JP2006524248A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2006524248A5 JP2006524248A5 JP2006510073A JP2006510073A JP2006524248A5 JP 2006524248 A5 JP2006524248 A5 JP 2006524248A5 JP 2006510073 A JP2006510073 A JP 2006510073A JP 2006510073 A JP2006510073 A JP 2006510073A JP 2006524248 A5 JP2006524248 A5 JP 2006524248A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- amino
- sulfonyl
- halogen
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 293
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 122
- 229910052736 halogen Inorganic materials 0.000 claims 67
- 150000002367 halogens Chemical class 0.000 claims 67
- 125000004438 haloalkoxy group Chemical group 0.000 claims 58
- 125000001188 haloalkyl group Chemical group 0.000 claims 58
- 125000003545 alkoxy group Chemical group 0.000 claims 55
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 28
- -1 R 21 Chemical compound 0.000 claims 24
- 125000001624 naphthyl group Chemical group 0.000 claims 24
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 15
- 125000004122 cyclic group Chemical group 0.000 claims 14
- 125000001589 carboacyl group Chemical group 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 11
- 125000002883 imidazolyl group Chemical group 0.000 claims 11
- 125000000168 pyrrolyl group Chemical group 0.000 claims 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 10
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 10
- 125000004076 pyridyl group Chemical group 0.000 claims 9
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims 8
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims 8
- 125000002541 furyl group Chemical group 0.000 claims 8
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 8
- 125000005052 dihydropyrazolyl group Chemical group N1(NCC=C1)* 0.000 claims 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 7
- 125000003226 pyrazolyl group Chemical group 0.000 claims 7
- 125000000335 thiazolyl group Chemical group 0.000 claims 7
- 125000001786 isothiazolyl group Chemical group 0.000 claims 6
- 125000004193 piperazinyl group Chemical group 0.000 claims 6
- 125000003386 piperidinyl group Chemical group 0.000 claims 6
- 125000005400 pyridylcarbonyl group Chemical group N1=C(C=CC=C1)C(=O)* 0.000 claims 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 6
- 125000001544 thienyl group Chemical group 0.000 claims 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 5
- 125000002632 imidazolidinyl group Chemical group 0.000 claims 5
- 125000002971 oxazolyl group Chemical group 0.000 claims 5
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 5
- 125000005958 tetrahydrothienyl group Chemical group 0.000 claims 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 4
- 125000002757 morpholinyl group Chemical group 0.000 claims 4
- 125000003884 phenylalkyl group Chemical group 0.000 claims 4
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 4
- 125000001425 triazolyl group Chemical group 0.000 claims 4
- 125000002877 alkyl aryl group Chemical group 0.000 claims 3
- 125000006177 alkyl benzyl group Chemical group 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000001326 naphthylalkyl group Chemical group 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000002071 phenylalkoxy group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- JHKKHOMJBFWLEZ-MUUNZHRXSA-N (2r)-2-[4-[[4-chloro-2-(trifluoromethyl)quinolin-5-yl]methyl-[3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C([C@H](C(=O)O)OC=1C=CC(=CC=1)N(CC=1C2=C(Cl)C=C(N=C2C=CC=1)C(F)(F)F)S(=O)(=O)C=1C=C(C=CC=1)C(F)(F)F)C1=CC=CC=C1 JHKKHOMJBFWLEZ-MUUNZHRXSA-N 0.000 claims 1
- GLVXKHNRMFPSHO-NDEPHWFRSA-N (2s)-2-[4-[(4-methoxycarbonylphenyl)methyl-[4-(trifluoromethoxy)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(C(=O)OC)=CC=C1CN(S(=O)(=O)C=1C=CC(OC(F)(F)F)=CC=1)C(C=C1)=CC=C1O[C@H](C(O)=O)CC1=CC=CC=C1 GLVXKHNRMFPSHO-NDEPHWFRSA-N 0.000 claims 1
- BCPKHMXABDQTTL-HKBQPEDESA-N (2s)-2-[4-[naphthalen-2-ylmethyl-[3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)OC=1C=CC(=CC=1)N(CC=1C=C2C=CC=CC2=CC=1)S(=O)(=O)C=1C=C(C=CC=1)C(F)(F)F)C1=CC=CC=C1 BCPKHMXABDQTTL-HKBQPEDESA-N 0.000 claims 1
- GKRLUNNMEGNCIT-DEOSSOPVSA-N (2s)-2-[[4-(2-bromo-5-dibenzofuran-4-yl-1,3-thiazol-4-yl)phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=CC(=CC=1)C1=C(SC(Br)=N1)C=1C=2OC3=CC=CC=C3C=2C=CC=1)C1=CC=CC=C1 GKRLUNNMEGNCIT-DEOSSOPVSA-N 0.000 claims 1
- LQNOVIJALGPGQL-DEOSSOPVSA-N (2s)-2-[[4-(5-bromo-2-dibenzofuran-4-yl-1,3-thiazol-4-yl)phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=CC(=CC=1)C1=C(SC(=N1)C=1C=2OC3=CC=CC=C3C=2C=CC=1)Br)C1=CC=CC=C1 LQNOVIJALGPGQL-DEOSSOPVSA-N 0.000 claims 1
- ZNOVKRKFMKPLMQ-NDEPHWFRSA-N (2s)-2-[[4-[(6-bromo-4-phenylquinazolin-2-yl)-(carboxymethyl)amino]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)N(CC(O)=O)C=1N=C2C=CC(Br)=CC2=C(C=2C=CC=CC=2)N=1)C(O)=O)C1=CC=CC=C1 ZNOVKRKFMKPLMQ-NDEPHWFRSA-N 0.000 claims 1
- PCSFTJMWGDYZCX-MHZLTWQESA-N (2s)-2-[[4-[(6-bromo-4-phenylquinazolin-2-yl)amino]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(NC=2N=C3C=CC(Br)=CC3=C(C=3C=CC=CC=3)N=2)=CC=1)C(O)=O)C1=CC=CC=C1 PCSFTJMWGDYZCX-MHZLTWQESA-N 0.000 claims 1
- LPMDVNAIYXJYEB-PMERELPUSA-N (2s)-2-[[4-[2,5-bis(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=NC(C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)=C(C=2C=CC(CC)=CC=2)S1 LPMDVNAIYXJYEB-PMERELPUSA-N 0.000 claims 1
- GLQZAIDSYMCFEE-LJAQVGFWSA-N (2s)-2-[[4-[2-[(4-chlorobenzoyl)amino]-5-(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=C(C=2C=CC(=CC=2)S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)N=C(NC(=O)C=2C=CC(Cl)=CC=2)S1 GLQZAIDSYMCFEE-LJAQVGFWSA-N 0.000 claims 1
- CVHVGARZKZAYQQ-YTTGMZPUSA-N (2s)-2-[[4-[3-(4-chlorophenyl)-5-(4-ethylphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=CC(C=2C=CC(Cl)=CC=2)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 CVHVGARZKZAYQQ-YTTGMZPUSA-N 0.000 claims 1
- PIVKFJRIOIHDTC-DHUJRADRSA-N (2s)-2-[[4-[3-(4-chlorophenyl)-5-(4-pentylphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1=CC(C=2C=CC(Cl)=CC=2)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 PIVKFJRIOIHDTC-DHUJRADRSA-N 0.000 claims 1
- GBHZDBWVJGMGQV-PMERELPUSA-N (2s)-2-[[4-[3-(4-chlorophenyl)-5-[4-(trifluoromethyl)phenyl]pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)N1C(=CC(=N1)C=1C=CC(Cl)=CC=1)C=1C=CC(=CC=1)C(F)(F)F)C(O)=O)C1=CC=CC=C1 GBHZDBWVJGMGQV-PMERELPUSA-N 0.000 claims 1
- KZSOAFBUMYFOIN-BHVANESWSA-N (2s)-2-[[4-[3-(4-methoxyphenyl)-5-(4-pentylphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1=CC(C=2C=CC(OC)=CC=2)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 KZSOAFBUMYFOIN-BHVANESWSA-N 0.000 claims 1
- NODJWEUGMNBPSQ-UMSFTDKQSA-N (2s)-2-[[4-[3-(4-methoxyphenyl)-5-(4-propan-2-ylphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(OC)=CC=C1C1=NN(C=2C=CC(=CC=2)S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C(C=2C=CC(=CC=2)C(C)C)=C1 NODJWEUGMNBPSQ-UMSFTDKQSA-N 0.000 claims 1
- VOZAWPQEXAOGTQ-YTTGMZPUSA-N (2s)-2-[[4-[4-bromo-3-(4-chlorophenyl)-5-(4-pentylphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1=C(Br)C(C=2C=CC(Cl)=CC=2)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 VOZAWPQEXAOGTQ-YTTGMZPUSA-N 0.000 claims 1
- UHDSXUYQEBQGGT-MHZLTWQESA-N (2s)-2-[[4-[4-bromo-3-(4-chlorophenyl)-5-[4-(trifluoromethyl)phenyl]pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)N1C(=C(Br)C(=N1)C=1C=CC(Cl)=CC=1)C=1C=CC(=CC=1)C(F)(F)F)C(O)=O)C1=CC=CC=C1 UHDSXUYQEBQGGT-MHZLTWQESA-N 0.000 claims 1
- OGFJQHVTLKGHTG-NDEPHWFRSA-N (2s)-2-[[4-[4-bromo-3-(4-methoxyphenyl)-5-[4-(trifluoromethyl)phenyl]pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(OC)=CC=C1C1=NN(C=2C=CC(=CC=2)S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C(C=2C=CC(=CC=2)C(F)(F)F)=C1Br OGFJQHVTLKGHTG-NDEPHWFRSA-N 0.000 claims 1
- ZVLZDZWNWRJEPT-PMERELPUSA-N (2s)-2-[[4-[5-(4-bromophenyl)-3-(4-chlorophenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)N1C(=CC(=N1)C=1C=CC(Cl)=CC=1)C=1C=CC(Br)=CC=1)C(O)=O)C1=CC=CC=C1 ZVLZDZWNWRJEPT-PMERELPUSA-N 0.000 claims 1
- XJACIPWRBQLUQI-HKBQPEDESA-N (2s)-2-[[4-[5-(4-bromophenyl)-3-(4-methoxyphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(OC)=CC=C1C1=NN(C=2C=CC(=CC=2)S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C(C=2C=CC(Br)=CC=2)=C1 XJACIPWRBQLUQI-HKBQPEDESA-N 0.000 claims 1
- WSOFCLJALJCKCD-DHUJRADRSA-N (2s)-2-[[4-[5-(4-butoxyphenyl)-3-(4-methoxyphenyl)pyrazol-1-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(OCCCC)=CC=C1C1=CC(C=2C=CC(OC)=CC=2)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 WSOFCLJALJCKCD-DHUJRADRSA-N 0.000 claims 1
- IMDNFMFXZZXLPE-NDEPHWFRSA-N (2s)-2-[[4-[5-(4-chlorophenyl)-2-(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=NC(C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)=C(C=2C=CC(Cl)=CC=2)S1 IMDNFMFXZZXLPE-NDEPHWFRSA-N 0.000 claims 1
- VZVPGXOQYBTWHP-UHBYFKDRSA-N (2s)-2-[[4-[5-(4-methoxyphenyl)-3-(4-pentylphenyl)-3,4-dihydropyrazol-2-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1N(C=2C=CC(=CC=2)S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)N=C(C=2C=CC(OC)=CC=2)C1 VZVPGXOQYBTWHP-UHBYFKDRSA-N 0.000 claims 1
- XHUNKDZROLPGTH-NDEPHWFRSA-N (2s)-2-[[4-[[4-(3-chloro-4-methylphenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(C)=CC=C1C1=C(C=2C=C(Cl)C(C)=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)S1 XHUNKDZROLPGTH-NDEPHWFRSA-N 0.000 claims 1
- QFMTUHKHFHYKON-MHZLTWQESA-N (2s)-2-[[4-[[4-(3-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(C)=CC=C1C1=C(C=2C=C(Cl)C=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)S1 QFMTUHKHFHYKON-MHZLTWQESA-N 0.000 claims 1
- XQRNKFVAIHBWNB-MHZLTWQESA-N (2s)-2-[[4-[[4-(4-bromophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(C)=CC=C1C1=C(C=2C=CC(Br)=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)S1 XQRNKFVAIHBWNB-MHZLTWQESA-N 0.000 claims 1
- KNCKDNIJKMLDRQ-NDEPHWFRSA-N (2s)-2-[[4-[[4-(4-chlorophenyl)-5-(4-ethylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=C(C=2C=CC(Cl)=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)S1 KNCKDNIJKMLDRQ-NDEPHWFRSA-N 0.000 claims 1
- SWURVAQLIFKIKR-MHZLTWQESA-N (2s)-2-[[4-[[4-(4-chlorophenyl)-5-(4-methoxyphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(OC)=CC=C1C1=C(C=2C=CC(Cl)=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)S1 SWURVAQLIFKIKR-MHZLTWQESA-N 0.000 claims 1
- BYJQHIMUPSGRRO-NDEPHWFRSA-N (2s)-2-[[4-[[4-(4-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)C(=O)NC=1SC(=C(N=1)C=1C=CC(Cl)=CC=1)C=1C=CC(C)=CC=1)C(O)=O)C1=CC=CC=C1 BYJQHIMUPSGRRO-NDEPHWFRSA-N 0.000 claims 1
- KSCXGQYYBWNVJE-MHZLTWQESA-N (2s)-2-[[4-[[4-(4-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(C)=CC=C1C1=C(C=2C=CC(Cl)=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)S1 KSCXGQYYBWNVJE-MHZLTWQESA-N 0.000 claims 1
- CADCTZHISCGOJA-PMERELPUSA-N (2s)-2-[methyl-[4-[(4-phenyl-6-propan-2-ylquinazolin-2-yl)amino]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C1=CC=C(C=C1)NC1=NC2=CC=C(C=C2C(C=2C=CC=CC=2)=N1)C(C)C)C(O)=O)C1=CC=CC=C1 CADCTZHISCGOJA-PMERELPUSA-N 0.000 claims 1
- WALBWNAHKQXMJK-HTIIIDOHSA-N (2s)-2-[methyl-[4-[3-(4-pentylphenyl)-5-[4-(trifluoromethoxy)phenyl]-3,4-dihydropyrazol-2-yl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1N(C=2C=CC(=CC=2)S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)N=C(C=2C=CC(OC(F)(F)F)=CC=2)C1 WALBWNAHKQXMJK-HTIIIDOHSA-N 0.000 claims 1
- RQDQPMLFGZGDCD-NDEPHWFRSA-N (2s)-2-[methyl-[4-[5-(4-pentylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 RQDQPMLFGZGDCD-NDEPHWFRSA-N 0.000 claims 1
- WGENSCGUJNQUTJ-DHUJRADRSA-N (2s)-2-[methyl-[4-[5-(4-pentylphenyl)-3-[4-(trifluoromethoxy)phenyl]pyrazol-1-yl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CCCCC)=CC=C1C1=CC(C=2C=CC(OC(F)(F)F)=CC=2)=NN1C1=CC=C(S(=O)(=O)N(C)[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C1 WGENSCGUJNQUTJ-DHUJRADRSA-N 0.000 claims 1
- KCODHGCQOIAXDB-XIFFEERXSA-N (2s)-3-phenyl-2-[3-[(4-phenylphenyl)methyl-[4-(trifluoromethoxy)phenyl]sulfonylamino]phenoxy]propanoic acid Chemical compound C([C@@H](C(=O)O)OC=1C=C(C=CC=1)N(CC=1C=CC(=CC=1)C=1C=CC=CC=1)S(=O)(=O)C=1C=CC(OC(F)(F)F)=CC=1)C1=CC=CC=C1 KCODHGCQOIAXDB-XIFFEERXSA-N 0.000 claims 1
- MXRZLRAEMBMECY-XIFFEERXSA-N (2s)-3-phenyl-2-[4-[(4-phenylphenyl)methyl-[3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]propanoic acid Chemical compound C([C@@H](C(=O)O)OC=1C=CC(=CC=1)N(CC=1C=CC(=CC=1)C=1C=CC=CC=1)S(=O)(=O)C=1C=C(C=CC=1)C(F)(F)F)C1=CC=CC=C1 MXRZLRAEMBMECY-XIFFEERXSA-N 0.000 claims 1
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 1
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- FGJYKLNJNRVADL-UHFFFAOYSA-N 2-[3-(4-bromoanilino)-4-[(4-butylphenyl)sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1S(=O)(=O)NC(C(=C1)NC=2C=CC(Br)=CC=2)=CC=C1OC(C(O)=O)CC1=CC=CC=C1 FGJYKLNJNRVADL-UHFFFAOYSA-N 0.000 claims 1
- ICYNYFOEYPDPGR-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[(3,4-dibromophenyl)sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Br)C(Br)=C1 ICYNYFOEYPDPGR-UHFFFAOYSA-N 0.000 claims 1
- VQQHCIDDLQBCLR-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[(3-cyano-4-fluorophenyl)sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(F)C(C#N)=C1 VQQHCIDDLQBCLR-UHFFFAOYSA-N 0.000 claims 1
- LQFTYXSKAMNDGP-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[(4-chloro-3-nitrophenyl)sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 LQFTYXSKAMNDGP-UHFFFAOYSA-N 0.000 claims 1
- AWFVNSXAAAFIKV-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[(4-chlorophenyl)sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Cl)C=C1 AWFVNSXAAAFIKV-UHFFFAOYSA-N 0.000 claims 1
- OGPBWXWOXJROEK-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=C(C)C2=CC(Cl)=CC=C2S1 OGPBWXWOXJROEK-UHFFFAOYSA-N 0.000 claims 1
- ZPQIWHVSHNEESK-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[[2-nitro-4-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O ZPQIWHVSHNEESK-UHFFFAOYSA-N 0.000 claims 1
- TUKPVDGEUHPHEF-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[[3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=CC(C(F)(F)F)=C1 TUKPVDGEUHPHEF-UHFFFAOYSA-N 0.000 claims 1
- VSBLLWNNBKGGPP-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[[4-(trifluoromethoxy)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(OC(F)(F)F)C=C1 VSBLLWNNBKGGPP-UHFFFAOYSA-N 0.000 claims 1
- BHYNDZKYZZIEKJ-UHFFFAOYSA-N 2-[3-(4-butylanilino)-4-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=CC2=C(N(C)C)C=CC=C12 BHYNDZKYZZIEKJ-UHFFFAOYSA-N 0.000 claims 1
- ZVNBTDRNNCGOTE-UHFFFAOYSA-N 2-[4-(2-dibenzofuran-4-yl-5-ethyl-1,3-thiazol-4-yl)phenoxy]-2-phenylacetic acid Chemical compound CCC=1SC(C=2C=3OC4=CC=CC=C4C=3C=CC=2)=NC=1C(C=C1)=CC=C1OC(C(O)=O)C1=CC=CC=C1 ZVNBTDRNNCGOTE-UHFFFAOYSA-N 0.000 claims 1
- FADIOXKOMMMSBT-UHFFFAOYSA-N 2-[4-(4-butylanilino)-3-[[4-(trifluoromethoxy)benzoyl]amino]phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC(C(=C1)NC(=O)C=2C=CC(OC(F)(F)F)=CC=2)=CC=C1OC(C(O)=O)CC1=CC=CC=C1 FADIOXKOMMMSBT-UHFFFAOYSA-N 0.000 claims 1
- MVKCVNIPYQUPIS-UHFFFAOYSA-N 2-[4-[(4-bromo-3-fluorophenyl)sulfonylamino]-3-(4-butylanilino)phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Br)C(F)=C1 MVKCVNIPYQUPIS-UHFFFAOYSA-N 0.000 claims 1
- RAUAPPNMPXUSTN-UHFFFAOYSA-N 2-[4-[(4-bromobenzoyl)amino]-3-(4-butylanilino)phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NC(=O)C1=CC=C(Br)C=C1 RAUAPPNMPXUSTN-UHFFFAOYSA-N 0.000 claims 1
- IBUJQPRUVATHGG-UHFFFAOYSA-N 2-[4-[(4-bromophenyl)sulfonylamino]-3-(4-butylanilino)phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Br)C=C1 IBUJQPRUVATHGG-UHFFFAOYSA-N 0.000 claims 1
- RIBDMTQRGLGKCN-UHFFFAOYSA-N 2-[4-[2-(1-benzothiophen-3-yl)-5-ethyl-1,3-thiazol-4-yl]phenoxy]-2-phenylacetic acid Chemical compound CCC=1SC(C=2C3=CC=CC=C3SC=2)=NC=1C(C=C1)=CC=C1OC(C(O)=O)C1=CC=CC=C1 RIBDMTQRGLGKCN-UHFFFAOYSA-N 0.000 claims 1
- BOZDLRRRPZGOOH-UHFFFAOYSA-N 2-[4-[2-[(8-chlorodibenzofuran-4-carbonyl)amino]-5-ethyl-1,3-thiazol-4-yl]phenoxy]-2-phenylacetic acid Chemical compound CCC=1SC(NC(=O)C=2C=3OC4=CC=C(Cl)C=C4C=3C=CC=2)=NC=1C(C=C1)=CC=C1OC(C(O)=O)C1=CC=CC=C1 BOZDLRRRPZGOOH-UHFFFAOYSA-N 0.000 claims 1
- VPZJCOLSQFGJSI-UHFFFAOYSA-N 2-[4-[[4-bromo-2-(trifluoromethoxy)phenyl]sulfonylamino]-3-(4-butylanilino)phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Br)C=C1OC(F)(F)F VPZJCOLSQFGJSI-UHFFFAOYSA-N 0.000 claims 1
- IFTWXGIQYIVVTH-UHFFFAOYSA-N 2-[4-[[4-bromo-3-(trifluoromethyl)phenyl]sulfonylamino]-3-(4-butylanilino)phenoxy]-3-phenylpropanoic acid Chemical compound C1=CC(CCCC)=CC=C1NC1=CC(OC(CC=2C=CC=CC=2)C(O)=O)=CC=C1NS(=O)(=O)C1=CC=C(Br)C(C(F)(F)F)=C1 IFTWXGIQYIVVTH-UHFFFAOYSA-N 0.000 claims 1
- ARBIOIDSTKTZCU-UHFFFAOYSA-N 2-[[4-(2-dibenzofuran-4-yl-1,3-thiazol-4-yl)phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C=1C=C(C=2N=C(SC=2)C=2C=3OC4=CC=CC=C4C=3C=CC=2)C=CC=1S(=O)(=O)NC(C(=O)O)CC1=CC=CC=C1 ARBIOIDSTKTZCU-UHFFFAOYSA-N 0.000 claims 1
- LQNOVIJALGPGQL-UHFFFAOYSA-N 2-[[4-(5-bromo-2-dibenzofuran-4-yl-1,3-thiazol-4-yl)phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C=1C=C(C2=C(SC(=N2)C=2C=3OC4=CC=CC=C4C=3C=CC=2)Br)C=CC=1S(=O)(=O)NC(C(=O)O)CC1=CC=CC=C1 LQNOVIJALGPGQL-UHFFFAOYSA-N 0.000 claims 1
- GGYCRRSDISRETG-UHFFFAOYSA-N 2-[[4-[2-(4-chlorophenyl)-5-(6-methoxypyridin-3-yl)-1,3-thiazol-4-yl]phenyl]sulfonyl-ethylamino]-3-phenylpropanoic acid Chemical compound C=1C=C(C2=C(SC(=N2)C=2C=CC(Cl)=CC=2)C=2C=NC(OC)=CC=2)C=CC=1S(=O)(=O)N(CC)C(C(O)=O)CC1=CC=CC=C1 GGYCRRSDISRETG-UHFFFAOYSA-N 0.000 claims 1
- IOIZTKLTECDAEB-UHFFFAOYSA-N 2-[[4-[2-[(2-cyclopentylacetyl)amino]-5-(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=C(C=2C=CC(=CC=2)S(=O)(=O)N(C)C(CC=2C=CC=CC=2)C(O)=O)N=C(NC(=O)CC2CCCC2)S1 IOIZTKLTECDAEB-UHFFFAOYSA-N 0.000 claims 1
- GLQZAIDSYMCFEE-UHFFFAOYSA-N 2-[[4-[2-[(4-chlorobenzoyl)amino]-5-(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=C(C=2C=CC(=CC=2)S(=O)(=O)N(C)C(CC=2C=CC=CC=2)C(O)=O)N=C(NC(=O)C=2C=CC(Cl)=CC=2)S1 GLQZAIDSYMCFEE-UHFFFAOYSA-N 0.000 claims 1
- OQUCEYKGCGOSPI-UHFFFAOYSA-N 2-[[4-[5-(4-chlorophenyl)-2-(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonyl-ethylamino]-3-phenylpropanoic acid Chemical compound C=1C=C(C2=C(SC(=N2)C=2C=CC(CC)=CC=2)C=2C=CC(Cl)=CC=2)C=CC=1S(=O)(=O)N(CC)C(C(O)=O)CC1=CC=CC=C1 OQUCEYKGCGOSPI-UHFFFAOYSA-N 0.000 claims 1
- IMDNFMFXZZXLPE-UHFFFAOYSA-N 2-[[4-[5-(4-chlorophenyl)-2-(4-ethylphenyl)-1,3-thiazol-4-yl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(CC)=CC=C1C1=NC(C=2C=CC(=CC=2)S(=O)(=O)NC(CC=2C=CC=CC=2)C(O)=O)=C(C=2C=CC(Cl)=CC=2)S1 IMDNFMFXZZXLPE-UHFFFAOYSA-N 0.000 claims 1
- DOIXMIJCTQQCEV-UHFFFAOYSA-N 2-[[4-[[4-(2-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(C)=CC=C1C1=C(C=2C(=CC=CC=2)Cl)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)NC(CC=2C=CC=CC=2)C(O)=O)S1 DOIXMIJCTQQCEV-UHFFFAOYSA-N 0.000 claims 1
- QFMTUHKHFHYKON-UHFFFAOYSA-N 2-[[4-[[4-(3-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C1=CC(C)=CC=C1C1=C(C=2C=C(Cl)C=CC=2)N=C(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)NC(CC=2C=CC=CC=2)C(O)=O)S1 QFMTUHKHFHYKON-UHFFFAOYSA-N 0.000 claims 1
- PHKOZEPYKCZGPL-UHFFFAOYSA-N 2-[[4-[[4-(4-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]amino]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C=1C=C(NC=2SC(=C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(C)=CC=2)C=CC=1S(=O)(=O)N(C)C(C(O)=O)CC1=CC=CC=C1 PHKOZEPYKCZGPL-UHFFFAOYSA-N 0.000 claims 1
- BYJQHIMUPSGRRO-UHFFFAOYSA-N 2-[[4-[[4-(4-chlorophenyl)-5-(4-methylphenyl)-1,3-thiazol-2-yl]carbamoyl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C=1C=C(C(=O)NC=2SC(=C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(C)=CC=2)C=CC=1S(=O)(=O)N(C)C(C(O)=O)CC1=CC=CC=C1 BYJQHIMUPSGRRO-UHFFFAOYSA-N 0.000 claims 1
- JBFMBGQPNREJIQ-UHFFFAOYSA-N 2-benzyl-4-[3-[(3,4-dichlorophenyl)sulfonyl-[(4-phenylphenyl)methyl]amino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC(C=C1)=CC=C1C1=CC=CC=C1 JBFMBGQPNREJIQ-UHFFFAOYSA-N 0.000 claims 1
- MDVAMKOEJJVUAY-UHFFFAOYSA-N 2-benzyl-4-[3-[(3,4-dichlorophenyl)sulfonyl-[(4-propan-2-ylphenyl)methyl]amino]phenyl]-4-oxobutanoic acid Chemical compound C1=CC(C(C)C)=CC=C1CN(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)C1=CC=CC(C(=O)CC(CC=2C=CC=CC=2)C(O)=O)=C1 MDVAMKOEJJVUAY-UHFFFAOYSA-N 0.000 claims 1
- XJTMJEXPAKBYGX-UHFFFAOYSA-N 2-benzyl-4-[3-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-(3,4-dichlorophenyl)sulfonylamino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC1=CC=C(Cl)C(C(F)(F)F)=C1 XJTMJEXPAKBYGX-UHFFFAOYSA-N 0.000 claims 1
- BEWQJYBUCBCAEC-UHFFFAOYSA-N 2-benzyl-4-[3-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-[4-(dimethylamino)-3-(trifluoromethyl)phenyl]sulfonylamino]phenyl]-4-oxobutanoic acid Chemical compound C1=C(C(F)(F)F)C(N(C)C)=CC=C1S(=O)(=O)N(C=1C=C(C=CC=1)C(=O)CC(CC=1C=CC=CC=1)C(O)=O)CC1=CC=C(Cl)C(C(F)(F)F)=C1 BEWQJYBUCBCAEC-UHFFFAOYSA-N 0.000 claims 1
- GOLWZHKBZLKQBC-UHFFFAOYSA-N 2-benzyl-4-[3-[[4-methoxy-3-(trifluoromethyl)phenyl]sulfonyl-(naphthalen-2-ylmethyl)amino]phenyl]-4-oxobutanoic acid Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1S(=O)(=O)N(C=1C=C(C=CC=1)C(=O)CC(CC=1C=CC=CC=1)C(O)=O)CC1=CC=C(C=CC=C2)C2=C1 GOLWZHKBZLKQBC-UHFFFAOYSA-N 0.000 claims 1
- JUZLAAWEYZUMLO-UHFFFAOYSA-N 2-benzyl-4-[3-[naphthalen-2-ylmethyl(naphthalen-2-ylsulfonyl)amino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC(N(CC=2C=C3C=CC=CC3=CC=2)S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)=CC=1C(=O)CC(C(=O)O)CC1=CC=CC=C1 JUZLAAWEYZUMLO-UHFFFAOYSA-N 0.000 claims 1
- SAGNDKKMVFWVKJ-UHFFFAOYSA-N 2-benzyl-4-[3-[naphthalen-2-ylmethyl-[4-(trifluoromethoxy)phenyl]sulfonylamino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1N(CC=1C=C2C=CC=CC2=CC=1)S(=O)(=O)C1=CC=C(OC(F)(F)F)C=C1 SAGNDKKMVFWVKJ-UHFFFAOYSA-N 0.000 claims 1
- DMJQBPNURGLAKH-UHFFFAOYSA-N 2-benzyl-4-[3-[naphthalen-2-ylsulfonyl-[(4-phenylphenyl)methyl]amino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C2C=CC=CC2=CC=1)CC(C=C1)=CC=C1C1=CC=CC=C1 DMJQBPNURGLAKH-UHFFFAOYSA-N 0.000 claims 1
- SZVBYJHIZLSMGJ-UHFFFAOYSA-N 2-benzyl-4-[4-[(3,4-dichlorophenyl)sulfonyl-[[4-(trifluoromethoxy)phenyl]methyl]amino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=C1)=CC=C1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC1=CC=C(OC(F)(F)F)C=C1 SZVBYJHIZLSMGJ-UHFFFAOYSA-N 0.000 claims 1
- OWGRBVJTVKYCOU-UHFFFAOYSA-N 2-benzyl-4-[4-[[2-nitro-4-(trifluoromethyl)phenyl]sulfonylamino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O OWGRBVJTVKYCOU-UHFFFAOYSA-N 0.000 claims 1
- ZRJQMASSRAEXNJ-UHFFFAOYSA-N 2-benzyl-4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-(3,4-dichlorophenyl)sulfonylamino]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=C1)=CC=C1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC1=CC=C(Cl)C(C(F)(F)F)=C1 ZRJQMASSRAEXNJ-UHFFFAOYSA-N 0.000 claims 1
- QDNHSNOWFZAGPR-UHFFFAOYSA-N 2-benzyl-4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-(3-fluoro-4-methoxyphenyl)sulfonylamino]phenyl]-4-oxobutanoic acid Chemical compound C1=C(F)C(OC)=CC=C1S(=O)(=O)N(C=1C=CC(=CC=1)C(=O)CC(CC=1C=CC=CC=1)C(O)=O)CC1=CC=C(Cl)C(C(F)(F)F)=C1 QDNHSNOWFZAGPR-UHFFFAOYSA-N 0.000 claims 1
- YOQJZLYEHNZJCL-UHFFFAOYSA-N 2-benzyl-4-[4-[[4-methoxy-3-(trifluoromethyl)phenyl]sulfonyl-(naphthalen-1-ylmethyl)amino]phenyl]-4-oxobutanoic acid Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1S(=O)(=O)N(C=1C=CC(=CC=1)C(=O)CC(CC=1C=CC=CC=1)C(O)=O)CC1=CC=CC2=CC=CC=C12 YOQJZLYEHNZJCL-UHFFFAOYSA-N 0.000 claims 1
- JCPPTWAYIFGDOE-UHFFFAOYSA-N 2-benzyl-4-oxo-4-[3-[(4-phenylphenyl)methyl-[4-(trifluoromethoxy)phenyl]sulfonylamino]phenyl]butanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=CC(OC(F)(F)F)=CC=1)CC(C=C1)=CC=C1C1=CC=CC=C1 JCPPTWAYIFGDOE-UHFFFAOYSA-N 0.000 claims 1
- ALEGRFYALJSNDV-UHFFFAOYSA-N 2-benzyl-4-oxo-4-[3-[[4-(trifluoromethoxy)phenyl]sulfonylamino]phenyl]butanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1NS(=O)(=O)C1=CC=C(OC(F)(F)F)C=C1 ALEGRFYALJSNDV-UHFFFAOYSA-N 0.000 claims 1
- XZFKCUPYEGVDOG-UHFFFAOYSA-N 2-benzyl-4-oxo-4-[4-[(4-phenylphenyl)methyl-[4-(trifluoromethoxy)phenyl]sulfonylamino]phenyl]butanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=C1)=CC=C1N(S(=O)(=O)C=1C=CC(OC(F)(F)F)=CC=1)CC(C=C1)=CC=C1C1=CC=CC=C1 XZFKCUPYEGVDOG-UHFFFAOYSA-N 0.000 claims 1
- IXAYUHQSVQMJBR-UHFFFAOYSA-N 2-benzyl-4-oxo-4-[4-[[4-(trifluoromethoxy)phenyl]sulfonylamino]phenyl]butanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(OC(F)(F)F)C=C1 IXAYUHQSVQMJBR-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- XWPMVHQMDVXBDB-UHFFFAOYSA-N 4-(4-dibenzofuran-4-ylphenyl)-4-oxo-2-[[3-(trifluoromethyl)phenyl]methyl]butanoic acid Chemical compound C=1C=C(C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=CC=1C(=O)CC(C(=O)O)CC1=CC=CC(C(F)(F)F)=C1 XWPMVHQMDVXBDB-UHFFFAOYSA-N 0.000 claims 1
- CQIVFZIDUIVKRL-UHFFFAOYSA-N 4-[3-[anthracen-2-ylsulfonyl(naphthalen-2-ylmethyl)amino]phenyl]-2-benzyl-4-oxobutanoic acid Chemical compound C=1C=CC(N(CC=2C=C3C=CC=CC3=CC=2)S(=O)(=O)C=2C=C3C=C4C=CC=CC4=CC3=CC=2)=CC=1C(=O)CC(C(=O)O)CC1=CC=CC=C1 CQIVFZIDUIVKRL-UHFFFAOYSA-N 0.000 claims 1
- QKIAFNMHJZONJQ-UHFFFAOYSA-N 4-[4-[(4-chlorophenyl)methyl-[4-(trifluoromethoxy)phenyl]sulfonylamino]phenyl]-4-oxo-2-(pyridin-3-ylmethyl)butanoic acid Chemical compound C=1C=CN=CC=1CC(C(=O)O)CC(=O)C(C=C1)=CC=C1N(S(=O)(=O)C=1C=CC(OC(F)(F)F)=CC=1)CC1=CC=C(Cl)C=C1 QKIAFNMHJZONJQ-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 1
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 claims 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- PSAUZUMDZSIOAR-HKBQPEDESA-N benzyl (2s)-2-[4-[(5-nitrofuran-2-yl)methyl-[3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]-3-phenylpropanoate Chemical compound O1C([N+](=O)[O-])=CC=C1CN(S(=O)(=O)C=1C=C(C=CC=1)C(F)(F)F)C(C=C1)=CC=C1O[C@H](C(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 PSAUZUMDZSIOAR-HKBQPEDESA-N 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 1
- PEMIDKHZQZRGIR-UMSFTDKQSA-N methyl (2s)-3-phenyl-2-[4-[(4-phenylphenyl)methyl-[3-(trifluoromethyl)phenyl]sulfonylamino]phenoxy]propanoate Chemical compound C([C@@H](C(=O)OC)OC=1C=CC(=CC=1)N(CC=1C=CC(=CC=1)C=1C=CC=CC=1)S(=O)(=O)C=1C=C(C=CC=1)C(F)(F)F)C1=CC=CC=C1 PEMIDKHZQZRGIR-UMSFTDKQSA-N 0.000 claims 1
- HPQSNQBJPHSEKF-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[(3,4-dichlorophenyl)methyl-(3,4-dichlorophenyl)sulfonylamino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC1=CC=C(Cl)C(Cl)=C1 HPQSNQBJPHSEKF-UHFFFAOYSA-N 0.000 claims 1
- ZUKVSYREOLHYLF-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[(3,4-dichlorophenyl)sulfonyl-(naphthalen-2-ylmethyl)amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(CC=1C=C2C=CC=CC2=CC=1)S(=O)(=O)C1=CC=C(Cl)C(Cl)=C1 ZUKVSYREOLHYLF-UHFFFAOYSA-N 0.000 claims 1
- WJIRYSAERINXCW-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[(3,4-dichlorophenyl)sulfonyl-[(4-phenylphenyl)methyl]amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC(C=C1)=CC=C1C1=CC=CC=C1 WJIRYSAERINXCW-UHFFFAOYSA-N 0.000 claims 1
- CITITEOLNUMHNK-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[(3,4-difluorophenyl)sulfonyl-(naphthalen-2-ylmethyl)amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(CC=1C=C2C=CC=CC2=CC=1)S(=O)(=O)C1=CC=C(F)C(F)=C1 CITITEOLNUMHNK-UHFFFAOYSA-N 0.000 claims 1
- ISQXXEMTFPDFQG-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[[4-(dimethylamino)-3-(trifluoromethyl)phenyl]sulfonyl-(naphthalen-2-ylmethyl)amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(CC=1C=C2C=CC=CC2=CC=1)S(=O)(=O)C1=CC=C(N(C)C)C(C(F)(F)F)=C1 ISQXXEMTFPDFQG-UHFFFAOYSA-N 0.000 claims 1
- TZNDVYZEMAURJV-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[[4-(dimethylamino)-3-fluorophenyl]sulfonyl-(naphthalen-2-ylmethyl)amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(CC=1C=C2C=CC=CC2=CC=1)S(=O)(=O)C1=CC=C(N(C)C)C(F)=C1 TZNDVYZEMAURJV-UHFFFAOYSA-N 0.000 claims 1
- PEJZCXALXBAFHO-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-(3,4-dichlorophenyl)sulfonylamino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC1=CC=C(Cl)C(C(F)(F)F)=C1 PEJZCXALXBAFHO-UHFFFAOYSA-N 0.000 claims 1
- AJYJJYCOGBYMDF-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-(3,4-difluorophenyl)sulfonylamino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(F)C(F)=CC=1)CC1=CC=C(Cl)C(C(F)(F)F)=C1 AJYJJYCOGBYMDF-UHFFFAOYSA-N 0.000 claims 1
- GJZRYOFRLHZQAF-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-[4-(dimethylamino)-3-(trifluoromethyl)phenyl]sulfonylamino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(C(N(C)C)=CC=1)C(F)(F)F)CC1=CC=C(Cl)C(C(F)(F)F)=C1 GJZRYOFRLHZQAF-UHFFFAOYSA-N 0.000 claims 1
- KZJUIDUODBHOLR-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[[4-chloro-3-(trifluoromethyl)phenyl]methyl-naphthalen-2-ylsulfonylamino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C2C=CC=CC2=CC=1)CC1=CC=C(Cl)C(C(F)(F)F)=C1 KZJUIDUODBHOLR-UHFFFAOYSA-N 0.000 claims 1
- NHYWCIUPMJNCLY-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[naphthalen-2-ylmethyl(naphthalen-2-ylsulfonyl)amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC(N(CC=2C=C3C=CC=CC3=CC=2)S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)=CC=1C(=O)CC(C(=O)OC)CC1=CC=CC=C1 NHYWCIUPMJNCLY-UHFFFAOYSA-N 0.000 claims 1
- PYGOZWJGCVMKRL-UHFFFAOYSA-N methyl 2-benzyl-4-[3-[naphthalen-2-ylsulfonyl-[(4-phenylphenyl)methyl]amino]phenyl]-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C2C=CC=CC2=CC=1)CC(C=C1)=CC=C1C1=CC=CC=C1 PYGOZWJGCVMKRL-UHFFFAOYSA-N 0.000 claims 1
- WQKZHVLFLQRBKC-UHFFFAOYSA-N methyl 4-[3-[(4-benzoylphenyl)methyl-(3,4-dichlorophenyl)sulfonylamino]phenyl]-2-benzyl-4-oxobutanoate Chemical compound C=1C=CC=CC=1CC(C(=O)OC)CC(=O)C(C=1)=CC=CC=1N(S(=O)(=O)C=1C=C(Cl)C(Cl)=CC=1)CC(C=C1)=CC=C1C(=O)C1=CC=CC=C1 WQKZHVLFLQRBKC-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46310203P | 2003-04-14 | 2003-04-14 | |
| PCT/US2004/011650 WO2004092146A2 (en) | 2003-04-14 | 2004-04-14 | N- (((((1,3-thiazol-2-yl) amino) carbonyl) phenyl) sulfonyl) phenylalanine derivatives and related compounds for the treatment of diabetes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006524248A JP2006524248A (ja) | 2006-10-26 |
| JP2006524248A5 true JP2006524248A5 (https=) | 2007-06-14 |
Family
ID=33300037
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006510073A Pending JP2006524248A (ja) | 2003-04-14 | 2004-04-14 | 糖尿病の治療用のｎ−（（（（（１，３−チアゾール−２−イル）アミノ）カルボニル）フェニル）スルホニル）フェニルアラニン誘導体及び関連化合物 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20040248937A1 (https=) |
| EP (1) | EP1633354B1 (https=) |
| JP (1) | JP2006524248A (https=) |
| KR (1) | KR20050121732A (https=) |
| CN (1) | CN1794989A (https=) |
| AT (1) | ATE384526T1 (https=) |
| AU (1) | AU2004231106A1 (https=) |
| BR (1) | BRPI0409447A (https=) |
| CA (1) | CA2522080A1 (https=) |
| DE (1) | DE602004011511T2 (https=) |
| EA (1) | EA200501607A1 (https=) |
| MX (1) | MXPA05010937A (https=) |
| NO (1) | NO20054769L (https=) |
| WO (1) | WO2004092146A2 (https=) |
| ZA (1) | ZA200509123B (https=) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7572922B2 (en) | 2003-01-27 | 2009-08-11 | Merck & Co., Inc. | Substituted pyrazoles, compositions containing such compounds and methods of use |
| CN1812977A (zh) | 2003-04-30 | 2006-08-02 | 药物研发有限责任公司 | 取代羧酸 |
| CA2551611C (en) * | 2003-12-26 | 2013-06-25 | Kyowa Kirin Co., Ltd. | Thiazole derivatives for treating or preventing parkinson's disease |
| DE602005006806D1 (de) * | 2004-06-04 | 2008-06-26 | Merck & Co Inc | Pyrazolderivate, zusammensetzungen, die solche verbindungen enthalten, und anwendungsverfahren |
| US7625938B2 (en) | 2004-07-22 | 2009-12-01 | Merck & Co., Inc. | Substituted pyrazoles, compositions containing such compounds and methods of use |
| TW200630327A (en) * | 2004-10-28 | 2006-09-01 | Inst For Pharm Discovery Inc | Substituted phenylalkanoic acids |
| JP2009502923A (ja) | 2005-07-26 | 2009-01-29 | メルク エンド カムパニー インコーポレーテッド | 置換ピラゾールを合成するための方法 |
| DE102006013957A1 (de) * | 2006-03-27 | 2007-10-04 | Bayer Healthcare Aktiengesellschaft | Substituierte N-Benzyl-N-phenylbenzolsulfonamide |
| UA103319C2 (en) | 2008-05-06 | 2013-10-10 | Глаксосмитклайн Ллк | Thiazole- and oxazole-benzene sulfonamide compounds |
| GB0815782D0 (en) | 2008-08-29 | 2008-10-08 | Xention Ltd | Novel potassium channel blockers |
| GB0815781D0 (en) * | 2008-08-29 | 2008-10-08 | Xention Ltd | Novel potassium channel blockers |
| GB0815784D0 (en) * | 2008-08-29 | 2008-10-08 | Xention Ltd | Novel potassium channel blockers |
| WO2010047982A1 (en) | 2008-10-22 | 2010-04-29 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| JP5557845B2 (ja) | 2008-10-31 | 2014-07-23 | メルク・シャープ・アンド・ドーム・コーポレーション | 糖尿病用剤として有用な新規環状ベンゾイミダゾール誘導体 |
| US8895596B2 (en) | 2010-02-25 | 2014-11-25 | Merck Sharp & Dohme Corp | Cyclic benzimidazole derivatives useful as anti-diabetic agents |
| MX2013006768A (es) | 2010-12-23 | 2013-07-22 | Pfizer | Moduladores de receptor de glucagon. |
| WO2012100734A1 (en) * | 2011-01-24 | 2012-08-02 | Glaxo Group Limited | Compounds useful as retinoid-related orphan receptor gamma modulators |
| HRP20161177T1 (hr) | 2011-02-08 | 2016-11-04 | Pfizer Inc. | Modulator glukagonskog receptora |
| BR112013021236B1 (pt) | 2011-02-25 | 2021-05-25 | Merck Sharp & Dohme Corp | composto derivado de benzimidazol, e, composição |
| AU2012288493B2 (en) | 2011-07-22 | 2015-08-06 | Pfizer Inc. | Quinolinyl glucagon receptor modulators |
| US9527875B2 (en) | 2012-08-02 | 2016-12-27 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| JP2016501203A (ja) | 2012-11-20 | 2016-01-18 | バーテックス ファーマシューティカルズ インコーポレイテッドＶｅｒｔｅｘ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｉｎｃｏｒｐｏｒａｔｅｄ | インドールアミン２，３−ジオキシゲナーゼの阻害剤として有用な化合物 |
| RU2015140066A (ru) | 2013-02-22 | 2017-03-30 | Мерк Шарп И Доум Корп. | Противодиабетические бициклические соединения |
| WO2014134391A1 (en) | 2013-02-28 | 2014-09-04 | Bristol-Myers Squibb Company | Phenylpyrazole derivatives as potent rock1 and rock2 inhibitors |
| AR094929A1 (es) | 2013-02-28 | 2015-09-09 | Bristol Myers Squibb Co | Derivados de fenilpirazol como inhibidores potentes de rock1 y rock2 |
| WO2014139388A1 (en) | 2013-03-14 | 2014-09-18 | Merck Sharp & Dohme Corp. | Novel indole derivatives useful as anti-diabetic agents |
| WO2015051496A1 (en) | 2013-10-08 | 2015-04-16 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| US20170114049A1 (en) | 2014-04-03 | 2017-04-27 | Bayer Pharma Aktiengesellschaft | 2,5-disubstituted cyclopentane carboxylic acids for the treatment of respiratory tract diseases |
| US20170119776A1 (en) | 2014-04-03 | 2017-05-04 | Bayer Pharma Aktiengesellschaft | Chiral 2,5-disubstituted cyclopentanecarboxylic acid derivatives and use thereof |
| EP3126339A1 (de) | 2014-04-03 | 2017-02-08 | Bayer Pharma Aktiengesellschaft | 2,5-disubstituierte cyclopentancarbonsäuren und ihre verwendung |
| CA3012133A1 (en) | 2016-02-09 | 2017-08-17 | Inventisbio Inc. | Inhibitor of indoleamine-2,3-dioxygenase (ido) |
| CN106632076B (zh) * | 2016-09-20 | 2019-04-30 | 中国药科大学 | 4,6-二苯基嘧啶类化合物、其制备方法和医药用途 |
| US11072602B2 (en) | 2016-12-06 | 2021-07-27 | Merck Sharp & Dohme Corp. | Antidiabetic heterocyclic compounds |
| WO2018118670A1 (en) | 2016-12-20 | 2018-06-28 | Merck Sharp & Dohme Corp. | Antidiabetic spirochroman compounds |
| KR102606541B1 (ko) * | 2021-04-23 | 2023-11-29 | 가천대학교 산학협력단 | 바이페닐설폰아마이드 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 글루카곤 수용체 활성 관련 질환의 예방 또는 치료용 약학적 조성물 |
| CN115337301A (zh) * | 2022-07-22 | 2022-11-15 | 汕头大学医学院第一附属医院 | Anle138b在制备改善饮食诱导胰岛素抵抗药物中的应用 |
| CN117105870B (zh) * | 2023-08-07 | 2026-01-06 | 中江县人民医院 | 一种磺胺嘧啶衍生物及其制备方法 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100413859C (zh) * | 1996-01-23 | 2008-08-27 | 盐野义制药株式会社 | 磺化的氨基酸衍生物及含有它的金属蛋白酶抑制剂 |
| SK285353B6 (sk) * | 1996-04-12 | 2006-11-03 | G. D. Searle & Co. | Substituované benzénsulfónamidy ako proliečivá COX-2 inhibítorov, farmaceutická kompozícia a spôsobich prípravy a použitia |
| US6677364B2 (en) * | 1998-04-20 | 2004-01-13 | G.D. Searle & Co. | Substituted sulfonylphenylheterocycles as cyclooxygenase-2 and 5-lipoxygenase inhibitors |
| PT939627E (pt) * | 1996-07-19 | 2004-02-27 | Tularik Inc | Pentafluorobenzenossulfonamidas e analogos |
| PE20000127A1 (es) * | 1997-12-22 | 2000-03-14 | Novartis Ag | Derivado de bencenosulfonamida |
| EP1077960A1 (en) * | 1998-05-12 | 2001-02-28 | American Home Products Corporation | (2-acylaminothiazole-4-yl)acetic acid derivatives |
| WO2000050391A1 (en) * | 1999-02-26 | 2000-08-31 | Merck & Co., Inc. | Novel sulfonamide compounds and uses thereof |
| JP2003509429A (ja) * | 1999-09-10 | 2003-03-11 | ノボ ノルディスク アクティーゼルスカブ | タンパク質チロシンホスファターゼ（ｐｔｐアーゼ）のモジュレーター |
| CA2369076A1 (en) * | 2000-02-05 | 2001-08-09 | Vertex Pharmaceuticals Incorporated | Pyrazole compositions useful as inhibitors of erk |
| AU2001248765A1 (en) * | 2000-04-21 | 2001-11-12 | Shionogi And Co., Ltd. | Oxadiazole derivatives having therapeutic or preventive efficacies against glomerular disorders |
| WO2001083461A1 (en) * | 2000-04-28 | 2001-11-08 | Shionogi & Co., Ltd. | Thiazole and oxazole derivatives |
| EP1288199A4 (en) * | 2000-04-28 | 2005-10-12 | Shionogi & Co | INHIBITORS OF MMP-12 |
| WO2002008188A1 (en) * | 2000-07-25 | 2002-01-31 | Merck & Co., Inc. | N-substituted indoles useful in the treatment of diabetes |
| US6472545B2 (en) * | 2000-08-29 | 2002-10-29 | Abbott Laboratories | Protein tyrosine phosphatase inhibitors |
| EP1331224A4 (en) * | 2000-09-29 | 2004-03-17 | Shionogi & Co | THIAZOLE AND OXAZOLE DERIVATIVES |
| JP2002114768A (ja) * | 2000-10-11 | 2002-04-16 | Japan Tobacco Inc | ２−（２，５−ジハロゲン−３，４−ジヒドロキシフェニル）アゾール化合物及びそれを含有してなる医薬組成物 |
| ATE455785T1 (de) * | 2000-11-02 | 2010-02-15 | Ajinomoto Kk | Neue pyrazolderivate und diese enthaltende mittel gegen diabetes |
| AU2002251978B2 (en) * | 2001-02-09 | 2007-07-19 | Merck & Co., Inc. | 2-aryloxy-2-arylalkanoic acids for diabetes and lipid disorders |
| DE10150172A1 (de) * | 2001-10-11 | 2003-04-30 | Morphochem Ag | Neue Verbindungen, die Protein Tyrosin Phosphatase 1B (PTP-1B) inhibieren |
| EP1438044A1 (en) * | 2001-10-19 | 2004-07-21 | Transtech Pharma, Inc. | Bis-heteroaryl alkanes as therapeutic agents |
| WO2003035610A1 (en) * | 2001-10-26 | 2003-05-01 | Shionogi & Co., Ltd. | Sulfonamide derivative having mmp inhibitory activity |
| AU2002356981A1 (en) * | 2001-11-19 | 2003-06-10 | Iconix Pharmaceuticals, Inc. | Modulators of rho c activity |
| WO2003048140A1 (en) * | 2001-12-03 | 2003-06-12 | Japan Tobacco Inc. | Azole compound and medicinal use thereof |
| JP4434744B2 (ja) * | 2002-01-30 | 2010-03-17 | アムジェン インコーポレイテッド | アリールスルホンアミドベンジル化合物 |
| US7297715B2 (en) * | 2002-07-30 | 2007-11-20 | Merck & Co., Inc. | PPAR alpha selective compounds for the treatment of dyslipidemia and other lipid disorders |
| WO2004020408A1 (en) * | 2002-08-29 | 2004-03-11 | Merck & Co., Inc. | Indoles having anti-diabetic activity |
-
2004
- 2004-04-14 BR BRPI0409447-6A patent/BRPI0409447A/pt not_active IP Right Cessation
- 2004-04-14 CA CA002522080A patent/CA2522080A1/en not_active Abandoned
- 2004-04-14 DE DE602004011511T patent/DE602004011511T2/de not_active Expired - Fee Related
- 2004-04-14 US US10/824,057 patent/US20040248937A1/en not_active Abandoned
- 2004-04-14 AT AT04750170T patent/ATE384526T1/de not_active IP Right Cessation
- 2004-04-14 EA EA200501607A patent/EA200501607A1/ru unknown
- 2004-04-14 WO PCT/US2004/011650 patent/WO2004092146A2/en not_active Ceased
- 2004-04-14 JP JP2006510073A patent/JP2006524248A/ja active Pending
- 2004-04-14 MX MXPA05010937A patent/MXPA05010937A/es unknown
- 2004-04-14 AU AU2004231106A patent/AU2004231106A1/en not_active Abandoned
- 2004-04-14 KR KR1020057019661A patent/KR20050121732A/ko not_active Withdrawn
- 2004-04-14 CN CNA2004800145768A patent/CN1794989A/zh active Pending
- 2004-04-14 EP EP04750170A patent/EP1633354B1/en not_active Expired - Lifetime
-
2005
- 2005-10-17 NO NO20054769A patent/NO20054769L/no not_active Application Discontinuation
- 2005-11-11 ZA ZA200509123A patent/ZA200509123B/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2006524248A5 (https=) | ||
| RU2006129297A (ru) | Производные n-(1,5-дифенил-1н-пиразол-3-ил)сульфонамида со сродством к рецепторам cb1 | |
| ES2522291T3 (es) | Agente activador para el receptor activado por el proliferador de peroxisomas | |
| JP2004534035A5 (https=) | ||
| RU2454415C9 (ru) | Производное индола | |
| RU2455288C2 (ru) | Соединения и композиции 5-(4-(галогеналкокси)фенил)пиримидин-2-амина в качестве ингибиторов киназ | |
| JP2005533004A5 (https=) | ||
| AR048306A1 (es) | Derivados de acidos carboxilicos aromaticos con capacidad moduladora de los niveles de insulina, composiciones farmaceuticas que los contienen y su uso en el tratamiento de trastornos metabolicos que responden a la regulacion de gpr40 | |
| JP2008500284A5 (https=) | ||
| JP2008502700A5 (https=) | ||
| RU2004130280A (ru) | Замещенные индазолы, обладающие притовораковой активностью | |
| JP2006524248A (ja) | 糖尿病の治療用のｎ−（（（（（１，３−チアゾール−２−イル）アミノ）カルボニル）フェニル）スルホニル）フェニルアラニン誘導体及び関連化合物 | |
| JP2006077019A5 (https=) | ||
| JP2016512193A5 (https=) | ||
| JP2010526025A5 (https=) | ||
| RU2015101210A (ru) | Производные тиофена, используемые для лечения сахарного диабета | |
| JP2014502979A5 (https=) | ||
| JP2019507179A5 (https=) | ||
| JP2007533752A5 (https=) | ||
| RU2005121897A (ru) | Производные аминоиндазолов и их применение в качестве ингибиторов киназ | |
| JP2009528354A5 (https=) | ||
| JP2006525329A5 (https=) | ||
| JP2005511746A5 (https=) | ||
| JP2004523490A5 (https=) | ||
| JP2007511485A5 (https=) |