims 2
• FEDRQQXISQXDBG-UHFFFAOYSA-N 2-[4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-methylpropanoic acid Chemical compound C1CN(C(C)(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 FEDRQQXISQXDBG-UHFFFAOYSA-N 0.000 claims 2
• USQPXONBQUJGBY-UHFFFAOYSA-N 2-[4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-methylpropanoic acid Chemical compound C1CN(C(C)(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)S1 USQPXONBQUJGBY-UHFFFAOYSA-N 0.000 claims 2
• XURCHYHWGMQQIO-UHFFFAOYSA-N 4-[3-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,2,4-oxadiazol-5-yl]butanoic acid Chemical compound O1C(CCCC(=O)O)=NC(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)=N1 XURCHYHWGMQQIO-UHFFFAOYSA-N 0.000 claims 2
• NIARLMYXGWVOKB-UHFFFAOYSA-N 4-[3-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,2,4-oxadiazol-5-yl]butanoic acid Chemical compound O1C(CCCC(=O)O)=NC(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)OC=3C=CC=CC=3)=CC=2)=N1 NIARLMYXGWVOKB-UHFFFAOYSA-N 0.000 claims 2
• FVYQMBKUOJONQR-UHFFFAOYSA-N 4-[5-[4-(2,3-dihydro-1h-inden-2-ylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CC2=CC=CC=C2C1 FVYQMBKUOJONQR-UHFFFAOYSA-N 0.000 claims 2
• SAWSZNNXAXURBO-UHFFFAOYSA-N 4-[5-[4-(cyclohexylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 SAWSZNNXAXURBO-UHFFFAOYSA-N 0.000 claims 2
• WBUVYDPNBOZROR-UHFFFAOYSA-N 4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F WBUVYDPNBOZROR-UHFFFAOYSA-N 0.000 claims 2
• CGSIPIQALQASQY-UHFFFAOYSA-N 4-[5-[4-[(2,4-dimethoxyphenyl)sulfonylamino]phenyl]-1,3-thiazol-2-yl]-3,3-dimethylbutanoic acid Chemical compound COC1=CC(OC)=CC=C1S(=O)(=O)NC1=CC=C(C=2SC(CC(C)(C)CC(O)=O)=NC=2)C=C1 CGSIPIQALQASQY-UHFFFAOYSA-N 0.000 claims 2
• QAVIIRUWMBPICZ-UHFFFAOYSA-N 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-3,3-dimethylbutanoic acid Chemical compound S1C(CC(C)(CC(O)=O)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl QAVIIRUWMBPICZ-UHFFFAOYSA-N 0.000 claims 2
• LFUKRTXCPHOKPM-UHFFFAOYSA-N 4-[5-[4-[(2-fluorophenyl)carbamothioylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=S)NC1=CC=CC=C1F LFUKRTXCPHOKPM-UHFFFAOYSA-N 0.000 claims 2
• QNGZDDVCTAEUNO-UHFFFAOYSA-N 4-[5-[4-[(4,4-difluoropiperidine-1-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCC(F)(F)CC1 QNGZDDVCTAEUNO-UHFFFAOYSA-N 0.000 claims 2
• HNPKWYZDKAPGJR-UHFFFAOYSA-N 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 HNPKWYZDKAPGJR-UHFFFAOYSA-N 0.000 claims 2
• KTWWNAZVSPYSST-UHFFFAOYSA-N 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-3,3-dimethylbutanoic acid Chemical compound S1C(CC(C)(CC(O)=O)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 KTWWNAZVSPYSST-UHFFFAOYSA-N 0.000 claims 2
• YFVWQOAJEJWBOT-UHFFFAOYSA-N 4-[5-[4-[(4-methoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2SC(CCC(C)(C)C(O)=O)=NC=2)C=C1 YFVWQOAJEJWBOT-UHFFFAOYSA-N 0.000 claims 2
• FOYHXNGINDFKQH-UHFFFAOYSA-N 4-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]-3,3-dimethylbutanoic acid Chemical compound S1C(CC(C)(CC(O)=O)C)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 FOYHXNGINDFKQH-UHFFFAOYSA-N 0.000 claims 2
• YELNSWPPVMAPEU-UHFFFAOYSA-N 4-[5-[4-[[cyclohexyl(methyl)carbamoyl]amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound C=1C=C(C=2SC(CCC(C)(C)C(O)=O)=NC=2)C=CC=1NC(=O)N(C)C1CCCCC1 YELNSWPPVMAPEU-UHFFFAOYSA-N 0.000 claims 2
• PKSBHBOUAWKDIF-UHFFFAOYSA-N 4-[5-[4-[[n'-(2-fluorophenyl)carbamimidoyl]amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=N)NC1=CC=CC=C1F PKSBHBOUAWKDIF-UHFFFAOYSA-N 0.000 claims 2
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
• 208000007342 Diabetic Nephropathies Diseases 0.000 claims 2
• 208000032131 Diabetic Neuropathies Diseases 0.000 claims 2
• 206010012689 Diabetic retinopathy Diseases 0.000 claims 2
• 208000032928 Dyslipidaemia Diseases 0.000 claims 2
• 208000002705 Glucose Intolerance Diseases 0.000 claims 2
• 208000035150 Hypercholesterolemia Diseases 0.000 claims 2
• 208000031226 Hyperlipidaemia Diseases 0.000 claims 2
• 206010022489 Insulin Resistance Diseases 0.000 claims 2
• 208000017170 Lipid metabolism disease Diseases 0.000 claims 2
• 239000007822 coupling agent Substances 0.000 claims 2
• 206010012601 diabetes mellitus Diseases 0.000 claims 2
• 208000033679 diabetic kidney disease Diseases 0.000 claims 2
• 125000001072 heteroaryl group Chemical group 0.000 claims 2
• 208000006575 hypertriglyceridemia Diseases 0.000 claims 2
• NESZSHZZSWIHIZ-UHFFFAOYSA-N methyl 2,2-dimethyl-3-[5-[4-[[4-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound S1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 NESZSHZZSWIHIZ-UHFFFAOYSA-N 0.000 claims 2
• PFQRTDZKFQCVCU-UHFFFAOYSA-N methyl 3-[5-[4-[(4-pentylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound C1=CC(CCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CCC(=O)OC)=NC=2)C=C1 PFQRTDZKFQCVCU-UHFFFAOYSA-N 0.000 claims 2
• WWLIXVUPNOQMTJ-UHFFFAOYSA-N methyl 4-[3-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,2,4-oxadiazol-5-yl]butanoate Chemical compound O1C(CCCC(=O)OC)=NC(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)=N1 WWLIXVUPNOQMTJ-UHFFFAOYSA-N 0.000 claims 2
• MXSZANHIIRRLIO-UHFFFAOYSA-N methyl 4-[3-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,2,4-oxadiazol-5-yl]butanoate Chemical compound O1C(CCCC(=O)OC)=NC(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)=N1 MXSZANHIIRRLIO-UHFFFAOYSA-N 0.000 claims 2
• FHYHLGVWKQMILP-UHFFFAOYSA-N methyl 4-[3-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,2,4-oxadiazol-5-yl]butanoate Chemical compound O1C(CCCC(=O)OC)=NC(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)OC=3C=CC=CC=3)=CC=2)=N1 FHYHLGVWKQMILP-UHFFFAOYSA-N 0.000 claims 2
• 125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 claims 2
• 201000009104 prediabetes syndrome Diseases 0.000 claims 2
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 2
• WMOVHXAZOJBABW-UHFFFAOYSA-N tert-butyl acetate Chemical compound CC(=O)OC(C)(C)C WMOVHXAZOJBABW-UHFFFAOYSA-N 0.000 claims 2
• 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
• 125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims 1
• SRSPZHLLNANKEG-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-(2-piperidin-4-yl-1,3-thiazol-5-yl)phenyl]urea;hydrochloride Chemical compound Cl.FC1=CC(F)=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCNCC2)C=C1 SRSPZHLLNANKEG-UHFFFAOYSA-N 0.000 claims 1
• IVKLZHHLRZQAPU-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-[2-(1-methylsulfonylpiperidin-4-yl)-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CN(S(=O)(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 IVKLZHHLRZQAPU-UHFFFAOYSA-N 0.000 claims 1
• OYTPORTTWTZQMZ-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-[2-[1-(trifluoromethylsulfonyl)piperidin-4-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound FC1=CC(F)=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCN(CC2)S(=O)(=O)C(F)(F)F)C=C1 OYTPORTTWTZQMZ-UHFFFAOYSA-N 0.000 claims 1
• DNJLQMOXKBISRV-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-[2-[4-(2-hydroxy-2-methylpropyl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CC(CC(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 DNJLQMOXKBISRV-UHFFFAOYSA-N 0.000 claims 1
• JJVQQBVNCVROOE-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-[2-[4-(2-hydroxypropan-2-yl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CC(C(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 JJVQQBVNCVROOE-UHFFFAOYSA-N 0.000 claims 1
• WPIXHUXCYCYHSN-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)=N1 WPIXHUXCYCYHSN-UHFFFAOYSA-N 0.000 claims 1
• IQQYXHDGOHLBGM-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)CC1 IQQYXHDGOHLBGM-UHFFFAOYSA-N 0.000 claims 1
• SSHYKEWNQZQFOF-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-(2-piperidin-4-yl-1,3-thiazol-5-yl)phenyl]urea;hydrochloride Chemical compound Cl.ClC1=CC=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCNCC2)C=C1 SSHYKEWNQZQFOF-UHFFFAOYSA-N 0.000 claims 1
• KNSHNNYFWGFEFJ-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-(1-methylsulfonylpiperidin-4-yl)-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CN(S(=O)(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 KNSHNNYFWGFEFJ-UHFFFAOYSA-N 0.000 claims 1
• YYIXPPMJDCUVJD-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(CNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl YYIXPPMJDCUVJD-UHFFFAOYSA-N 0.000 claims 1
• GKJKKKSNQFTWKF-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[1-(trifluoromethylsulfonyl)piperidin-4-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CN(S(=O)(=O)C(F)(F)F)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 GKJKKKSNQFTWKF-UHFFFAOYSA-N 0.000 claims 1
• RQQMUWBWMAXBEP-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(CCNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl RQQMUWBWMAXBEP-UHFFFAOYSA-N 0.000 claims 1
• XNMPSMCBRWFZRT-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl XNMPSMCBRWFZRT-UHFFFAOYSA-N 0.000 claims 1
• IZQFBAKGZVIRDO-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[4-(2-hydroxypropan-2-yl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CC(C(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 IZQFBAKGZVIRDO-UHFFFAOYSA-N 0.000 claims 1
• ULNDBTXXDKMOQD-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)=N1 ULNDBTXXDKMOQD-UHFFFAOYSA-N 0.000 claims 1
• LGXSFCKLMNKAPT-UHFFFAOYSA-N 1-(2-chlorophenyl)-3-[4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)CC1 LGXSFCKLMNKAPT-UHFFFAOYSA-N 0.000 claims 1
• IDEDHUDRHRASOU-UHFFFAOYSA-N 1-(2-fluorophenyl)-2-methyl-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]guanidine Chemical compound C=1C=CC=C(F)C=1NC(=NC)NC(C=C1)=CC=C1C1=CN=C(CCNS(=O)(=O)C(F)(F)F)S1 IDEDHUDRHRASOU-UHFFFAOYSA-N 0.000 claims 1
• OSNOOFVLUCSLLN-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-(2-piperidin-4-yl-1,3-thiazol-5-yl)phenyl]urea;hydrochloride Chemical compound Cl.FC1=CC=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCNCC2)C=C1 OSNOOFVLUCSLLN-UHFFFAOYSA-N 0.000 claims 1
• AGGBEHICJSSWCZ-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-[2-(1-methylsulfonylpiperidin-4-yl)-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CN(S(=O)(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)S1 AGGBEHICJSSWCZ-UHFFFAOYSA-N 0.000 claims 1
• APVCFBWTKDJXMB-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-[2-[1-(trifluoromethylsulfonyl)piperidin-4-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound FC1=CC=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCN(CC2)S(=O)(=O)C(F)(F)F)C=C1 APVCFBWTKDJXMB-UHFFFAOYSA-N 0.000 claims 1
• FFBZIMUSNSNLOH-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]thiourea Chemical compound FC1=CC=CC=C1NC(=S)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 FFBZIMUSNSNLOH-UHFFFAOYSA-N 0.000 claims 1
• ICYDTGGLAYAMAT-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound FC1=CC=CC=C1NC(=O)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 ICYDTGGLAYAMAT-UHFFFAOYSA-N 0.000 claims 1
• CRYFVFFXKRPNKJ-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F CRYFVFFXKRPNKJ-UHFFFAOYSA-N 0.000 claims 1
• PXPROBYCGLIKEH-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)=N1 PXPROBYCGLIKEH-UHFFFAOYSA-N 0.000 claims 1
• WPIPOORWQAOBJI-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound FC1=CC(F)=CC(NC(=O)NC=2C=CC(=CC=2)C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)=C1 WPIPOORWQAOBJI-UHFFFAOYSA-N 0.000 claims 1
• KUSUEDCZLPVCAE-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound FC1=CC(F)=CC(NC(=O)NC=2C=CC(=CC=2)C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)=C1 KUSUEDCZLPVCAE-UHFFFAOYSA-N 0.000 claims 1
• MLSJYCGQBZDUMD-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=CC(F)=C1 MLSJYCGQBZDUMD-UHFFFAOYSA-N 0.000 claims 1
• CBOVKQBPISCFCC-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[4-(2-hydroxy-2-methylpropyl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CC(CC(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C=C(F)C=3)=CC=2)S1 CBOVKQBPISCFCC-UHFFFAOYSA-N 0.000 claims 1
• WQSCZKADUZYBDJ-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[4-(2-hydroxypropan-2-yl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1CC(C(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C=C(F)C=3)=CC=2)S1 WQSCZKADUZYBDJ-UHFFFAOYSA-N 0.000 claims 1
• UHQPMQVOKGSJCA-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C=C(F)C=C(F)C=3)=CC=2)=N1 UHQPMQVOKGSJCA-UHFFFAOYSA-N 0.000 claims 1
• JUXOPCNZWHTUGN-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C=C(F)C=C(F)C=3)=CC=2)CC1 JUXOPCNZWHTUGN-UHFFFAOYSA-N 0.000 claims 1
• JTPLEOOJQDBLDG-UHFFFAOYSA-N 1-[4-(2-piperidin-4-yl-1,3-thiazol-5-yl)phenyl]-3-(2,4,5-trifluorophenyl)urea;hydrochloride Chemical compound Cl.C1=C(F)C(F)=CC(F)=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCNCC2)C=C1 JTPLEOOJQDBLDG-UHFFFAOYSA-N 0.000 claims 1
• SGQXSNQHSDUFBR-UHFFFAOYSA-N 1-[4-(trifluoromethyl)phenyl]-3-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound C1=CC(C(F)(F)F)=CC=C1NC(=O)NC1=CC=C(C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 SGQXSNQHSDUFBR-UHFFFAOYSA-N 0.000 claims 1
• ZJPLDYHZDCIAAI-UHFFFAOYSA-N 1-[4-[2-(1-methylsulfonylpiperidin-4-yl)-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1CN(S(=O)(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 ZJPLDYHZDCIAAI-UHFFFAOYSA-N 0.000 claims 1
• JMEOYXBDBMFVOI-UHFFFAOYSA-N 1-[4-[2-(1-methylsulfonylpiperidin-4-yl)-1,3-thiazol-5-yl]phenyl]-3-(2,4,6-trifluorophenyl)urea Chemical compound C1CN(S(=O)(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3F)F)=CC=2)S1 JMEOYXBDBMFVOI-UHFFFAOYSA-N 0.000 claims 1
• LCDZFMIFIDIXGF-UHFFFAOYSA-N 1-[4-[2-(2-aminoethyl)-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea;hydrochloride Chemical compound Cl.S1C(CCN)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F LCDZFMIFIDIXGF-UHFFFAOYSA-N 0.000 claims 1
• BVAKLRSNWBZYDQ-UHFFFAOYSA-N 1-[4-[2-(2-aminoethyl)-1,3-thiazol-5-yl]phenyl]-3-(2-chlorophenyl)urea;hydrochloride Chemical compound Cl.S1C(CCN)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl BVAKLRSNWBZYDQ-UHFFFAOYSA-N 0.000 claims 1
• GQDHJXXPNWARIM-UHFFFAOYSA-N 1-[4-[2-(2-aminoethyl)-1,3-thiazol-5-yl]phenyl]-3-(3,5-difluorophenyl)urea;hydrochloride Chemical compound Cl.S1C(CCN)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=CC(F)=C1 GQDHJXXPNWARIM-UHFFFAOYSA-N 0.000 claims 1
• OUNNVOIZAVVXHZ-UHFFFAOYSA-N 1-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1=C(F)C(F)=CC(F)=C1NC(=O)NC1=CC=C(C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 OUNNVOIZAVVXHZ-UHFFFAOYSA-N 0.000 claims 1
• PSRKCXHCBLOZCI-UHFFFAOYSA-N 1-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,6-trifluorophenyl)urea Chemical compound FC1=CC(F)=CC(F)=C1NC(=O)NC1=CC=C(C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 PSRKCXHCBLOZCI-UHFFFAOYSA-N 0.000 claims 1
• QCXMDSIUHGDRFL-UHFFFAOYSA-N 1-[4-[2-[1-(trifluoromethylsulfonyl)piperidin-4-yl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,6-trifluorophenyl)urea Chemical compound FC1=CC(F)=CC(F)=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCN(CC2)S(=O)(=O)C(F)(F)F)C=C1 QCXMDSIUHGDRFL-UHFFFAOYSA-N 0.000 claims 1
• WKPZDYRJIICMBR-UHFFFAOYSA-N 1-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1=C(F)C(F)=CC(F)=C1NC(=O)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 WKPZDYRJIICMBR-UHFFFAOYSA-N 0.000 claims 1
• ZCNWSUARXUMBBZ-UHFFFAOYSA-N 1-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,6-trifluorophenyl)urea Chemical compound FC1=CC(F)=CC(F)=C1NC(=O)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 ZCNWSUARXUMBBZ-UHFFFAOYSA-N 0.000 claims 1
• HUDAHVPILVYNKH-UHFFFAOYSA-N 1-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F HUDAHVPILVYNKH-UHFFFAOYSA-N 0.000 claims 1
• KJEYMXSFTAGDHZ-UHFFFAOYSA-N 1-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,6-trifluorophenyl)urea Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=C(F)C=C(F)C=C1F KJEYMXSFTAGDHZ-UHFFFAOYSA-N 0.000 claims 1
• CJFLYICRUQDLBB-UHFFFAOYSA-N 1-[4-[2-[4-(2-amino-2-methylpropyl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1CC(CC(C)(N)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 CJFLYICRUQDLBB-UHFFFAOYSA-N 0.000 claims 1
• YOBZEYWCNYLLBZ-UHFFFAOYSA-N 1-[4-[2-[4-(2-aminopropan-2-yl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1CC(C(C)(N)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 YOBZEYWCNYLLBZ-UHFFFAOYSA-N 0.000 claims 1
• YJYFVVZQTVIBQH-UHFFFAOYSA-N 1-[4-[2-[4-(2-aminopropan-2-yl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4-difluorophenyl)urea Chemical compound C1CC(C(C)(N)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 YJYFVVZQTVIBQH-UHFFFAOYSA-N 0.000 claims 1
• SQGXXNWFNOOTOV-UHFFFAOYSA-N 1-[4-[2-[4-(2-hydroxy-2-methylpropyl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1CC(CC(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 SQGXXNWFNOOTOV-UHFFFAOYSA-N 0.000 claims 1
• OBJCVIWGWQLULJ-UHFFFAOYSA-N 1-[4-[2-[4-(2-hydroxypropan-2-yl)cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound C1CC(C(C)(O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 OBJCVIWGWQLULJ-UHFFFAOYSA-N 0.000 claims 1
• QSJIQDDFCCGZIJ-UHFFFAOYSA-N 1-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-phenylurea Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)=N1 QSJIQDDFCCGZIJ-UHFFFAOYSA-N 0.000 claims 1
• TXLSIFVFIIWPSL-UHFFFAOYSA-N 1-[4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,6-trifluorophenyl)urea Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3F)F)=CC=2)CC1 TXLSIFVFIIWPSL-UHFFFAOYSA-N 0.000 claims 1
• BCQGTPGOTKCHOB-UHFFFAOYSA-N 1-[4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-phenylurea Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)CC1 BCQGTPGOTKCHOB-UHFFFAOYSA-N 0.000 claims 1
• COPCLZSGPOBWIV-UHFFFAOYSA-N 1-[4-[2-[4-[(5-methyl-1,3,4-thiadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]-3-(2,4,5-trifluorophenyl)urea Chemical compound S1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)CC1 COPCLZSGPOBWIV-UHFFFAOYSA-N 0.000 claims 1
• NYIXJZKROKJGHP-UHFFFAOYSA-N 1-cyano-2-(2-fluorophenyl)-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]guanidine Chemical compound FC1=CC=CC=C1NC(=NC#N)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 NYIXJZKROKJGHP-UHFFFAOYSA-N 0.000 claims 1
• UYCLFCRDUYJEEG-UHFFFAOYSA-N 1-cyclohexyl-3-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(CNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 UYCLFCRDUYJEEG-UHFFFAOYSA-N 0.000 claims 1
• DTEMUYPRNASGLA-UHFFFAOYSA-N 1-cyclohexyl-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(CCNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 DTEMUYPRNASGLA-UHFFFAOYSA-N 0.000 claims 1
• SXOGVCWSPWHAEL-UHFFFAOYSA-N 1-cyclohexyl-3-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 SXOGVCWSPWHAEL-UHFFFAOYSA-N 0.000 claims 1
• DRWARQBAARXJFL-UHFFFAOYSA-N 1-phenyl-3-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(CNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1 DRWARQBAARXJFL-UHFFFAOYSA-N 0.000 claims 1
• PMZSQEQESJMJFU-UHFFFAOYSA-N 1-phenyl-3-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]urea Chemical compound S1C(CCNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1 PMZSQEQESJMJFU-UHFFFAOYSA-N 0.000 claims 1
• KJDMSMIVQXAJRD-UHFFFAOYSA-N 2,2-dimethyl-3-[5-[4-[[4-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-oxazol-2-yl]propanoic acid Chemical compound O1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 KJDMSMIVQXAJRD-UHFFFAOYSA-N 0.000 claims 1
• MCXFPJSUHHCXOM-UHFFFAOYSA-N 2,2-dimethyl-3-[5-[4-[[4-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound S1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 MCXFPJSUHHCXOM-UHFFFAOYSA-N 0.000 claims 1
• BOYGNYIQMKIQPU-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-(2-piperidin-1-ylethylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NCCN1CCCCC1 BOYGNYIQMKIQPU-UHFFFAOYSA-N 0.000 claims 1
• QQOCCNZEHRLNTC-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-(morpholine-4-carbonylamino)phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCOCC1 QQOCCNZEHRLNTC-UHFFFAOYSA-N 0.000 claims 1
• URQJBNCASWCKSR-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-(piperidine-1-carbonylamino)phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCCCC1 URQJBNCASWCKSR-UHFFFAOYSA-N 0.000 claims 1
• LXMHSCWBDIDEHZ-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F LXMHSCWBDIDEHZ-UHFFFAOYSA-N 0.000 claims 1
• OAHOIPLAYRAUOX-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[(3,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C(F)=C1 OAHOIPLAYRAUOX-UHFFFAOYSA-N 0.000 claims 1
• QFEFWCPGCQPNSS-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[(4-methylpiperazine-1-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]butanoic acid;hydrochloride Chemical compound Cl.C1CN(C)CCN1C(=O)NC1=CC=C(C=2SC(CCC(C)(C)C(O)=O)=NC=2)C=C1 QFEFWCPGCQPNSS-UHFFFAOYSA-N 0.000 claims 1
• RQKMOJPONZBOSU-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[(4-phenyl-1,3-thiazole-2-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)C1=NC(C=2C=CC=CC=2)=CS1 RQKMOJPONZBOSU-UHFFFAOYSA-N 0.000 claims 1
• QENUHGOYSHZJTF-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[(4-phenylpiperidine-1-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCC(C=2C=CC=CC=2)CC1 QENUHGOYSHZJTF-UHFFFAOYSA-N 0.000 claims 1
• BZSCGWXRFVXTOG-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[(4-propan-2-ylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound C1=CC(C(C)C)=CC=C1NC(=O)NC1=CC=C(C=2SC(CCC(C)(C)C(O)=O)=NC=2)C=C1 BZSCGWXRFVXTOG-UHFFFAOYSA-N 0.000 claims 1
• PBJVTRVIUHHQLJ-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 PBJVTRVIUHHQLJ-UHFFFAOYSA-N 0.000 claims 1
• KXBOGBTVIZBEGO-UHFFFAOYSA-N 2,2-dimethyl-4-[5-[4-[[4-(1,3-oxazol-5-yl)benzoyl]amino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C=2OC=NC=2)C=C1 KXBOGBTVIZBEGO-UHFFFAOYSA-N 0.000 claims 1
• RSVIYVWYWCUJEW-UHFFFAOYSA-N 2,2-dimethyl-n-(trifluoromethylsulfonyl)-4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanamide Chemical compound S1C(CCC(C)(C)C(=O)NS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F RSVIYVWYWCUJEW-UHFFFAOYSA-N 0.000 claims 1
• SBWZHWSEDWQTKJ-UHFFFAOYSA-N 2,4-difluoro-n-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]benzenesulfonamide Chemical compound FC1=CC(F)=CC=C1S(=O)(=O)NC1=CC=C(C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 SBWZHWSEDWQTKJ-UHFFFAOYSA-N 0.000 claims 1
• GFDAZDSKAKRNGL-UHFFFAOYSA-N 2,6-difluoro-n-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)C=3C(=CC=CC=3F)F)=CC=2)=N1 GFDAZDSKAKRNGL-UHFFFAOYSA-N 0.000 claims 1
• RZZNHLCJILHFPQ-UHFFFAOYSA-N 2,6-difluoro-n-[4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(NC(=O)C=3C(=CC=CC=3F)F)=CC=2)CC1 RZZNHLCJILHFPQ-UHFFFAOYSA-N 0.000 claims 1
• YKEIKLARQWDQLM-UHFFFAOYSA-N 2-(2-fluorophenyl)-1-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]guanidine Chemical compound FC1=CC=CC=C1NC(=N)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 YKEIKLARQWDQLM-UHFFFAOYSA-N 0.000 claims 1
• NJQDMFJXYXAQSO-UHFFFAOYSA-N 2-[4-[4-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)=CS1 NJQDMFJXYXAQSO-UHFFFAOYSA-N 0.000 claims 1
• YLIHOJLJLANTEK-UHFFFAOYSA-N 2-[4-[4-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)=CS1 YLIHOJLJLANTEK-UHFFFAOYSA-N 0.000 claims 1
• IPMBMGOWDCHVDV-UHFFFAOYSA-N 2-[4-[5-[4-[(2,3,4-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=C(F)C(F)=CC=3)F)=CC=2)S1 IPMBMGOWDCHVDV-UHFFFAOYSA-N 0.000 claims 1
• YFGRKDZWCUZBFC-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 YFGRKDZWCUZBFC-UHFFFAOYSA-N 0.000 claims 1
• DZHURGSZGMRXCZ-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 DZHURGSZGMRXCZ-UHFFFAOYSA-N 0.000 claims 1
• IMUCPZMZVVNWIC-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4,6-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3F)F)=CC=2)S1 IMUCPZMZVVNWIC-UHFFFAOYSA-N 0.000 claims 1
• UXXQSMNPMLCIHA-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4,6-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3F)F)=CC=2)S1 UXXQSMNPMLCIHA-UHFFFAOYSA-N 0.000 claims 1
• AGMXFIYWNBKYNA-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4,6-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3F)F)=CC=2)S1 AGMXFIYWNBKYNA-UHFFFAOYSA-N 0.000 claims 1
• OPSAQFGFSQAPJS-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4-dichlorobenzoyl)amino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3C(=CC(Cl)=CC=3)Cl)=CC=2)S1 OPSAQFGFSQAPJS-UHFFFAOYSA-N 0.000 claims 1
• NNAPBAFYRWSOJA-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 NNAPBAFYRWSOJA-UHFFFAOYSA-N 0.000 claims 1
• GEEASSFVJYYTEF-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 GEEASSFVJYYTEF-UHFFFAOYSA-N 0.000 claims 1
• JFDOJHGXOBXDDG-UHFFFAOYSA-N 2-[4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 JFDOJHGXOBXDDG-UHFFFAOYSA-N 0.000 claims 1
• DXWFZLQDEDKPBN-UHFFFAOYSA-N 2-[4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 DXWFZLQDEDKPBN-UHFFFAOYSA-N 0.000 claims 1
• AVVZJPNBMZORDS-UHFFFAOYSA-N 2-[4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 AVVZJPNBMZORDS-UHFFFAOYSA-N 0.000 claims 1
• CYNXINYLBQLOJU-UHFFFAOYSA-N 2-[4-[5-[4-[(2-fluorophenyl)carbamothioylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=S)NC=3C(=CC=CC=3)F)=CC=2)S1 CYNXINYLBQLOJU-UHFFFAOYSA-N 0.000 claims 1
• FPNRNBFRLHTSTI-UHFFFAOYSA-N 2-[4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)S1 FPNRNBFRLHTSTI-UHFFFAOYSA-N 0.000 claims 1
• DWIVGPQPXKTGLK-UHFFFAOYSA-N 2-[4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)S1 DWIVGPQPXKTGLK-UHFFFAOYSA-N 0.000 claims 1
• YUSFQWMLZIXVDQ-UHFFFAOYSA-N 2-[4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)S1 YUSFQWMLZIXVDQ-UHFFFAOYSA-N 0.000 claims 1
• MDANBBFCUHDFTK-UHFFFAOYSA-N 2-[4-[5-[4-[(3,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C(F)=C(F)C=3)=CC=2)S1 MDANBBFCUHDFTK-UHFFFAOYSA-N 0.000 claims 1
• OWRUAVXZVLSANV-UHFFFAOYSA-N 2-[4-[5-[4-[(3,5-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C=C(F)C=3)=CC=2)S1 OWRUAVXZVLSANV-UHFFFAOYSA-N 0.000 claims 1
• VBGUKMKRVOLBDX-UHFFFAOYSA-N 2-[4-[5-[4-[(5-methyl-2-phenyl-1,3-oxazole-4-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound CC=1OC(C=2C=CC=CC=2)=NC=1C(=O)NC(C=C1)=CC=C1C(S1)=CN=C1C1CCC(CC(O)=O)CC1 VBGUKMKRVOLBDX-UHFFFAOYSA-N 0.000 claims 1
• CLRCEWOADWILGT-UHFFFAOYSA-N 2-[4-[5-[4-[[2-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]acetic acid Chemical compound C1CN(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)C(F)(F)F)=CC=2)S1 CLRCEWOADWILGT-UHFFFAOYSA-N 0.000 claims 1
• YKIYNHBZXPRMIK-UHFFFAOYSA-N 2-[4-[5-[4-[[2-fluoro-6-(trifluoromethyl)benzoyl]amino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3C(=CC=CC=3F)C(F)(F)F)=CC=2)S1 YKIYNHBZXPRMIK-UHFFFAOYSA-N 0.000 claims 1
• WETABEPPULZUSJ-UHFFFAOYSA-N 2-[4-[5-[4-[[2-phenyl-5-(trifluoromethyl)-1,3-oxazole-4-carbonyl]amino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetic acid Chemical compound C1CC(CC(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)C3=C(OC(=N3)C=3C=CC=CC=3)C(F)(F)F)=CC=2)S1 WETABEPPULZUSJ-UHFFFAOYSA-N 0.000 claims 1
• GBYGWQFARWWQNN-UHFFFAOYSA-N 2-chloro-n-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound S1C(CCNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1Cl GBYGWQFARWWQNN-UHFFFAOYSA-N 0.000 claims 1
• JPSHPHDMCGYUQR-UHFFFAOYSA-N 2-chloro-n-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)C=3C(=CC=CC=3)Cl)=CC=2)=N1 JPSHPHDMCGYUQR-UHFFFAOYSA-N 0.000 claims 1
• DKGBOACDISOBOK-UHFFFAOYSA-N 2-methyl-2-[4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 DKGBOACDISOBOK-UHFFFAOYSA-N 0.000 claims 1
• NABRFHYKWCZILA-UHFFFAOYSA-N 2-methyl-2-[4-[5-[4-[(2,4,6-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]piperidin-1-yl]propanoic acid Chemical compound C1CN(C(C)(C)C(O)=O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3F)F)=CC=2)S1 NABRFHYKWCZILA-UHFFFAOYSA-N 0.000 claims 1
• WNZKSFYZPZBDEY-UHFFFAOYSA-N 2-phenyl-5-(trifluoromethyl)-n-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]-1,3-oxazole-4-carboxamide Chemical compound FC(F)(F)C=1OC(C=2C=CC=CC=2)=NC=1C(=O)NC(C=C1)=CC=C1C1=CN=C(CCNS(=O)(=O)C(F)(F)F)S1 WNZKSFYZPZBDEY-UHFFFAOYSA-N 0.000 claims 1
• CVFJJPNZXCZHBW-UHFFFAOYSA-N 3,3-dimethyl-4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CC(C)(CC(O)=O)C)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 CVFJJPNZXCZHBW-UHFFFAOYSA-N 0.000 claims 1
• LMJGTTDUUFGFAL-UHFFFAOYSA-N 3,5-difluoro-n-[4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(NC(=O)C=3C=C(F)C=C(F)C=3)=CC=2)=N1 LMJGTTDUUFGFAL-UHFFFAOYSA-N 0.000 claims 1
• 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims 1
• SFNVZQUBRWLFQS-UHFFFAOYSA-N 3-[5-[4-(cyclohexylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound S1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 SFNVZQUBRWLFQS-UHFFFAOYSA-N 0.000 claims 1
• MSTFXOIKPLDGQP-UHFFFAOYSA-N 3-[5-[4-(cyclohexylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound S1C(CCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 MSTFXOIKPLDGQP-UHFFFAOYSA-N 0.000 claims 1
• NNSORTKLHOZTEA-UHFFFAOYSA-N 3-[5-[4-(naphthalene-2-carbonylamino)phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound S1C(CCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C=CC=C2)C2=C1 NNSORTKLHOZTEA-UHFFFAOYSA-N 0.000 claims 1
• OEJHHQXLFJLLST-UHFFFAOYSA-N 3-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F OEJHHQXLFJLLST-UHFFFAOYSA-N 0.000 claims 1
• VBPSSJJAWNSJHW-UHFFFAOYSA-N 3-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F VBPSSJJAWNSJHW-UHFFFAOYSA-N 0.000 claims 1
• KPXNKGGEHMBDPQ-UHFFFAOYSA-N 3-[5-[4-[(2,4-dimethoxyphenyl)sulfonylamino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound COC1=CC(OC)=CC=C1S(=O)(=O)NC1=CC=C(C=2SC(CCC(O)=O)=NC=2)C=C1 KPXNKGGEHMBDPQ-UHFFFAOYSA-N 0.000 claims 1
• SKTHGEWLRIHGSA-UHFFFAOYSA-N 3-[5-[4-[(2,6-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=C(F)C=CC=C1F SKTHGEWLRIHGSA-UHFFFAOYSA-N 0.000 claims 1
• DQFNGAGDMRAYED-UHFFFAOYSA-N 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound O1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl DQFNGAGDMRAYED-UHFFFAOYSA-N 0.000 claims 1
• MNGHXDDDQKSJIK-UHFFFAOYSA-N 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound S1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl MNGHXDDDQKSJIK-UHFFFAOYSA-N 0.000 claims 1
• WUVCUJMEOKJNJC-UHFFFAOYSA-N 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl WUVCUJMEOKJNJC-UHFFFAOYSA-N 0.000 claims 1
• XAVKANKMKOJSCC-UHFFFAOYSA-N 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound S1C(CCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl XAVKANKMKOJSCC-UHFFFAOYSA-N 0.000 claims 1
• ZEQQGRMKCOSMAB-UHFFFAOYSA-N 3-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F ZEQQGRMKCOSMAB-UHFFFAOYSA-N 0.000 claims 1
• QDSODAILOBOVQJ-UHFFFAOYSA-N 3-[5-[4-[(3,5-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=CC(F)=C1 QDSODAILOBOVQJ-UHFFFAOYSA-N 0.000 claims 1
• GJKRZYRBIGMRRR-UHFFFAOYSA-N 3-[5-[4-[(4-butoxybenzoyl)amino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound C1=CC(OCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CCC(O)=O)=NC=2)C=C1 GJKRZYRBIGMRRR-UHFFFAOYSA-N 0.000 claims 1
• OQZSNAZCZBDIDT-UHFFFAOYSA-N 3-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound O1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 OQZSNAZCZBDIDT-UHFFFAOYSA-N 0.000 claims 1
• FTGALIZIZHDOPC-UHFFFAOYSA-N 3-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound S1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 FTGALIZIZHDOPC-UHFFFAOYSA-N 0.000 claims 1
• RTKNMZYKTBNWBC-UHFFFAOYSA-N 3-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound S1C(CCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 RTKNMZYKTBNWBC-UHFFFAOYSA-N 0.000 claims 1
• WEWHJVUCHKJWJX-UHFFFAOYSA-N 3-[5-[4-[(4-fluorophenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound O1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1 WEWHJVUCHKJWJX-UHFFFAOYSA-N 0.000 claims 1
• NWKCVKYAJSMIGT-UHFFFAOYSA-N 3-[5-[4-[(4-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound S1C(CC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1 NWKCVKYAJSMIGT-UHFFFAOYSA-N 0.000 claims 1
• GRIVMSQWZFUKIO-UHFFFAOYSA-N 3-[5-[4-[(4-methoxyphenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2OC(CC(C)(C)C(O)=O)=NC=2)C=C1 GRIVMSQWZFUKIO-UHFFFAOYSA-N 0.000 claims 1
• PWNNHXXUJTXCBT-UHFFFAOYSA-N 3-[5-[4-[(4-methoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2SC(CC(C)(C)C(O)=O)=NC=2)C=C1 PWNNHXXUJTXCBT-UHFFFAOYSA-N 0.000 claims 1
• XTFZIJJTDMXFEX-UHFFFAOYSA-N 3-[5-[4-[(4-pentylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CCC(O)=O)=NC=2)C=C1 XTFZIJJTDMXFEX-UHFFFAOYSA-N 0.000 claims 1
• RVNBESBRLFVBKZ-UHFFFAOYSA-N 3-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2OC(CC(C)(C)C(O)=O)=NC=2)C=C1 RVNBESBRLFVBKZ-UHFFFAOYSA-N 0.000 claims 1
• ZIDMYXLTEHJCOA-UHFFFAOYSA-N 3-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2SC(CC(C)(C)C(O)=O)=NC=2)C=C1 ZIDMYXLTEHJCOA-UHFFFAOYSA-N 0.000 claims 1
• XBQXZSFHDRJBKW-UHFFFAOYSA-N 3-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2SC(CCC(O)=O)=NC=2)C=C1 XBQXZSFHDRJBKW-UHFFFAOYSA-N 0.000 claims 1
• HBJKWMQDEWQSQU-UHFFFAOYSA-N 3-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylic acid Chemical compound C1C(C(=O)O)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 HBJKWMQDEWQSQU-UHFFFAOYSA-N 0.000 claims 1
• CMNOBJFYWIRVPQ-UHFFFAOYSA-N 3-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound S1C(CCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 CMNOBJFYWIRVPQ-UHFFFAOYSA-N 0.000 claims 1
• ZYUVLSLAIQDXGP-UHFFFAOYSA-N 3-[5-[4-[[3-ethoxy-5-(methoxymethyl)benzoyl]amino]phenyl]-1,3-thiazol-2-yl]propanoic acid Chemical compound CCOC1=CC(COC)=CC(C(=O)NC=2C=CC(=CC=2)C=2SC(CCC(O)=O)=NC=2)=C1 ZYUVLSLAIQDXGP-UHFFFAOYSA-N 0.000 claims 1
• VJOGUUVLJLETDT-UHFFFAOYSA-N 4-(trifluoromethyl)-n-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound C1=CC(C(F)(F)F)=CC=C1C(=O)NC1=CC=C(C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 VJOGUUVLJLETDT-UHFFFAOYSA-N 0.000 claims 1
• DNZRKKASVPQKGU-UHFFFAOYSA-N 4-(trifluoromethyl)-n-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]benzenesulfonamide Chemical compound C1=CC(C(F)(F)F)=CC=C1S(=O)(=O)NC1=CC=C(C=2SC(CNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 DNZRKKASVPQKGU-UHFFFAOYSA-N 0.000 claims 1
• VXHJJEUHJCCMCE-UHFFFAOYSA-N 4-(trifluoromethyl)-n-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound C1=CC(C(F)(F)F)=CC=C1C(=O)NC1=CC=C(C=2SC(CCNS(=O)(=O)C(F)(F)F)=NC=2)C=C1 VXHJJEUHJCCMCE-UHFFFAOYSA-N 0.000 claims 1
• IDDSFMHHLLLXOH-UHFFFAOYSA-N 4-[2-[4-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]aniline Chemical compound CC1=NOC(CC2CCC(CC2)C=2SC(=CN=2)C=2C=CC(N)=CC=2)=N1 IDDSFMHHLLLXOH-UHFFFAOYSA-N 0.000 claims 1
• MJXSKHFYVLKWBV-UHFFFAOYSA-N 4-[2-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]cyclohexyl]-1,3-thiazol-5-yl]aniline Chemical compound O1C(C)=NN=C1CC1CCC(C=2SC(=CN=2)C=2C=CC(N)=CC=2)CC1 MJXSKHFYVLKWBV-UHFFFAOYSA-N 0.000 claims 1
• XYZVMPDNMUYHCX-UHFFFAOYSA-N 4-[3-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]pyrazol-1-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1N1N=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)C=C1 XYZVMPDNMUYHCX-UHFFFAOYSA-N 0.000 claims 1
• NUHYZZNUSIZKLA-UHFFFAOYSA-N 4-[3-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,2,4-oxadiazol-5-yl]butanoic acid Chemical compound O1C(CCCC(=O)O)=NC(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)=N1 NUHYZZNUSIZKLA-UHFFFAOYSA-N 0.000 claims 1
• XJUKVMSOAPYXDW-UHFFFAOYSA-N 4-[3-[4-[(2-chlorophenyl)carbamoylamino]phenyl]pyrazol-1-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1N1N=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)C=C1 XJUKVMSOAPYXDW-UHFFFAOYSA-N 0.000 claims 1
• PQMDJYCQCDQJSR-UHFFFAOYSA-N 4-[3-[4-[(2-fluorophenyl)carbamoylamino]phenyl]pyrazol-1-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1N1N=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)C=C1 PQMDJYCQCDQJSR-UHFFFAOYSA-N 0.000 claims 1
• DCBGWLZMVQFEMI-UHFFFAOYSA-N 4-[3-[4-[(3-methylphenyl)carbamoylamino]phenyl]pyrazol-1-yl]cyclohexane-1-carboxylic acid Chemical compound CC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)C2=NN(C=C2)C2CCC(CC2)C(O)=O)=C1 DCBGWLZMVQFEMI-UHFFFAOYSA-N 0.000 claims 1
• ROMUUEAAZXHONM-UHFFFAOYSA-N 4-[3-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-2,2-dimethylbutanoic acid Chemical compound O1C(CCC(C)(C)C(O)=O)=NC(C=2C=CC(NC(=O)C=3C=CC(F)=CC=3)=CC=2)=N1 ROMUUEAAZXHONM-UHFFFAOYSA-N 0.000 claims 1
• DMIVUEAIOVVPOF-UHFFFAOYSA-N 4-[3-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]pyrazol-1-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1N1N=C(C=2C=CC(NC(=O)NC=3C=C(C=CC=3)C(F)(F)F)=CC=2)C=C1 DMIVUEAIOVVPOF-UHFFFAOYSA-N 0.000 claims 1
• CJAXRVIKKOGHPP-UHFFFAOYSA-N 4-[4-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-3h-pyrrol-2-yl]-2,2-dimethylbutanoic acid Chemical compound C1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F CJAXRVIKKOGHPP-UHFFFAOYSA-N 0.000 claims 1
• YLWZJXBYMYXINO-UHFFFAOYSA-N 4-[5-[4-(1,3-benzodioxol-5-ylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C4OCOC4=CC=3)=CC=2)S1 YLWZJXBYMYXINO-UHFFFAOYSA-N 0.000 claims 1
• GPAWGMVFCYVIBY-UHFFFAOYSA-N 4-[5-[4-(2,3-dihydro-1,4-benzodioxin-6-ylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(OCCO2)C2=C1 GPAWGMVFCYVIBY-UHFFFAOYSA-N 0.000 claims 1
• WISQMHYRQAYTOY-UHFFFAOYSA-N 4-[5-[4-(2-methoxyethylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound C1=CC(NC(=O)NCCOC)=CC=C1C1=CN=C(CCC(C)(C)C(O)=O)S1 WISQMHYRQAYTOY-UHFFFAOYSA-N 0.000 claims 1
• JDZUQLPDENKVRD-UHFFFAOYSA-N 4-[5-[4-(benzylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NCC1=CC=CC=C1 JDZUQLPDENKVRD-UHFFFAOYSA-N 0.000 claims 1
• XAIRGEOAJYGURS-UHFFFAOYSA-N 4-[5-[4-(phenylcarbamoylamino)phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)O1 XAIRGEOAJYGURS-UHFFFAOYSA-N 0.000 claims 1
• JJXDOPSNAKPEAB-UHFFFAOYSA-N 4-[5-[4-(phenylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)S1 JJXDOPSNAKPEAB-UHFFFAOYSA-N 0.000 claims 1
• QBRJXKDLSOOBEX-UHFFFAOYSA-N 4-[5-[4-[(2,3,4-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=C(F)C(F)=CC=3)F)=CC=2)S1 QBRJXKDLSOOBEX-UHFFFAOYSA-N 0.000 claims 1
• LRVKDDOTUOBOON-UHFFFAOYSA-N 4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 LRVKDDOTUOBOON-UHFFFAOYSA-N 0.000 claims 1
• ZCAYYHYKFONGLS-UHFFFAOYSA-N 4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoic acid Chemical compound O1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F ZCAYYHYKFONGLS-UHFFFAOYSA-N 0.000 claims 1
• WUYSGSZBEDFUAA-UHFFFAOYSA-N 4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoic acid Chemical compound S1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F WUYSGSZBEDFUAA-UHFFFAOYSA-N 0.000 claims 1
• PEBNOXMLPLJUAP-UHFFFAOYSA-N 4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 PEBNOXMLPLJUAP-UHFFFAOYSA-N 0.000 claims 1
• JCPAYXDWOIMAFM-UHFFFAOYSA-N 4-[5-[4-[(2,4-dimethoxyphenyl)sulfonylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound COC1=CC(OC)=CC=C1S(=O)(=O)NC1=CC=C(C=2SC(CCCC(O)=O)=NC=2)C=C1 JCPAYXDWOIMAFM-UHFFFAOYSA-N 0.000 claims 1
• WATHZEYIILSROL-UHFFFAOYSA-N 4-[5-[4-[(2,6-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3F)F)=CC=2)S1 WATHZEYIILSROL-UHFFFAOYSA-N 0.000 claims 1
• FWBWULFFEYRVMR-UHFFFAOYSA-N 4-[5-[4-[(2-chloro-5-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound CC1=CC=C(Cl)C(NC(=O)NC=2C=CC(=CC=2)C=2SC(=NC=2)C2CCC(CC2)C(O)=O)=C1 FWBWULFFEYRVMR-UHFFFAOYSA-N 0.000 claims 1
• QHQCGCZKLBTGLN-UHFFFAOYSA-N 4-[5-[4-[(2-chloro-6-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound CC1=CC=CC(Cl)=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCC(CC2)C(O)=O)C=C1 QHQCGCZKLBTGLN-UHFFFAOYSA-N 0.000 claims 1
• YIDGBKUAFVFABF-UHFFFAOYSA-N 4-[5-[4-[(2-chlorobenzoyl)amino]phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3C(=CC=CC=3)Cl)=CC=2)O1 YIDGBKUAFVFABF-UHFFFAOYSA-N 0.000 claims 1
• FXPTWEAPRMEXBR-UHFFFAOYSA-N 4-[5-[4-[(2-chlorobenzoyl)amino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3C(=CC=CC=3)Cl)=CC=2)S1 FXPTWEAPRMEXBR-UHFFFAOYSA-N 0.000 claims 1
• PYNRDTOFRRKKJT-UHFFFAOYSA-N 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoic acid Chemical compound O1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl PYNRDTOFRRKKJT-UHFFFAOYSA-N 0.000 claims 1
• RNOVVQLGYSBNDN-UHFFFAOYSA-N 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoic acid Chemical compound S1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl RNOVVQLGYSBNDN-UHFFFAOYSA-N 0.000 claims 1
• BLARZQXJQGRMEJ-UHFFFAOYSA-N 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)O1 BLARZQXJQGRMEJ-UHFFFAOYSA-N 0.000 claims 1
• SOPQSHYWWFBHBD-UHFFFAOYSA-N 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethyl-n-(trifluoromethylsulfonyl)butanamide Chemical compound S1C(CCC(C)(C)C(=O)NS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl SOPQSHYWWFBHBD-UHFFFAOYSA-N 0.000 claims 1
• PPENQGCVWLGKLQ-UHFFFAOYSA-N 4-[5-[4-[(2-fluoro-5-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound CC1=CC=C(F)C(NC(=O)NC=2C=CC(=CC=2)C=2SC(=NC=2)C2CCC(CC2)C(O)=O)=C1 PPENQGCVWLGKLQ-UHFFFAOYSA-N 0.000 claims 1
• WIRXKQVURPADTK-UHFFFAOYSA-N 4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethyl-n-(trifluoromethylsulfonyl)butanamide Chemical compound S1C(CCC(C)(C)C(=O)NS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F WIRXKQVURPADTK-UHFFFAOYSA-N 0.000 claims 1
• NLYMILXTDMZZDT-UHFFFAOYSA-N 4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F NLYMILXTDMZZDT-UHFFFAOYSA-N 0.000 claims 1
• SZQZTWYIMCBCAA-UHFFFAOYSA-N 4-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)F)=CC=2)S1 SZQZTWYIMCBCAA-UHFFFAOYSA-N 0.000 claims 1
• JYRIQXLMFUXXOG-UHFFFAOYSA-N 4-[5-[4-[(2-methoxyphenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound COC1=CC=CC=C1NC(=O)NC1=CC=C(C=2OC(=NC=2)C2CCC(CC2)C(O)=O)C=C1 JYRIQXLMFUXXOG-UHFFFAOYSA-N 0.000 claims 1
• AUNVDKOUOFIGLO-UHFFFAOYSA-N 4-[5-[4-[(3,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C(F)=CC=3)=CC=2)S1 AUNVDKOUOFIGLO-UHFFFAOYSA-N 0.000 claims 1
• VXGNLCNRLGLYRM-UHFFFAOYSA-N 4-[5-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NC1=CC=C(C=2SC(CCCC(O)=O)=NC=2)C=C1 VXGNLCNRLGLYRM-UHFFFAOYSA-N 0.000 claims 1
• FREJBRNEPXZRRL-UHFFFAOYSA-N 4-[5-[4-[(3,5-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethyl-n-(trifluoromethylsulfonyl)butanamide Chemical compound S1C(CCC(C)(C)C(=O)NS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=CC(F)=C1 FREJBRNEPXZRRL-UHFFFAOYSA-N 0.000 claims 1
• ILEFATPFHNHPJC-UHFFFAOYSA-N 4-[5-[4-[(3,5-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C=C(F)C=3)=CC=2)S1 ILEFATPFHNHPJC-UHFFFAOYSA-N 0.000 claims 1
• PEWHTTLXYDWZTQ-UHFFFAOYSA-N 4-[5-[4-[(3-chloro-2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=C(Cl)C=CC=3)F)=CC=2)S1 PEWHTTLXYDWZTQ-UHFFFAOYSA-N 0.000 claims 1
• JUHBFLKCRMCYFD-UHFFFAOYSA-N 4-[5-[4-[(3-chlorophenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C=CC=3)=CC=2)O1 JUHBFLKCRMCYFD-UHFFFAOYSA-N 0.000 claims 1
• PFCYYTRUTREJJU-UHFFFAOYSA-N 4-[5-[4-[(3-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C=CC=3)=CC=2)S1 PFCYYTRUTREJJU-UHFFFAOYSA-N 0.000 claims 1
• NOMMVNVPZUCEBV-UHFFFAOYSA-N 4-[5-[4-[(3-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(F)C=CC=3)=CC=2)S1 NOMMVNVPZUCEBV-UHFFFAOYSA-N 0.000 claims 1
• HKKNAQAWCYIUTA-UHFFFAOYSA-N 4-[5-[4-[(3-methylphenyl)carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoic acid Chemical compound CC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)C=2OC(CCCC(O)=O)=NN=2)=C1 HKKNAQAWCYIUTA-UHFFFAOYSA-N 0.000 claims 1
• WMVORSCJYMAVPL-UHFFFAOYSA-N 4-[5-[4-[(4-chloro-2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)F)=CC=2)S1 WMVORSCJYMAVPL-UHFFFAOYSA-N 0.000 claims 1
• CNYFMUKJMGFNHP-UHFFFAOYSA-N 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 CNYFMUKJMGFNHP-UHFFFAOYSA-N 0.000 claims 1
• LHTJUOCEZFCNGJ-UHFFFAOYSA-N 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)OC=3C=CC=CC=3)=CC=2)S1 LHTJUOCEZFCNGJ-UHFFFAOYSA-N 0.000 claims 1
• IRIZPMFSMPXHSA-UHFFFAOYSA-N 4-[5-[4-[(4-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC(Cl)=CC=3)=CC=2)S1 IRIZPMFSMPXHSA-UHFFFAOYSA-N 0.000 claims 1
• GATHUDODXXESKN-UHFFFAOYSA-N 4-[5-[4-[(4-cyanophenyl)methylcarbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=O)NCC1=CC=C(C#N)C=C1 GATHUDODXXESKN-UHFFFAOYSA-N 0.000 claims 1
• UZVJFEKWYLMMOA-UHFFFAOYSA-N 4-[5-[4-[(4-methoxy-2-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound CC1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCC(CC2)C(O)=O)C=C1 UZVJFEKWYLMMOA-UHFFFAOYSA-N 0.000 claims 1
• QQNXCRNYJVWGRY-UHFFFAOYSA-N 4-[5-[4-[(4-methylphenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoic acid Chemical compound C1=CC(C)=CC=C1NC(=O)NC1=CC=C(C=2SC(CCCC(O)=O)=NN=2)C=C1 QQNXCRNYJVWGRY-UHFFFAOYSA-N 0.000 claims 1
• BIEBNDNGAAZDGW-UHFFFAOYSA-N 4-[5-[4-[(4-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1=CC(C)=CC=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCC(CC2)C(O)=O)C=C1 BIEBNDNGAAZDGW-UHFFFAOYSA-N 0.000 claims 1
• NMJBJSJQFZEJNK-UHFFFAOYSA-N 4-[5-[4-[(4-pentylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CCCC(O)=O)=NC=2)C=C1 NMJBJSJQFZEJNK-UHFFFAOYSA-N 0.000 claims 1
• CZDXLKLXISWTBG-UHFFFAOYSA-N 4-[5-[4-[(4-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC(OC=4C=CC=CC=4)=CC=3)=CC=2)S1 CZDXLKLXISWTBG-UHFFFAOYSA-N 0.000 claims 1
• VLSBYRGIYOCRES-UHFFFAOYSA-N 4-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3,4-thiadiazol-2-yl]butanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2SC(CCCC(O)=O)=NN=2)C=C1 VLSBYRGIYOCRES-UHFFFAOYSA-N 0.000 claims 1
• MNBZKBIIFQPGFU-UHFFFAOYSA-N 4-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2SC(CCC(C)(C)C(O)=O)=NC=2)C=C1 MNBZKBIIFQPGFU-UHFFFAOYSA-N 0.000 claims 1
• WOTNMDXSJPQQGK-UHFFFAOYSA-N 4-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2SC(CCCC(O)=O)=NC=2)C=C1 WOTNMDXSJPQQGK-UHFFFAOYSA-N 0.000 claims 1
• CIVPWIAXMYMAQG-UHFFFAOYSA-N 4-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)NC1=CC=C(C=2SC(=NC=2)C2CCC(CC2)C(O)=O)C=C1 CIVPWIAXMYMAQG-UHFFFAOYSA-N 0.000 claims 1
• GDJLLQFZFUEQCP-UHFFFAOYSA-N 4-[5-[4-[(5-chloro-2-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound CC1=CC=C(Cl)C=C1NC(=O)NC1=CC=C(C=2SC(=NC=2)C2CCC(CC2)C(O)=O)C=C1 GDJLLQFZFUEQCP-UHFFFAOYSA-N 0.000 claims 1
• QBJVVIHCQLEMII-UHFFFAOYSA-N 4-[5-[4-[(5-phenyl-1,3-oxazole-2-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3OC(=CN=3)C=3C=CC=CC=3)=CC=2)S1 QBJVVIHCQLEMII-UHFFFAOYSA-N 0.000 claims 1
• QJDGDEUNPKOOTD-UHFFFAOYSA-N 4-[5-[4-[[2-(trifluoromethoxy)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)OC(F)(F)F)=CC=2)S1 QJDGDEUNPKOOTD-UHFFFAOYSA-N 0.000 claims 1
• QMOUCZXYECZLPX-UHFFFAOYSA-N 4-[5-[4-[[2-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)C(F)(F)F)=CC=2)S1 QMOUCZXYECZLPX-UHFFFAOYSA-N 0.000 claims 1
• VJFMWVYQWSQCNH-UHFFFAOYSA-N 4-[5-[4-[[2-chloro-4-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(=CC=3)C(F)(F)F)Cl)=CC=2)S1 VJFMWVYQWSQCNH-UHFFFAOYSA-N 0.000 claims 1
• HKCIOXNAVRPIQX-UHFFFAOYSA-N 4-[5-[4-[[2-chloro-6-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3Cl)C(F)(F)F)=CC=2)S1 HKCIOXNAVRPIQX-UHFFFAOYSA-N 0.000 claims 1
• LAYRFCQDAFXQBI-UHFFFAOYSA-N 4-[5-[4-[[2-fluoro-6-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3F)C(F)(F)F)=CC=2)S1 LAYRFCQDAFXQBI-UHFFFAOYSA-N 0.000 claims 1
• XMOSWXKPYRKCGV-UHFFFAOYSA-N 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoic acid Chemical compound O1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 XMOSWXKPYRKCGV-UHFFFAOYSA-N 0.000 claims 1
• CLEXREWFULAYQG-UHFFFAOYSA-N 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoic acid Chemical compound S1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 CLEXREWFULAYQG-UHFFFAOYSA-N 0.000 claims 1
• OQCQPYRJIZJFRJ-UHFFFAOYSA-N 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoic acid Chemical compound S1C(CCCC(=O)O)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 OQCQPYRJIZJFRJ-UHFFFAOYSA-N 0.000 claims 1
• QKLKJHKJAWRSMO-UHFFFAOYSA-N 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(C=CC=3)C(F)(F)F)=CC=2)S1 QKLKJHKJAWRSMO-UHFFFAOYSA-N 0.000 claims 1
• MIHOKYAKPXNTEA-UHFFFAOYSA-N 4-[5-[4-[[4-(trifluoromethoxy)benzoyl]amino]phenyl]-1,3,4-thiadiazol-2-yl]butanoic acid Chemical compound S1C(CCCC(=O)O)=NN=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(OC(F)(F)F)C=C1 MIHOKYAKPXNTEA-UHFFFAOYSA-N 0.000 claims 1
• PCZMENWFJMFSTA-UHFFFAOYSA-N 4-[5-[4-[[4-chloro-2-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)C(F)(F)F)=CC=2)S1 PCZMENWFJMFSTA-UHFFFAOYSA-N 0.000 claims 1
• PHRREHLSHBGCHQ-UHFFFAOYSA-N 4-[5-[4-[[n-(2-fluorophenyl)-n'-methylcarbamimidoyl]amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound C=1C=CC=C(F)C=1NC(=NC)NC(C=C1)=CC=C1C1=CN=C(CCC(C)(C)C(O)=O)S1 PHRREHLSHBGCHQ-UHFFFAOYSA-N 0.000 claims 1
• TWXZLKXVVGZVED-UHFFFAOYSA-N 4-[5-[4-[[n-cyano-n'-(2-fluorophenyl)carbamimidoyl]amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoic acid Chemical compound S1C(CCC(C)(C)C(O)=O)=NC=C1C(C=C1)=CC=C1NC(=NC#N)NC1=CC=CC=C1F TWXZLKXVVGZVED-UHFFFAOYSA-N 0.000 claims 1
• 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
• 208000010444 Acidosis Diseases 0.000 claims 1
• 208000002874 Acne Vulgaris Diseases 0.000 claims 1
• 206010002329 Aneurysm Diseases 0.000 claims 1
• 206010002383 Angina Pectoris Diseases 0.000 claims 1
• 208000000103 Anorexia Nervosa Diseases 0.000 claims 1
• 206010003210 Arteriosclerosis Diseases 0.000 claims 1
• 201000001320 Atherosclerosis Diseases 0.000 claims 1
• KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
• 208000032841 Bulimia Diseases 0.000 claims 1
• 206010006550 Bulimia nervosa Diseases 0.000 claims 1
• FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims 1
• 206010006895 Cachexia Diseases 0.000 claims 1
• 206010007556 Cardiac failure acute Diseases 0.000 claims 1
• 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
• 208000031229 Cardiomyopathies Diseases 0.000 claims 1
• SEGILSHPABBUAM-UHFFFAOYSA-N FC1=CC=C(C=C1)NC(NC1=CC=C(C=C1)C1=CN=C(S1)CCC(C(=O)O)(C)C)=O Chemical compound FC1=CC=C(C=C1)NC(NC1=CC=C(C=C1)C1=CN=C(S1)CCC(C(=O)O)(C)C)=O SEGILSHPABBUAM-UHFFFAOYSA-N 0.000 claims 1
• 206010019280 Heart failures Diseases 0.000 claims 1
• 208000005176 Hepatitis C Diseases 0.000 claims 1
• 206010060378 Hyperinsulinaemia Diseases 0.000 claims 1
• 206010020772 Hypertension Diseases 0.000 claims 1
• 201000001431 Hyperuricemia Diseases 0.000 claims 1
• 208000013016 Hypoglycemia Diseases 0.000 claims 1
• 208000001953 Hypotension Diseases 0.000 claims 1
• 208000007976 Ketosis Diseases 0.000 claims 1
• 208000001145 Metabolic Syndrome Diseases 0.000 claims 1
• 206010027417 Metabolic acidosis Diseases 0.000 claims 1
• 206010033645 Pancreatitis Diseases 0.000 claims 1
• 208000018262 Peripheral vascular disease Diseases 0.000 claims 1
• 206010063837 Reperfusion injury Diseases 0.000 claims 1
• 208000006011 Stroke Diseases 0.000 claims 1
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
• 206010057469 Vascular stenosis Diseases 0.000 claims 1
• 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 1
• 206010000496 acne Diseases 0.000 claims 1
• JIMXXGFJRDUSRO-UHFFFAOYSA-N adamantane-1-carboxylic acid Chemical compound C1C(C2)CC3CC2CC1(C(=O)O)C3 JIMXXGFJRDUSRO-UHFFFAOYSA-N 0.000 claims 1
• 125000003545 alkoxy group Chemical group 0.000 claims 1
• 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
• 125000003710 aryl alkyl group Chemical group 0.000 claims 1
• 125000004429 atom Chemical group 0.000 claims 1
• 239000004202 carbamide Substances 0.000 claims 1
• 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
• PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims 1
• 208000029078 coronary artery disease Diseases 0.000 claims 1
• 208000035475 disorder Diseases 0.000 claims 1
• 239000003814 drug Substances 0.000 claims 1
• 229940079593 drug Drugs 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• FPIQZBQZKBKLEI-UHFFFAOYSA-N ethyl 1-[[2-chloroethyl(nitroso)carbamoyl]amino]cyclohexane-1-carboxylate Chemical compound ClCCN(N=O)C(=O)NC1(C(=O)OCC)CCCCC1 FPIQZBQZKBKLEI-UHFFFAOYSA-N 0.000 claims 1
• 208000010710 hepatitis C virus infection Diseases 0.000 claims 1
• 150000002431 hydrogen Chemical class 0.000 claims 1
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
• 201000001421 hyperglycemia Diseases 0.000 claims 1
• 230000003451 hyperinsulinaemic effect Effects 0.000 claims 1
• 201000008980 hyperinsulinism Diseases 0.000 claims 1
• 230000002218 hypoglycaemic effect Effects 0.000 claims 1
• 230000036543 hypotension Effects 0.000 claims 1
• 208000000509 infertility Diseases 0.000 claims 1
• 230000036512 infertility Effects 0.000 claims 1
• 231100000535 infertility Toxicity 0.000 claims 1
• 208000028867 ischemia Diseases 0.000 claims 1
• 208000012947 ischemia reperfusion injury Diseases 0.000 claims 1
• 230000004140 ketosis Effects 0.000 claims 1
• UKWHYYKOEPRTIC-UHFFFAOYSA-N mercury(ii) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 claims 1
• HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 1
• DYDUFSKTWSLLFH-UHFFFAOYSA-N methyl 2,2-dimethyl-3-[5-[4-[[4-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-oxazol-2-yl]propanoate Chemical compound O1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 DYDUFSKTWSLLFH-UHFFFAOYSA-N 0.000 claims 1
• LOBFQOFNMLZFPQ-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-(2-piperidin-1-ylethylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NCCN1CCCCC1 LOBFQOFNMLZFPQ-UHFFFAOYSA-N 0.000 claims 1
• SFSHCKLEFGZPSP-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-(morpholine-4-carbonylamino)phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCOCC1 SFSHCKLEFGZPSP-UHFFFAOYSA-N 0.000 claims 1
• RGJPSTVYWXTWLO-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-(piperidine-1-carbonylamino)phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCCCC1 RGJPSTVYWXTWLO-UHFFFAOYSA-N 0.000 claims 1
• ZEXDMHVEKORHID-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F ZEXDMHVEKORHID-UHFFFAOYSA-N 0.000 claims 1
• IAVMAUZZQKRKIG-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-[(3,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C(F)=C1 IAVMAUZZQKRKIG-UHFFFAOYSA-N 0.000 claims 1
• GZDVZAKWWHATAG-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-[(4-methylpiperazine-1-carbonyl)amino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)N1CCN(C)CC1 GZDVZAKWWHATAG-UHFFFAOYSA-N 0.000 claims 1
• GICSUUIDMQRNKB-UHFFFAOYSA-N methyl 2,2-dimethyl-4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 GICSUUIDMQRNKB-UHFFFAOYSA-N 0.000 claims 1
• SMYBUZWAPGUKBL-UHFFFAOYSA-N methyl 3,3-dimethyl-4-[5-[4-[(4-pentylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound C1=CC(CCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CC(C)(C)CC(=O)OC)=NC=2)C=C1 SMYBUZWAPGUKBL-UHFFFAOYSA-N 0.000 claims 1
• FFYJUGKZMRYPLH-UHFFFAOYSA-N methyl 3,3-dimethyl-4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CC(C)(C)CC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 FFYJUGKZMRYPLH-UHFFFAOYSA-N 0.000 claims 1
• OYVFBJAPZDVKCJ-UHFFFAOYSA-N methyl 3-[5-[4-(cyclohexylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoate Chemical compound S1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 OYVFBJAPZDVKCJ-UHFFFAOYSA-N 0.000 claims 1
• KQHOANUHFQEKSH-UHFFFAOYSA-N methyl 3-[5-[4-(cyclohexylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound S1C(CCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1CCCCC1 KQHOANUHFQEKSH-UHFFFAOYSA-N 0.000 claims 1
• VCGPCZCJTZWFPA-UHFFFAOYSA-N methyl 3-[5-[4-[(2,3,4-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylate Chemical compound C1C(C(=O)OC)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C(F)=C1F VCGPCZCJTZWFPA-UHFFFAOYSA-N 0.000 claims 1
• VJELITPMBKJTEN-UHFFFAOYSA-N methyl 3-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylate Chemical compound C1C(C(=O)OC)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=C(F)C=C1F VJELITPMBKJTEN-UHFFFAOYSA-N 0.000 claims 1
• ITOLQBOXCASJDS-UHFFFAOYSA-N methyl 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoate Chemical compound O1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl ITOLQBOXCASJDS-UHFFFAOYSA-N 0.000 claims 1
• CNXPZQDVQMXXGW-UHFFFAOYSA-N methyl 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoate Chemical compound S1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl CNXPZQDVQMXXGW-UHFFFAOYSA-N 0.000 claims 1
• RSNRLUGAXPQCME-UHFFFAOYSA-N methyl 3-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound S1C(CCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl RSNRLUGAXPQCME-UHFFFAOYSA-N 0.000 claims 1
• KVLAAFFDCZEOCA-UHFFFAOYSA-N methyl 3-[5-[4-[(2-fluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylate Chemical compound C1C(C(=O)OC)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F KVLAAFFDCZEOCA-UHFFFAOYSA-N 0.000 claims 1
• ZGEDSDXRPRBNAK-UHFFFAOYSA-N methyl 3-[5-[4-[(3,5-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylate Chemical compound C1C(C(=O)OC)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(F)=CC(F)=C1 ZGEDSDXRPRBNAK-UHFFFAOYSA-N 0.000 claims 1
• SLPCYXDTTJKRFZ-UHFFFAOYSA-N methyl 3-[5-[4-[(4-butoxybenzoyl)amino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound C1=CC(OCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CCC(=O)OC)=NC=2)C=C1 SLPCYXDTTJKRFZ-UHFFFAOYSA-N 0.000 claims 1
• AZOPTMJEGGNZDP-UHFFFAOYSA-N methyl 3-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoate Chemical compound O1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 AZOPTMJEGGNZDP-UHFFFAOYSA-N 0.000 claims 1
• GGHQFZWFRTZDOE-UHFFFAOYSA-N methyl 3-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoate Chemical compound S1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 GGHQFZWFRTZDOE-UHFFFAOYSA-N 0.000 claims 1
• JQBHRTWMTUYGSG-UHFFFAOYSA-N methyl 3-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound S1C(CCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 JQBHRTWMTUYGSG-UHFFFAOYSA-N 0.000 claims 1
• IMNVYZPZFUQAQM-UHFFFAOYSA-N methyl 3-[5-[4-[(4-fluorophenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoate Chemical compound O1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1 IMNVYZPZFUQAQM-UHFFFAOYSA-N 0.000 claims 1
• UVVAGMKYLBDLIS-UHFFFAOYSA-N methyl 3-[5-[4-[(4-methoxyphenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoate Chemical compound O1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(OC)C=C1 UVVAGMKYLBDLIS-UHFFFAOYSA-N 0.000 claims 1
• BTRYVIDEEYKUAA-UHFFFAOYSA-N methyl 3-[5-[4-[(4-methoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoate Chemical compound S1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(OC)C=C1 BTRYVIDEEYKUAA-UHFFFAOYSA-N 0.000 claims 1
• HKAUUCSTUMMCJF-UHFFFAOYSA-N methyl 3-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-oxazol-2-yl]-2,2-dimethylpropanoate Chemical compound O1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 HKAUUCSTUMMCJF-UHFFFAOYSA-N 0.000 claims 1
• REKGKCPBLPDRPE-UHFFFAOYSA-N methyl 3-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylpropanoate Chemical compound S1C(CC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 REKGKCPBLPDRPE-UHFFFAOYSA-N 0.000 claims 1
• WVRVIGIPEYDMRI-UHFFFAOYSA-N methyl 3-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]adamantane-1-carboxylate Chemical compound C1C(C(=O)OC)(C2)CC(C3)CC1CC32C(S1)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 WVRVIGIPEYDMRI-UHFFFAOYSA-N 0.000 claims 1
• DZIGOTVIQAZHLV-UHFFFAOYSA-N methyl 3-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound S1C(CCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 DZIGOTVIQAZHLV-UHFFFAOYSA-N 0.000 claims 1
• WISMJGIDYFFSHC-UHFFFAOYSA-N methyl 3-[5-[4-[[3-ethoxy-5-(methoxymethyl)benzoyl]amino]phenyl]-1,3-thiazol-2-yl]propanoate Chemical compound CCOC1=CC(COC)=CC(C(=O)NC=2C=CC(=CC=2)C=2SC(CCC(=O)OC)=NC=2)=C1 WISMJGIDYFFSHC-UHFFFAOYSA-N 0.000 claims 1
• IUAWEZBOXBBGQI-UHFFFAOYSA-N methyl 4-[3-[4-[(4-fluorobenzoyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-2,2-dimethylbutanoate Chemical compound O1C(CCC(C)(C)C(=O)OC)=NC(C=2C=CC(NC(=O)C=3C=CC(F)=CC=3)=CC=2)=N1 IUAWEZBOXBBGQI-UHFFFAOYSA-N 0.000 claims 1
• BIHWMSPQKFNUAZ-UHFFFAOYSA-N methyl 4-[5-[4-(phenylcarbamoylamino)phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)O1 BIHWMSPQKFNUAZ-UHFFFAOYSA-N 0.000 claims 1
• XMRXLDZAIZTVGW-UHFFFAOYSA-N methyl 4-[5-[4-(phenylcarbamoylamino)phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC=CC=3)=CC=2)S1 XMRXLDZAIZTVGW-UHFFFAOYSA-N 0.000 claims 1
• PJSXEFLVHXOKRB-UHFFFAOYSA-N methyl 4-[5-[4-[(2,3,4-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=C(F)C(F)=CC=3)F)=CC=2)S1 PJSXEFLVHXOKRB-UHFFFAOYSA-N 0.000 claims 1
• XPVMXHCRAXGRFY-UHFFFAOYSA-N methyl 4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 XPVMXHCRAXGRFY-UHFFFAOYSA-N 0.000 claims 1
• CHYKXGGPTMKHJW-UHFFFAOYSA-N methyl 4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoate Chemical compound O1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F CHYKXGGPTMKHJW-UHFFFAOYSA-N 0.000 claims 1
• HJPGNNRBUTXILU-UHFFFAOYSA-N methyl 4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F HJPGNNRBUTXILU-UHFFFAOYSA-N 0.000 claims 1
• JQRBRUSXDQCMRL-UHFFFAOYSA-N methyl 4-[5-[4-[(2,4-dimethoxyphenyl)sulfonylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NC=C1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(OC)C=C1OC JQRBRUSXDQCMRL-UHFFFAOYSA-N 0.000 claims 1
• LXPCNAHDRILPGD-UHFFFAOYSA-N methyl 4-[5-[4-[(2-chlorobenzoyl)amino]phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3C(=CC=CC=3)Cl)=CC=2)O1 LXPCNAHDRILPGD-UHFFFAOYSA-N 0.000 claims 1
• RALPAJZXLVDGFA-UHFFFAOYSA-N methyl 4-[5-[4-[(2-chlorobenzoyl)amino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)C=3C(=CC=CC=3)Cl)=CC=2)S1 RALPAJZXLVDGFA-UHFFFAOYSA-N 0.000 claims 1
• MXBBIBWLEFZVSB-UHFFFAOYSA-N methyl 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl MXBBIBWLEFZVSB-UHFFFAOYSA-N 0.000 claims 1
• XBYCMHDPYCKUPL-UHFFFAOYSA-N methyl 4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 XBYCMHDPYCKUPL-UHFFFAOYSA-N 0.000 claims 1
• COKUNSBVYDTTPN-UHFFFAOYSA-N methyl 4-[5-[4-[(2-methoxyphenyl)carbamoylamino]phenyl]-1,3-oxazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)OC)=CC=2)O1 COKUNSBVYDTTPN-UHFFFAOYSA-N 0.000 claims 1
• XDLFKTCBGONYTN-UHFFFAOYSA-N methyl 4-[5-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C)C(C)=C1 XDLFKTCBGONYTN-UHFFFAOYSA-N 0.000 claims 1
• DZVUBJOGPFILDN-UHFFFAOYSA-N methyl 4-[5-[4-[(3-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C=CC=3)=CC=2)S1 DZVUBJOGPFILDN-UHFFFAOYSA-N 0.000 claims 1
• YGZRMDAYDNWLAI-UHFFFAOYSA-N methyl 4-[5-[4-[(3-methylphenyl)carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoate Chemical compound O1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C)=C1 YGZRMDAYDNWLAI-UHFFFAOYSA-N 0.000 claims 1
• FYQSNUDQVMHGNT-UHFFFAOYSA-N methyl 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 FYQSNUDQVMHGNT-UHFFFAOYSA-N 0.000 claims 1
• YJXMATPICKJIRM-UHFFFAOYSA-N methyl 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1OC1=CC=CC=C1 YJXMATPICKJIRM-UHFFFAOYSA-N 0.000 claims 1
• IVOFKGFPUUNIRW-UHFFFAOYSA-N methyl 4-[5-[4-[(4-chloro-2-phenoxyphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)OC=3C=CC=CC=3)=CC=2)S1 IVOFKGFPUUNIRW-UHFFFAOYSA-N 0.000 claims 1
• ROGCNTQUIYICMY-UHFFFAOYSA-N methyl 4-[5-[4-[(4-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC(Cl)=CC=3)=CC=2)S1 ROGCNTQUIYICMY-UHFFFAOYSA-N 0.000 claims 1
• OIBMHNVPEXANQK-UHFFFAOYSA-N methyl 4-[5-[4-[(4-methylphenyl)carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C)C=C1 OIBMHNVPEXANQK-UHFFFAOYSA-N 0.000 claims 1
• PILVBJIAHUKPKV-UHFFFAOYSA-N methyl 4-[5-[4-[(4-methylphenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C=CC(C)=CC=3)=CC=2)S1 PILVBJIAHUKPKV-UHFFFAOYSA-N 0.000 claims 1
• HTMNQMYVFKALQJ-UHFFFAOYSA-N methyl 4-[5-[4-[(4-pentylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound C1=CC(CCCCC)=CC=C1C(=O)NC1=CC=C(C=2SC(CCCC(=O)OC)=NC=2)C=C1 HTMNQMYVFKALQJ-UHFFFAOYSA-N 0.000 claims 1
• WMJYTWUKWUPVTI-UHFFFAOYSA-N methyl 4-[5-[4-[(4-tert-butylbenzoyl)amino]phenyl]-1,3-thiazol-2-yl]-2,2-dimethylbutanoate Chemical compound S1C(CCC(C)(C)C(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 WMJYTWUKWUPVTI-UHFFFAOYSA-N 0.000 claims 1
• CPNVRPUFQZTPKZ-UHFFFAOYSA-N methyl 4-[5-[4-[[2-(trifluoromethoxy)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)OC(F)(F)F)=CC=2)S1 CPNVRPUFQZTPKZ-UHFFFAOYSA-N 0.000 claims 1
• HNMGBCSXODFAMY-UHFFFAOYSA-N methyl 4-[5-[4-[[2-chloro-4-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(=CC=3)C(F)(F)F)Cl)=CC=2)S1 HNMGBCSXODFAMY-UHFFFAOYSA-N 0.000 claims 1
• RMLGFMDWEADRIP-UHFFFAOYSA-N methyl 4-[5-[4-[[2-chloro-6-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3Cl)C(F)(F)F)=CC=2)S1 RMLGFMDWEADRIP-UHFFFAOYSA-N 0.000 claims 1
• XOUYESWJLSZBQU-UHFFFAOYSA-N methyl 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3,4-oxadiazol-2-yl]butanoate Chemical compound O1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 XOUYESWJLSZBQU-UHFFFAOYSA-N 0.000 claims 1
• OSHPBBJARJXHRI-UHFFFAOYSA-N methyl 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3,4-thiadiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 OSHPBBJARJXHRI-UHFFFAOYSA-N 0.000 claims 1
• DEFMHTSYVCKMOF-UHFFFAOYSA-N methyl 4-[5-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 DEFMHTSYVCKMOF-UHFFFAOYSA-N 0.000 claims 1
• ZIZRIWDBQBAPQT-UHFFFAOYSA-N methyl 4-[5-[4-[[4-(trifluoromethoxy)benzoyl]amino]phenyl]-1,3,4-thiadiazol-2-yl]butanoate Chemical compound S1C(CCCC(=O)OC)=NN=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(OC(F)(F)F)C=C1 ZIZRIWDBQBAPQT-UHFFFAOYSA-N 0.000 claims 1
• SPHSRAXWFAWOKD-UHFFFAOYSA-N methyl 4-[5-[4-[[4-chloro-2-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)C(F)(F)F)=CC=2)S1 SPHSRAXWFAWOKD-UHFFFAOYSA-N 0.000 claims 1
• 208000010125 myocardial infarction Diseases 0.000 claims 1
• 208000031225 myocardial ischemia Diseases 0.000 claims 1
• LTNAJXKWKJSNSK-UHFFFAOYSA-N n-[4-[2-[(trifluoromethylsulfonylamino)methyl]-1,3-thiazol-5-yl]phenyl]cyclohexanesulfonamide Chemical compound S1C(CNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NS(=O)(=O)C1CCCCC1 LTNAJXKWKJSNSK-UHFFFAOYSA-N 0.000 claims 1
• CWYOPHLUHWMLCM-UHFFFAOYSA-N n-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]benzamide Chemical compound S1C(CCNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1 CWYOPHLUHWMLCM-UHFFFAOYSA-N 0.000 claims 1
• LBENVEBWHFSJKU-UHFFFAOYSA-N n-[4-[2-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-5-yl]phenyl]cyclohexanecarboxamide Chemical compound S1C(CCNS(=O)(=O)C(F)(F)F)=NC=C1C(C=C1)=CC=C1NC(=O)C1CCCCC1 LBENVEBWHFSJKU-UHFFFAOYSA-N 0.000 claims 1
• KUNDBHHWECTNFU-UHFFFAOYSA-N n-[4-[2-[2-(trifluoromethylsulfonylamino)propan-2-yl]-1,3-thiazol-5-yl]phenyl]benzenesulfonamide Chemical compound S1C(C(C)(NS(=O)(=O)C(F)(F)F)C)=NC=C1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=CC=C1 KUNDBHHWECTNFU-UHFFFAOYSA-N 0.000 claims 1
• ZYTSTZMZOSBVES-UHFFFAOYSA-N n-acetyl-2-[4-[5-(4-aminophenyl)-1,3-thiazol-2-yl]cyclohexyl]acetamide Chemical compound C1CC(CC(=O)NC(=O)C)CCC1C1=NC=C(C=2C=CC(N)=CC=2)S1 ZYTSTZMZOSBVES-UHFFFAOYSA-N 0.000 claims 1
• GPQPQYACRKQYGU-UHFFFAOYSA-N n-acetyl-2-[4-[5-[4-[(2,4,5-trifluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetamide Chemical compound C1CC(CC(=O)NC(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=C(F)C=3)F)=CC=2)S1 GPQPQYACRKQYGU-UHFFFAOYSA-N 0.000 claims 1
• MWWGALUUVBUQID-UHFFFAOYSA-N n-acetyl-2-[4-[5-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetamide Chemical compound C1CC(CC(=O)NC(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)S1 MWWGALUUVBUQID-UHFFFAOYSA-N 0.000 claims 1
• NYNCIOQXVXFDAQ-UHFFFAOYSA-N n-acetyl-2-[4-[5-[4-[(2-chlorophenyl)carbamoylamino]phenyl]-1,3-thiazol-2-yl]cyclohexyl]acetamide Chemical compound C1CC(CC(=O)NC(=O)C)CCC1C1=NC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)S1 NYNCIOQXVXFDAQ-UHFFFAOYSA-N 0.000 claims 1
• 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 201000010065 polycystic ovary syndrome Diseases 0.000 claims 1
• FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims 1
• 208000037803 restenosis Diseases 0.000 claims 1
• 208000017520 skin disease Diseases 0.000 claims 1
• 159000000000 sodium salts Chemical class 0.000 claims 1
• 230000007863 steatosis Effects 0.000 claims 1
• 231100000240 steatosis hepatitis Toxicity 0.000 claims 1
• 230000036262 stenosis Effects 0.000 claims 1
• 208000011580 syndromic disease Diseases 0.000 claims 1
• JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 claims 1
• 0 *Bc(cc1)ccc1NC(N*)=S Chemical compound *Bc(cc1)ccc1NC(N*)=S 0.000 description 5