JP2009505962A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2009505962A5 JP2009505962A5 JP2008524274A JP2008524274A JP2009505962A5 JP 2009505962 A5 JP2009505962 A5 JP 2009505962A5 JP 2008524274 A JP2008524274 A JP 2008524274A JP 2008524274 A JP2008524274 A JP 2008524274A JP 2009505962 A5 JP2009505962 A5 JP 2009505962A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- carbonyl
- alkyl
- biphenyl
- alkoxy
- Prior art date
- 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
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 288
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 153
- 125000004093 cyano group Chemical group *C#N 0.000 claims 133
- 229910052736 halogen Inorganic materials 0.000 claims 133
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 133
- -1 2-pyridinyl Chemical group 0.000 claims 130
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 116
- 229910052739 hydrogen Inorganic materials 0.000 claims 115
- 239000001257 hydrogen Substances 0.000 claims 115
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 106
- 125000005843 halogen group Chemical group 0.000 claims 96
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 88
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 72
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 49
- KPCZJLGGXRGYIE-UHFFFAOYSA-N [C]1=CC=CN=C1 Chemical group [C]1=CC=CN=C1 KPCZJLGGXRGYIE-UHFFFAOYSA-N 0.000 claims 47
- 229960004295 valine Drugs 0.000 claims 47
- 150000001875 compounds Chemical class 0.000 claims 40
- 150000002367 halogens Chemical class 0.000 claims 37
- 239000012634 fragment Substances 0.000 claims 33
- 150000002431 hydrogen Chemical class 0.000 claims 27
- 125000006620 amino-(C1-C6) alkyl group Chemical group 0.000 claims 26
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 25
- 125000001424 substituent group Chemical group 0.000 claims 20
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 20
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 20
- 150000002148 esters Chemical class 0.000 claims 19
- 229960002429 proline Drugs 0.000 claims 19
- 150000003839 salts Chemical class 0.000 claims 19
- 239000003112 inhibitor Substances 0.000 claims 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 13
- 125000004429 atom Chemical group 0.000 claims 13
- 125000002837 carbocyclic group Chemical group 0.000 claims 13
- 229910052799 carbon Inorganic materials 0.000 claims 13
- 239000003814 drug Substances 0.000 claims 12
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 10
- 208000008589 Obesity Diseases 0.000 claims 9
- 229940079593 drug Drugs 0.000 claims 9
- 235000020824 obesity Nutrition 0.000 claims 9
- 239000008194 pharmaceutical composition Substances 0.000 claims 9
- 229960003767 alanine Drugs 0.000 claims 7
- 235000004279 alanine Nutrition 0.000 claims 7
- 238000009472 formulation Methods 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 7
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 101710198884 GATA-type zinc finger protein 1 Proteins 0.000 claims 4
- DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 claims 4
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 4
- 102000002808 Pituitary adenylate cyclase-activating polypeptide Human genes 0.000 claims 4
- 108010004684 Pituitary adenylate cyclase-activating polypeptide Proteins 0.000 claims 4
- 102100040918 Pro-glucagon Human genes 0.000 claims 4
- 239000004480 active ingredient Substances 0.000 claims 4
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- OWMZNFCDEHGFEP-NFBCVYDUSA-N secretin human Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(N)=O)[C@@H](C)O)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)C1=CC=CC=C1 OWMZNFCDEHGFEP-NFBCVYDUSA-N 0.000 claims 4
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 206010012601 diabetes mellitus Diseases 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 229940124597 therapeutic agent Drugs 0.000 claims 3
- 230000001225 therapeutic effect Effects 0.000 claims 3
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 claims 2
- CABVTRNMFUVUDM-VRHQGPGLSA-N (3S)-3-hydroxy-3-methylglutaryl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@](O)(CC(O)=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 CABVTRNMFUVUDM-VRHQGPGLSA-N 0.000 claims 2
- WULHJCQCRZJJTD-UHFFFAOYSA-N 1-[[4-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC2(CC2)C(O)=O)C=C1 WULHJCQCRZJJTD-UHFFFAOYSA-N 0.000 claims 2
- 229940124681 11 beta HSD inhibitor Drugs 0.000 claims 2
- ILPUOPPYSQEBNJ-UHFFFAOYSA-N 2-methyl-2-phenoxypropanoic acid Chemical class OC(=O)C(C)(C)OC1=CC=CC=C1 ILPUOPPYSQEBNJ-UHFFFAOYSA-N 0.000 claims 2
- 239000005541 ACE inhibitor Substances 0.000 claims 2
- 229940077274 Alpha glucosidase inhibitor Drugs 0.000 claims 2
- 229940123208 Biguanide Drugs 0.000 claims 2
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 claims 2
- 229940124802 CB1 antagonist Drugs 0.000 claims 2
- 229940127291 Calcium channel antagonist Drugs 0.000 claims 2
- 108010067722 Dipeptidyl Peptidase 4 Proteins 0.000 claims 2
- 102100025012 Dipeptidyl peptidase 4 Human genes 0.000 claims 2
- 102000004877 Insulin Human genes 0.000 claims 2
- 108090001061 Insulin Proteins 0.000 claims 2
- 108090000189 Neuropeptides Proteins 0.000 claims 2
- 102000003797 Neuropeptides Human genes 0.000 claims 2
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 claims 2
- 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 claims 2
- 102100037505 Secretin Human genes 0.000 claims 2
- 108010086019 Secretin Proteins 0.000 claims 2
- 229940100389 Sulfonylurea Drugs 0.000 claims 2
- 239000000556 agonist Substances 0.000 claims 2
- 239000002333 angiotensin II receptor antagonist Substances 0.000 claims 2
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 claims 2
- 239000002220 antihypertensive agent Substances 0.000 claims 2
- 229940030600 antihypertensive agent Drugs 0.000 claims 2
- 239000003524 antilipemic agent Substances 0.000 claims 2
- 239000002830 appetite depressant Substances 0.000 claims 2
- 239000002876 beta blocker Substances 0.000 claims 2
- 229940097320 beta blocking agent Drugs 0.000 claims 2
- 210000000941 bile Anatomy 0.000 claims 2
- 239000003613 bile acid Substances 0.000 claims 2
- 239000000480 calcium channel blocker Substances 0.000 claims 2
- 208000026106 cerebrovascular disease Diseases 0.000 claims 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims 2
- 208000029078 coronary artery disease Diseases 0.000 claims 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 239000002934 diuretic Substances 0.000 claims 2
- 229940030606 diuretics Drugs 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 229930195729 fatty acid Natural products 0.000 claims 2
- 239000000194 fatty acid Substances 0.000 claims 2
- 150000004665 fatty acids Chemical class 0.000 claims 2
- 229940125753 fibrate Drugs 0.000 claims 2
- 229940125396 insulin Drugs 0.000 claims 2
- 239000004026 insulin derivative Substances 0.000 claims 2
- 239000003446 ligand Substances 0.000 claims 2
- 150000002632 lipids Chemical class 0.000 claims 2
- 230000003228 microsomal effect Effects 0.000 claims 2
- 229960003512 nicotinic acid Drugs 0.000 claims 2
- 235000001968 nicotinic acid Nutrition 0.000 claims 2
- 239000011664 nicotinic acid Substances 0.000 claims 2
- 150000002823 nitrates Chemical class 0.000 claims 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- 239000003801 protein tyrosine phosphatase 1B inhibitor Substances 0.000 claims 2
- 239000002464 receptor antagonist Substances 0.000 claims 2
- 229940044551 receptor antagonist Drugs 0.000 claims 2
- 239000002461 renin inhibitor Substances 0.000 claims 2
- 229940086526 renin-inhibitors Drugs 0.000 claims 2
- 229960002101 secretin Drugs 0.000 claims 2
- 239000004027 secretin derivative Substances 0.000 claims 2
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 2
- KBWGJSVQHAQCPE-OAQYLSRUSA-N (2r)-1-[4-[4-[(2,3-dichlorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=C(Cl)C=CC=3)Cl)=CC=2)C=C1 KBWGJSVQHAQCPE-OAQYLSRUSA-N 0.000 claims 1
- ILFRMHNIESNVRT-XMMPIXPASA-N (2r)-1-[4-[4-[(2,3-dimethylphenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound CC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(=O)N2[C@H](CCC2)C(O)=O)=C1C ILFRMHNIESNVRT-XMMPIXPASA-N 0.000 claims 1
- PHXZUVIUPSDSPD-JOCHJYFZSA-N (2r)-1-[4-[4-[(2,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 PHXZUVIUPSDSPD-JOCHJYFZSA-N 0.000 claims 1
- MFTPBJKBUDCMIN-XMMPIXPASA-N (2r)-1-[4-[4-[(2,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound CC1=CC(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@H](CCC2)C(O)=O)C=C1 MFTPBJKBUDCMIN-XMMPIXPASA-N 0.000 claims 1
- MLWHLCOQIMAPCL-JOCHJYFZSA-N (2r)-1-[4-[4-[(2,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC=C(Cl)C=3)Cl)=CC=2)C=C1 MLWHLCOQIMAPCL-JOCHJYFZSA-N 0.000 claims 1
- OYEVFZURTJEHLW-JOCHJYFZSA-N (2r)-1-[4-[4-[(2,5-difluorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC=C(F)C=3)F)=CC=2)C=C1 OYEVFZURTJEHLW-JOCHJYFZSA-N 0.000 claims 1
- RFEDZMRQFGRVJM-OAQYLSRUSA-N (2r)-1-[4-[4-[(2,6-dichlorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3Cl)Cl)=CC=2)C=C1 RFEDZMRQFGRVJM-OAQYLSRUSA-N 0.000 claims 1
- NXOPPCBCEUNANV-HSZRJFAPSA-N (2r)-1-[4-[4-[(2,6-dimethylphenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@H](CCC2)C(O)=O)C=C1 NXOPPCBCEUNANV-HSZRJFAPSA-N 0.000 claims 1
- QNINJCNBXOJZTR-JOCHJYFZSA-N (2r)-1-[4-[4-[(2-methoxyphenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound COC1=CC=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@H](CCC2)C(O)=O)C=C1 QNINJCNBXOJZTR-JOCHJYFZSA-N 0.000 claims 1
- JTEJFOWEYABTNB-JOCHJYFZSA-N (2r)-1-[4-[4-[(3,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C(Cl)=CC=3)=CC=2)C=C1 JTEJFOWEYABTNB-JOCHJYFZSA-N 0.000 claims 1
- MDVLWYIMXHEOMZ-XMMPIXPASA-N (2r)-1-[4-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@H](CCC2)C(O)=O)C=C1 MDVLWYIMXHEOMZ-XMMPIXPASA-N 0.000 claims 1
- DZPFDJYWSMDEPF-JOCHJYFZSA-N (2r)-1-[4-[4-[(3,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@H]1CCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C=C(Cl)C=3)=CC=2)C=C1 DZPFDJYWSMDEPF-JOCHJYFZSA-N 0.000 claims 1
- PULCGJAABWWROW-AREMUKBSSA-N (2r)-1-[4-[4-[(4-butylphenyl)carbamoylamino]phenyl]benzoyl]pyrrolidine-2-carboxylic acid Chemical compound C1=CC(CCCC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@H](CCC2)C(O)=O)C=C1 PULCGJAABWWROW-AREMUKBSSA-N 0.000 claims 1
- IGCVIKLOQUYSNN-JOCHJYFZSA-N (2r)-2-[[4-[4-[(2,3-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1Cl IGCVIKLOQUYSNN-JOCHJYFZSA-N 0.000 claims 1
- AJPPZLUVAIQFSZ-XMMPIXPASA-N (2r)-2-[[4-[4-[(2,3-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(C)=C1C AJPPZLUVAIQFSZ-XMMPIXPASA-N 0.000 claims 1
- STCFFITVYOWCGV-JOCHJYFZSA-N (2r)-2-[[4-[4-[(2,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1Cl STCFFITVYOWCGV-JOCHJYFZSA-N 0.000 claims 1
- VZFRADOXHOVBRU-JOCHJYFZSA-N (2r)-2-[[4-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F VZFRADOXHOVBRU-JOCHJYFZSA-N 0.000 claims 1
- VZNTZAVKKNCGDM-XMMPIXPASA-N (2r)-2-[[4-[4-[(2,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C)C=C1C VZNTZAVKKNCGDM-XMMPIXPASA-N 0.000 claims 1
- WQZALYCRRLHPCE-JOCHJYFZSA-N (2r)-2-[[4-[4-[(2-chlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl WQZALYCRRLHPCE-JOCHJYFZSA-N 0.000 claims 1
- FHJSBIWTBPXZNO-XMMPIXPASA-N (2r)-2-[[4-[4-[(2-ethoxyphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound CCOC1=CC=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 FHJSBIWTBPXZNO-XMMPIXPASA-N 0.000 claims 1
- SGUMKRTWPQYJMQ-JOCHJYFZSA-N (2r)-2-[[4-[4-[(2-fluorobenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1F SGUMKRTWPQYJMQ-JOCHJYFZSA-N 0.000 claims 1
- VAGWTNYVUSOUMD-JOCHJYFZSA-N (2r)-2-[[4-[4-[(2-fluorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1F VAGWTNYVUSOUMD-JOCHJYFZSA-N 0.000 claims 1
- KQWFZLKFKITKNL-XMMPIXPASA-N (2r)-2-[[4-[4-[(2-methoxy-5-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound COC1=CC=C(C)C=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 KQWFZLKFKITKNL-XMMPIXPASA-N 0.000 claims 1
- VZDUBOALSPSVOS-JOCHJYFZSA-N (2r)-2-[[4-[4-[(3,4-dichlorobenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)C(Cl)=C1 VZDUBOALSPSVOS-JOCHJYFZSA-N 0.000 claims 1
- TYOJBTPRTGKSRL-JOCHJYFZSA-N (2r)-2-[[4-[4-[(3,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 TYOJBTPRTGKSRL-JOCHJYFZSA-N 0.000 claims 1
- TUTLVKRIOIVDDF-JOCHJYFZSA-N (2r)-2-[[4-[4-[(3,4-difluorobenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(F)C(F)=C1 TUTLVKRIOIVDDF-JOCHJYFZSA-N 0.000 claims 1
- XIBVJMBXDWNCIE-XMMPIXPASA-N (2r)-2-[[4-[4-[(3,4-dimethylbenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C)C(C)=C1 XIBVJMBXDWNCIE-XMMPIXPASA-N 0.000 claims 1
- CLKOZBJDMKUTDW-XMMPIXPASA-N (2r)-2-[[4-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C)C(C)=C1 CLKOZBJDMKUTDW-XMMPIXPASA-N 0.000 claims 1
- YDFHMQFKDNISOJ-JOCHJYFZSA-N (2r)-2-[[4-[4-[(3,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(Cl)=CC(Cl)=C1 YDFHMQFKDNISOJ-JOCHJYFZSA-N 0.000 claims 1
- SMIAWPMYBPFEKR-JOCHJYFZSA-N (2r)-2-[[4-[4-[(3,5-difluorobenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC(F)=CC(F)=C1 SMIAWPMYBPFEKR-JOCHJYFZSA-N 0.000 claims 1
- FFOFBAUCVJMXNF-HSZRJFAPSA-N (2r)-2-[[4-[4-[(3-chloro-4-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(C)C(Cl)=C1 FFOFBAUCVJMXNF-HSZRJFAPSA-N 0.000 claims 1
- LRFZFTGVCSEOKS-AREMUKBSSA-N (2r)-2-[[4-[4-[(4-butylbenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(CCCC)=CC=C1C(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 LRFZFTGVCSEOKS-AREMUKBSSA-N 0.000 claims 1
- JQXFYNUNFKQEAD-AREMUKBSSA-N (2r)-2-[[4-[4-[(4-butylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 JQXFYNUNFKQEAD-AREMUKBSSA-N 0.000 claims 1
- ZLSHWVMFEOVKJN-JOCHJYFZSA-N (2r)-2-[[4-[4-[(4-chlorobenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)C=C1 ZLSHWVMFEOVKJN-JOCHJYFZSA-N 0.000 claims 1
- IJJLSBPFLCBCLP-JOCHJYFZSA-N (2r)-2-[[4-[4-[(4-chlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1 IJJLSBPFLCBCLP-JOCHJYFZSA-N 0.000 claims 1
- HUCKCHPANSYCPH-XMMPIXPASA-N (2r)-2-[[4-[4-[(4-ethoxyphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(OCC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 HUCKCHPANSYCPH-XMMPIXPASA-N 0.000 claims 1
- VKOWOLIDBGKRQV-XMMPIXPASA-N (2r)-2-[[4-[4-[(4-ethylbenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(CC)=CC=C1C(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 VKOWOLIDBGKRQV-XMMPIXPASA-N 0.000 claims 1
- BKUHWVQKJBUUOB-XMMPIXPASA-N (2r)-2-[[4-[4-[(4-ethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(CC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 BKUHWVQKJBUUOB-XMMPIXPASA-N 0.000 claims 1
- SAMRVQCZFHHLMS-HSZRJFAPSA-N (2r)-2-[[4-[4-[(4-fluoro-3-methylbenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(F)C(C)=C1 SAMRVQCZFHHLMS-HSZRJFAPSA-N 0.000 claims 1
- YOQPYXMPHTXEHX-JOCHJYFZSA-N (2r)-2-[[4-[4-[(4-fluorobenzoyl)amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(F)C=C1 YOQPYXMPHTXEHX-JOCHJYFZSA-N 0.000 claims 1
- ODQPJILLYDXYKS-JOCHJYFZSA-N (2r)-2-[[4-[4-[(4-fluorophenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1 ODQPJILLYDXYKS-JOCHJYFZSA-N 0.000 claims 1
- SHKHIEJIGYTTNJ-XMMPIXPASA-N (2r)-2-[[4-[4-[(4-methoxy-2-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound CC1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 SHKHIEJIGYTTNJ-XMMPIXPASA-N 0.000 claims 1
- YQLISSKOPDIXDJ-XMMPIXPASA-N (2r)-2-[[4-[4-[[2-(2,4-difluorophenyl)acetyl]amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)CC1=CC=C(F)C=C1F YQLISSKOPDIXDJ-XMMPIXPASA-N 0.000 claims 1
- JELZAOXCUUWKGT-AREMUKBSSA-N (2r)-2-[[4-[4-[[2-(3,4-dimethoxyphenyl)acetyl]amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=C(OC)C(OC)=CC=C1CC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N[C@H](C(C)C)C(O)=O)C=C1 JELZAOXCUUWKGT-AREMUKBSSA-N 0.000 claims 1
- JVTQGVVUSMKSGD-XMMPIXPASA-N (2r)-2-[[4-[4-[[2-(3,5-difluorophenyl)acetyl]amino]phenyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N[C@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)CC1=CC(F)=CC(F)=C1 JVTQGVVUSMKSGD-XMMPIXPASA-N 0.000 claims 1
- UORNUQKDRLWMJM-OAQYLSRUSA-N (2r)-3-methyl-2-[[4-[4-(pentanoylamino)phenyl]benzoyl]amino]butanoic acid Chemical compound C1=CC(NC(=O)CCCC)=CC=C1C1=CC=C(C(=O)N[C@H](C(C)C)C(O)=O)C=C1 UORNUQKDRLWMJM-OAQYLSRUSA-N 0.000 claims 1
- LTPPXWIIVDTAOI-QFIPXVFZSA-N (2s)-1-[4-[4-[(2,3-dichlorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=C(Cl)C=CC=3)Cl)=CC=2)C=C1 LTPPXWIIVDTAOI-QFIPXVFZSA-N 0.000 claims 1
- YQEMQANUTJBLCM-VWLOTQADSA-N (2s)-1-[4-[4-[(2,3-dimethylphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound CC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)=C1C YQEMQANUTJBLCM-VWLOTQADSA-N 0.000 claims 1
- JQRWXBINNDHXSG-QHCPKHFHSA-N (2s)-1-[4-[4-[(2,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 JQRWXBINNDHXSG-QHCPKHFHSA-N 0.000 claims 1
- LLCLYBGJSZVCPC-QHCPKHFHSA-N (2s)-1-[4-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)C=C1 LLCLYBGJSZVCPC-QHCPKHFHSA-N 0.000 claims 1
- VUTWZXUXTWMOQQ-VWLOTQADSA-N (2s)-1-[4-[4-[(2,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound CC1=CC(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)C=C1 VUTWZXUXTWMOQQ-VWLOTQADSA-N 0.000 claims 1
- ZALNXKZYPUTQIW-QHCPKHFHSA-N (2s)-1-[4-[4-[(2,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC=C(Cl)C=3)Cl)=CC=2)C=C1 ZALNXKZYPUTQIW-QHCPKHFHSA-N 0.000 claims 1
- OGVNXUHBGQPUNH-QFIPXVFZSA-N (2s)-1-[4-[4-[(2,6-dichlorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3Cl)Cl)=CC=2)C=C1 OGVNXUHBGQPUNH-QFIPXVFZSA-N 0.000 claims 1
- KAVIXWJXPKQGBC-DEOSSOPVSA-N (2s)-1-[4-[4-[(2,6-dimethylphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)C=C1 KAVIXWJXPKQGBC-DEOSSOPVSA-N 0.000 claims 1
- HDOXJZZSPZIGHE-QHCPKHFHSA-N (2s)-1-[4-[4-[(2-methoxyphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound COC1=CC=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)C=C1 HDOXJZZSPZIGHE-QHCPKHFHSA-N 0.000 claims 1
- NDBZMZPNNJHEQU-QHCPKHFHSA-N (2s)-1-[4-[4-[(3,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C(Cl)=CC=3)=CC=2)C=C1 NDBZMZPNNJHEQU-QHCPKHFHSA-N 0.000 claims 1
- LNUJAGFEVIKCTR-VWLOTQADSA-N (2s)-1-[4-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)C=C1 LNUJAGFEVIKCTR-VWLOTQADSA-N 0.000 claims 1
- KBTJDHIPUGYQLU-QHCPKHFHSA-N (2s)-1-[4-[4-[(3,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C=C(Cl)C=3)=CC=2)C=C1 KBTJDHIPUGYQLU-QHCPKHFHSA-N 0.000 claims 1
- MKCKPZZMLPJXIF-VWLOTQADSA-N (2s)-1-[4-[4-[(3,5-dimethylphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound CC1=CC(C)=CC(NC(=O)NC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)=C1 MKCKPZZMLPJXIF-VWLOTQADSA-N 0.000 claims 1
- XXMNXVJGGZEZPO-MHZLTWQESA-N (2s)-1-[4-[4-[(4-butylphenyl)carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound C1=CC(CCCC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N2[C@@H](CCCC2)C(O)=O)C=C1 XXMNXVJGGZEZPO-MHZLTWQESA-N 0.000 claims 1
- ZWNHYUOFYRSAPU-QFIPXVFZSA-N (2s)-1-[4-[4-[[2-(trifluoromethoxy)phenyl]carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)OC(F)(F)F)=CC=2)C=C1 ZWNHYUOFYRSAPU-QFIPXVFZSA-N 0.000 claims 1
- YCWIHQQWDOQINK-QHCPKHFHSA-N (2s)-1-[4-[4-[[4-(trifluoromethoxy)phenyl]carbamoylamino]phenyl]benzoyl]piperidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCCN1C(=O)C1=CC=C(C=2C=CC(NC(=O)NC=3C=CC(OC(F)(F)F)=CC=3)=CC=2)C=C1 YCWIHQQWDOQINK-QHCPKHFHSA-N 0.000 claims 1
- MPABJCBPQXCYHM-QFIPXVFZSA-N (2s)-2-[[4-[4-[(3,4-difluorobenzoyl)amino]phenyl]phenyl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(F)C(F)=C1 MPABJCBPQXCYHM-QFIPXVFZSA-N 0.000 claims 1
- BRUMFDZCYYOIPA-UHFFFAOYSA-N 1-[[4-[4-(pentanoylamino)phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C1=CC(NC(=O)CCCC)=CC=C1C1=CC=C(C(=O)NC2(CC2)C(O)=O)C=C1 BRUMFDZCYYOIPA-UHFFFAOYSA-N 0.000 claims 1
- WDEMXUFOHXBGKF-UHFFFAOYSA-N 1-[[4-[4-[(2,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C=2C=CC(NC(=O)NC=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=CC=1C(=O)NC1(C(=O)O)CC1 WDEMXUFOHXBGKF-UHFFFAOYSA-N 0.000 claims 1
- DGCVSIBUHWVSIV-UHFFFAOYSA-N 1-[[4-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C=2C=CC(NC(=O)NC=3C(=CC(F)=CC=3)F)=CC=2)C=CC=1C(=O)NC1(C(=O)O)CC1 DGCVSIBUHWVSIV-UHFFFAOYSA-N 0.000 claims 1
- GVYDDKNJDRJAFJ-UHFFFAOYSA-N 1-[[4-[4-[(2-chlorophenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C=2C=CC(NC(=O)NC=3C(=CC=CC=3)Cl)=CC=2)C=CC=1C(=O)NC1(C(=O)O)CC1 GVYDDKNJDRJAFJ-UHFFFAOYSA-N 0.000 claims 1
- MXNPPYXEQDAKKY-UHFFFAOYSA-N 1-[[4-[4-[(2-ethoxyphenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound CCOC1=CC=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC2(CC2)C(O)=O)C=C1 MXNPPYXEQDAKKY-UHFFFAOYSA-N 0.000 claims 1
- WRLHHNDYGXUOAQ-UHFFFAOYSA-N 1-[[4-[4-[(3,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C=2C=CC(NC(=O)NC=3C=C(Cl)C(Cl)=CC=3)=CC=2)C=CC=1C(=O)NC1(C(=O)O)CC1 WRLHHNDYGXUOAQ-UHFFFAOYSA-N 0.000 claims 1
- OXHUTDNXWQNXSG-UHFFFAOYSA-N 1-[[4-[4-[(4-butylbenzoyl)amino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C1=CC(CCCC)=CC=C1C(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC2(CC2)C(O)=O)C=C1 OXHUTDNXWQNXSG-UHFFFAOYSA-N 0.000 claims 1
- JLCFMXKWFPKOFI-UHFFFAOYSA-N 1-[[4-[4-[(4-butylphenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C1=CC(CCCC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC2(CC2)C(O)=O)C=C1 JLCFMXKWFPKOFI-UHFFFAOYSA-N 0.000 claims 1
- XBJQXAWJXKDMLJ-UHFFFAOYSA-N 1-[[4-[4-[(4-chlorobenzoyl)amino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C=2C=CC(NC(=O)C=3C=CC(Cl)=CC=3)=CC=2)C=CC=1C(=O)NC1(C(=O)O)CC1 XBJQXAWJXKDMLJ-UHFFFAOYSA-N 0.000 claims 1
- IONQTESKCKJUDD-UHFFFAOYSA-N 1-[[4-[4-[(4-ethylphenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C1=CC(CC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC2(CC2)C(O)=O)C=C1 IONQTESKCKJUDD-UHFFFAOYSA-N 0.000 claims 1
- NPUUQNLAVQCQCX-UHFFFAOYSA-N 1-[[4-[4-[(4-fluoro-3-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C1=C(F)C(C)=CC(NC(=O)NC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(=O)NC2(CC2)C(O)=O)=C1 NPUUQNLAVQCQCX-UHFFFAOYSA-N 0.000 claims 1
- UDPQQVRSQAXNET-UHFFFAOYSA-N 1-[[4-[4-[[2-(4-chlorophenyl)acetyl]amino]phenyl]benzoyl]amino]cyclopropane-1-carboxylic acid Chemical compound C=1C=C(C=2C=CC(NC(=O)CC=3C=CC(Cl)=CC=3)=CC=2)C=CC=1C(=O)NC1(C(=O)O)CC1 UDPQQVRSQAXNET-UHFFFAOYSA-N 0.000 claims 1
- IIRZHYKJJBBHKL-UHFFFAOYSA-N 2-[[4-[4-(ethylcarbamoylamino)phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=CC=C(C(=O)NC(C)(C)C(O)=O)C=C1 IIRZHYKJJBBHKL-UHFFFAOYSA-N 0.000 claims 1
- FNDCQQZWXKHGPK-UHFFFAOYSA-N 2-[[4-[4-[(2,3-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1Cl FNDCQQZWXKHGPK-UHFFFAOYSA-N 0.000 claims 1
- JRMZWVGTROKZIE-UHFFFAOYSA-N 2-[[4-[4-[(2,3-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound CC1=CC=CC(NC(=O)NC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)=C1C JRMZWVGTROKZIE-UHFFFAOYSA-N 0.000 claims 1
- RPSHDFYQKTXLDY-UHFFFAOYSA-N 2-[[4-[4-[(2,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1Cl RPSHDFYQKTXLDY-UHFFFAOYSA-N 0.000 claims 1
- VSXGZZMCHYPMOT-UHFFFAOYSA-N 2-[[4-[4-[(2,4-difluorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(F)C=C1F VSXGZZMCHYPMOT-UHFFFAOYSA-N 0.000 claims 1
- XKZIORZEWLVFEL-UHFFFAOYSA-N 2-[[4-[4-[(2,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound CC1=CC(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 XKZIORZEWLVFEL-UHFFFAOYSA-N 0.000 claims 1
- LAMTZVOMTLXGJL-UHFFFAOYSA-N 2-[[4-[4-[(2,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(Cl)=CC=C1Cl LAMTZVOMTLXGJL-UHFFFAOYSA-N 0.000 claims 1
- HYVCNQDDKFJMCB-UHFFFAOYSA-N 2-[[4-[4-[(2,6-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound CC1=CC=CC(C)=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 HYVCNQDDKFJMCB-UHFFFAOYSA-N 0.000 claims 1
- UPZCWEMGAMZQMY-UHFFFAOYSA-N 2-[[4-[4-[(2-chlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=CC=C1Cl UPZCWEMGAMZQMY-UHFFFAOYSA-N 0.000 claims 1
- WWRSQXHMYPFKQV-UHFFFAOYSA-N 2-[[4-[4-[(2-ethoxyphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound CCOC1=CC=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 WWRSQXHMYPFKQV-UHFFFAOYSA-N 0.000 claims 1
- GULCTMAREBSFKL-UHFFFAOYSA-N 2-[[4-[4-[(3,4-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 GULCTMAREBSFKL-UHFFFAOYSA-N 0.000 claims 1
- VOCGVUFSZOZIDV-UHFFFAOYSA-N 2-[[4-[4-[(3,4-dimethylbenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C)C(C)=C1 VOCGVUFSZOZIDV-UHFFFAOYSA-N 0.000 claims 1
- ZYXVCMPNADWEQQ-UHFFFAOYSA-N 2-[[4-[4-[(3,4-dimethylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=C(C)C(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 ZYXVCMPNADWEQQ-UHFFFAOYSA-N 0.000 claims 1
- VVWKNEFBGBKPRG-UHFFFAOYSA-N 2-[[4-[4-[(3,5-dichlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC(Cl)=CC(Cl)=C1 VVWKNEFBGBKPRG-UHFFFAOYSA-N 0.000 claims 1
- XDTWLMQIYLRWGC-UHFFFAOYSA-N 2-[[4-[4-[(3,5-difluorobenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC(F)=CC(F)=C1 XDTWLMQIYLRWGC-UHFFFAOYSA-N 0.000 claims 1
- KJSVJBIDSQJRKC-UHFFFAOYSA-N 2-[[4-[4-[(3,5-dimethoxybenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound COC1=CC(OC)=CC(C(=O)NC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(=O)N(C)C(C)(C)C(O)=O)=C1 KJSVJBIDSQJRKC-UHFFFAOYSA-N 0.000 claims 1
- LLZZPPQCYSVEGU-UHFFFAOYSA-N 2-[[4-[4-[(3-fluoro-4-methylbenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(C)C(F)=C1 LLZZPPQCYSVEGU-UHFFFAOYSA-N 0.000 claims 1
- AOEPFXFKLUHKDT-UHFFFAOYSA-N 2-[[4-[4-[(4-butylbenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1C(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N(C)C(C)(C)C(O)=O)C=C1 AOEPFXFKLUHKDT-UHFFFAOYSA-N 0.000 claims 1
- HOGBPHDLBNSMIW-UHFFFAOYSA-N 2-[[4-[4-[(4-butylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 HOGBPHDLBNSMIW-UHFFFAOYSA-N 0.000 claims 1
- FVRVPUGTCZJGMJ-UHFFFAOYSA-N 2-[[4-[4-[(4-chloro-2-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound CC1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 FVRVPUGTCZJGMJ-UHFFFAOYSA-N 0.000 claims 1
- DVUMMCVQNYLEIJ-UHFFFAOYSA-N 2-[[4-[4-[(4-chlorobenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)C=C1 DVUMMCVQNYLEIJ-UHFFFAOYSA-N 0.000 claims 1
- DLHYNAAAEUISMY-UHFFFAOYSA-N 2-[[4-[4-[(4-chlorophenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1 DLHYNAAAEUISMY-UHFFFAOYSA-N 0.000 claims 1
- BZVZHZFXNINJEC-UHFFFAOYSA-N 2-[[4-[4-[(4-ethylbenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N(C)C(C)(C)C(O)=O)C=C1 BZVZHZFXNINJEC-UHFFFAOYSA-N 0.000 claims 1
- CEDKEOSVLKMRSD-UHFFFAOYSA-N 2-[[4-[4-[(4-fluoro-3-methylbenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(F)C(C)=C1 CEDKEOSVLKMRSD-UHFFFAOYSA-N 0.000 claims 1
- KDFOLIRBLAPASE-UHFFFAOYSA-N 2-[[4-[4-[(4-fluorobenzoyl)amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)C1=CC=C(F)C=C1 KDFOLIRBLAPASE-UHFFFAOYSA-N 0.000 claims 1
- SFCTXSMICSWKMI-UHFFFAOYSA-N 2-[[4-[4-[(4-fluorophenyl)methylcarbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)NC(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)NCC1=CC=C(F)C=C1 SFCTXSMICSWKMI-UHFFFAOYSA-N 0.000 claims 1
- OISHMIAIXWCALT-UHFFFAOYSA-N 2-[[4-[4-[(4-methoxy-2-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound CC1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 OISHMIAIXWCALT-UHFFFAOYSA-N 0.000 claims 1
- CVSHUHAPCPBDMH-UHFFFAOYSA-N 2-[[4-[4-[(4-methoxyphenyl)carbamoylamino]phenyl]benzoyl]amino]-2-methylpropanoic acid Chemical compound C1=CC(OC)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 CVSHUHAPCPBDMH-UHFFFAOYSA-N 0.000 claims 1
- NAYLYQLODZGJGM-UHFFFAOYSA-N 2-[[4-[4-[[2-(3,4-dimethoxyphenyl)acetyl]amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=C(OC)C(OC)=CC=C1CC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)N(C)C(C)(C)C(O)=O)C=C1 NAYLYQLODZGJGM-UHFFFAOYSA-N 0.000 claims 1
- CJQKIXDBWSAPHY-UHFFFAOYSA-N 2-[[4-[4-[[2-(4-chlorophenyl)acetyl]amino]phenyl]benzoyl]-methylamino]-2-methylpropanoic acid Chemical compound C1=CC(C(=O)N(C)C(C)(C)C(O)=O)=CC=C1C(C=C1)=CC=C1NC(=O)CC1=CC=C(Cl)C=C1 CJQKIXDBWSAPHY-UHFFFAOYSA-N 0.000 claims 1
- VSFGKETUQTWAOE-UHFFFAOYSA-N 2-methyl-2-[[4-[4-[(4-methylphenyl)carbamoylamino]phenyl]benzoyl]amino]propanoic acid Chemical compound C1=CC(C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 VSFGKETUQTWAOE-UHFFFAOYSA-N 0.000 claims 1
- HMPWMTOPQZPHIE-UHFFFAOYSA-N 2-methyl-2-[[4-[4-[(4-propan-2-ylphenyl)carbamoylamino]phenyl]benzoyl]amino]propanoic acid Chemical compound C1=CC(C(C)C)=CC=C1NC(=O)NC1=CC=C(C=2C=CC(=CC=2)C(=O)NC(C)(C)C(O)=O)C=C1 HMPWMTOPQZPHIE-UHFFFAOYSA-N 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000032928 Dyslipidaemia Diseases 0.000 claims 1
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 1
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 229940127470 Lipase Inhibitors Drugs 0.000 claims 1
- 229940086609 Lipase inhibitor Drugs 0.000 claims 1
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000018262 Peripheral vascular disease Diseases 0.000 claims 1
- 206010036049 Polycystic ovaries Diseases 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003705 anilinocarbonyl group Chemical group O=C([*])N([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 230000003579 anti-obesity Effects 0.000 claims 1
- 239000000883 anti-obesity agent Substances 0.000 claims 1
- 229940125710 antiobesity agent Drugs 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 235000012000 cholesterol Nutrition 0.000 claims 1
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical class OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 claims 1
- 208000020694 gallbladder disease Diseases 0.000 claims 1
- 208000019622 heart disease Diseases 0.000 claims 1
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 208000000509 infertility Diseases 0.000 claims 1
- 231100000535 infertility Toxicity 0.000 claims 1
- 230000036512 infertility Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 231100000551 menstrual abnormality Toxicity 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229960005190 phenylalanine Drugs 0.000 claims 1
- 201000010065 polycystic ovary syndrome Diseases 0.000 claims 1
- 201000002859 sleep apnea Diseases 0.000 claims 1
- 239000004575 stone Substances 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 229940126585 therapeutic drug Drugs 0.000 claims 1
- 238000009423 ventilation Methods 0.000 claims 1
- 230000004584 weight gain Effects 0.000 claims 1
- 235000019786 weight gain Nutrition 0.000 claims 1
- 230000004580 weight loss Effects 0.000 claims 1
- PLYTVAFAKDFFKM-UHFFFAOYSA-N CC1N(C)CCOC1 Chemical compound CC1N(C)CCOC1 PLYTVAFAKDFFKM-UHFFFAOYSA-N 0.000 description 1
- ZCFVSJHGDHEKJU-UHFFFAOYSA-N CC1N(C)CCSC1 Chemical compound CC1N(C)CCSC1 ZCFVSJHGDHEKJU-UHFFFAOYSA-N 0.000 description 1
- UDWKUQDYSZQISN-UHFFFAOYSA-N CC1N(C)CSC1(C)C Chemical compound CC1N(C)CSC1(C)C UDWKUQDYSZQISN-UHFFFAOYSA-N 0.000 description 1
- FICAQKBMCKEFDI-UHFFFAOYSA-N Cc1n[o]c(C)c1 Chemical compound Cc1n[o]c(C)c1 FICAQKBMCKEFDI-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70375405P | 2005-07-29 | 2005-07-29 | |
| PCT/US2006/029871 WO2007016538A2 (en) | 2005-07-29 | 2006-07-31 | Preparation and use of biphenyl amino acid derivatives for the treatment of obesity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009505962A JP2009505962A (ja) | 2009-02-12 |
| JP2009505962A5 true JP2009505962A5 (https=) | 2009-09-24 |
Family
ID=37709302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008524274A Pending JP2009505962A (ja) | 2005-07-29 | 2006-07-31 | 肥満を治療するためのビフェニルアミノ酸誘導体の製造および使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US20100016295A1 (https=) |
| EP (1) | EP1912634A4 (https=) |
| JP (1) | JP2009505962A (https=) |
| CN (1) | CN101583352A (https=) |
| CA (1) | CA2617055A1 (https=) |
| WO (1) | WO2007016538A2 (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0519058A2 (pt) | 2004-12-14 | 2008-12-23 | Astrazeneca Ab | composto ou um sal prà-droga farmaceuticamente aceitÁvel do mesmo, mÉtodos para produzir uma inibiÇço da atividade de dgat1 e para tratar diabete melito e/ou obesidade em um animal de sangue quente, uso de um composto, composiÇço farmacÊutica, e, processo para preparar um composto |
| WO2007071966A1 (en) | 2005-12-22 | 2007-06-28 | Astrazeneca Ab | Pyrimido- [4, 5-b] -oxazines for use as dgat inhibitors |
| EP2418202B1 (en) | 2006-03-31 | 2014-01-29 | Novartis AG | (4-[4-[5-(substituted amino)-pyridin-2-yl]phenyl]-cyclohexyl)-acetic acid derivatives as DGAT inhibitors |
| MX2008015228A (es) | 2006-05-30 | 2008-12-12 | Astrazeneca Ab | Acido 5-fenilamino-1,3,4-oxadiazol-2-ilcarbonilamino-4-fenoxi-cicl ohexanocarboxilico sustituido como inhibidor de diacilglicerol aciltransferasa de acetil coenzima a. |
| CN101460470B (zh) | 2006-05-30 | 2011-05-18 | 阿斯利康(瑞典)有限公司 | 作为dgat1抑制剂的1,3,4-二唑衍生物 |
| EP2061767B1 (de) | 2006-08-08 | 2014-12-17 | Sanofi | Arylaminoaryl-alkyl-substituierte Imidazolidin-2,4-dione, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Arzneimittel und ihre Verwendung |
| MX2009002492A (es) | 2006-09-08 | 2009-08-28 | Bayer Schering Pharma Ag | Agentes que comprenden compuestos marcados con 18f y metodos relacionados. |
| AR066169A1 (es) | 2007-09-28 | 2009-07-29 | Novartis Ag | Derivados de benzo-imidazoles, utiles para trastornos asociados con la actividad de dgat |
| NZ586104A (en) | 2007-12-20 | 2012-02-24 | Astrazeneca Ab | Carbamoyl compounds as dgat1 inhibitors 190 |
| UY31968A (es) | 2008-07-09 | 2010-01-29 | Sanofi Aventis | Nuevos derivados heterocíclicos, sus procesos para su preparación, y sus usos terapéuticos |
| WO2010068601A1 (en) | 2008-12-08 | 2010-06-17 | Sanofi-Aventis | A crystalline heteroaromatic fluoroglycoside hydrate, processes for making, methods of use and pharmaceutical compositions thereof |
| UY32349A (es) * | 2008-12-23 | 2010-07-30 | Novartis Ag | Derivados de biaril-bencil-amina |
| EP2805951B1 (en) | 2009-03-20 | 2018-03-14 | Metabasis Therapeutics, Inc. | Inhibitors of diacylglycerol o-acyltransferase 1 (DGAT-1) and uses thereof |
| TW201103895A (en) | 2009-06-19 | 2011-02-01 | Astrazeneca Ab | Chemical compounds |
| KR20120060207A (ko) | 2009-08-26 | 2012-06-11 | 사노피 | 신규한 결정성 헤테로방향족 플루오로글리코시드 수화물, 이들 화합물을 포함하는 약제 및 이들의 용도 |
| AR079022A1 (es) * | 2009-11-02 | 2011-12-21 | Sanofi Aventis | Derivados de acido carboxilico ciclico sustituidos con acilamino, su uso como productos farmaceuticos, composicion farmaceutica y metodo de preparacion |
| NZ599855A (en) * | 2009-11-05 | 2014-06-27 | Piramal Entpr Ltd | Carboxy oxazole or thiazole compounds as dgat - 1 inhibitors useful for the treatment of obesity |
| NZ601526A (en) | 2009-12-31 | 2014-07-25 | Piramal Entpr Ltd | Inhibitors of diacylglycerol acyl transferase |
| EP2612669A4 (en) | 2010-08-31 | 2014-05-14 | Snu R&Db Foundation | USING THE FÖTAL REPROGRAMMING OF A PPAR AGONIST |
| BR112013005210A2 (pt) | 2010-09-03 | 2019-09-24 | Piramal Entpr Ltd | compostos heterocíclicos como inibidores de dgat1 |
| FR2965263A1 (fr) | 2010-09-24 | 2012-03-30 | Sanofi Aventis | Derives de thienopyridine nicotinamide, leur preparation et leur application en therapeutique |
| FR2965262A1 (fr) | 2010-09-24 | 2012-03-30 | Sanofi Aventis | Derives de nicotinamide, leur preparation et leur application en therapeutique |
| HUE029002T2 (en) * | 2010-12-17 | 2017-01-30 | Mitsubishi Tanabe Pharma Corp | Continuous aricyclic compounds |
| EP2683699B1 (de) | 2011-03-08 | 2015-06-24 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2766349B1 (de) | 2011-03-08 | 2016-06-01 | Sanofi | Mit carbozyklen oder heterozyklen substituierte oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| US8828994B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Di- and tri-substituted oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
| WO2012120056A1 (de) | 2011-03-08 | 2012-09-13 | Sanofi | Tetrasubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2683704B1 (de) | 2011-03-08 | 2014-12-17 | Sanofi | Verzweigte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| CN102757420B (zh) * | 2011-04-28 | 2015-02-04 | 中国科学院上海药物研究所 | 联杂芳基羧酸类化合物、其制备方法,包含该化合物的药物组合物、及用途 |
| JP5977349B2 (ja) | 2012-06-15 | 2016-08-24 | 田辺三菱製薬株式会社 | 芳香族複素環化合物 |
| JP5721032B2 (ja) * | 2012-06-15 | 2015-05-20 | 田辺三菱製薬株式会社 | 医薬組成物 |
| CN109475552B (zh) * | 2016-08-09 | 2022-04-05 | 上海药苑生物科技有限公司 | 用于食欲控制和体重管理的方法和组合物 |
| FR3075615B1 (fr) * | 2017-12-22 | 2020-06-19 | L'oreal | Utilisation d’un compose biphenyle pour limiter la quantite de sebum sur la peau, composes biphenyles et compositions les contenant |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4022A (en) * | 1845-05-01 | Improvement in machines for hackling and cleaning hemp and flax | ||
| FR2716882B1 (fr) * | 1994-03-04 | 1996-04-05 | Roussel Uclaf | Utilisation de dérivés de l'imidazole au traitement d'affections impliquant les récepteurs AT1 et AT2 de l'Angiotensine, certains de ces produits, leur préparation, compositions pharmaceutiques. |
| US6228985B1 (en) * | 1998-05-21 | 2001-05-08 | Schering Corporation | Derivatives of aminobenzoic and aminobiphenylcarboxylic acids useful as anti-cancer agents |
| US6100077A (en) | 1998-10-01 | 2000-08-08 | The Trustees Of Columbia University In The City Of New York | Isolation of a gene encoding diacylglycerol acyltransferase |
| DE69927050T2 (de) * | 1998-12-16 | 2006-06-29 | Bayer Healthcare Ag | Biphenylverbindungen und biphenyl-analoge als intergrin-antagonisten |
| DE10300015A1 (de) * | 2003-01-03 | 2004-07-15 | Aventis Pharma Deutschland Gmbh | Iminosäurederivate als Inhibitoren von Matrix-Metallproteinasen |
| AR044152A1 (es) * | 2003-05-09 | 2005-08-24 | Bayer Corp | Derivados de alquilarilo, metodo de preparacion y uso para el tratamiento de la obesidad |
| EP1692124B1 (en) * | 2003-12-04 | 2008-10-15 | Wyeth | Biaryl sulfonamides as mmp inhibitors |
| CN1894090A (zh) * | 2003-12-19 | 2007-01-10 | 阿梅科Pty有限公司 | 用于产品包装的压板 |
| US20080119513A1 (en) * | 2004-09-06 | 2008-05-22 | Fumihiko Watanabe | Sulfonamide Derivative Selectively Inhibiting Mmp-13 |
| KR20080031379A (ko) * | 2005-07-11 | 2008-04-08 | 와이어쓰 | 글루타메이트 아그레카나제 저해제 |
-
2006
- 2006-07-31 CA CA002617055A patent/CA2617055A1/en not_active Abandoned
- 2006-07-31 JP JP2008524274A patent/JP2009505962A/ja active Pending
- 2006-07-31 WO PCT/US2006/029871 patent/WO2007016538A2/en not_active Ceased
- 2006-07-31 CN CNA2006800350456A patent/CN101583352A/zh active Pending
- 2006-07-31 EP EP06800590A patent/EP1912634A4/en not_active Withdrawn
- 2006-07-31 US US11/989,506 patent/US20100016295A1/en not_active Abandoned
-
2010
- 2010-05-06 US US12/775,249 patent/US20100234307A1/en not_active Abandoned
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2009505962A5 (https=) | ||
| RU2007142336A (ru) | Арилалкилзамещенные производные кислот и их применение | |
| RU2336876C2 (ru) | Комбинация ингибитора дипептидилпептидазы iv (dpp iv) и сердечно-сосудистого вещества | |
| JP5059275B2 (ja) | 新規３置換尿素誘導体およびその医薬としての用途 | |
| JP2005517672A5 (https=) | ||
| JP2005501120A5 (https=) | ||
| RU2004124370A (ru) | Сложноэфирные соединения и их применение в медицине | |
| JP2008501800A5 (https=) | ||
| CA2660529A1 (en) | Benzimidazole derivatives useful in treatment of vallinoid receptor trpv1 related disorders | |
| WO2001025190A1 (en) | Novel diarylamide derivatives and use thereof as medicines | |
| JP2010516700A5 (https=) | ||
| RU2331635C2 (ru) | Производные гидрокси-тетрагидро-нафталенилмочевины | |
| RU99118221A (ru) | Аминобензофеноны в качестве ингибиторов интерлейкинов и фно (фактора некроза опухолей) | |
| JP2008533063A5 (https=) | ||
| RU2010126842A (ru) | Производные пиперазина и их применение в качестве модуляторов рецептора лептина | |
| RU2001126547A (ru) | Производные дифенила | |
| CA2589744A1 (en) | Pyrrolinidium derivatives as m3 muscarinic receptors | |
| JP2012505226A5 (https=) | ||
| JP5253174B2 (ja) | Ｎ−フェニルオキサミド酸誘導体 | |
| RU2222529C2 (ru) | Производные бензамидина | |
| JP2765698B2 (ja) | アリールアルキルアミド含有の神経変性疾患治療剤 | |
| JP7620629B2 (ja) | ＰＤＩＡ４阻害剤及びβ細胞発症機序を阻害し、糖尿病を治療するためのこのＰＤＩＡ４阻害剤の使用 | |
| RU2004119817A (ru) | Фармацевтическая композиция, содержащая метформин в сочетании с 4-оксомасляной кислотой, и их применение для лечения диабета | |
| KR20060130619A (ko) | 유기 화합물의 조합물 | |
| JP2007506649A (ja) | バラグリタゾンとさらなる抗糖尿病化合物とを含む組成物 |