JP2006525329A5 - - Google Patents
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- JP2006525329A5 JP2006525329A5 JP2006509981A JP2006509981A JP2006525329A5 JP 2006525329 A5 JP2006525329 A5 JP 2006525329A5 JP 2006509981 A JP2006509981 A JP 2006509981A JP 2006509981 A JP2006509981 A JP 2006509981A JP 2006525329 A5 JP2006525329 A5 JP 2006525329A5
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- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- biphenyl
- benzyl
- benzofuran
- 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
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- -1 R 21 Chemical compound 0.000 claims 36
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 31
- 229910052736 halogen Inorganic materials 0.000 claims 27
- 150000002367 halogens Chemical class 0.000 claims 27
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 24
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 150000001875 compounds Chemical class 0.000 claims 15
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 claims 12
- 125000004438 haloalkoxy group Chemical group 0.000 claims 10
- 125000001188 haloalkyl group Chemical group 0.000 claims 10
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 9
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 7
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 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 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
- 239000000126 substance Substances 0.000 claims 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 3
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims 3
- 125000001041 indolyl group Chemical group 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- BCAPAVNRPJLWBU-UHFFFAOYSA-N 2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonylamino]butanoic acid Chemical compound C1=CC(S(=O)(=O)NC(CC)C(O)=O)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 BCAPAVNRPJLWBU-UHFFFAOYSA-N 0.000 claims 2
- WAKZELVPMHJKIX-UHFFFAOYSA-N 2-benzyl-4-[2-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C1=CC=CC=C1C(C=C1)=CC=C1C(C1=CC=CC=C1O1)=C1CC1=CC=CC=C1 WAKZELVPMHJKIX-UHFFFAOYSA-N 0.000 claims 2
- VCOJXFLHAWTRFN-UHFFFAOYSA-N 2-benzyl-4-[3-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]-4-oxobutanoic acid Chemical compound C=1C=CC=CC=1CC(C(=O)O)CC(=O)C(C=1)=CC=CC=1C(C=C1)=CC=C1C(C1=CC=CC=C1O1)=C1CC1=CC=CC=C1 VCOJXFLHAWTRFN-UHFFFAOYSA-N 0.000 claims 2
- MPXRREHOMCUVNZ-UHFFFAOYSA-N 2-benzyl-4-[4-(4-indol-1-ylphenyl)phenyl]-4-oxobutanoic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)N2C3=CC=CC=C3C=C2)C=CC=1C(=O)CC(C(=O)O)CC1=CC=CC=C1 MPXRREHOMCUVNZ-UHFFFAOYSA-N 0.000 claims 2
- WLXCNKISKIXXST-UHFFFAOYSA-N 2-benzyl-4-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2,6-dimethylphenyl]-4-oxobutanoic acid Chemical compound CC1=CC(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)=CC(C)=C1C(=O)CC(C(O)=O)CC1=CC=CC=C1 WLXCNKISKIXXST-UHFFFAOYSA-N 0.000 claims 2
- FOUKSPNWVQXNSE-UHFFFAOYSA-N 4-[4-(4-dibenzofuran-4-ylphenyl)phenyl]-4-oxo-2-[[3-(trifluoromethyl)phenyl]methyl]butanoic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)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 FOUKSPNWVQXNSE-UHFFFAOYSA-N 0.000 claims 2
- JZUWBNLKHMQGNS-UHFFFAOYSA-N 4-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]-2-[(4-methylsulfonylphenyl)methyl]-4-oxobutanoic acid Chemical compound C1=CC(S(=O)(=O)C)=CC=C1CC(C(O)=O)CC(=O)C1=CC=C(C=2C=CC(=CC=2)C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 JZUWBNLKHMQGNS-UHFFFAOYSA-N 0.000 claims 2
- QNYLAIBEHNOPPA-UHFFFAOYSA-N 4-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]-2-[2-(1,3-dioxoisoindol-2-yl)ethyl]-4-oxobutanoic acid Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCC(C(=O)O)CC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1C(C1=CC=CC=C1O1)=C1CC1=CC=CC=C1 QNYLAIBEHNOPPA-UHFFFAOYSA-N 0.000 claims 2
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims 2
- 235000004279 alanine Nutrition 0.000 claims 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 2
- 125000005605 benzo group Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 claims 2
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 claims 2
- UTCSSFWDNNEEBH-UHFFFAOYSA-N imidazo[1,2-a]pyridine Chemical compound C1=CC=CC2=NC=CN21 UTCSSFWDNNEEBH-UHFFFAOYSA-N 0.000 claims 2
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 229960005190 phenylalanine Drugs 0.000 claims 2
- 125000005545 phthalimidyl group Chemical group 0.000 claims 2
- 125000005400 pyridylcarbonyl group Chemical group N1=C(C=CC=C1)C(=O)* 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- GSJVCQGPHKZZTL-JGCGQSQUSA-N (2R)-2,5-diamino-2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-nitrophenyl]-5-oxopentanoic acid Chemical compound C(C1=CC=CC=C1)C=1OC2=C(C=1C1=CC=C(C=C1)C1=CC(=C(C=C1)[C@](N)(CCC(N)=O)C(=O)O)[N+](=O)[O-])C=CC=C2 GSJVCQGPHKZZTL-JGCGQSQUSA-N 0.000 claims 1
- RVJUPLWFUPACJL-JGCGQSQUSA-N (2r)-2-[4-[4-(1-butylindolizin-2-yl)phenyl]phenoxy]-3-phenylpropanoic acid Chemical compound C([C@@H](OC1=CC=C(C=C1)C1=CC=C(C=C1)C=1C(=C2C=CC=CN2C=1)CCCC)C(O)=O)C1=CC=CC=C1 RVJUPLWFUPACJL-JGCGQSQUSA-N 0.000 claims 1
- ALOFTPNNFBMPOW-MGBGTMOVSA-N (2r)-2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-n-methyl-2-nitroanilino]-3-phenylpropanoic acid Chemical compound C([C@@H](N(C)C=1C(=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)[N+]([O-])=O)C(O)=O)C1=CC=CC=C1 ALOFTPNNFBMPOW-MGBGTMOVSA-N 0.000 claims 1
- QXMNORFCWALUQG-XIFFEERXSA-N (2s)-2-[4-[4-(1-butylindolizin-2-yl)phenyl]phenoxy]-4-phenylbutanoic acid Chemical compound C([C@H](OC1=CC=C(C=C1)C1=CC=C(C=C1)C=1C(=C2C=CC=CN2C=1)CCCC)C(O)=O)CC1=CC=CC=C1 QXMNORFCWALUQG-XIFFEERXSA-N 0.000 claims 1
- LBHTUNQLUBVJPB-KDXMTYKHSA-N (2s)-2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-[(2-phenylacetyl)amino]anilino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NC=1C(=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)NC(=O)CC=1C=CC=CC=1)C1=CC=CC=C1 LBHTUNQLUBVJPB-KDXMTYKHSA-N 0.000 claims 1
- TVGXOXUAFKXOQE-VWLOTQADSA-N (2s)-2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-nitroanilino]-3-hydroxypropanoic acid Chemical compound C1=C([N+]([O-])=O)C(N[C@@H](CO)C(O)=O)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 TVGXOXUAFKXOQE-VWLOTQADSA-N 0.000 claims 1
- VZQPGBMZSRZGNS-HKBQPEDESA-N (2s)-2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-nitroanilino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NC=1C(=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)[N+]([O-])=O)C1=CC=CC=C1 VZQPGBMZSRZGNS-HKBQPEDESA-N 0.000 claims 1
- PLDAFOFKTYIKNJ-MHZLTWQESA-N (2s)-2-[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-nitroanilino]-4-methylsulfanylbutanoic acid Chemical compound C1=C([N+]([O-])=O)C(N[C@@H](CCSC)C(O)=O)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 PLDAFOFKTYIKNJ-MHZLTWQESA-N 0.000 claims 1
- CTHQHLFBRGKYCW-PMERELPUSA-N (2s)-2-[4-[4-(2-benzyl-4-fluoro-1-benzofuran-3-yl)phenyl]-2-nitroanilino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NC=1C(=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=C(F)C=CC=C2OC=1CC=1C=CC=CC=1)[N+]([O-])=O)C1=CC=CC=C1 CTHQHLFBRGKYCW-PMERELPUSA-N 0.000 claims 1
- JIZSLXVSDDGOQR-DHUJRADRSA-N (2s)-2-[4-[4-[(2-benzyl-7-ethoxy-1-benzofuran-4-yl)methyl]phenyl]-2-nitroanilino]-3-phenylpropanoic acid Chemical compound C([C@H](NC1=CC=C(C=C1[N+]([O-])=O)C1=CC=C(C=C1)CC1=CC=C(C=2OC(CC=3C=CC=CC=3)=CC=21)OCC)C(O)=O)C1=CC=CC=C1 JIZSLXVSDDGOQR-DHUJRADRSA-N 0.000 claims 1
- SKVKSLAIKOIQDV-HKBQPEDESA-N (2s)-2-[[4-[4-(1-butylindolizin-2-yl)phenyl]benzoyl]amino]-3-phenylpropanoic acid Chemical compound C([C@H](NC(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)C=1C(=C2C=CC=CN2C=1)CCCC)C(O)=O)C1=CC=CC=C1 SKVKSLAIKOIQDV-HKBQPEDESA-N 0.000 claims 1
- YAMKTWOCIRVYGC-HKBQPEDESA-N (2s)-2-[[4-[4-(1-butylindolizin-2-yl)phenyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@H](NS(=O)(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)C=1C(=C2C=CC=CN2C=1)CCCC)C(O)=O)C1=CC=CC=C1 YAMKTWOCIRVYGC-HKBQPEDESA-N 0.000 claims 1
- JBPANPVYVLBQAD-YTTGMZPUSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-fluorophenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C(=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)F)C(O)=O)C1=CC=CC=C1 JBPANPVYVLBQAD-YTTGMZPUSA-N 0.000 claims 1
- LJPVNLNUYKHZES-HKBQPEDESA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]-2-fluorophenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C(=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)F)C1=CC=CC=C1 LJPVNLNUYKHZES-HKBQPEDESA-N 0.000 claims 1
- YTZDCEHZTQGKTO-YTTGMZPUSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]benzoyl]-methylamino]-3-methylbutanoic acid Chemical compound C1=CC(C(=O)N(C)[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=C(C=2C3=CC=CC=C3OC=2CC=2C=CC=CC=2)C=C1 YTZDCEHZTQGKTO-YTTGMZPUSA-N 0.000 claims 1
- QEYCNFONUGAJSK-XIFFEERXSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]benzoyl]-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)C(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 QEYCNFONUGAJSK-XIFFEERXSA-N 0.000 claims 1
- DBWYMVBSMCVXFS-YTTGMZPUSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]benzoyl]amino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NC(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C1=CC=CC=C1 DBWYMVBSMCVXFS-YTTGMZPUSA-N 0.000 claims 1
- NHIMACVYYZIWJC-UMSFTDKQSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonyl-ethylamino]-3-(4-fluorophenyl)propanoic acid Chemical compound C([C@H](N(CC)S(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C(O)=O)C1=CC=C(F)C=C1 NHIMACVYYZIWJC-UMSFTDKQSA-N 0.000 claims 1
- NNFVGFXSJCCBRK-XIFFEERXSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonyl-methylamino]-3-(3-fluorophenyl)propanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C(O)=O)C1=CC=CC(F)=C1 NNFVGFXSJCCBRK-XIFFEERXSA-N 0.000 claims 1
- ZRECXQDSNGZOPR-XIFFEERXSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonyl-methylamino]-3-(4-fluorophenyl)propanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C(O)=O)C1=CC=C(F)C=C1 ZRECXQDSNGZOPR-XIFFEERXSA-N 0.000 claims 1
- DUJKEHAVYGLFTH-XIFFEERXSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 DUJKEHAVYGLFTH-XIFFEERXSA-N 0.000 claims 1
- ZVKRFSNAJWLMPK-YTTGMZPUSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonylamino]-3-(3-fluorophenyl)propanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C1=CC=CC(F)=C1 ZVKRFSNAJWLMPK-YTTGMZPUSA-N 0.000 claims 1
- MXGLLBXKUZEPRM-YTTGMZPUSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonylamino]-3-(4-fluorophenyl)propanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C1=CC=C(F)C=C1 MXGLLBXKUZEPRM-YTTGMZPUSA-N 0.000 claims 1
- POXAPKDSOPLBBL-YTTGMZPUSA-N (2s)-2-[[4-[4-(2-benzyl-1-benzofuran-3-yl)phenyl]phenyl]sulfonylamino]-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NS(=O)(=O)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C2=CC=CC=C2OC=1CC=1C=CC=CC=1)C1=CC=CC=C1 POXAPKDSOPLBBL-YTTGMZPUSA-N 0.000 claims 1
- NOCKIGVUZLZBOZ-NDEPHWFRSA-N (2s)-2-[[4-[4-(5-methylindol-1-yl)phenyl]benzoyl]amino]-3-phenylpropanoic acid Chemical compound C([C@H](NC(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)N1C2=CC=C(C=C2C=C1)C)C(O)=O)C1=CC=CC=C1 NOCKIGVUZLZBOZ-NDEPHWFRSA-N 0.000 claims 1
- QVQXHODTLOOOCB-YTTGMZPUSA-N (2s)-2-[[4-[4-[(2-butyl-1-benzofuran-3-yl)methyl]phenyl]benzoyl]-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)C(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)CC=1C2=CC=CC=C2OC=1CCCC)C(O)=O)C1=CC=CC=C1 QVQXHODTLOOOCB-YTTGMZPUSA-N 0.000 claims 1
- JYDNEWUUQHTPMP-YTTGMZPUSA-N (2s)-2-[[4-[4-[(2-butyl-1-benzofuran-3-yl)methyl]phenyl]phenyl]sulfonyl-methylamino]-3-phenylpropanoic acid Chemical compound C([C@H](N(C)S(=O)(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)CC=1C2=CC=CC=C2OC=1CCCC)C(O)=O)C1=CC=CC=C1 JYDNEWUUQHTPMP-YTTGMZPUSA-N 0.000 claims 1
- LIKQUXALWNYQST-UHFFFAOYSA-N 2-[2-chloro-4-(4-dibenzofuran-4-ylphenyl)phenoxy]-2-phenylacetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=C(Cl)C=1OC(C(=O)O)C1=CC=CC=C1 LIKQUXALWNYQST-UHFFFAOYSA-N 0.000 claims 1
- LHKBJCSEDWDFQU-UHFFFAOYSA-N 2-[3-chloro-4-(4-dibenzofuran-4-ylphenyl)phenoxy]-2-phenylacetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C(Cl)=CC=1OC(C(=O)O)C1=CC=CC=C1 LHKBJCSEDWDFQU-UHFFFAOYSA-N 0.000 claims 1
- UHAOLYKGVURGHY-UHFFFAOYSA-N 2-[4-(1-benzylindol-6-yl)phenoxy]-2-phenylacetic acid Chemical compound C=1C=CC=CC=1C(C(=O)O)OC(C=C1)=CC=C1C(C=C12)=CC=C1C=CN2CC1=CC=CC=C1 UHAOLYKGVURGHY-UHFFFAOYSA-N 0.000 claims 1
- XNIYTDCYFRYSBN-UHFFFAOYSA-N 2-[4-(4-dibenzofuran-4-ylphenyl)-2-fluorophenoxy]-2-phenylacetic acid Chemical compound C=1C=C(C=2C=CC(=CC=2)C=2C3=C(C4=CC=CC=C4O3)C=CC=2)C=C(F)C=1OC(C(=O)O)C1=CC=CC=C1 XNIYTDCYFRYSBN-UHFFFAOYSA-N 0.000 claims 1
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| RU2016122882A (ru) | 2013-11-12 | 2017-12-19 | Вертекс Фармасьютикалз Инкорпорейтед | Способ получения фармацевтических композиций для лечения опосредованных cftr заболеваний |
| US20170119776A1 (en) | 2014-04-03 | 2017-05-04 | Bayer Pharma Aktiengesellschaft | Chiral 2,5-disubstituted cyclopentanecarboxylic acid derivatives and use thereof |
| WO2015150363A1 (de) | 2014-04-03 | 2015-10-08 | Bayer Pharma Aktiengesellschaft | 2,5-disubstituierte cyclopentancarbonsäuren und ihre verwendung |
| US20170114049A1 (en) | 2014-04-03 | 2017-04-27 | Bayer Pharma Aktiengesellschaft | 2,5-disubstituted cyclopentane carboxylic acids for the treatment of respiratory tract diseases |
| MX381732B (es) | 2014-11-18 | 2025-03-13 | Vertex Pharma | Proceso para efectuar la prueba de alto rendimiento de la cromatografia liquida de alta resolucion. |
| KR102147712B1 (ko) * | 2015-01-20 | 2020-08-25 | 시노라 게엠베하 | 유기 분자, 특히 광전자 구성성분에 사용하기 위한 유기 분자 |
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-
2004
- 2004-04-14 US US10/823,842 patent/US7358364B2/en not_active Expired - Fee Related
- 2004-04-14 CN CNA2004800184160A patent/CN1812977A/zh active Pending
- 2004-04-14 MX MXPA05011524A patent/MXPA05011524A/es not_active Application Discontinuation
- 2004-04-14 JP JP2006509981A patent/JP2006525329A/ja active Pending
- 2004-04-14 CA CA002523714A patent/CA2523714A1/en not_active Abandoned
- 2004-04-14 EA EA200501710A patent/EA200501710A1/ru unknown
- 2004-04-14 BR BRPI0409914-1A patent/BRPI0409914A/pt not_active IP Right Cessation
- 2004-04-14 AU AU2004236173A patent/AU2004236173B2/en not_active Ceased
- 2004-04-14 EP EP04760538A patent/EP1620420A2/en not_active Withdrawn
- 2004-04-14 KR KR1020057020613A patent/KR20060006953A/ko not_active Withdrawn
- 2004-04-14 WO PCT/US2004/011371 patent/WO2004099168A2/en not_active Ceased
-
2005
- 2005-10-25 NO NO20054957A patent/NO20054957L/no not_active Application Discontinuation
- 2005-11-29 ZA ZA200509631A patent/ZA200509631B/en unknown
-
2008
- 2008-04-15 US US12/103,082 patent/US20090082392A1/en not_active Abandoned
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