JP2007522178A5 - - Google Patents
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- JP2007522178A5 JP2007522178A5 JP2006552575A JP2006552575A JP2007522178A5 JP 2007522178 A5 JP2007522178 A5 JP 2007522178A5 JP 2006552575 A JP2006552575 A JP 2006552575A JP 2006552575 A JP2006552575 A JP 2006552575A JP 2007522178 A5 JP2007522178 A5 JP 2007522178A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- oxy
- benzothien
- acetic acid
- trifluoromethyl
- 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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- 150000001875 compounds Chemical class 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 239000011780 sodium chloride Substances 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 206010012601 Diabetes mellitus Diseases 0.000 claims 2
- 102100003647 PPARA Human genes 0.000 claims 2
- 101700031509 PPARA Proteins 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- -1 (methyloxy) ethylpropyloxy Chemical group 0.000 claims 1
- WHXIFNNKMPBSRB-UHFFFAOYSA-N 2-[2-(trifluoromethyl)-4-[3-[6-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]phenoxy]acetic acid Chemical compound C=1C2=CC=C(C(F)(F)F)C=C2SC=1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C(F)(F)F)=C1 WHXIFNNKMPBSRB-UHFFFAOYSA-N 0.000 claims 1
- VQASCLSPACGZQA-UHFFFAOYSA-N 2-[2-(trifluoromethyl)-4-[3-[6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(C(F)(F)F)C(OCC(=O)O)=CC=C1SCCCC1=CC2=CC=C(C(F)(F)F)C=C2S1 VQASCLSPACGZQA-UHFFFAOYSA-N 0.000 claims 1
- YRZCISGCWQPMOS-UHFFFAOYSA-N 2-[2-[3-(3,6-dimethyl-1-benzofuran-2-yl)heptylsulfanyl]-4-methyl-1,3-thiazol-5-yl]acetic acid Chemical compound O1C2=CC(C)=CC=C2C(C)=C1C(CCCC)CCSC1=NC(C)=C(CC(O)=O)S1 YRZCISGCWQPMOS-UHFFFAOYSA-N 0.000 claims 1
- VGXJHTHNYSRSHN-UHFFFAOYSA-N 2-[2-[3-(6-methoxy-3-methyl-1-benzothiophen-2-yl)heptylsulfanyl]-1,3-thiazol-4-yl]acetic acid Chemical compound S1C2=CC(OC)=CC=C2C(C)=C1C(CCCC)CCSC1=NC(CC(O)=O)=CS1 VGXJHTHNYSRSHN-UHFFFAOYSA-N 0.000 claims 1
- FXJJDFJCUSKROR-UHFFFAOYSA-N 2-[2-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]-1,3-thiazol-4-yl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCSC1=NC(CC(O)=O)=CS1 FXJJDFJCUSKROR-UHFFFAOYSA-N 0.000 claims 1
- VOWULFOXILZTAV-UHFFFAOYSA-N 2-[2-[5-methoxy-3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]pentyl]sulfanyl-4-methyl-1,3-thiazol-5-yl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCOC)CCSC1=NC(C)=C(CC(O)=O)S1 VOWULFOXILZTAV-UHFFFAOYSA-N 0.000 claims 1
- AUSOXBAQFBKANU-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[3-ethyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(CC)=C1CCCSC1=CC=C(OCC(O)=O)C(CC)=C1 AUSOXBAQFBKANU-UHFFFAOYSA-N 0.000 claims 1
- NUBYEMQTGIPNOH-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[3-methyl-5-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(CC)=CC(SCCCC2=C(C3=CC(=CC=C3S2)C(F)(F)F)C)=C1 NUBYEMQTGIPNOH-UHFFFAOYSA-N 0.000 claims 1
- OJVUVIXYAHGQPV-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(CC)=C1 OJVUVIXYAHGQPV-UHFFFAOYSA-N 0.000 claims 1
- YYGXSXXJQJNXKQ-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]hexoxy]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCC)CCOC1=CC=C(OCC(O)=O)C(CC)=C1 YYGXSXXJQJNXKQ-UHFFFAOYSA-N 0.000 claims 1
- DZNZTCUSFBLLSQ-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(CC)=CC(SCCCC2=C(C3=CC=C(C=C3S2)C(F)(F)F)C)=C1 DZNZTCUSFBLLSQ-UHFFFAOYSA-N 0.000 claims 1
- DFJCXQJTYVAQDE-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[5-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenoxy]acetic acid Chemical compound C=1C2=CC(C(F)(F)F)=CC=C2SC=1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(CC)=C1 DFJCXQJTYVAQDE-UHFFFAOYSA-N 0.000 claims 1
- YUCAPDVZOIZTIO-UHFFFAOYSA-N 2-[2-ethyl-4-[3-[6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(CC)=CC(SCCCC=2SC3=CC(=CC=C3C=2)C(F)(F)F)=C1 YUCAPDVZOIZTIO-UHFFFAOYSA-N 0.000 claims 1
- VYGAYXVFXNMYAS-UHFFFAOYSA-N 2-[2-ethyl-4-[5-methoxy-3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]pentoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(CC)=CC(OCCC(CCOC)C2=C(C3=CC=C(C=C3S2)C(F)(F)F)C)=C1 VYGAYXVFXNMYAS-UHFFFAOYSA-N 0.000 claims 1
- GMKXJFUYVOVIJS-ONEGZZNKSA-N 2-[2-methyl-4-[(E)-3-[3-methyl-5-(trifluoromethyl)-1-benzothiophen-2-yl]prop-2-enyl]sulfanylphenoxy]acetic acid Chemical compound S1C2=CC=C(C(F)(F)F)C=C2C(C)=C1\C=C\CSC1=CC=C(OCC(O)=O)C(C)=C1 GMKXJFUYVOVIJS-ONEGZZNKSA-N 0.000 claims 1
- JERJVQFCGWSTMH-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-5-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]phenoxy]acetic acid Chemical compound S1C2=CC=C(C(F)(F)F)C=C2C(C)=C1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 JERJVQFCGWSTMH-UHFFFAOYSA-N 0.000 claims 1
- HEWDOJXIUNGZRD-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-5-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound S1C2=CC=C(C(F)(F)F)C=C2C(C)=C1CCCSC1=CC=C(OCC(O)=O)C(C)=C1 HEWDOJXIUNGZRD-UHFFFAOYSA-N 0.000 claims 1
- OMDUQLMNEWOCDA-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzofuran-2-yl]heptoxy]phenoxy]acetic acid Chemical compound O1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 OMDUQLMNEWOCDA-UHFFFAOYSA-N 0.000 claims 1
- NFTFENDUJTZGLE-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzofuran-2-yl]heptylsulfanyl]phenoxy]acetic acid Chemical compound O1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 NFTFENDUJTZGLE-UHFFFAOYSA-N 0.000 claims 1
- POPBXZUTOLKDDX-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]-3-propoxypropoxy]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(OCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 POPBXZUTOLKDDX-UHFFFAOYSA-N 0.000 claims 1
- ZRROAQMJVLVQBL-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]-3-propoxypropyl]sulfanylphenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(OCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 ZRROAQMJVLVQBL-UHFFFAOYSA-N 0.000 claims 1
- OEVMGZTXXMKIRO-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 OEVMGZTXXMKIRO-UHFFFAOYSA-N 0.000 claims 1
- IYEZGOGEQUYVGH-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 IYEZGOGEQUYVGH-UHFFFAOYSA-N 0.000 claims 1
- XUFQWLWCCYYKAM-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]hexoxy]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 XUFQWLWCCYYKAM-UHFFFAOYSA-N 0.000 claims 1
- QPQNULSDWKKYAM-UHFFFAOYSA-N 2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]hexylsulfanyl]phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 QPQNULSDWKKYAM-UHFFFAOYSA-N 0.000 claims 1
- RZEFLUHNSFPPIH-UHFFFAOYSA-N 2-[2-methyl-4-[3-[5-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenoxy]acetic acid Chemical compound C=1C2=CC(C(F)(F)F)=CC=C2SC=1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 RZEFLUHNSFPPIH-UHFFFAOYSA-N 0.000 claims 1
- OSEBYFMDZGWTQN-UHFFFAOYSA-N 2-[2-methyl-4-[3-[5-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]phenoxy]acetic acid Chemical compound C=1C2=CC(C(F)(F)F)=CC=C2SC=1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 OSEBYFMDZGWTQN-UHFFFAOYSA-N 0.000 claims 1
- ZNNFMQMFSKGLKH-UHFFFAOYSA-N 2-[2-methyl-4-[3-[6-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]phenoxy]acetic acid Chemical compound C=1C2=CC=C(C(F)(F)F)C=C2SC=1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 ZNNFMQMFSKGLKH-UHFFFAOYSA-N 0.000 claims 1
- YFBWSQVLWVDVAI-UHFFFAOYSA-N 2-[2-methyl-4-[3-[6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(SCCCC=2SC3=CC(=CC=C3C=2)C(F)(F)F)=C1 YFBWSQVLWVDVAI-UHFFFAOYSA-N 0.000 claims 1
- HDIYLWYUCPDJDY-UHFFFAOYSA-N 2-[3-chloro-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenyl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(CC(O)=O)C=C1Cl HDIYLWYUCPDJDY-UHFFFAOYSA-N 0.000 claims 1
- XCHRMFXHHRIWKD-UHFFFAOYSA-N 2-[3-methoxy-4-[3-(6-methoxy-3-methyl-1-benzothiophen-2-yl)heptoxy]phenyl]acetic acid Chemical compound S1C2=CC(OC)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(CC(O)=O)C=C1OC XCHRMFXHHRIWKD-UHFFFAOYSA-N 0.000 claims 1
- ZNMQOXPLRKBIES-UHFFFAOYSA-N 2-[3-methoxy-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenyl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(CC(O)=O)C=C1OC ZNMQOXPLRKBIES-UHFFFAOYSA-N 0.000 claims 1
- RXMKASBTNBTGGN-UHFFFAOYSA-N 2-[4-[3-(3,6-dimethyl-1-benzofuran-2-yl)heptoxy]-2-methylphenoxy]acetic acid Chemical compound O1C2=CC(C)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 RXMKASBTNBTGGN-UHFFFAOYSA-N 0.000 claims 1
- VIJPVPMCLKQJMY-UHFFFAOYSA-N 2-[4-[3-(3,6-dimethyl-1-benzofuran-2-yl)heptylsulfanyl]-2-methylphenoxy]acetic acid Chemical compound O1C2=CC(C)=CC=C2C(C)=C1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 VIJPVPMCLKQJMY-UHFFFAOYSA-N 0.000 claims 1
- XGGUGNHNYYURFC-UHFFFAOYSA-N 2-[4-[3-(5-bromo-3-methyl-1-benzothiophen-2-yl)propylsulfanyl]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC=C(Br)C=C2C(C)=C1CCCSC1=CC=C(OCC(O)=O)C(C)=C1 XGGUGNHNYYURFC-UHFFFAOYSA-N 0.000 claims 1
- QKVXJSLRWANCGT-UHFFFAOYSA-N 2-[4-[3-(5-fluoro-3-methyl-1-benzothiophen-2-yl)heptoxy]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC=C(F)C=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 QKVXJSLRWANCGT-UHFFFAOYSA-N 0.000 claims 1
- AZAKALCUEVRNDX-UHFFFAOYSA-N 2-[4-[3-(6-bromo-3-methyl-1-benzothiophen-2-yl)propoxy]-2-methylphenoxy]-2-methylpropanoic acid Chemical compound S1C2=CC(Br)=CC=C2C(C)=C1CCCOC1=CC=C(OC(C)(C)C(O)=O)C(C)=C1 AZAKALCUEVRNDX-UHFFFAOYSA-N 0.000 claims 1
- PEPWPAKMSHIYKY-UHFFFAOYSA-N 2-[4-[3-(6-bromo-3-methyl-1-benzothiophen-2-yl)propylsulfanyl]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(Br)=CC=C2C(C)=C1CCCSC1=CC=C(OCC(O)=O)C(C)=C1 PEPWPAKMSHIYKY-UHFFFAOYSA-N 0.000 claims 1
- AICUJBWVKWNGFS-UHFFFAOYSA-N 2-[4-[3-(6-fluoro-1-benzothiophen-2-yl)heptoxy]-2-methylphenoxy]acetic acid Chemical compound C=1C2=CC=C(F)C=C2SC=1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 AICUJBWVKWNGFS-UHFFFAOYSA-N 0.000 claims 1
- ZCBJYMXDUWHPQA-UHFFFAOYSA-N 2-[4-[3-(6-fluoro-3-methyl-1-benzothiophen-2-yl)heptoxy]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 ZCBJYMXDUWHPQA-UHFFFAOYSA-N 0.000 claims 1
- FLDOOVATKOXQMV-UHFFFAOYSA-N 2-[4-[3-(6-fluoro-3-methyl-1-benzothiophen-2-yl)heptylsulfanyl]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(F)=CC=C2C(C)=C1C(CCCC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 FLDOOVATKOXQMV-UHFFFAOYSA-N 0.000 claims 1
- UGRIRRAVVNVIJK-UHFFFAOYSA-N 2-[4-[3-(6-methoxy-3-methyl-1-benzothiophen-2-yl)heptoxy]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(OC)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 UGRIRRAVVNVIJK-UHFFFAOYSA-N 0.000 claims 1
- YZVSXGYNRHQZAZ-UHFFFAOYSA-N 2-[4-[3-[3-ethyl-5-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC=C(C(F)(F)F)C=C2C(CC)=C1C(CCCC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 YZVSXGYNRHQZAZ-UHFFFAOYSA-N 0.000 claims 1
- YQULHHOIJRHBSQ-UHFFFAOYSA-N 2-[4-[3-[3-ethyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(CC)=C1CCCSC1=CC=C(OCC(O)=O)C(C)=C1 YQULHHOIJRHBSQ-UHFFFAOYSA-N 0.000 claims 1
- UIZGMDMTDDLUPV-UHFFFAOYSA-N 2-[4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenyl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(CC(O)=O)C=C1 UIZGMDMTDDLUPV-UHFFFAOYSA-N 0.000 claims 1
- LPNTUHKHJYRYCM-UHFFFAOYSA-N 2-[4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]-2-(trifluoromethyl)phenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1CCCSC1=CC=C(OCC(O)=O)C(C(F)(F)F)=C1 LPNTUHKHJYRYCM-UHFFFAOYSA-N 0.000 claims 1
- IOJUPKZESHJIMF-UHFFFAOYSA-N 2-[4-[5-methoxy-3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]pentoxy]-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCOC)CCOC1=CC=C(OCC(O)=O)C(C)=C1 IOJUPKZESHJIMF-UHFFFAOYSA-N 0.000 claims 1
- AWMNUQGDRDMGNG-UHFFFAOYSA-N 2-[4-[5-methoxy-3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]pentyl]sulfanyl-2-methylphenoxy]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCOC)CCSC1=CC=C(OCC(O)=O)C(C)=C1 AWMNUQGDRDMGNG-UHFFFAOYSA-N 0.000 claims 1
- NIVUSNITPYAXDD-UHFFFAOYSA-N 2-[4-methyl-2-[3-[3-methyl-6-(trifluoromethyl)-1-benzofuran-2-yl]heptylsulfanyl]-1,3-thiazol-5-yl]acetic acid Chemical compound O1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCSC1=NC(C)=C(CC(O)=O)S1 NIVUSNITPYAXDD-UHFFFAOYSA-N 0.000 claims 1
- HQBOQKZRRLZKPO-UHFFFAOYSA-N 2-[4-methyl-2-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptylsulfanyl]-1,3-thiazol-5-yl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCSC1=NC(C)=C(CC(O)=O)S1 HQBOQKZRRLZKPO-UHFFFAOYSA-N 0.000 claims 1
- KBQXDCQBSNHIBG-UHFFFAOYSA-N 2-[4-methyl-2-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]hexylsulfanyl]-1,3-thiazol-5-yl]acetic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCC)CCSC1=NC(C)=C(CC(O)=O)S1 KBQXDCQBSNHIBG-UHFFFAOYSA-N 0.000 claims 1
- UVOVHRPTMQWDGV-UHFFFAOYSA-N 2-methyl-2-[2-methyl-4-[3-[3-methyl-5-(trifluoromethyl)-1-benzothiophen-2-yl]propoxy]phenoxy]propanoic acid Chemical compound S1C2=CC=C(C(F)(F)F)C=C2C(C)=C1CCCOC1=CC=C(OC(C)(C)C(O)=O)C(C)=C1 UVOVHRPTMQWDGV-UHFFFAOYSA-N 0.000 claims 1
- WQOCGSFXMKPGQF-UHFFFAOYSA-N 2-methyl-2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]propoxy]phenoxy]propanoic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1CCCOC1=CC=C(OC(C)(C)C(O)=O)C(C)=C1 WQOCGSFXMKPGQF-UHFFFAOYSA-N 0.000 claims 1
- SOTMPMXBOUSVEC-UHFFFAOYSA-N 2-methyl-2-[2-methyl-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]propylsulfanyl]phenoxy]propanoic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1CCCSC1=CC=C(OC(C)(C)C(O)=O)C(C)=C1 SOTMPMXBOUSVEC-UHFFFAOYSA-N 0.000 claims 1
- YLWDHISOLHDLNW-UHFFFAOYSA-N 3-[3-methoxy-4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenyl]propanoic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(CCC(O)=O)C=C1OC YLWDHISOLHDLNW-UHFFFAOYSA-N 0.000 claims 1
- IRZOSBKFGJKJDZ-UHFFFAOYSA-N 3-[4-[3-[3-methyl-6-(trifluoromethyl)-1-benzothiophen-2-yl]heptoxy]phenyl]propanoic acid Chemical compound S1C2=CC(C(F)(F)F)=CC=C2C(C)=C1C(CCCC)CCOC1=CC=C(CCC(O)=O)C=C1 IRZOSBKFGJKJDZ-UHFFFAOYSA-N 0.000 claims 1
- 208000000103 Anorexia Nervosa Diseases 0.000 claims 1
- 206010006550 Bulimia nervosa Diseases 0.000 claims 1
- 206010007554 Cardiac failure Diseases 0.000 claims 1
- 208000008787 Cardiovascular Disease Diseases 0.000 claims 1
- 206010058108 Dyslipidaemia Diseases 0.000 claims 1
- 206010019280 Heart failure Diseases 0.000 claims 1
- 208000009576 Hypercholesterolemia Diseases 0.000 claims 1
- 206010062060 Hyperlipidaemia Diseases 0.000 claims 1
- 206010022489 Insulin resistance Diseases 0.000 claims 1
- 206010061227 Lipid metabolism disease Diseases 0.000 claims 1
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| US7288553B2 (en) * | 2004-05-03 | 2007-10-30 | Janssen Pharmaceutica N.V. | Indole derivatives as selective androgen receptor modulator (SARMS) |
| TWI359810B (en) * | 2004-11-04 | 2012-03-11 | Mitsubishi Tanabe Pharma Corp | Carboxylic acid derivative containing thiazole rin |
| WO2006101454A1 (en) * | 2005-03-21 | 2006-09-28 | S*Bio Pte Ltd | Benzothiophene derivatives: preparation and pharmaceutical applications |
| CN102643248A (zh) | 2006-04-18 | 2012-08-22 | 日本化学医药株式会社 | 过氧化物酶体增殖剂激活受体δ的激活剂 |
| AU2008338963A1 (en) * | 2007-12-13 | 2009-06-25 | Sri International | PPAR-delta ligands and methods of their use |
| CN102083810B (zh) * | 2008-04-15 | 2014-10-29 | 日本化学医药株式会社 | 过氧化物酶体增殖剂活化受体的活化剂 |
| KR20120099378A (ko) * | 2009-08-14 | 2012-09-10 | 닛뽕 케미파 가부시키가이샤 | 염증 또는 에너지 대사/생산 관련 질환의 치료 또는 예방을 위한 ｐｐａｒ 델타 리간드의 용도 |
| JP5929483B2 (ja) * | 2011-05-10 | 2016-06-08 | 住友化学株式会社 | 植物の生長を促進する方法 |
| JP5929482B2 (ja) * | 2011-05-10 | 2016-06-08 | 住友化学株式会社 | 植物の生長を促進する方法 |
| CN111393405B (zh) * | 2019-01-02 | 2022-11-25 | 中国科学院上海药物研究所 | 一类含氟取代的苯并噻吩类化合物及其药物组合物及应用 |
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| AU1856997A (en) * | 1996-02-02 | 1997-08-22 | Merck & Co., Inc. | Method for raising hdl cholesterol levels |
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| JP2001261674A (ja) * | 2000-03-22 | 2001-09-26 | Mitsui Chemicals Inc | ベンゾチオフェン誘導体およびそれを有効成分として含有する核内レセプター作動薬 |
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| CA2491733A1 (en) * | 2002-07-30 | 2004-02-05 | Merck & Co., Inc. | Ppar alpha selective compounds for the treatment of dyslipidemia and other lipid disorders |
| BR0315667A (pt) * | 2002-10-28 | 2005-09-06 | Novo Nordisk As | Composto, uso de um composto, composição farmacêutica, e, método para o tratamento |
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