JP2017511339A5 - - Google Patents
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- Publication number
- JP2017511339A5 JP2017511339A5 JP2016560727A JP2016560727A JP2017511339A5 JP 2017511339 A5 JP2017511339 A5 JP 2017511339A5 JP 2016560727 A JP2016560727 A JP 2016560727A JP 2016560727 A JP2016560727 A JP 2016560727A JP 2017511339 A5 JP2017511339 A5 JP 2017511339A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- mixture
- compounds
- disease
- disorders
- 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 description 164
- 239000000203 mixture Substances 0.000 claims description 97
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 43
- 208000015114 central nervous system disease Diseases 0.000 claims description 31
- 208000035475 disorder Diseases 0.000 claims description 31
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 25
- 230000004770 neurodegeneration Effects 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 24
- 208000012902 Nervous system disease Diseases 0.000 claims description 18
- 208000026106 cerebrovascular disease Diseases 0.000 claims description 18
- 239000003814 drug Substances 0.000 claims description 18
- OXVFDZYQLGRLCD-YVEFUNNKSA-N (5r)-5-[[4-[2-[5-[(1s)-1-hydroxyethyl]pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione Chemical compound N1=CC([C@@H](O)C)=CC=C1CCOC(C=C1)=CC=C1C[C@@H]1C(=O)NC(=O)S1 OXVFDZYQLGRLCD-YVEFUNNKSA-N 0.000 claims description 16
- 201000011452 Adrenoleukodystrophy Diseases 0.000 claims description 16
- OXVFDZYQLGRLCD-SJKOYZFVSA-N leriglitazone Chemical compound N1=CC([C@H](O)C)=CC=C1CCOC(C=C1)=CC=C1C[C@@H]1C(=O)NC(=O)S1 OXVFDZYQLGRLCD-SJKOYZFVSA-N 0.000 claims description 16
- 208000036110 Neuroinflammatory disease Diseases 0.000 claims description 15
- 208000036546 leukodystrophy Diseases 0.000 claims description 13
- 208000003174 Brain Neoplasms Diseases 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 12
- 201000010099 disease Diseases 0.000 claims description 12
- 206010015037 epilepsy Diseases 0.000 claims description 12
- 229930195729 fatty acid Natural products 0.000 claims description 12
- 239000000194 fatty acid Substances 0.000 claims description 12
- 150000004665 fatty acids Chemical class 0.000 claims description 12
- 208000012268 mitochondrial disease Diseases 0.000 claims description 12
- 229940124597 therapeutic agent Drugs 0.000 claims description 12
- 230000003612 virological effect Effects 0.000 claims description 12
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 11
- 201000008152 organic acidemia Diseases 0.000 claims description 11
- 208000024827 Alzheimer disease Diseases 0.000 claims description 10
- 206010010904 Convulsion Diseases 0.000 claims description 10
- 208000023105 Huntington disease Diseases 0.000 claims description 10
- 108010049137 Member 1 Subfamily D ATP Binding Cassette Transporter Proteins 0.000 claims description 10
- 208000018737 Parkinson disease Diseases 0.000 claims description 10
- 201000006417 multiple sclerosis Diseases 0.000 claims description 10
- 230000002265 prevention Effects 0.000 claims description 9
- OXVFDZYQLGRLCD-PXAZEXFGSA-N (5s)-5-[[4-[2-[5-[(1r)-1-hydroxyethyl]pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione Chemical compound N1=CC([C@H](O)C)=CC=C1CCOC(C=C1)=CC=C1C[C@H]1C(=O)NC(=O)S1 OXVFDZYQLGRLCD-PXAZEXFGSA-N 0.000 claims description 8
- OXVFDZYQLGRLCD-SJCJKPOMSA-N (5s)-5-[[4-[2-[5-[(1s)-1-hydroxyethyl]pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione Chemical compound N1=CC([C@@H](O)C)=CC=C1CCOC(C=C1)=CC=C1C[C@H]1C(=O)NC(=O)S1 OXVFDZYQLGRLCD-SJCJKPOMSA-N 0.000 claims description 8
- 206010003591 Ataxia Diseases 0.000 claims description 4
- 208000001089 Multiple system atrophy Diseases 0.000 claims description 4
- 230000003412 degenerative effect Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 102100024643 ATP-binding cassette sub-family D member 1 Human genes 0.000 claims 6
- 208000032319 Primary lateral sclerosis Diseases 0.000 claims 6
- 206010046298 Upper motor neurone lesion Diseases 0.000 claims 6
- 208000010796 X-linked adrenoleukodystrophy Diseases 0.000 claims 6
- 239000002552 dosage form Substances 0.000 claims 6
- 201000010901 lateral sclerosis Diseases 0.000 claims 6
- 208000005264 motor neuron disease Diseases 0.000 claims 6
- 208000002320 spinal muscular atrophy Diseases 0.000 claims 6
- 206010006542 Bulbar palsy Diseases 0.000 claims 3
- 208000024412 Friedreich ataxia Diseases 0.000 claims 3
- 201000002241 progressive bulbar palsy Diseases 0.000 claims 3
- 230000000750 progressive effect Effects 0.000 claims 3
- 201000000196 pseudobulbar palsy Diseases 0.000 claims 3
- 208000006011 Stroke Diseases 0.000 claims 2
- 239000006186 oral dosage form Substances 0.000 claims 2
- 229940100692 oral suspension Drugs 0.000 claims 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- 239000008280 blood Substances 0.000 claims 1
- 210000004369 blood Anatomy 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 230000002500 effect on skin Effects 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 238000007918 intramuscular administration Methods 0.000 claims 1
- 229940100688 oral solution Drugs 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 238000007920 subcutaneous administration Methods 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 230000000699 topical effect Effects 0.000 claims 1
- 238000000034 method Methods 0.000 description 14
- 102000009030 Member 1 Subfamily D ATP Binding Cassette Transporter Human genes 0.000 description 7
- OXVFDZYQLGRLCD-UHFFFAOYSA-N CC(c1cnc(CCOc2ccc(CC(C(N3)=O)SC3=O)cc2)cc1)O Chemical compound CC(c1cnc(CCOc2ccc(CC(C(N3)=O)SC3=O)cc2)cc1)O OXVFDZYQLGRLCD-UHFFFAOYSA-N 0.000 description 1
- 208000033866 Rare inborn errors of metabolism Diseases 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14382130 | 2014-04-02 | ||
| EP14382130.4 | 2014-04-02 | ||
| PCT/EP2015/057224 WO2015150476A1 (en) | 2014-04-02 | 2015-04-01 | 2,4-thiazolidinedione derivatives in the treatment of central nervous system disorders |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020081949A Division JP2020117539A (ja) | 2014-04-02 | 2020-05-07 | 中枢神経系障害の処置における２，４−チアゾリジンジオン誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017511339A JP2017511339A (ja) | 2017-04-20 |
| JP2017511339A5 true JP2017511339A5 (2) | 2018-05-24 |
| JP6745726B2 JP6745726B2 (ja) | 2020-08-26 |
Family
ID=50513194
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016560727A Active JP6745726B2 (ja) | 2014-04-02 | 2015-04-01 | 中枢神経系障害の処置における２，４−チアゾリジンジオン誘導体 |
| JP2020081949A Pending JP2020117539A (ja) | 2014-04-02 | 2020-05-07 | 中枢神経系障害の処置における２，４−チアゾリジンジオン誘導体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020081949A Pending JP2020117539A (ja) | 2014-04-02 | 2020-05-07 | 中枢神経系障害の処置における２，４−チアゾリジンジオン誘導体 |
Country Status (24)
| Country | Link |
|---|---|
| US (3) | US9782395B2 (2) |
| EP (2) | EP3125888B1 (2) |
| JP (2) | JP6745726B2 (2) |
| KR (1) | KR102418167B1 (2) |
| CN (1) | CN106470991B (2) |
| AU (1) | AU2015239112C1 (2) |
| CA (1) | CA2943373C (2) |
| CL (1) | CL2016002508A1 (2) |
| CY (2) | CY1120454T1 (2) |
| DK (2) | DK3125888T3 (2) |
| EA (2) | EA202091120A3 (2) |
| ES (2) | ES2872335T3 (2) |
| HR (2) | HRP20180983T1 (2) |
| HU (2) | HUE039555T2 (2) |
| IL (1) | IL248037B (2) |
| LT (2) | LT3125888T (2) |
| MX (1) | MX373234B (2) |
| NZ (1) | NZ725492A (2) |
| PL (2) | PL3388064T3 (2) |
| PT (2) | PT3125888T (2) |
| SG (1) | SG11201608218QA (2) |
| SI (2) | SI3125888T1 (2) |
| WO (1) | WO2015150476A1 (2) |
| ZA (1) | ZA201607286B (2) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8722710B2 (en) | 2007-09-26 | 2014-05-13 | Deuterx, Llc | Deuterium-enriched pioglitazone |
| US20130158077A1 (en) | 2011-12-19 | 2013-06-20 | Ares Trading S.A. | Pharmaceutical compositions |
| WO2014152843A1 (en) * | 2013-03-14 | 2014-09-25 | Deuterx, Llc | Deuterium-enriched 2,4-thiazolidinediones and methods of treatment |
| 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 |
| ES2926580T3 (es) * | 2016-12-23 | 2022-10-27 | Minoryx Therapeutics S L | Proceso para preparar 5-[[4-[2-[5-(1-hidroxietil)-2-piridinil]etoxi]fenil]metil]-2,4-tiazolidindiona y sales de la misma |
| CN112512524A (zh) * | 2018-06-06 | 2021-03-16 | 米尼奥尔克斯治疗有限公司 | 给予治疗有效量的5-[[4-[2-[5-(1-羟基乙基)吡啶-2-基]乙氧基]苯基]甲基]-1,3-噻唑烷-2,4-二酮的方法 |
| CN112823004A (zh) | 2018-06-06 | 2021-05-18 | 米尼奥尔克斯治疗有限公司 | 5-[[4-[2-[5-乙酰基吡啶-2-基]乙氧基]苄基]-1,3-噻唑烷-2,4-二酮及其盐的用途 |
| EP3801515B1 (en) | 2018-06-06 | 2025-04-09 | Minoryx Therapeutics S.L. | 5-[[4-[2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione and its salts for use in the treatment of mitochondrial diseases |
| US20230172921A1 (en) | 2020-04-30 | 2023-06-08 | Minoryx Therapeutics S.L. | Leriglitazone for treating lung inflammation and interstitial lung disease |
| 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 |
| EP4642456A1 (en) | 2022-12-28 | 2025-11-05 | Minoryx Therapeutics S.L. | Optimized dosing of leriglitazone |
| WO2024231881A2 (en) | 2023-05-09 | 2024-11-14 | Minoryx Therapeutics S.L. | Polymorphic forms and formulations of leriglitazone |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| WO1993022445A1 (en) * | 1992-05-05 | 1993-11-11 | The Upjohn Company | A process for producing pioglitazone metabolite |
| US5952509A (en) | 1996-06-27 | 1999-09-14 | Takeda Chemical Industries, Ltd. | Production of benzaldehyde compounds |
| US6191154B1 (en) | 1998-11-27 | 2001-02-20 | Case Western Reserve University | Compositions and methods for the treatment of Alzheimer's disease, central nervous system injury, and inflammatory diseases |
| US6294192B1 (en) | 1999-02-26 | 2001-09-25 | Lipocine, Inc. | Triglyceride-free compositions and methods for improved delivery of hydrophobic therapeutic agents |
| US6720001B2 (en) | 1999-10-18 | 2004-04-13 | Lipocine, Inc. | Emulsion compositions for polyfunctional active ingredients |
| AU2002367154A1 (en) | 2001-12-21 | 2003-07-15 | Smithkline Beecham Corporation | Dosing regimen for ppar-gamma activators |
| US8993773B2 (en) | 2002-07-16 | 2015-03-31 | Cadila Healthcare Limited | Process to prepare pioglitazone via several novel intermediates |
| WO2005016339A1 (en) * | 2003-07-24 | 2005-02-24 | Case Western Reserve University | Methods for the treatment of parkinson's disease |
| PL2001468T3 (pl) | 2006-03-16 | 2013-03-29 | Metabolic Solutions Dev Co Llc | Analogi tiazolidynodionu |
| US8722710B2 (en) | 2007-09-26 | 2014-05-13 | Deuterx, Llc | Deuterium-enriched pioglitazone |
| US20130053350A1 (en) * | 2009-12-15 | 2013-02-28 | Metabolic Solutions Development Company, Llc | Ppar-sparing thiazolidinediones and combinations for the treatment of neurodegenerative diseases |
| US8895537B2 (en) | 2010-10-29 | 2014-11-25 | Infirst Healthcare Ltd. | Compositions and methods for treating cardiovascular diseases |
| WO2013040419A1 (en) * | 2011-09-14 | 2013-03-21 | The Trustees Of Columbia University In The City Of New York | Compositions and methods for treating hyperprolinemia-associated mental disorders |
| US8865747B2 (en) * | 2012-03-23 | 2014-10-21 | Fundació Institute D'Investigació Biomėdica de Bellvitge (IDIBELL) | Pioglitazone for use in the treatment of adrenoleukodystrophy |
| US20140178456A1 (en) | 2012-08-30 | 2014-06-26 | Udaya Sankar Devanaboyina | Methods and compositions for treating type 2 diabetes and related conditions |
| WO2014152843A1 (en) * | 2013-03-14 | 2014-09-25 | Deuterx, Llc | Deuterium-enriched 2,4-thiazolidinediones and methods of treatment |
| 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 |
-
2015
- 2015-04-01 EA EA202091120A patent/EA202091120A3/ru unknown
- 2015-04-01 PL PL18173541T patent/PL3388064T3/pl unknown
- 2015-04-01 PT PT157134990T patent/PT3125888T/pt unknown
- 2015-04-01 EA EA201691997A patent/EA035866B1/ru unknown
- 2015-04-01 CN CN201580018404.6A patent/CN106470991B/zh active Active
- 2015-04-01 HR HRP20180983TT patent/HRP20180983T1/hr unknown
- 2015-04-01 LT LTEP15713499.0T patent/LT3125888T/lt unknown
- 2015-04-01 CA CA2943373A patent/CA2943373C/en active Active
- 2015-04-01 HU HUE15713499A patent/HUE039555T2/hu unknown
- 2015-04-01 KR KR1020167030649A patent/KR102418167B1/ko active Active
- 2015-04-01 JP JP2016560727A patent/JP6745726B2/ja active Active
- 2015-04-01 SI SI201530325T patent/SI3125888T1/en unknown
- 2015-04-01 SI SI201531591T patent/SI3388064T1/sl unknown
- 2015-04-01 SG SG11201608218QA patent/SG11201608218QA/en unknown
- 2015-04-01 NZ NZ725492A patent/NZ725492A/en unknown
- 2015-04-01 EP EP15713499.0A patent/EP3125888B1/en active Active
- 2015-04-01 ES ES18173541T patent/ES2872335T3/es active Active
- 2015-04-01 HU HUE18173541A patent/HUE055351T2/hu unknown
- 2015-04-01 MX MX2016012687A patent/MX373234B/es active IP Right Grant
- 2015-04-01 DK DK15713499.0T patent/DK3125888T3/en active
- 2015-04-01 DK DK18173541.6T patent/DK3388064T3/da active
- 2015-04-01 PT PT181735416T patent/PT3388064T/pt unknown
- 2015-04-01 LT LTEP18173541.6T patent/LT3388064T/lt unknown
- 2015-04-01 ES ES15713499.0T patent/ES2678046T3/es active Active
- 2015-04-01 EP EP18173541.6A patent/EP3388064B1/en active Active
- 2015-04-01 PL PL15713499T patent/PL3125888T3/pl unknown
- 2015-04-01 AU AU2015239112A patent/AU2015239112C1/en active Active
- 2015-04-01 WO PCT/EP2015/057224 patent/WO2015150476A1/en not_active Ceased
-
2016
- 2016-05-05 US US15/147,484 patent/US9782395B2/en active Active
- 2016-09-26 IL IL248037A patent/IL248037B/en active IP Right Grant
- 2016-10-03 CL CL2016002508A patent/CL2016002508A1/es unknown
- 2016-10-21 ZA ZA2016/07286A patent/ZA201607286B/en unknown
-
2017
- 2017-10-05 US US15/725,950 patent/US10179126B2/en active Active
-
2018
- 2018-07-23 CY CY20181100765T patent/CY1120454T1/el unknown
- 2018-12-13 US US16/218,829 patent/US20190255032A1/en not_active Abandoned
-
2020
- 2020-05-07 JP JP2020081949A patent/JP2020117539A/ja active Pending
-
2021
- 2021-03-30 HR HRP20210518TT patent/HRP20210518T1/hr unknown
- 2021-04-27 CY CY20211100363T patent/CY1124088T1/el unknown
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