JP2004529174A5 - - Google Patents
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- Publication number
- JP2004529174A5 JP2004529174A5 JP2002589001A JP2002589001A JP2004529174A5 JP 2004529174 A5 JP2004529174 A5 JP 2004529174A5 JP 2002589001 A JP2002589001 A JP 2002589001A JP 2002589001 A JP2002589001 A JP 2002589001A JP 2004529174 A5 JP2004529174 A5 JP 2004529174A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- methyl
- ethoxy
- compound according
- oxazol
- 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 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 150000001721 carbon Chemical group 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 230000006806 disease prevention Effects 0.000 claims 4
- 102000023984 PPAR alpha Human genes 0.000 claims 3
- 102000000536 PPAR gamma Human genes 0.000 claims 3
- 108010016731 PPAR gamma Proteins 0.000 claims 3
- 239000000556 agonist Substances 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 108091008725 peroxisome proliferator-activated receptors alpha Proteins 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 239000013543 active substance Substances 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical group C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- -1 methoxy, ethoxy Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- PRZXVPAIHJGJKL-QFIPXVFZSA-N (2s)-2-ethoxy-3-[2-methyl-4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]propanoic acid Chemical compound C1=C(C)C(C[C@H](OCC)C(O)=O)=CC=C1OCCC1=C(C)OC(C=2C=CC=CC=2)=N1 PRZXVPAIHJGJKL-QFIPXVFZSA-N 0.000 claims 1
- RSFWWSHVDCHJKI-QFIPXVFZSA-N (2s)-2-ethoxy-3-[3-methoxy-4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]propanoic acid Chemical compound COC1=CC(C[C@H](OCC)C(O)=O)=CC=C1OCCC1=C(C)OC(C=2C=CC=CC=2)=N1 RSFWWSHVDCHJKI-QFIPXVFZSA-N 0.000 claims 1
- XEFJJUDMFIMCGL-VWLOTQADSA-N (2s)-2-methoxy-3-[4-[3-[5-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-4-yl]propoxy]naphthalen-1-yl]propanoic acid Chemical compound C12=CC=CC=C2C(C[C@H](OC)C(O)=O)=CC=C1OCCCC(=C(O1)C)N=C1C1=CC=C(C(F)(F)F)C=C1 XEFJJUDMFIMCGL-VWLOTQADSA-N 0.000 claims 1
- ZDZSGCSKJUPAFA-QFIPXVFZSA-N (2s)-3-[3,5-dimethyl-4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]-2-ethoxypropanoic acid Chemical compound CC1=CC(C[C@H](OCC)C(O)=O)=CC(C)=C1OCCC1=C(C)OC(C=2C=CC=CC=2)=N1 ZDZSGCSKJUPAFA-QFIPXVFZSA-N 0.000 claims 1
- WAEQTAKZLFYNLE-QHCPKHFHSA-N (2s)-3-[4-[2-[2-(3,5-dimethoxyphenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy]-1-benzothiophen-7-yl]-2-methoxypropanoic acid Chemical compound C1=2C=CSC=2C(C[C@H](OC)C(O)=O)=CC=C1OCCC(=C(O1)C)N=C1C1=CC(OC)=CC(OC)=C1 WAEQTAKZLFYNLE-QHCPKHFHSA-N 0.000 claims 1
- DAYKLWSKQJBGCS-UHFFFAOYSA-N 2-methoxy-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]-1-benzothiophen-7-yl]propanoic acid Chemical compound C1=2C=CSC=2C(CC(OC)C(O)=O)=CC=C1OCCC(=C(O1)C)N=C1C1=CC=CC=C1 DAYKLWSKQJBGCS-UHFFFAOYSA-N 0.000 claims 1
- NJKDMEJQXHMOJP-UHFFFAOYSA-N 3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]-1-benzothiophen-7-yl]-2-propoxypropanoic acid Chemical compound C1=2C=CSC=2C(CC(OCCC)C(O)=O)=CC=C1OCCC(=C(O1)C)N=C1C1=CC=CC=C1 NJKDMEJQXHMOJP-UHFFFAOYSA-N 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 1
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- DAYKLWSKQJBGCS-NRFANRHFSA-N aleglitazar Chemical compound C1=2C=CSC=2C(C[C@H](OC)C(O)=O)=CC=C1OCCC(=C(O1)C)N=C1C1=CC=CC=C1 DAYKLWSKQJBGCS-NRFANRHFSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003302 alkenyloxy group Chemical group 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01111745 | 2001-05-15 | ||
| PCT/EP2002/004962 WO2002092084A1 (en) | 2001-05-15 | 2002-05-06 | Carboxylic acid substituted oxazole derivatives for use as ppar-alpha and -gamma activators in the treatment of diabetes |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009028181A Division JP2009138011A (ja) | 2001-05-15 | 2009-02-10 | 糖尿病の処置においてｐｐａｒ−アルファ及び−ガンマアクチベーターとして使用するためのカルボン酸置換オキサゾール誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004529174A JP2004529174A (ja) | 2004-09-24 |
| JP2004529174A5 true JP2004529174A5 (https=) | 2005-08-25 |
| JP4330883B2 JP4330883B2 (ja) | 2009-09-16 |
Family
ID=8177436
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002589001A Expired - Fee Related JP4330883B2 (ja) | 2001-05-15 | 2002-05-06 | 糖尿病の処置においてｐｐａｒ−アルファ及び−ガンマアクチベーターとして使用するためのカルボン酸置換オキサゾール誘導体 |
| JP2009028181A Pending JP2009138011A (ja) | 2001-05-15 | 2009-02-10 | 糖尿病の処置においてｐｐａｒ−アルファ及び−ガンマアクチベーターとして使用するためのカルボン酸置換オキサゾール誘導体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009028181A Pending JP2009138011A (ja) | 2001-05-15 | 2009-02-10 | 糖尿病の処置においてｐｐａｒ−アルファ及び−ガンマアクチベーターとして使用するためのカルボン酸置換オキサゾール誘導体 |
Country Status (38)
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7041691B1 (en) | 1999-06-30 | 2006-05-09 | Amgen Inc. | Compounds for the modulation of PPARγ activity |
| AU5884101A (en) * | 2000-05-26 | 2001-12-03 | Nippon Shinyaku Co Ltd | Heterocyclic compounds |
| US20030171399A1 (en) | 2000-06-28 | 2003-09-11 | Tularik Inc. | Quinolinyl and benzothiazolyl modulators |
| DE60211891T2 (de) * | 2001-05-15 | 2007-05-24 | F. Hoffmann-La Roche Ag | Carbonsäure-substituierte oxazol-derivate zur verwendung als ppar-alpha und -gamma aktivatoren zur behandlung von diabetes |
| AU2002331064B2 (en) * | 2001-08-10 | 2007-08-23 | Palatin Technologies, Inc. | Peptidomimetics of biologically active metallopeptides |
| US7718802B2 (en) | 2001-08-10 | 2010-05-18 | Palatin Technologies, Inc. | Substituted melanocortin receptor-specific piperazine compounds |
| US7655658B2 (en) * | 2001-08-10 | 2010-02-02 | Palatin Technologies, Inc. | Thieno [2,3-D]pyrimidine-2,4-dione melanocortin-specific compounds |
| US7456184B2 (en) * | 2003-05-01 | 2008-11-25 | Palatin Technologies Inc. | Melanocortin receptor-specific compounds |
| US7732451B2 (en) * | 2001-08-10 | 2010-06-08 | Palatin Technologies, Inc. | Naphthalene-containing melanocortin receptor-specific small molecule |
| US7259175B2 (en) | 2002-02-25 | 2007-08-21 | Eli Lilly And Company | Peroxisome proliferator activated receptor modulators |
| KR100736955B1 (ko) * | 2002-08-30 | 2007-07-09 | 에프. 호프만-라 로슈 아게 | Ｐｐａｒ알파 및 ｐｐａｒ감마 작용제로서의 신규한 2-아릴티아졸 화합물 |
| AR041481A1 (es) | 2002-10-07 | 2005-05-18 | Hoffmann La Roche | Derivados de acido arilpropionico-oxazol y su uso como agonistas de ppar |
| CA2506112A1 (en) * | 2002-11-15 | 2004-06-03 | Cadila Healthcare Limited | Substituted aralkyl derivatives |
| RU2315767C2 (ru) * | 2002-11-25 | 2008-01-27 | Ф.Хоффманн-Ля Рош Аг | Индолилпроизводные, способ их получения, фармацевтическая композиция, способ лечения и/или профилактики заболеваний |
| US7268157B2 (en) * | 2002-11-26 | 2007-09-11 | Shenzhen Chipscreen Biosciences, Ltd. | Substituted arylalcanoic acid derivatives as PPAR pan agonists with potent antihyperglycemic and antihyperlipidemic activity |
| FR2849849B1 (fr) | 2003-01-13 | 2006-08-04 | Merck Sante Sas | Nouveaux acides carboxyliques et derives pour le traitement et la prevention du diabete et des dyslipemies |
| US7968548B2 (en) * | 2003-05-01 | 2011-06-28 | Palatin Technologies, Inc. | Melanocortin receptor-specific piperazine compounds with diamine groups |
| US7727990B2 (en) | 2003-05-01 | 2010-06-01 | Palatin Technologies, Inc. | Melanocortin receptor-specific piperazine and keto-piperazine compounds |
| US7727991B2 (en) | 2003-05-01 | 2010-06-01 | Palatin Technologies, Inc. | Substituted melanocortin receptor-specific single acyl piperazine compounds |
| US7262303B2 (en) * | 2003-09-29 | 2007-08-28 | Hoffman-La Roche Inc. | Process for the production of chiral propionic acid derivatives |
| US7223761B2 (en) | 2003-10-03 | 2007-05-29 | Amgen Inc. | Salts and polymorphs of a potent antidiabetic compound |
| KR100849352B1 (ko) * | 2003-11-05 | 2008-07-29 | 에프. 호프만-라 로슈 아게 | Ｐｐａｒ 활성화제로서 벤조-융합된 화합물 |
| AU2004291262C1 (en) * | 2003-11-05 | 2011-08-11 | F. Hoffmann-La Roche Ag | Phenyl derivatives as PPAR agonists |
| WO2005056536A1 (en) * | 2003-12-10 | 2005-06-23 | Ranbaxy Laboratories Limited | Antidiabetic agents which exhibit activity against ppar |
| US7709484B1 (en) | 2004-04-19 | 2010-05-04 | Palatin Technologies, Inc. | Substituted melanocortin receptor-specific piperazine compounds |
| DE602005015962D1 (de) | 2004-05-03 | 2009-09-24 | Hoffmann La Roche | Indolylderivate als liver-x-rezeptormodulatoren |
| CN100344618C (zh) * | 2004-05-24 | 2007-10-24 | 北京摩力克科技有限公司 | 作为hPPARα和hPPARγ激动剂的N－芳丙烯酰基取代的酪氨酸衍生物 |
| CN100436430C (zh) * | 2004-05-24 | 2008-11-26 | 北京摩力克科技有限公司 | 作为hPPARα和hPPARγ激动剂的烷酰基取代的酪氨酸衍生物 |
| WO2006108491A1 (en) * | 2005-04-11 | 2006-10-19 | Dsm Fine Chemicals Austria Nfg Gmbh & Co Kg | Improved process for preparing oxazole nitriles |
| US20060241073A1 (en) * | 2005-04-20 | 2006-10-26 | Wanders Ronaldus J A | Means and methods for counteracting fatty acid accumulation |
| US7834017B2 (en) | 2006-08-11 | 2010-11-16 | Palatin Technologies, Inc. | Diamine-containing, tetra-substituted piperazine compounds having identical 1- and 4-substituents |
| KR100847780B1 (ko) * | 2006-10-26 | 2008-07-23 | 재단법인서울대학교산학협력재단 | 2-에톡시프로피온산 유도체 또는 이의 약학적으로허용가능한 염, 이의 제조방법 및 이를 유효성분으로함유하는 당뇨병 예방 및 치료제 |
| KR20080082541A (ko) * | 2007-03-07 | 2008-09-11 | 동아제약주식회사 | 퍼옥시좀 증식자-활성화 감마 수용체를 조절하는 신규한페닐프로판산 유도체의 제조방법 및 약학적 용도 |
| PT2100604E (pt) * | 2008-03-10 | 2012-07-24 | Nestec Sa | Ácidos dicarboxílicos de cadeia média e os seus derivados e doenças metabólicas |
| CA2723727A1 (en) * | 2008-05-15 | 2009-11-19 | Merck Sharp & Dohme Corp. | Oxazolobenzimidazole derivatives |
| KR20110097889A (ko) | 2008-12-23 | 2011-08-31 | 에프. 호프만-라 로슈 아게 | 수집 디바이스 상에서 구동하는 구조화된 수집 절차의 구현, 실행, 데이터 수집, 및 데이터 분석을 위한 관리 방법 및 시스템 |
| RU2537224C2 (ru) * | 2009-01-23 | 2014-12-27 | Ф.Хоффманн-Ля Рош Аг | Фармацевтическая композиция, содержащая алеглитазар |
| CN101805337B (zh) * | 2009-02-13 | 2012-05-23 | 天津药物研究院 | 一类含脯氨酸和异恶唑骨架的化合物、其制备方法和用途 |
| US8450496B2 (en) * | 2009-03-24 | 2013-05-28 | Hoffman-La Roche Inc. | Process for the preparation of propionic acid derivatives |
| SI2585452T1 (sl) | 2009-12-07 | 2015-12-31 | F. Hoffmann-La Roche Ag | Postopek za pripravo derivatov propionske kisline |
| CN102351852B (zh) * | 2011-08-23 | 2014-06-18 | 上海交通大学 | 苯并呋喃类化合物及其制备方法、用途 |
| WO2013181384A1 (en) | 2012-05-31 | 2013-12-05 | Ratiopharm Gmbh | Solid state forms of aleglitazar sodium |
| BR112015005350A2 (pt) * | 2012-09-12 | 2017-07-04 | Hoffmann La Roche | formas sólidas de (s)-2-metoxi-3-{4-[2-(5-metil-2-feniloxazol-4-ila)-etoxi]-benzo[b]tiofen-7-ila}-ácido propiônico e/ou sais do mesmo |
| WO2017084989A1 (en) | 2015-11-18 | 2017-05-26 | F. Hoffmann-La Roche Ag | Aleglitazar for the treatment of diabetic kidney disease |
| WO2018002215A1 (en) | 2016-06-30 | 2018-01-04 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of cardiomyopathies |
| WO2020156683A1 (en) | 2019-02-01 | 2020-08-06 | F. Hoffmann-La Roche Ag | Aleglitazar for use in the treatment or prevention of major adverse cardiac events |
| WO2020201263A1 (en) | 2019-04-01 | 2020-10-08 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment and prevention of cardiac remodeling |
| TW202320762A (zh) * | 2021-08-13 | 2023-06-01 | 香港商禮邦醫藥（香港）有限公司 | 氘化化合物 |
| AU2023376551A1 (en) | 2022-11-08 | 2025-04-17 | Genfit | Ppar-alpha/gamma agonist for use in the treatment of liver failure |
| CN118480034B (zh) * | 2023-02-13 | 2025-02-11 | 礼邦医药(香港)有限公司 | 氘代化合物的晶型或盐 |
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| RU2032677C1 (ru) * | 1992-05-05 | 1995-04-10 | Бристоль-Мейерз Сквибб Компани | Производные оксазола |
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| GB9225386D0 (en) | 1992-12-04 | 1993-01-27 | Smithkline Beecham Plc | Novel compounds |
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| GB9326171D0 (en) | 1993-12-22 | 1994-02-23 | Smithkline Beecham Plc | Novel compounds |
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| CA2418104A1 (en) * | 2000-08-23 | 2002-02-28 | Eli Lilly And Company | Oxazolyl-arylpropionic acid derivatives and their use as ppar agonists |
| DE60211891T2 (de) * | 2001-05-15 | 2007-05-24 | F. Hoffmann-La Roche Ag | Carbonsäure-substituierte oxazol-derivate zur verwendung als ppar-alpha und -gamma aktivatoren zur behandlung von diabetes |
-
2002
- 2002-05-06 DE DE60211891T patent/DE60211891T2/de not_active Expired - Lifetime
- 2002-05-06 CA CA002445145A patent/CA2445145C/en not_active Expired - Fee Related
- 2002-05-06 HU HU0400992A patent/HU230224B1/hu not_active IP Right Cessation
- 2002-05-06 PL PL367087A patent/PL208074B1/pl unknown
- 2002-05-06 KR KR1020037014816A patent/KR100654516B1/ko not_active Expired - Fee Related
- 2002-05-06 ES ES02742955T patent/ES2264482T3/es not_active Expired - Lifetime
- 2002-05-06 AT AT02742955T patent/ATE327753T1/de active
- 2002-05-06 PT PT02742955T patent/PT1392295E/pt unknown
- 2002-05-06 ME MEP-2008-775A patent/ME01310B/me unknown
- 2002-05-06 DK DK02742955T patent/DK1392295T3/da active
- 2002-05-06 HR HR20030889A patent/HRP20030889B1/xx not_active IP Right Cessation
- 2002-05-06 EP EP02742955A patent/EP1392295B1/en not_active Expired - Lifetime
- 2002-05-06 CZ CZ20033037A patent/CZ20033037A3/cs unknown
- 2002-05-06 NZ NZ529033A patent/NZ529033A/en not_active IP Right Cessation
- 2002-05-06 IL IL15858902A patent/IL158589A0/xx unknown
- 2002-05-06 RU RU2003134150/04A patent/RU2278859C2/ru not_active IP Right Cessation
- 2002-05-06 JP JP2002589001A patent/JP4330883B2/ja not_active Expired - Fee Related
- 2002-05-06 WO PCT/EP2002/004962 patent/WO2002092084A1/en not_active Ceased
- 2002-05-06 BR BRPI0209821A patent/BRPI0209821B1/pt not_active IP Right Cessation
- 2002-05-06 AU AU2002342244A patent/AU2002342244B2/en not_active Ceased
- 2002-05-06 MX MXPA03010435A patent/MXPA03010435A/es active IP Right Grant
- 2002-05-06 SI SI200230340T patent/SI1392295T1/sl unknown
- 2002-05-06 CN CNB028100964A patent/CN100356917C/zh not_active Expired - Fee Related
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2003
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- 2003-11-14 NO NO20035086A patent/NO333833B1/no not_active IP Right Cessation
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2006
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2009
- 2009-02-10 JP JP2009028181A patent/JP2009138011A/ja active Pending
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