JP2010168359A5 - - Google Patents
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- Publication number
- JP2010168359A5 JP2010168359A5 JP2009289494A JP2009289494A JP2010168359A5 JP 2010168359 A5 JP2010168359 A5 JP 2010168359A5 JP 2009289494 A JP2009289494 A JP 2009289494A JP 2009289494 A JP2009289494 A JP 2009289494A JP 2010168359 A5 JP2010168359 A5 JP 2010168359A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- ethynyl
- butoxy
- phenyl
- indole
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- -1 3-carboxypropyl group Chemical group 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- HLPSHXIVNYPKND-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-2-methyl-7-[2-[4-[4-(2,3,4,5,6-pentafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=CC=CC=1C#CC(C=C1)=CC=C1OCCCCC1=C(F)C(F)=C(F)C(F)=C1F HLPSHXIVNYPKND-UHFFFAOYSA-N 0.000 claims 3
- HOXJOAWSVADHMC-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-4-fluoro-2-methyl-7-[2-[4-[4-(2,3,4,6-tetrafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=C(F)C=CC=1C#CC(C=C1)=CC=C1OCCCCC1=C(F)C=C(F)C(F)=C1F HOXJOAWSVADHMC-UHFFFAOYSA-N 0.000 claims 3
- SILHYVDKGHXGBL-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-4-fluoro-7-[2-[4-[4-(3-fluoro-2-methylphenyl)butoxy]phenyl]ethynyl]-2-methylindol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=C(F)C=CC=1C#CC(C=C1)=CC=C1OCCCCC1=CC=CC(F)=C1C SILHYVDKGHXGBL-UHFFFAOYSA-N 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- TXTOGNHBXCXSDY-UHFFFAOYSA-N 2-[1-[[1-(carboxymethyl)-2-methyl-7-[2-[4-[4-(2,3,4,5,6-pentafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]methyl]cyclopropyl]acetic acid Chemical compound C12=CC=CC(C#CC=3C=CC(OCCCCC=4C(=C(F)C(F)=C(F)C=4F)F)=CC=3)=C2N(CC(O)=O)C(C)=C1CC1(CC(O)=O)CC1 TXTOGNHBXCXSDY-UHFFFAOYSA-N 0.000 claims 1
- URNRXOPHGYWKLX-UHFFFAOYSA-N 2-[1-[[1-(carboxymethyl)-7-[2-[4-[4-(3-chloro-2-methylphenyl)butoxy]phenyl]ethynyl]-2-methylindol-3-yl]methyl]cyclopropyl]acetic acid Chemical compound C12=CC=CC(C#CC=3C=CC(OCCCCC=4C(=C(Cl)C=CC=4)C)=CC=3)=C2N(CC(O)=O)C(C)=C1CC1(CC(O)=O)CC1 URNRXOPHGYWKLX-UHFFFAOYSA-N 0.000 claims 1
- ZSIOUYAJBOECNZ-UHFFFAOYSA-N 2-[1-[[1-(carboxymethyl)-7-[2-[4-[4-(3-fluoro-2-methylphenyl)butoxy]phenyl]ethynyl]-2-methylindol-3-yl]methyl]cyclopropyl]acetic acid Chemical compound C12=CC=CC(C#CC=3C=CC(OCCCCC=4C(=C(F)C=CC=4)C)=CC=3)=C2N(CC(O)=O)C(C)=C1CC1(CC(O)=O)CC1 ZSIOUYAJBOECNZ-UHFFFAOYSA-N 0.000 claims 1
- PYUVJTWRSZWPDP-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-2-methyl-7-[2-[4-[4-(2,3,4,5-tetrafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=CC=CC=1C#CC(C=C1)=CC=C1OCCCCC1=CC(F)=C(F)C(F)=C1F PYUVJTWRSZWPDP-UHFFFAOYSA-N 0.000 claims 1
- HUIIHFBKBWWWJM-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-2-methyl-7-[2-[4-[4-(2,3,4,6-tetrafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=CC=CC=1C#CC(C=C1)=CC=C1OCCCCC1=C(F)C=C(F)C(F)=C1F HUIIHFBKBWWWJM-UHFFFAOYSA-N 0.000 claims 1
- BCNPNPHFYVYYGW-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-2-methyl-7-[2-[4-[4-(3,4,5-trifluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=CC=CC=1C#CC(C=C1)=CC=C1OCCCCC1=CC(F)=C(F)C(F)=C1 BCNPNPHFYVYYGW-UHFFFAOYSA-N 0.000 claims 1
- OKNHXOCNFKQLBL-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-4-fluoro-2-methyl-7-[2-[4-[4-(2,3,4,5,6-pentafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=C(F)C=CC=1C#CC(C=C1)=CC=C1OCCCCC1=C(F)C(F)=C(F)C(F)=C1F OKNHXOCNFKQLBL-UHFFFAOYSA-N 0.000 claims 1
- CUZTUQOWAJAZCQ-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-7-[2-[4-[4-(2,3,4,5,6-pentafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic acid Chemical compound C1=CC=C2C(CCCC(=O)O)=CN(CCCC(O)=O)C2=C1C#CC(C=C1)=CC=C1OCCCCC1=C(F)C(F)=C(F)C(F)=C1F CUZTUQOWAJAZCQ-UHFFFAOYSA-N 0.000 claims 1
- AWYSEGZBFYYQQL-UHFFFAOYSA-N 4-[1-(3-carboxypropyl)-7-[2-[4-[4-(3-chloro-2-methylphenyl)butoxy]phenyl]ethynyl]-4-fluoro-2-methylindol-3-yl]butanoic acid Chemical compound C=12N(CCCC(O)=O)C(C)=C(CCCC(O)=O)C2=C(F)C=CC=1C#CC(C=C1)=CC=C1OCCCCC1=CC=CC(Cl)=C1C AWYSEGZBFYYQQL-UHFFFAOYSA-N 0.000 claims 1
- LBLUTLLJXYDNAN-UHFFFAOYSA-N ClC=1C(=C(C=CC1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C Chemical compound ClC=1C(=C(C=CC1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C LBLUTLLJXYDNAN-UHFFFAOYSA-N 0.000 claims 1
- GTKAWKCAMFBAOR-UHFFFAOYSA-N FC1=C(C=C(C=C1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C Chemical compound FC1=C(C=C(C=C1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C GTKAWKCAMFBAOR-UHFFFAOYSA-N 0.000 claims 1
- CCRLFMGNMGHDIH-UHFFFAOYSA-N FC1=CC(=C(C=C1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C Chemical compound FC1=CC(=C(C=C1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C CCRLFMGNMGHDIH-UHFFFAOYSA-N 0.000 claims 1
- JZSPLXZWMYDJAN-UHFFFAOYSA-N FC=1C(=C(C=CC1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C Chemical compound FC=1C(=C(C=CC1)CCCCOC1=CC=C(C=C1)C#CC=1C=CC=C2C(=C(N(C12)CCCC)C)CCCC)C JZSPLXZWMYDJAN-UHFFFAOYSA-N 0.000 claims 1
- 208000035217 Ring chromosome 1 syndrome Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009289494A JP5012884B2 (ja) | 2008-12-22 | 2009-12-21 | エチニルインドール化合物 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008325815 | 2008-12-22 | ||
| JP2008325815 | 2008-12-22 | ||
| JP2009289494A JP5012884B2 (ja) | 2008-12-22 | 2009-12-21 | エチニルインドール化合物 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012050217A Division JP2012144546A (ja) | 2008-12-22 | 2012-03-07 | エチニルインドール化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010168359A JP2010168359A (ja) | 2010-08-05 |
| JP2010168359A5 true JP2010168359A5 (enExample) | 2011-12-08 |
| JP5012884B2 JP5012884B2 (ja) | 2012-08-29 |
Family
ID=42110130
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009289494A Active JP5012884B2 (ja) | 2008-12-22 | 2009-12-21 | エチニルインドール化合物 |
| JP2012050217A Withdrawn JP2012144546A (ja) | 2008-12-22 | 2012-03-07 | エチニルインドール化合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012050217A Withdrawn JP2012144546A (ja) | 2008-12-22 | 2012-03-07 | エチニルインドール化合物 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8115014B2 (enExample) |
| EP (1) | EP2206698B1 (enExample) |
| JP (2) | JP5012884B2 (enExample) |
| KR (1) | KR101464778B1 (enExample) |
| CN (1) | CN101759628B (enExample) |
| AU (1) | AU2009250960C1 (enExample) |
| BR (1) | BRPI0905601A2 (enExample) |
| CA (1) | CA2688614C (enExample) |
| DK (1) | DK2206698T3 (enExample) |
| ES (1) | ES2387185T3 (enExample) |
| IL (1) | IL202869A (enExample) |
| MX (1) | MX2009013926A (enExample) |
| NZ (1) | NZ582208A (enExample) |
| PL (1) | PL2206698T3 (enExample) |
| PT (1) | PT2206698E (enExample) |
| RU (1) | RU2505531C2 (enExample) |
| TW (1) | TWI469965B (enExample) |
| ZA (1) | ZA200909096B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8598223B2 (en) * | 2010-06-21 | 2013-12-03 | Ono Pharmaceutical Co., Ltd. | Crystalline forms of 4, 4′-[4-fluoro-7-({4-[4-(3-fluoro-2-methylphenyl) butoxy] phenyl} ethynyl)-2-methyl-1H-indole-1,3-diyl] dibutanoic acid, 4,4′-[2-methyl-7-({4-[4-(pentafluorophenyl) butoxy] phenyl} ethynyl)-1H-indole-1, 3-diyl] dibutanoic acid, and 4,4′-[4-fluoro-2-methyl-7-({4-[4-(2, 3, 4, 6-tetrafluorophenyl) butoxy] phenyl} ethynyl)-1H-indole-1, 3-diyl] dibutanoic acid |
| KR101171790B1 (ko) | 2010-07-30 | 2012-08-13 | 현대자동차주식회사 | 인출식 자전거 캐리어 |
| LT2658844T (lt) | 2010-12-28 | 2017-02-10 | Sanofi | Nauji pirimidino dariniai, jų gamyba ir jų farmacinis panaudojimas kaip akt (pkb) fosforilinimo slopiklių |
| EP2537866A1 (en) * | 2011-06-21 | 2012-12-26 | Serumwerk Bernburg AG | Hydroxyethyl starch derivatives, method for manufacturing the same and therapeutical uses thereof |
| CN103893146A (zh) * | 2012-12-25 | 2014-07-02 | 天津药物研究院 | 含福多司坦缓释剂型 |
| US11427591B2 (en) * | 2018-10-17 | 2022-08-30 | Insilico Medicine Ip Limited | Kinase inhibitors |
| WO2021221111A1 (ja) * | 2020-04-30 | 2021-11-04 | 国立大学法人京都大学 | Ｒｎａウイルス関連疾患の予防又は治療剤 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE555319A (enExample) | 1956-03-21 | 1900-01-01 | ||
| US3095355A (en) | 1961-10-12 | 1963-06-25 | Revlon | Aerosol composition |
| JPH01192476A (ja) | 1988-01-25 | 1989-08-02 | Kawasaki Steel Corp | 溶接鋼管の製造方法 |
| US5137910A (en) | 1989-05-05 | 1992-08-11 | C.D. Searle & Co. | Compositions containing indole-2-carboxylate compounds for treatment of CNS disorders |
| JPH0347123A (ja) | 1989-05-05 | 1991-02-28 | G D Searle & Co | インドール―２―カルボキシレート化合物類を含有するｃｎｓ疾患治療用組成物 |
| US5229413A (en) | 1989-05-05 | 1993-07-20 | G. D. Searle & Co. | Compositions containing indole-2-carboxylate compounds for treatment of CNS disorders |
| CA2019335C (en) | 1989-06-27 | 2000-08-01 | Mitoshi Konno | Phenylalkan (en)oic acids |
| GB9027018D0 (en) * | 1990-12-12 | 1991-01-30 | Ici Plc | Heterocyclic compounds |
| US5530019A (en) | 1993-04-05 | 1996-06-25 | Fujisawa Pharmaceutical Co., Ltd. | Indole derivatives useful as testosterone 5α-reductase inhibitors |
| WO1997013751A1 (en) | 1995-10-10 | 1997-04-17 | Pfizer Inc. | Indole carbamates as leukotriene antagonists |
| FR2766824B1 (fr) | 1997-07-30 | 1999-09-10 | Adir | Nouveaux composes heterocycliques, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| GB9902455D0 (en) | 1999-02-05 | 1999-03-24 | Zeneca Ltd | Chemical compounds |
| US6608059B1 (en) | 2000-06-27 | 2003-08-19 | Smithkline Beecham Corporation | Fatty acid synthase inhibitors |
| JP2003025362A (ja) | 2001-07-18 | 2003-01-29 | Nippon Tokushu Toryo Co Ltd | 通気性を有する発泡プラスチック及びその製法 |
| US6867224B2 (en) | 2002-03-07 | 2005-03-15 | Warner-Lambert Company | Compounds that modulate PPAR activity and methods of preparation |
| AU2003214462A1 (en) | 2002-04-03 | 2003-10-13 | Astrazeneca Ab | Indole derivatives having anti-angiogenetic activity |
| AU2003239150A1 (en) | 2002-04-23 | 2003-11-10 | Aventis Pharmaceuticals Inc. | 3-substituted amino-1h-indole-2-carboxylic acid and 3-substituted amino-benzo |
| SE0202241D0 (sv) | 2002-07-17 | 2002-07-17 | Astrazeneca Ab | Novel Compounds |
| EP1628970A2 (en) | 2003-04-30 | 2006-03-01 | The Institutes of Pharmaceutical Discovery, LLC | Heterocycle substituted carboxylic acids as inhibitors of protein tyrosine phosphatase-1b |
| US7763610B2 (en) * | 2003-09-01 | 2010-07-27 | Ono Pharmaceutical Co., Ltd. | Carboxylic acid derived benzoxazines as agents for the treatment of respiratory diseases |
| RU2416601C2 (ru) * | 2005-02-25 | 2011-04-20 | Оно Фармасьютикал Ко., Лтд. | Соединение индола и его применение |
-
2009
- 2009-12-10 TW TW98142268A patent/TWI469965B/zh not_active IP Right Cessation
- 2009-12-15 CA CA2688614A patent/CA2688614C/en not_active Expired - Fee Related
- 2009-12-15 AU AU2009250960A patent/AU2009250960C1/en not_active Ceased
- 2009-12-17 MX MX2009013926A patent/MX2009013926A/es active IP Right Grant
- 2009-12-21 ES ES09180244T patent/ES2387185T3/es active Active
- 2009-12-21 PT PT09180244T patent/PT2206698E/pt unknown
- 2009-12-21 IL IL202869A patent/IL202869A/en not_active IP Right Cessation
- 2009-12-21 PL PL09180244T patent/PL2206698T3/pl unknown
- 2009-12-21 CN CN2009102608650A patent/CN101759628B/zh not_active Expired - Fee Related
- 2009-12-21 BR BRPI0905601-7A patent/BRPI0905601A2/pt not_active IP Right Cessation
- 2009-12-21 ZA ZA200909096A patent/ZA200909096B/en unknown
- 2009-12-21 NZ NZ582208A patent/NZ582208A/en not_active IP Right Cessation
- 2009-12-21 RU RU2009147506/04A patent/RU2505531C2/ru not_active IP Right Cessation
- 2009-12-21 DK DK09180244.7T patent/DK2206698T3/da active
- 2009-12-21 KR KR1020090128213A patent/KR101464778B1/ko not_active Expired - Fee Related
- 2009-12-21 JP JP2009289494A patent/JP5012884B2/ja active Active
- 2009-12-21 EP EP09180244A patent/EP2206698B1/en not_active Not-in-force
- 2009-12-22 US US12/644,378 patent/US8115014B2/en not_active Expired - Fee Related
-
2012
- 2012-03-07 JP JP2012050217A patent/JP2012144546A/ja not_active Withdrawn