ES2654908T3 - Análogos de tiazolidindiona para el tratamiento de enfermedades mediadas por una inflamación metabólica - Google Patents
Análogos de tiazolidindiona para el tratamiento de enfermedades mediadas por una inflamación metabólica Download PDFInfo
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- ES2654908T3 ES2654908T3 ES15151582.2T ES15151582T ES2654908T3 ES 2654908 T3 ES2654908 T3 ES 2654908T3 ES 15151582 T ES15151582 T ES 15151582T ES 2654908 T3 ES2654908 T3 ES 2654908T3
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4436—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a heterocyclic ring having sulfur as a ring hetero atom
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- A—HUMAN NECESSITIES
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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| JP2009530293A (ja) * | 2006-03-16 | 2009-08-27 | メタボリック ソリューションズ ディベロップメント カンパニー | チアゾリジンジオン類似体およびグルココルチコイドアゴニストの併用療法 |
| NZ571870A (en) | 2006-03-16 | 2011-07-29 | Metabolic Solutions Dev Co | Thiazolidinedione analogues for the treatment of hypertension and for lowering lipids |
| PL2001468T3 (pl) | 2006-03-16 | 2013-03-29 | Metabolic Solutions Dev Co Llc | Analogi tiazolidynodionu |
| US8304441B2 (en) | 2007-09-14 | 2012-11-06 | Metabolic Solutions Development Company, Llc | Thiazolidinedione analogues for the treatment of metabolic diseases |
| KR101537830B1 (ko) | 2007-09-14 | 2015-07-17 | 메타볼릭 솔루션스 디벨롭먼트 컴퍼니, 엘엘씨 | 고혈압 치료용 티아졸리딘디온 유사체 |
| US8722710B2 (en) | 2007-09-26 | 2014-05-13 | Deuterx, Llc | Deuterium-enriched pioglitazone |
| US8846315B2 (en) | 2008-08-12 | 2014-09-30 | Zinfandel Pharmaceuticals, Inc. | Disease risk factors and methods of use |
| CA2735578C (en) | 2008-08-12 | 2018-10-23 | Zinfandel Pharmaceuticals, Inc. | Method of identifying risk factors for alzheimer's disease comprising tomm40 gene variants |
| AU2014202074B2 (en) * | 2009-12-15 | 2016-01-07 | Cirius Therapeutics, Inc. | PPAR-sparing thiazolidinediones and combinations for the treatment of neurodegenerative diseases |
| US20130053350A1 (en) * | 2009-12-15 | 2013-02-28 | Metabolic Solutions Development Company, Llc | Ppar-sparing thiazolidinediones and combinations for the treatment of neurodegenerative diseases |
| US20120322728A1 (en) * | 2009-12-15 | 2012-12-20 | Metabolic Solutions Development Company, Llc | Ppar-sparing thiazolidinediones and combinations for the treatment of diabetes mellitus and other metabolic diseases |
| KR20120107493A (ko) | 2009-12-15 | 2012-10-02 | 메타볼릭 솔루션스 디벨롭먼트 컴퍼니, 엘엘씨 | 대사성 질환의 치료를 위한 ｐｐａｒ 절약형 티아졸리딘디온염 |
| GB201002224D0 (en) | 2010-02-10 | 2010-03-31 | Argenta Therapeutics Ltd | Respiratory disease treatment |
| GB2477743A (en) * | 2010-02-10 | 2011-08-17 | Argenta Therapeutics Ltd | Enantiomers of 5-methyl-thiazolidine-2,4-dione glitazone compounds |
| US20130211095A1 (en) * | 2010-04-19 | 2013-08-15 | Metabolic Solutions Development Company, Llc | Novel synthesis for thiazolidinedione compounds |
| MX2012012092A (es) | 2010-04-19 | 2012-12-17 | Metabolic Solutions Dev Co Llc | Sintesis novedosa para compuestos de tiazolidinadiona. |
| US8895748B2 (en) | 2010-08-10 | 2014-11-25 | Metabolic Solutions Development Company, Llc | Synthesis for thiazolidinedione compounds |
| PL2603498T3 (pl) | 2010-08-10 | 2017-06-30 | Octeta Therapeutics, Llc | Nowa synteza związków tiazolidynodionu |
| EA201391017A1 (ru) | 2011-01-10 | 2014-04-30 | Зинфандел Фармасьютикалз, Инк. | Способы и готовые лекарственные формы для лечения болезни альцгеймера |
| WO2012114204A2 (en) * | 2011-02-15 | 2012-08-30 | Ecole Polytechnique Federale De Lausanne (Epfl) Epfl-Tto | Methods of treating mitochondrial dysfunction |
| WO2012149083A1 (en) * | 2011-04-28 | 2012-11-01 | Metabolic Solutions Development Company, Llc | Ppar-sparing thiazolidinediones for the treatment of kidney related diseases |
| KR20130015932A (ko) * | 2011-08-05 | 2013-02-14 | 연세대학교 산학협력단 | 저용량의 치아졸리딘다이온을 포함하는 알츠하이머 병 치료용 약학조성물 |
| KR101501375B1 (ko) | 2012-09-21 | 2015-03-10 | 가톨릭대학교 산학협력단 | 메트포민을 유효성분으로 함유하는 염증성 장질환의 예방 또는 치료용 조성물 |
| WO2014046474A2 (ko) * | 2012-09-21 | 2014-03-27 | 가톨릭대학교 산학협력단 | 메트포민을 유효성분으로 함유하는 염증성 장질환의 예방 또는 치료용 조성물 |
| US20160051529A1 (en) * | 2012-12-11 | 2016-02-25 | Metabolic Solutions Development Company Llc | Ppar-sparing thiazolidinediones and combinations for the treatment of neurodegenerative and other metabolic diseases |
| WO2014152843A1 (en) | 2013-03-14 | 2014-09-25 | Deuterx, Llc | Deuterium-enriched 2,4-thiazolidinediones and methods of treatment |
| US9562012B2 (en) | 2013-07-22 | 2017-02-07 | Metabolic Solutions Development Company, Llc | PPAR-sparing compounds for the treatment of metabolic diseases |
| EP3094328B1 (en) | 2014-01-15 | 2020-08-19 | Poxel SA | Methods of treating neurological, metabolic, and other disorders using enantiopure deuterium-enriched pioglitazone |
| EA202091120A3 (ru) * | 2014-04-02 | 2020-12-30 | Минорикс Терапьютикс С.Л. | Производные 2,4-тиазолинидона в лечении расстройств центральной нервной системы |
| JP7040798B2 (ja) | 2016-12-01 | 2022-03-23 | ミノリックス セラピューティクス エセ．エレ． | 非アルコール性脂肪性肝疾患を処置するための５－［［４－［２－［５－（１－ヒドロキシエチル）ピリジン－２－イル］エトキシ］フェニル］メチル］－１，３－チアゾリジン－２，４－ジオン |
| US11319313B2 (en) | 2020-06-30 | 2022-05-03 | Poxel Sa | Crystalline forms of deuterium-enriched pioglitazone |
| US11767317B1 (en) | 2020-06-30 | 2023-09-26 | Poxel Sa | Methods of synthesizing enantiopure deuterium-enriched pioglitazone |
| GB202210503D0 (en) | 2022-07-18 | 2022-08-31 | Univ Court Univ Of Glasgow | Materials and methods for treatment of chronic myeloid leukemia (CML) |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS5522636A (en) | 1978-08-04 | 1980-02-18 | Takeda Chem Ind Ltd | Thiazoliding derivative |
| WO1985004170A1 (fr) * | 1984-03-21 | 1985-09-26 | Takeda Chemical Industries, Ltd. | Derives de thiazolidinedione, leur procede de preparation et compositions medicinales les contenant |
| US4582839A (en) * | 1984-03-21 | 1986-04-15 | Takeda Chemical Industries, Ltd. | 2,4-thiazolidinediones |
| CN1003445B (zh) * | 1984-10-03 | 1989-03-01 | 武田药品工业株式会社 | 噻唑烷二酮衍生物，其制备方法和用途 |
| WO1986002073A1 (fr) | 1984-10-03 | 1986-04-10 | Takeda Chemical Industries, Ltd. | Derives de thiazolidinedione, procede de preparation et composition pharmaceutique les contenant |
| AR240698A1 (es) * | 1985-01-19 | 1990-09-28 | Takeda Chemical Industries Ltd | Procedimiento para preparar compuestos de 5-(4-(2-(5-etil-2-piridil)-etoxi)benzil)-2,4-tiazolidindiona y sus sales |
| US5167228A (en) * | 1987-06-26 | 1992-12-01 | Brigham And Women's Hospital | Assessment and modification of endogenous circadian phase and amplitude |
| US5304121A (en) | 1990-12-28 | 1994-04-19 | Boston Scientific Corporation | Drug delivery system making use of a hydrogel polymer coating |
| US5441971A (en) * | 1991-04-11 | 1995-08-15 | The Upjohn Company | Thiazolidinedione derivatives, production and use thereof |
| DE69231886T2 (de) * | 1991-04-11 | 2002-03-28 | Pharmacia & Upjohn Co., Kalamazoo | Thiazolidindionderivate, herstellung und anwendung |
| NO302471B1 (no) | 1991-12-26 | 1998-03-09 | Sankyo Co | Tiazolidinforbindelser og farmasöytisk preparat |
| US5886026A (en) | 1993-07-19 | 1999-03-23 | Angiotech Pharmaceuticals Inc. | Anti-angiogenic compositions and methods of use |
| NZ274346A (en) * | 1993-09-15 | 1997-06-24 | Sankyo Co | Use of various thiazolidine-2,4-dione and oxazolidine-2,4-dione derivatives to prevent or delay onset of non-insulin dependent diabetes mellitus |
| US6099562A (en) | 1996-06-13 | 2000-08-08 | Schneider (Usa) Inc. | Drug coating with topcoat |
| TWI238064B (en) | 1995-06-20 | 2005-08-21 | Takeda Chemical Industries Ltd | A pharmaceutical composition for prophylaxis and treatment of diabetes |
| IL118778A (en) | 1995-07-03 | 1999-07-14 | Sankyo Co | Pharmaceutical compositions for the treatment of arteriosclerosis and xanthoma containing an hmg-coa reductase inhibitor |
| GB0030845D0 (en) * | 2000-12-18 | 2001-01-31 | Smithkline Beecham Plc | Novel treatment |
| US7009057B2 (en) | 2001-04-26 | 2006-03-07 | Zentiva A.S. | Method for obtaining pioglitazone as an antidiabetic agent |
| US20070054902A1 (en) * | 2003-12-02 | 2007-03-08 | Shionogi & Co., Ltd. | Isoxazole derivatives as peroxisome proliferator-activated receptors agonists |
| PL2001468T3 (pl) | 2006-03-16 | 2013-03-29 | Metabolic Solutions Dev Co Llc | Analogi tiazolidynodionu |
| NZ571870A (en) | 2006-03-16 | 2011-07-29 | Metabolic Solutions Dev Co | Thiazolidinedione analogues for the treatment of hypertension and for lowering lipids |
| JP2009530293A (ja) * | 2006-03-16 | 2009-08-27 | メタボリック ソリューションズ ディベロップメント カンパニー | チアゾリジンジオン類似体およびグルココルチコイドアゴニストの併用療法 |
| KR101537830B1 (ko) | 2007-09-14 | 2015-07-17 | 메타볼릭 솔루션스 디벨롭먼트 컴퍼니, 엘엘씨 | 고혈압 치료용 티아졸리딘디온 유사체 |
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