NZ602883A - Novel synthesis for thiazolidinedione compounds - Google Patents
Novel synthesis for thiazolidinedione compoundsInfo
- Publication number
- NZ602883A NZ602883A NZ602883A NZ60288311A NZ602883A NZ 602883 A NZ602883 A NZ 602883A NZ 602883 A NZ602883 A NZ 602883A NZ 60288311 A NZ60288311 A NZ 60288311A NZ 602883 A NZ602883 A NZ 602883A
- Authority
- NZ
- New Zealand
- Prior art keywords
- ethylpyridine
- ethanone
- ethylpyridin
- bromoacetyl
- thiazolidinedione compounds
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 150000001467 thiazolidinediones Chemical class 0.000 title abstract 2
- TUIAMIBAHJSPTD-UHFFFAOYSA-N 2-bromo-1-(5-ethylpyridin-2-yl)ethanone Chemical compound CCC1=CC=C(C(=O)CBr)N=C1 TUIAMIBAHJSPTD-UHFFFAOYSA-N 0.000 abstract 4
- QSBVCIBDJAYWNV-UHFFFAOYSA-N 1-(5-ethylpyridin-2-yl)-2-methylsulfonylethanone Chemical compound S(=O)(=O)(C)CC(=O)C1=NC=C(C=C1)CC QSBVCIBDJAYWNV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- HYAFETHFCAUJAY-UHFFFAOYSA-N pioglitazone Chemical compound N1=CC(CC)=CC=C1CCOC(C=C1)=CC=C1CC1C(=O)NC(=O)S1 HYAFETHFCAUJAY-UHFFFAOYSA-N 0.000 abstract 2
- QIBBCEFPBDQGCT-UHFFFAOYSA-N 1-(5-ethylpyridin-2-yl)-4-methylsulfonylbutane-1,3-dione Chemical compound S(=O)(=O)(C)CC(=O)CC(=O)C1=NC=C(C=C1)CC QIBBCEFPBDQGCT-UHFFFAOYSA-N 0.000 abstract 1
- DNPMOGQMEOPVNT-UHFFFAOYSA-N 2-bromo-1-pyridin-2-ylethanone Chemical compound BrCC(=O)C1=CC=CC=N1 DNPMOGQMEOPVNT-UHFFFAOYSA-N 0.000 abstract 1
- ASELVGCHHOEJHU-UHFFFAOYSA-N 2-chloro-1-(5-ethylpyridin-2-yl)ethanone Chemical compound ClCC(=O)C1=NC=C(C=C1)CC.ClCC(=O)C1=NC=C(C=C1)CC ASELVGCHHOEJHU-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- -1 pioglitazone Chemical class 0.000 abstract 1
- 229960005095 pioglitazone Drugs 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/34—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/426—1,3-Thiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/50—Ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/51—Acetal radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1896—Compounds having one or more Si-O-acyl linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Heart & Thoracic Surgery (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Cardiology (AREA)
- Child & Adolescent Psychology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32550210P | 2010-04-19 | 2010-04-19 | |
| US32749810P | 2010-04-23 | 2010-04-23 | |
| PCT/US2011/032822 WO2011133442A1 (en) | 2010-04-19 | 2011-04-18 | Novel synthesis for thiazolidinedione compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ602883A true NZ602883A (en) | 2014-09-26 |
Family
ID=44148625
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ602883A NZ602883A (en) | 2010-04-19 | 2011-04-18 | Novel synthesis for thiazolidinedione compounds |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8937182B2 (enExample) |
| EP (1) | EP2560956B1 (enExample) |
| JP (1) | JP2013525355A (enExample) |
| KR (1) | KR101781665B1 (enExample) |
| CN (1) | CN102947269B (enExample) |
| AU (1) | AU2011242956B2 (enExample) |
| CA (1) | CA2796437C (enExample) |
| DK (1) | DK2560956T3 (enExample) |
| ES (1) | ES2610623T3 (enExample) |
| HU (1) | HUE030263T2 (enExample) |
| MX (1) | MX2012012092A (enExample) |
| NZ (1) | NZ602883A (enExample) |
| PL (1) | PL2560956T3 (enExample) |
| RU (1) | RU2012148908A (enExample) |
| WO (1) | WO2011133442A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ604423A (en) * | 2010-06-24 | 2015-01-30 | Alkermes Pharma Ireland Ltd | Prodrugs of nh-acidic compounds: ester, carbonate, carbamate and phosphonate derivatives |
| CA2807662C (en) * | 2010-08-10 | 2019-10-08 | Metabolic Solutions Development Company, Llc | Synthesis for thiazolidinedione compounds |
| KR101857307B1 (ko) | 2010-08-10 | 2018-05-11 | 메타볼릭 솔루션스 디벨롭먼트 컴퍼니, 엘엘씨 | 티아졸리딘디온 화합물의 합성법 |
| TWI773657B (zh) | 2015-12-18 | 2022-08-11 | 美商亞德利克斯公司 | 作爲非全身ｔｇｒ５促效劑之經取代之4-苯基吡啶化合物 |
| US12084472B2 (en) | 2015-12-18 | 2024-09-10 | Ardelyx, Inc. | Substituted 4-phenyl pyridine compounds as non-systemic TGR5 agonists |
| EP3749292A1 (en) | 2018-02-08 | 2020-12-16 | ENYO Pharma | Use of modulators of neet proteins for the treatment of infection |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| US5143930A (en) | 1990-02-07 | 1992-09-01 | Sankyo Company, Limited | Thiazolidine derivatives with anti-diabetic activity, their preparation and their use |
| KR100249988B1 (ko) * | 1991-04-11 | 2000-04-01 | 로렌스 티. 마이젠헬더 | 티아졸리딘디온 유도체, 그의 제조방법 및 용도 |
| NO302471B1 (no) | 1991-12-26 | 1998-03-09 | Sankyo Co | Tiazolidinforbindelser og farmasöytisk preparat |
| JPH07188227A (ja) * | 1993-12-24 | 1995-07-25 | Japan Tobacco Inc | チアゾリジン誘導体及びオキサゾール誘導体 |
| SE9702305D0 (sv) | 1997-06-17 | 1997-06-17 | Astra Ab | New thiazolidinedione, oxazolidinedione and oxadiazolidinedione derivatives |
| AP869A (en) | 1998-01-05 | 2000-09-04 | Pfizer | 2,3-Substituted indole compounds as anti-inflammatory and analgesic agents. |
| US7407978B2 (en) | 1999-04-06 | 2008-08-05 | Theracos, Inc. | Heterocyclic analogs of diphenylethylene compounds |
| US6768008B2 (en) | 2000-04-24 | 2004-07-27 | Aryx Therapeutics | Materials and methods for the treatment of diabetes, hyperlipidemia, hypercholesterolemia, and atherosclerosis |
| FR2817144B1 (fr) | 2000-11-29 | 2003-01-03 | Micro Mega Sa | Sequence d'instruments canalaires pour l'execution d'un protocole operatoire d'endodontie |
| WO2003029251A1 (en) * | 2001-09-28 | 2003-04-10 | Biocon Limited | Novel process for the synthesis of thiazolidinedione derivatives |
| FR2861069B1 (fr) | 2003-10-17 | 2005-12-09 | Galderma Res & Dev | NOUVEAUX LIGANDS ACTIVATEURS DES RECEPTEURS RARs, UTILISATION EN MEDECINE HUMAINE AINSI QU'EN COSMETIQUE |
| EP2902026B1 (en) | 2006-03-16 | 2017-10-04 | Metabolic Solutions Development Company LLC | Thiazolidinedione analogues for the treatment of metabolic inflammation mediated disease |
| CN101454006B (zh) | 2006-03-16 | 2012-12-26 | 新陈代谢解决方案开发公司 | 用于治疗高血压以及用于降低血脂的噻唑烷二酮类似物 |
| CA2646170A1 (en) | 2006-03-16 | 2007-09-27 | Metabolic Solutions Development Company | Combination therapies of thiazolidinedione analogues and glucocorticoid agonists |
| JP5405120B2 (ja) * | 2006-12-01 | 2014-02-05 | Ｍｓｄ株式会社 | 新規フェニル−イソキサゾール−３−オール誘導体 |
| WO2008118327A1 (en) * | 2007-03-23 | 2008-10-02 | University Of Toledo | Conformationally restrained epothilone analogues as anti-leukemic agents |
| CN101848901B (zh) | 2007-09-14 | 2012-11-21 | 新陈代谢解决方案开发公司 | 用于治疗高血压的噻唑烷二酮类似物 |
| WO2009148195A1 (en) * | 2008-06-02 | 2009-12-10 | Daebong Ls, Ltd. | 5-(4-hydroxybenzyl)thiazolidine-2,4-dione as intermediate for synthesis of thiazolidinedione based compounds and process for preparing the same |
| CN103153972A (zh) | 2010-04-19 | 2013-06-12 | 新陈代谢解决方案开发公司 | 噻唑烷二酮化合物的新的合成方法 |
| CA2807662C (en) | 2010-08-10 | 2019-10-08 | Metabolic Solutions Development Company, Llc | Synthesis for thiazolidinedione compounds |
| KR101857307B1 (ko) | 2010-08-10 | 2018-05-11 | 메타볼릭 솔루션스 디벨롭먼트 컴퍼니, 엘엘씨 | 티아졸리딘디온 화합물의 합성법 |
-
2011
- 2011-04-18 PL PL11716155T patent/PL2560956T3/pl unknown
- 2011-04-18 DK DK11716155.4T patent/DK2560956T3/en active
- 2011-04-18 US US13/641,917 patent/US8937182B2/en active Active
- 2011-04-18 ES ES11716155.4T patent/ES2610623T3/es active Active
- 2011-04-18 RU RU2012148908/04A patent/RU2012148908A/ru not_active Application Discontinuation
- 2011-04-18 AU AU2011242956A patent/AU2011242956B2/en not_active Ceased
- 2011-04-18 CN CN201180030253.8A patent/CN102947269B/zh not_active Expired - Fee Related
- 2011-04-18 MX MX2012012092A patent/MX2012012092A/es active IP Right Grant
- 2011-04-18 JP JP2013506202A patent/JP2013525355A/ja active Pending
- 2011-04-18 EP EP11716155.4A patent/EP2560956B1/en active Active
- 2011-04-18 HU HUE11716155A patent/HUE030263T2/en unknown
- 2011-04-18 NZ NZ602883A patent/NZ602883A/en not_active IP Right Cessation
- 2011-04-18 CA CA2796437A patent/CA2796437C/en active Active
- 2011-04-18 WO PCT/US2011/032822 patent/WO2011133442A1/en not_active Ceased
- 2011-04-18 KR KR1020127030070A patent/KR101781665B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2013525355A (ja) | 2013-06-20 |
| US20130204004A1 (en) | 2013-08-08 |
| EP2560956B1 (en) | 2016-10-26 |
| ES2610623T3 (es) | 2017-04-28 |
| KR101781665B1 (ko) | 2017-09-25 |
| RU2012148908A (ru) | 2014-05-27 |
| DK2560956T3 (en) | 2017-01-23 |
| AU2011242956B2 (en) | 2015-01-22 |
| WO2011133442A1 (en) | 2011-10-27 |
| CN102947269A (zh) | 2013-02-27 |
| HUE030263T2 (en) | 2017-04-28 |
| US8937182B2 (en) | 2015-01-20 |
| CA2796437A1 (en) | 2011-10-27 |
| HK1178155A1 (en) | 2013-09-06 |
| CA2796437C (en) | 2018-09-11 |
| EP2560956A1 (en) | 2013-02-27 |
| MX2012012092A (es) | 2012-12-17 |
| AU2011242956A1 (en) | 2012-11-01 |
| KR20130051945A (ko) | 2013-05-21 |
| CN102947269B (zh) | 2015-11-25 |
| PL2560956T3 (pl) | 2017-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PSEA | Patent sealed | ||
| RENW | Renewal (renewal fees accepted) |
Free format text: PATENT RENEWED FOR 1 YEAR UNTIL 18 APR 2016 BY SPRUSON + FERGUSON Effective date: 20150423 |
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Free format text: PATENT RENEWED FOR 1 YEAR UNTIL 18 APR 2017 BY CPA GLOBAL Effective date: 20160304 |
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| ASS | Change of ownership |
Owner name: OCTETA THERAPEUTICS, LLC, US Effective date: 20161215 |
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Free format text: PATENT RENEWED FOR 1 YEAR UNTIL 18 APR 2018 BY CPA GLOBAL Effective date: 20170303 |
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| LAPS | Patent lapsed |