JP2004506722A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2004506722A5 JP2004506722A5 JP2002521433A JP2002521433A JP2004506722A5 JP 2004506722 A5 JP2004506722 A5 JP 2004506722A5 JP 2002521433 A JP2002521433 A JP 2002521433A JP 2002521433 A JP2002521433 A JP 2002521433A JP 2004506722 A5 JP2004506722 A5 JP 2004506722A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- phenyl
- ethoxy
- oxazol
- propionic acid
- 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.)
- Withdrawn
Links
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 16
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 14
- 125000003118 aryl group Chemical group 0.000 description 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 12
- 125000000753 cycloalkyl group Chemical group 0.000 description 12
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 9
- -1 1,2,3,4-tetrahydronaphthyl Chemical group 0.000 description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
- 125000001475 halogen functional group Chemical group 0.000 description 8
- 125000001072 heteroaryl group Chemical group 0.000 description 8
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 125000001624 naphthyl group Chemical group 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- BUTJKZPBLVEJNL-UHFFFAOYSA-N 2-(3,4-dimethylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C)C(C)=C1 BUTJKZPBLVEJNL-UHFFFAOYSA-N 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- 125000004438 haloalkoxy group Chemical group 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000012453 solvate Substances 0.000 description 2
- OWGYDBJOWZBKDM-PGUFJCEWSA-N (2r)-2-methyl-2-(4-methylphenoxy)-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound O([C@](C)(CC1=CC=C(C=C1)OCCC=1N=C(OC=1C)C=1C=C(C=CC=1)C=1C=CC=CC=1)C(O)=O)C1=CC=C(C)C=C1 OWGYDBJOWZBKDM-PGUFJCEWSA-N 0.000 description 1
- BMQHLQSJYWHFHJ-PGUFJCEWSA-N (2r)-2-methyl-2-(4-methylphenoxy)-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound O([C@](C)(CC1=CC=C(C=C1)OCCC=1N=C(OC=1C)C=1C=CC(=CC=1)C=1C=CC=CC=1)C(O)=O)C1=CC=C(C)C=C1 BMQHLQSJYWHFHJ-PGUFJCEWSA-N 0.000 description 1
- MTFUYHMASMLYGY-MGBGTMOVSA-N (2r)-2-methyl-2-(4-methylphenoxy)-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound O([C@](C)(CC1=CC=C(C=C1)OCCC=1N=C(OC=1C)C=1C=CC(=CC=1)C=1SC=CC=1)C(O)=O)C1=CC=C(C)C=C1 MTFUYHMASMLYGY-MGBGTMOVSA-N 0.000 description 1
- IYSUFUOZVISENV-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-yloxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound N=1C(CCOC=2C=CC(CC(C)(OC=3C=C4OCOC4=CC=3)C(O)=O)=CC=2)=C(C)OC=1C(C=1)=CC=CC=1C1=CC=CC=C1 IYSUFUOZVISENV-UHFFFAOYSA-N 0.000 description 1
- SWADNQWYDSAALT-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-yloxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound N=1C(CCOC=2C=CC(CC(C)(OC=3C=C4OCOC4=CC=3)C(O)=O)=CC=2)=C(C)OC=1C(C=1)=CC=CC=1C1=CC=CS1 SWADNQWYDSAALT-UHFFFAOYSA-N 0.000 description 1
- WYBYEEFGPCCUJQ-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-yloxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound N=1C(CCOC=2C=CC(CC(C)(OC=3C=C4OCOC4=CC=3)C(O)=O)=CC=2)=C(C)OC=1C(C=C1)=CC=C1C1=CC=CC=C1 WYBYEEFGPCCUJQ-UHFFFAOYSA-N 0.000 description 1
- QRYBMPWFECZDOK-UHFFFAOYSA-N 2-(2-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1F QRYBMPWFECZDOK-UHFFFAOYSA-N 0.000 description 1
- CZFLATZIUAZOQD-UHFFFAOYSA-N 2-(3,4-difluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(F)C(F)=C1 CZFLATZIUAZOQD-UHFFFAOYSA-N 0.000 description 1
- HUYITJFINCZYLA-UHFFFAOYSA-N 2-(3,4-difluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(F)C(F)=C1 HUYITJFINCZYLA-UHFFFAOYSA-N 0.000 description 1
- BRTCMAARHAQWKO-UHFFFAOYSA-N 2-(3,4-difluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(F)C(F)=C1 BRTCMAARHAQWKO-UHFFFAOYSA-N 0.000 description 1
- XCMWTYWPVHKIAX-UHFFFAOYSA-N 2-(3,4-dimethylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C)C(C)=C1 XCMWTYWPVHKIAX-UHFFFAOYSA-N 0.000 description 1
- AZNAZJIOOIFBAI-UHFFFAOYSA-N 2-(3-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(F)=C1 AZNAZJIOOIFBAI-UHFFFAOYSA-N 0.000 description 1
- OGZVZINWQSIAGE-UHFFFAOYSA-N 2-(3-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(F)=C1 OGZVZINWQSIAGE-UHFFFAOYSA-N 0.000 description 1
- FWHLXGIACRDWAA-UHFFFAOYSA-N 2-(3-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(F)=C1 FWHLXGIACRDWAA-UHFFFAOYSA-N 0.000 description 1
- HVBYJDCQVVOJCA-UHFFFAOYSA-N 2-(3-methoxyphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound COC1=CC=CC(OC(C)(CC=2C=CC(OCCC3=C(OC(=N3)C=3C=C(C=CC=3)C=3C=CC=CC=3)C)=CC=2)C(O)=O)=C1 HVBYJDCQVVOJCA-UHFFFAOYSA-N 0.000 description 1
- OSCFHDZVHVHBFJ-UHFFFAOYSA-N 2-(3-methoxyphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound COC1=CC=CC(OC(C)(CC=2C=CC(OCCC3=C(OC(=N3)C=3C=CC(=CC=3)C=3C=CC=CC=3)C)=CC=2)C(O)=O)=C1 OSCFHDZVHVHBFJ-UHFFFAOYSA-N 0.000 description 1
- AGXLJFIKDPNOSP-UHFFFAOYSA-N 2-(3-tert-butylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(C(C)(C)C)=C1 AGXLJFIKDPNOSP-UHFFFAOYSA-N 0.000 description 1
- XRHXQUISMYJHRH-UHFFFAOYSA-N 2-(3-tert-butylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(C(C)(C)C)=C1 XRHXQUISMYJHRH-UHFFFAOYSA-N 0.000 description 1
- UNBMYBLYWTUOST-UHFFFAOYSA-N 2-(4-chlorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(Cl)C=C1 UNBMYBLYWTUOST-UHFFFAOYSA-N 0.000 description 1
- ZIPDTULWNLDTGL-UHFFFAOYSA-N 2-(4-chlorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(Cl)C=C1 ZIPDTULWNLDTGL-UHFFFAOYSA-N 0.000 description 1
- IWPWLTHKDQSYRC-UHFFFAOYSA-N 2-(4-chlorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(Cl)C=C1 IWPWLTHKDQSYRC-UHFFFAOYSA-N 0.000 description 1
- LTPUWBBEPNBCSK-UHFFFAOYSA-N 2-(4-cyclohexylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC(C=C1)=CC=C1C1CCCCC1 LTPUWBBEPNBCSK-UHFFFAOYSA-N 0.000 description 1
- MROJJKRXUSSSTL-UHFFFAOYSA-N 2-(4-cyclohexylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC(C=C1)=CC=C1C1CCCCC1 MROJJKRXUSSSTL-UHFFFAOYSA-N 0.000 description 1
- SLFXWPXDNFZHBG-UHFFFAOYSA-N 2-(4-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(F)C=C1 SLFXWPXDNFZHBG-UHFFFAOYSA-N 0.000 description 1
- BOZAAQICFMIWTE-UHFFFAOYSA-N 2-(4-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(F)C=C1 BOZAAQICFMIWTE-UHFFFAOYSA-N 0.000 description 1
- HAKDKTDSJACAOA-UHFFFAOYSA-N 2-(4-fluorophenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(F)C=C1 HAKDKTDSJACAOA-UHFFFAOYSA-N 0.000 description 1
- KKJOYXBGTOKKBA-UHFFFAOYSA-N 2-(4-tert-butylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C(C)(C)C)C=C1 KKJOYXBGTOKKBA-UHFFFAOYSA-N 0.000 description 1
- XBODSIUAAXUZHG-UHFFFAOYSA-N 2-(4-tert-butylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(3-thiophen-3-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C2=CSC=C2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C(C)(C)C)C=C1 XBODSIUAAXUZHG-UHFFFAOYSA-N 0.000 description 1
- VTWJKQYXKKKFOF-UHFFFAOYSA-N 2-(4-tert-butylphenoxy)-2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C(C)(C)C)C=C1 VTWJKQYXKKKFOF-UHFFFAOYSA-N 0.000 description 1
- WGXNKBOJGSHXSX-UHFFFAOYSA-N 2-[[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]methyl]-2-phenoxybutanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(CC)CC(C=C1)=CC=C1OCCC(=C(O1)C)N=C1C(C=1)=CC=CC=1C1=CC=CC=C1 WGXNKBOJGSHXSX-UHFFFAOYSA-N 0.000 description 1
- UBIXGNKRQAIXQL-UHFFFAOYSA-N 2-[[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]methyl]-2-phenoxyhexanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(CCCC)CC(C=C1)=CC=C1OCCC(=C(O1)C)N=C1C(C=1)=CC=CC=1C1=CC=CC=C1 UBIXGNKRQAIXQL-UHFFFAOYSA-N 0.000 description 1
- DFDQRLJVQNNCQG-UHFFFAOYSA-N 2-[[4-[2-[5-methyl-2-(3-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]methyl]-2-phenoxybutanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(CC)CC(C=C1)=CC=C1OCCC(=C(O1)C)N=C1C(C=1)=CC=CC=1C1=CC=CS1 DFDQRLJVQNNCQG-UHFFFAOYSA-N 0.000 description 1
- CBIGYLQUUACDNX-UHFFFAOYSA-N 2-[[4-[2-[5-methyl-2-(3-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]methyl]-2-phenoxyhexanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(CCCC)CC(C=C1)=CC=C1OCCC(=C(O1)C)N=C1C(C=1)=CC=CC=1C1=CC=CS1 CBIGYLQUUACDNX-UHFFFAOYSA-N 0.000 description 1
- FRVNFDUZXBYFTE-UHFFFAOYSA-N 2-[[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]methyl]-2-phenoxybutanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(CC)CC(C=C1)=CC=C1OCCC(=C(O1)C)N=C1C(C=C1)=CC=C1C1=CC=CC=C1 FRVNFDUZXBYFTE-UHFFFAOYSA-N 0.000 description 1
- XEBAZFCWDSVERF-UHFFFAOYSA-N 2-[[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]methyl]-2-phenoxyhexanoic acid Chemical compound C=1C=CC=CC=1OC(C(O)=O)(CCCC)CC(C=C1)=CC=C1OCCC(=C(O1)C)N=C1C(C=C1)=CC=C1C1=CC=CC=C1 XEBAZFCWDSVERF-UHFFFAOYSA-N 0.000 description 1
- AKMKLBMKLLQGBK-UHFFFAOYSA-N 2-methyl-2-(3-methylphenoxy)-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(C)=C1 AKMKLBMKLLQGBK-UHFFFAOYSA-N 0.000 description 1
- NTPWLXYSCVDGHT-UHFFFAOYSA-N 2-methyl-2-(3-methylphenoxy)-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(C)=C1 NTPWLXYSCVDGHT-UHFFFAOYSA-N 0.000 description 1
- LAQQWWJAYLBUGN-UHFFFAOYSA-N 2-methyl-2-(3-methylphenoxy)-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(C)=C1 LAQQWWJAYLBUGN-UHFFFAOYSA-N 0.000 description 1
- UMUZXAUEVJEFEJ-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]-3-propylphenyl]-2-phenoxypropanoic acid Chemical compound C=1C=C(OCCC2=C(OC(=N2)C=2C=C(C=CC=2)C=2C=CC=CC=2)C)C(CCC)=CC=1CC(C)(C(O)=O)OC1=CC=CC=C1 UMUZXAUEVJEFEJ-UHFFFAOYSA-N 0.000 description 1
- MCQPNYOFBNCZCN-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]naphthalen-1-yl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C1=CC=CC=C11)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 MCQPNYOFBNCZCN-UHFFFAOYSA-N 0.000 description 1
- FHUMZVOUCPWGBH-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-[4-(trifluoromethoxy)phenoxy]propanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(OC(F)(F)F)C=C1 FHUMZVOUCPWGBH-UHFFFAOYSA-N 0.000 description 1
- QUFDAJDYOPXGGD-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 QUFDAJDYOPXGGD-UHFFFAOYSA-N 0.000 description 1
- JKUYHUMOGXWLCU-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(3-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 JKUYHUMOGXWLCU-UHFFFAOYSA-N 0.000 description 1
- RIXXENNLVMJOJD-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(3-thiophen-3-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C2=CSC=C2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 RIXXENNLVMJOJD-UHFFFAOYSA-N 0.000 description 1
- GBOYHTOPFLOCHU-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]naphthalen-1-yl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C1=CC=CC=C11)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 GBOYHTOPFLOCHU-UHFFFAOYSA-N 0.000 description 1
- WGZHWUKBNXYGQV-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-[4-(trifluoromethoxy)phenoxy]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(OC(F)(F)F)C=C1 WGZHWUKBNXYGQV-UHFFFAOYSA-N 0.000 description 1
- HUSDBDKZYDLQTE-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-[4-(trifluoromethyl)phenoxy]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C(F)(F)F)C=C1 HUSDBDKZYDLQTE-UHFFFAOYSA-N 0.000 description 1
- BWQAEQBADOVIBT-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 BWQAEQBADOVIBT-UHFFFAOYSA-N 0.000 description 1
- FBVJKDCUAUJHRQ-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]-3-propylphenyl]-2-phenoxypropanoic acid Chemical compound C=1C=C(OCCC2=C(OC(=N2)C=2C=CC(=CC=2)C=2SC=CC=2)C)C(CCC)=CC=1CC(C)(C(O)=O)OC1=CC=CC=C1 FBVJKDCUAUJHRQ-UHFFFAOYSA-N 0.000 description 1
- KHRYKWRQHQIPEU-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]naphthalen-1-yl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C1=CC=CC=C11)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 KHRYKWRQHQIPEU-UHFFFAOYSA-N 0.000 description 1
- OSOCRAKEOIFNIR-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-[3-(trifluoromethyl)phenoxy]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC(C(F)(F)F)=C1 OSOCRAKEOIFNIR-UHFFFAOYSA-N 0.000 description 1
- ARIJJRAOPWDBMS-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-[4-(trifluoromethoxy)phenoxy]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(OC(F)(F)F)C=C1 ARIJJRAOPWDBMS-UHFFFAOYSA-N 0.000 description 1
- UYHJZSKFRUDZLC-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-[4-(trifluoromethyl)phenoxy]propanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=C(C(F)(F)F)C=C1 UYHJZSKFRUDZLC-UHFFFAOYSA-N 0.000 description 1
- HFRGYXNORQFOJZ-UHFFFAOYSA-N 2-methyl-3-[4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=CC(=CC=2)C=2SC=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 HFRGYXNORQFOJZ-UHFFFAOYSA-N 0.000 description 1
- QYQNLKZSJZBWEQ-UHFFFAOYSA-N 3-[3-methoxy-4-[2-[5-methyl-2-(3-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-methyl-2-phenoxypropanoic acid Chemical compound C=1C=C(OCCC2=C(OC(=N2)C=2C=C(C=CC=2)C=2C=CC=CC=2)C)C(OC)=CC=1CC(C)(C(O)=O)OC1=CC=CC=C1 QYQNLKZSJZBWEQ-UHFFFAOYSA-N 0.000 description 1
- ZYVNJLAJWFFCBV-UHFFFAOYSA-N 3-[3-methoxy-4-[2-[5-methyl-2-(4-phenylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-methyl-2-phenoxypropanoic acid Chemical compound C=1C=C(OCCC2=C(OC(=N2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C)C(OC)=CC=1CC(C)(C(O)=O)OC1=CC=CC=C1 ZYVNJLAJWFFCBV-UHFFFAOYSA-N 0.000 description 1
- LSGXPXMAVLVZQK-UHFFFAOYSA-N 3-[3-methoxy-4-[2-[5-methyl-2-(4-thiophen-2-ylphenyl)-1,3-oxazol-4-yl]ethoxy]phenyl]-2-methyl-2-phenoxypropanoic acid Chemical compound C=1C=C(OCCC2=C(OC(=N2)C=2C=CC(=CC=2)C=2SC=CC=2)C)C(OC)=CC=1CC(C)(C(O)=O)OC1=CC=CC=C1 LSGXPXMAVLVZQK-UHFFFAOYSA-N 0.000 description 1
- OUDVQFHXCHLCBP-UHFFFAOYSA-N 3-[4-[2-[2-[3-(4-fluorophenyl)phenyl]-5-methyl-1,3-oxazol-4-yl]ethoxy]phenyl]-2-methyl-2-phenoxypropanoic acid Chemical compound CC=1OC(C=2C=C(C=CC=2)C=2C=CC(F)=CC=2)=NC=1CCOC(C=C1)=CC=C1CC(C)(C(O)=O)OC1=CC=CC=C1 OUDVQFHXCHLCBP-UHFFFAOYSA-N 0.000 description 1
- 0 C*c(c(*)c(*)c(*)c1*)c1OC(*)(Cc(c(*)c1*)c(*)c(*)c1O*(C)C*(C)c1c(*)[o]c(-c(c(*)c2*)c(*)c(*)c2N)n1)C(*)=O Chemical compound C*c(c(*)c(*)c(*)c1*)c1OC(*)(Cc(c(*)c1*)c(*)c(*)c1O*(C)C*(C)c1c(*)[o]c(-c(c(*)c2*)c(*)c(*)c2N)n1)C(*)=O 0.000 description 1
- HWFYMUXPMKXPQV-UHFFFAOYSA-N CC(C(O)=O)C(C=C1)=CC=C1OCCC1=C(C)OC(C(C=C2)=CC=C2C2=CC=CS2)=N1 Chemical compound CC(C(O)=O)C(C=C1)=CC=C1OCCC1=C(C)OC(C(C=C2)=CC=C2C2=CC=CS2)=N1 HWFYMUXPMKXPQV-UHFFFAOYSA-N 0.000 description 1
- ROEXYNAIBIIVEY-UHFFFAOYSA-N CC(C(O)=O)C(C=C1)=CC=C1OCCC1=C(C)OC(C2=CC(C3=CC=CS3)=CC=C2)=N1 Chemical compound CC(C(O)=O)C(C=C1)=CC=C1OCCC1=C(C)OC(C2=CC(C3=CC=CS3)=CC=C2)=N1 ROEXYNAIBIIVEY-UHFFFAOYSA-N 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22745600P | 2000-08-23 | 2000-08-23 | |
| PCT/US2001/022617 WO2002016332A1 (en) | 2000-08-23 | 2001-08-23 | Oxazolyl-arylpropionic acid derivatives and their use as ppar agonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004506722A JP2004506722A (ja) | 2004-03-04 |
| JP2004506722A5 true JP2004506722A5 (enExample) | 2008-10-09 |
Family
ID=22853183
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002521433A Withdrawn JP2004506722A (ja) | 2000-08-23 | 2001-08-23 | ペルオキシソーム増殖因子活性化受容体の調節方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7176224B2 (enExample) |
| EP (1) | EP1313717B1 (enExample) |
| JP (1) | JP2004506722A (enExample) |
| AT (1) | ATE375985T1 (enExample) |
| AU (1) | AU2001284660A1 (enExample) |
| CA (1) | CA2418134A1 (enExample) |
| DE (1) | DE60131001T2 (enExample) |
| ES (1) | ES2295200T3 (enExample) |
| MX (1) | MXPA03001610A (enExample) |
| WO (1) | WO2002016332A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2418104A1 (en) * | 2000-08-23 | 2002-02-28 | Eli Lilly And Company | Oxazolyl-arylpropionic acid derivatives and their use as ppar agonists |
| DE60129712T2 (de) | 2000-08-23 | 2008-07-03 | Eli Lilly And Co., Indianapolis | Oxazolylaryloxyessigsäure derivate und ihre verwendung als ppar agonisten |
| NZ529351A (en) * | 2001-06-07 | 2006-01-27 | Lilly Co Eli | Modulators of peroxisome proliferator activated receptors |
| EA200400011A1 (ru) | 2001-06-07 | 2004-06-24 | Эли Лилли Энд Компани | Модуляторы рецепторов, активируемых пролифераторами пероксисом (prar) |
| JP4276074B2 (ja) * | 2001-10-12 | 2009-06-10 | 日本ケミファ株式会社 | ペルオキシソーム増殖剤応答性受容体δの活性化剤 |
| US20050080115A1 (en) * | 2002-10-28 | 2005-04-14 | Lone Jeppesen | Novel compounds, their preparation and use |
| ES2295692T3 (es) * | 2002-11-08 | 2008-04-16 | F. Hoffmann-La Roche Ag | Nuevos derivados de 4-alcoxioxazol sustituido como agonistas de ppar. |
| US7192970B2 (en) * | 2002-11-26 | 2007-03-20 | Chipscreen Biosciences, Ltd. | Noncyclic 1,3-dicarbonyl compounds as dual PPAR agonists with potent antihyperglycemic and antihyperlipidemic activity |
| CA2512883A1 (en) | 2003-02-14 | 2004-09-02 | Eli Lilly And Company | Sulfonamide derivatives as ppar modulators |
| DE102004060227B3 (de) | 2004-12-15 | 2006-07-20 | Sanofi-Aventis Deutschland Gmbh | Verfahren zur Herstellung von Oxazolen durch Kondensation von aromatischen Aldehyden mit α-Ketoximen zu N-Oxiden und nachfolgende Reaktion mit aktivierten Säurederivaten |
| EP1911738A4 (en) * | 2005-07-29 | 2009-12-16 | Takeda Pharmaceutical | COMPOUND OF PHENOXYALKANOIC ACID |
| JP5546542B2 (ja) | 2009-08-05 | 2014-07-09 | 第一三共株式会社 | アミド誘導体 |
| NZ610145A (en) * | 2010-10-14 | 2015-02-27 | Daiichi Sankyo Co Ltd | Acylbenzene derivative having a hypoglycemic action and/or a β cell- or pancreas-protecting action |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5089514A (en) * | 1990-06-14 | 1992-02-18 | Pfizer Inc. | 3-coxazolyl [phenyl, chromanyl or benzofuranyl]-2-hydroxypropionic acid derivatives and analogs as hypoglycemic agents |
| US5232945A (en) * | 1992-07-20 | 1993-08-03 | Pfizer Inc. | 3-aryl-2-hydroxypropionic acid derivatives and analogs as antihypertensives |
| US5902726A (en) * | 1994-12-23 | 1999-05-11 | Glaxo Wellcome Inc. | Activators of the nuclear orphan receptor peroxisome proliferator-activated receptor gamma |
| DE69723680T9 (de) | 1996-02-02 | 2004-11-04 | Merck & Co., Inc. | Antidiabetische mittel |
| GB9604242D0 (en) | 1996-02-28 | 1996-05-01 | Glaxo Wellcome Inc | Chemical compounds |
| IL128600A0 (en) | 1996-08-19 | 2000-01-31 | Japan Tobacco Inc | Propionic acid derivatives and pharmaceutical compositions containing them |
| JP4345230B2 (ja) * | 1998-03-10 | 2009-10-14 | 小野薬品工業株式会社 | カルボン酸誘導体およびその誘導体を有効成分として含有する薬剤 |
| DK1206457T3 (da) | 1999-08-27 | 2004-02-16 | Lilly Co Eli | Biaryl-oxa(thia)zolderivater og deres anvendelse som modulatorer PPAP'ER |
| JP4316787B2 (ja) | 2000-01-11 | 2009-08-19 | 壽製薬株式会社 | エーテル又はアミド誘導体、その製法並びにそれを含有する糖尿病治療剤、 |
| CA2418104A1 (en) | 2000-08-23 | 2002-02-28 | Eli Lilly And Company | Oxazolyl-arylpropionic acid derivatives and their use as ppar agonists |
| DE60129712T2 (de) | 2000-08-23 | 2008-07-03 | Eli Lilly And Co., Indianapolis | Oxazolylaryloxyessigsäure derivate und ihre verwendung als ppar agonisten |
-
2001
- 2001-08-23 ES ES01963734T patent/ES2295200T3/es not_active Expired - Lifetime
- 2001-08-23 AU AU2001284660A patent/AU2001284660A1/en not_active Abandoned
- 2001-08-23 AT AT01963734T patent/ATE375985T1/de not_active IP Right Cessation
- 2001-08-23 DE DE60131001T patent/DE60131001T2/de not_active Expired - Lifetime
- 2001-08-23 WO PCT/US2001/022617 patent/WO2002016332A1/en not_active Ceased
- 2001-08-23 US US10/343,187 patent/US7176224B2/en not_active Expired - Fee Related
- 2001-08-23 MX MXPA03001610A patent/MXPA03001610A/es active IP Right Grant
- 2001-08-23 CA CA002418134A patent/CA2418134A1/en not_active Abandoned
- 2001-08-23 EP EP01963734A patent/EP1313717B1/en not_active Expired - Lifetime
- 2001-08-23 JP JP2002521433A patent/JP2004506722A/ja not_active Withdrawn
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2009519965A5 (enExample) | ||
| JP2004534824A5 (enExample) | ||
| JP2013519680A5 (enExample) | ||
| JP2004529174A5 (enExample) | ||
| JP2007511485A5 (enExample) | ||
| JP2004506721A5 (enExample) | ||
| JP2004534035A5 (enExample) | ||
| JP2021511360A5 (enExample) | ||
| HRP20160450T1 (hr) | Novi inhibitori reduktaze s-nitrozoglutationa | |
| US20140039009A1 (en) | Compounds for inflammation and immune-related uses | |
| JP2005528348A5 (enExample) | ||
| JP2019517455A5 (enExample) | ||
| JP2014510132A5 (enExample) | ||
| JP2007520471A5 (enExample) | ||
| JP2007505916A5 (enExample) | ||
| JP2010513397A5 (enExample) | ||
| JP2009520769A5 (enExample) | ||
| CA2565813A1 (en) | Substituted methyl aryl or heteroaryl amide compounds | |
| JP2008507532A5 (enExample) | ||
| JP2005539088A5 (enExample) | ||
| JP2003528918A5 (enExample) | ||
| JP2008526866A5 (enExample) | ||
| JP2005526081A5 (ja) | 代謝型グルタメート受容体−５の二アリール置換テトラゾールモジュレータ | |
| JP2007523181A5 (enExample) | ||
| JP2009540009A5 (enExample) |