MX2021007505A - Síntesis de 3-metil-1,2,4-tiadiazol-5-carbohidrazida o de su forma deuterada con metil-d3. - Google Patents
Síntesis de 3-metil-1,2,4-tiadiazol-5-carbohidrazida o de su forma deuterada con metil-d3.Info
- Publication number
- MX2021007505A MX2021007505A MX2021007505A MX2021007505A MX2021007505A MX 2021007505 A MX2021007505 A MX 2021007505A MX 2021007505 A MX2021007505 A MX 2021007505A MX 2021007505 A MX2021007505 A MX 2021007505A MX 2021007505 A MX2021007505 A MX 2021007505A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- synthesis
- carbohydrazide
- thiadiazole
- deuterated form
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
-
- 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
- C07D277/38—Nitrogen atoms
- C07D277/40—Unsubstituted amino or imino radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C241/00—Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C241/04—Preparation of hydrazides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/05—Isotopically modified compounds, e.g. labelled
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La presente invención se refiere a un método de síntesis del compuesto (I), en donde R1 representa metilo o metil-d3, correspondiendo así a 3-metil-1,2,4-tiadiazol-5-carbohidrazida o a la forma metil-d3 deuterada del mismo. Estos compuestos son útiles como intermediarios clave en la síntesis de compuestos farmacéuticos, especialmente fezolinetante y fezolinetante deuterado.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP18215106 | 2018-12-21 | ||
| PCT/EP2019/086733 WO2020128003A1 (en) | 2018-12-21 | 2019-12-20 | SYNTHESIS OF 3-METHYL-1,2,4-THIADIAZOLE-5-CARBOHYDRAZIDE OR OF THE METHYL-d3 DEUTERATED FORM THEREOF |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2021007505A true MX2021007505A (es) | 2021-10-13 |
Family
ID=64870364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2021007505A MX2021007505A (es) | 2018-12-21 | 2019-12-20 | Síntesis de 3-metil-1,2,4-tiadiazol-5-carbohidrazida o de su forma deuterada con metil-d3. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US12162849B2 (es) |
| EP (1) | EP3898602B1 (es) |
| JP (1) | JP7644009B2 (es) |
| KR (2) | KR20250162954A (es) |
| CN (2) | CN120329264A (es) |
| AU (1) | AU2019410716B2 (es) |
| CA (1) | CA3123757A1 (es) |
| ES (1) | ES2950143T3 (es) |
| IL (1) | IL284159B2 (es) |
| JO (1) | JOP20210157A1 (es) |
| MX (1) | MX2021007505A (es) |
| PL (1) | PL3898602T3 (es) |
| PT (1) | PT3898602T (es) |
| WO (1) | WO2020128003A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2025009476A1 (ja) * | 2023-07-03 | 2025-01-09 | Ａｇｃ株式会社 | ３－メチル－１，２，４－チアジアゾール－５－カルボヒドラジドの新規製造方法 |
| WO2025009477A1 (ja) * | 2023-07-03 | 2025-01-09 | Ａｇｃ株式会社 | ３－メチル－１，２，４－チアジアゾール－５－カルボヒドラジドの新規製造方法 |
| CN117024374A (zh) * | 2023-08-08 | 2023-11-10 | 安庆百谊生物科技有限公司 | 一种3-甲基-1，2，4-噻二唑-5-碳酰肼或其盐的合成方法 |
| CN117865911A (zh) * | 2024-01-08 | 2024-04-12 | 成都科圣原医药科技有限公司 | 一种3-甲基-1,2,4-噻二唑-5-碳酰肼的制备方法 |
| EP4628491A1 (en) | 2024-04-05 | 2025-10-08 | Química Sintética, S.A. | Synthesis of intermediates for the preparation of neurokinin-3 receptor antagonists |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3221006A (en) | 1962-11-13 | 1965-11-30 | Eastman Kodak Co | 5-amino-3-substituted-1,2,4-thiadiazole azo compounds |
| GB9008123D0 (en) | 1990-04-10 | 1990-06-06 | Lilly Industries Ltd | Pharmaceutical compounds |
| JPH0477477A (ja) | 1990-07-18 | 1992-03-11 | Takeda Chem Ind Ltd | チアジアゾール酢酸誘導体の製造法 |
| AU2006298727B2 (en) | 2005-10-05 | 2011-11-17 | F. Hoffmann-La Roche Ag | Naphthyridin derivatives |
| US20070117804A1 (en) | 2005-11-10 | 2007-05-24 | Schering Corporation | Imidazopyrazines as protein kinase inhibitors |
| RU2008137583A (ru) | 2006-02-22 | 2010-03-27 | Вертекс Фармасьютикалз Инкорпорейшн (Us) | Спиропиперидины в качестве модуляторов мускариновых рецепторов |
| GB0620823D0 (en) | 2006-10-19 | 2006-11-29 | Univ London | Histone deacetylase inhibitors |
| JP5330260B2 (ja) * | 2006-12-06 | 2013-10-30 | スミスクライン ビーチャム コーポレーション | 二環式化合物ならびに抗糖尿病薬としての使用 |
| EP1975204B1 (en) | 2007-03-27 | 2013-10-02 | FUJIFILM Corporation | Azo dye and azo compound |
| GB0910688D0 (en) | 2009-06-19 | 2009-08-05 | Glaxo Group Ltd | Novel compounds |
| US8486967B2 (en) | 2010-02-17 | 2013-07-16 | Hoffmann-La Roche Inc. | Heteroaryl substituted piperidines |
| SI2552920T1 (sl) | 2010-04-02 | 2017-07-31 | Ogeda Sa | Nove nk-3 receptor selektivne antagonist spojine, farmacevtski sestavki in postopki za uporabo pri nk-3 receptor posredovanih motnjah |
| LT2751115T (lt) | 2011-08-30 | 2017-12-27 | Eli Lilly And Company | (tieno[2,3-b][1,5]benzoksazepin-4-il)piperazin-1-ilo junginiai, kaip dvigubo aktyvumo h1 atvirkštiniai agonistai/5-ht2a antagonistai |
| CN105175421B (zh) * | 2011-10-03 | 2018-07-13 | 欧歌达有限公司 | 用于合成选择性nk-3受体拮抗剂的中间体化合物及其用途 |
| CN102653545A (zh) | 2012-03-22 | 2012-09-05 | 盛世泰科生物医药技术(苏州)有限公司 | 2-甲酸甲酯-5-硼酸片呐醇酯噻唑的一种合成方法 |
| ES2711143T3 (es) | 2013-03-29 | 2019-04-30 | Ogeda Sa | N-acil-(3-sustituido)-5,6,7,8-tetrahidro-[1,2,4]triazolo[4,3-a]pirazinas como antagonistas selectivos del receptor de NK-3, composición farmacéutica, métodos para su uso en los trastornos mediados por el receptor de NK-3 |
| JP6316932B2 (ja) | 2013-03-29 | 2018-04-25 | オゲダ エス．エー． | 選択的ＮＫ−３受容体拮抗薬としての新規なＮ−アシル−（３位置換）−（８位置換）−５，６−ジヒドロ−［１，２，４］トリアゾロ［４，３−ａ］ピラジン、医薬組成物、ＮＫ−３受容体媒介性障害における使用方法 |
| ES2721018T3 (es) | 2013-03-29 | 2019-07-26 | Ogeda S A | N-Acil-(3-sustituido)-(8-metil)-5,6-dihidro-[1,2,4]triazolo[4,3-a]pirazinas como antagonistas selectivos del receptor NK-3, composición farmacéutica, métodos para su uso en trastornos mediados por el receptor de NK-3 |
| PT3197876T (pt) | 2014-09-25 | 2019-02-21 | Ogeda Sa | Nova síntese quiral de n-acyl-(3-substituído)-(8-substituído)-5,6-di-hidro-[1,2,4]triazolo[4,3-a]pirazinas |
| CN107074792B (zh) | 2014-10-02 | 2020-01-03 | 富士胶片株式会社 | 5-氨基-3-取代-1，2，4-噻二唑的制造方法 |
| EP3428168A1 (en) | 2017-07-12 | 2019-01-16 | Ogeda Sa | Deuterated fezolinetant |
| CN117024374A (zh) | 2023-08-08 | 2023-11-10 | 安庆百谊生物科技有限公司 | 一种3-甲基-1，2，4-噻二唑-5-碳酰肼或其盐的合成方法 |
-
2019
- 2019-12-20 CA CA3123757A patent/CA3123757A1/en active Pending
- 2019-12-20 IL IL284159A patent/IL284159B2/en unknown
- 2019-12-20 CN CN202510490773.0A patent/CN120329264A/zh active Pending
- 2019-12-20 PT PT198329534T patent/PT3898602T/pt unknown
- 2019-12-20 CN CN201980092789.9A patent/CN113767094B/zh active Active
- 2019-12-20 MX MX2021007505A patent/MX2021007505A/es unknown
- 2019-12-20 PL PL19832953.4T patent/PL3898602T3/pl unknown
- 2019-12-20 JP JP2021535842A patent/JP7644009B2/ja active Active
- 2019-12-20 JO JOP/2021/0157A patent/JOP20210157A1/ar unknown
- 2019-12-20 WO PCT/EP2019/086733 patent/WO2020128003A1/en not_active Ceased
- 2019-12-20 AU AU2019410716A patent/AU2019410716B2/en active Active
- 2019-12-20 ES ES19832953T patent/ES2950143T3/es active Active
- 2019-12-20 KR KR1020257037631A patent/KR20250162954A/ko active Pending
- 2019-12-20 KR KR1020217022930A patent/KR102885767B1/ko active Active
- 2019-12-20 US US17/415,539 patent/US12162849B2/en active Active
- 2019-12-20 EP EP19832953.4A patent/EP3898602B1/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| KR20210106528A (ko) | 2021-08-30 |
| US20220056000A1 (en) | 2022-02-24 |
| JP2022520698A (ja) | 2022-04-01 |
| IL284159A (en) | 2021-08-31 |
| EP3898602A1 (en) | 2021-10-27 |
| PL3898602T3 (pl) | 2023-10-23 |
| US12162849B2 (en) | 2024-12-10 |
| IL284159B1 (en) | 2024-04-01 |
| AU2019410716B2 (en) | 2025-05-22 |
| EP3898602B1 (en) | 2023-04-26 |
| AU2019410716A1 (en) | 2021-07-22 |
| CA3123757A1 (en) | 2020-06-25 |
| PT3898602T (pt) | 2023-07-24 |
| CN120329264A (zh) | 2025-07-18 |
| KR102885767B1 (ko) | 2025-11-13 |
| JOP20210157A1 (ar) | 2023-01-30 |
| BR112021012038A2 (pt) | 2021-10-19 |
| IL284159B2 (en) | 2024-08-01 |
| WO2020128003A1 (en) | 2020-06-25 |
| CN113767094A (zh) | 2021-12-07 |
| CN113767094B (zh) | 2025-05-09 |
| ES2950143T3 (es) | 2023-10-05 |
| JP7644009B2 (ja) | 2025-03-11 |
| KR20250162954A (ko) | 2025-11-19 |
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