EA201170808A1 - Способ получения соединений ряда пиперазина и их солянокислых солей - Google Patents
Способ получения соединений ряда пиперазина и их солянокислых солейInfo
- Publication number
- EA201170808A1 EA201170808A1 EA201170808A EA201170808A EA201170808A1 EA 201170808 A1 EA201170808 A1 EA 201170808A1 EA 201170808 A EA201170808 A EA 201170808A EA 201170808 A EA201170808 A EA 201170808A EA 201170808 A1 EA201170808 A1 EA 201170808A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- general formula
- salt
- piperazine
- series
- compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 150000003839 salts Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical class C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 title 2
- 239000002253 acid Substances 0.000 title 1
- 239000012453 solvate Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000004677 hydrates Chemical class 0.000 abstract 2
- OSFYUOBMIMRRQJ-UHFFFAOYSA-N 4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CCN1CCN(C=2C(=C(Cl)C=CC=2)Cl)CC1 OSFYUOBMIMRRQJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Изобретение относится к новому способу получения соединения общей формулыа также его солянокислых солей, и/или гидратов, и/или сольватов, растворением или суспендированием транс-4-{2-[4-(2,3-дихлорфенил)пиперазин-1-ил]этил}циклогексиламина формулы (III), или его соли, или гидрата, или сольвата в инертном растворителе в присутствии основания, затем добавлением производного угольной кислоты общей формулы (VI), в которой R является Cалкилом с линейной или разветвленной цепью или полностью галогенированным Cалкилом, Z представляет собой -O-R или -X, при этом R является таким, как описано выше, Х является галогеном, и взаимодействием полученного соединения общей формулы (IV), в которой R является таким, как описано выше, in situ или, необязательно, в выделенном состоянии с амином общей формулы (V), в которой Rи Rявляются такими, как описано в описании, с получением соединения общей формулы (I), а затем, необязательно, получением его солянокислых солей, и/или гидратов, и/или сольватов.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0800765A HUP0800765A2 (en) | 2008-12-18 | 2008-12-18 | A new process for the preparation of piperazine derivatives and their hydrochloric salts |
| PCT/HU2009/000109 WO2010070370A1 (en) | 2008-12-18 | 2009-12-18 | Process for the preparation of piperazine compounds and hydrochloride salts thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201170808A1 true EA201170808A1 (ru) | 2011-12-30 |
| EA019329B1 EA019329B1 (ru) | 2014-02-28 |
Family
ID=89988674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201170808A EA019329B1 (ru) | 2008-12-18 | 2009-12-18 | Способ получения соединений ряда пиперазина и их солянокислых солей |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US8569498B2 (ru) |
| EP (1) | EP2358691B8 (ru) |
| JP (1) | JP5744751B2 (ru) |
| CN (1) | CN102256954B (ru) |
| AU (1) | AU2009329295B2 (ru) |
| BR (1) | BRPI0923380B8 (ru) |
| CA (1) | CA2744073C (ru) |
| CY (1) | CY1113923T1 (ru) |
| DK (1) | DK2358691T3 (ru) |
| EA (1) | EA019329B1 (ru) |
| ES (1) | ES2407182T3 (ru) |
| GE (1) | GEP20125712B (ru) |
| HK (1) | HK1160849A1 (ru) |
| HR (1) | HRP20130394T1 (ru) |
| HU (1) | HUP0800765A2 (ru) |
| IL (1) | IL212640A (ru) |
| IN (1) | IN2011KN02904A (ru) |
| MX (1) | MX2011006590A (ru) |
| NZ (1) | NZ592906A (ru) |
| PL (1) | PL2358691T3 (ru) |
| PT (1) | PT2358691E (ru) |
| RS (1) | RS52738B (ru) |
| SG (1) | SG171716A1 (ru) |
| SI (1) | SI2358691T1 (ru) |
| SM (1) | SMT201300063B (ru) |
| TW (1) | TWI460164B (ru) |
| UA (1) | UA102422C2 (ru) |
| WO (1) | WO2010070370A1 (ru) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP0700353A2 (en) * | 2007-05-18 | 2008-12-29 | Richter Gedeon Nyrt | Metabolites of (thio)carbamoyl-cyclohexane derivatives |
| US7875610B2 (en) * | 2007-12-03 | 2011-01-25 | Richter Gedeon Nyrt. | Pyrimidinyl-piperazines useful as D3/D2 receptor ligands |
| EA023972B1 (ru) * | 2008-02-21 | 2016-08-31 | Рихтер Гедеон Нирт. | Стабильный твёрдый препарат карипразина для перорального введения и способ его получения |
| JP5774988B2 (ja) | 2008-07-16 | 2015-09-09 | リヒター ゲデオン ニルバーノシャン ミーケデーレスベニュタールシャシャーグ | ドーパミン受容体リガンドからなる製剤処方 |
| HU230067B1 (hu) | 2008-12-17 | 2015-06-29 | Richter Gedeon Nyrt | Új piperazin só és eljárás előállítására |
| HUP0800766A2 (en) | 2008-12-18 | 2010-11-29 | Richter Gedeon Vegyeszet | Process for the preparation of piperazine derivatives |
| HUP0900790A2 (en) * | 2009-12-17 | 2011-09-28 | Richter Gedeon Nyrt | A new process for the preparation of piperazine and their hydrochloric salts |
| EP2508525A1 (en) | 2011-04-05 | 2012-10-10 | Bayer Pharma Aktiengesellschaft | Substituted 2,3-dihydroimidazo[1,2-c]quinazoline salts |
| CN104140421B (zh) | 2013-05-08 | 2017-04-05 | 上海医药工业研究院 | 苯并异噻唑类化合物及在制备抗精神分裂症药物中的应用 |
| US11274087B2 (en) | 2016-07-08 | 2022-03-15 | Richter Gedeon Nyrt. | Industrial process for the preparation of cariprazine |
| CN110317182B (zh) * | 2018-03-29 | 2021-10-15 | 上虞京新药业有限公司 | 一种卡利拉嗪的制备方法 |
| CN108586389B (zh) * | 2018-06-29 | 2020-06-12 | 成都福柯斯医药技术有限公司 | 一种合成卡利拉嗪的方法 |
| US11547707B2 (en) | 2019-04-10 | 2023-01-10 | Richter Gedeon Nyrt. | Carbamoyl cyclohexane derivatives for treating autism spectrum disorder |
| CN111892556A (zh) * | 2019-05-06 | 2020-11-06 | 北京万全德众医药生物技术有限公司 | 新的卡利拉嗪制备方法 |
| CN110372557B (zh) * | 2019-08-06 | 2021-05-18 | 上海勋和医药科技有限公司 | 环己烷胺类d3/d2受体部分激动剂 |
| CN113912565A (zh) * | 2020-07-11 | 2022-01-11 | 广东东阳光药业有限公司 | 一种卡利拉嗪的新晶型及其制备方法 |
| KR20240112213A (ko) | 2023-01-11 | 2024-07-18 | 리히터 게데온 닐트. | 도파민 d3/d2 수용체 조절 화합물 |
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| US4957921A (en) | 1989-12-06 | 1990-09-18 | Warner-Lambert Company | Substituted cyclohexanols as central nervous system agents |
| US5047406A (en) | 1989-12-06 | 1991-09-10 | Warner-Lambert Co. | Substituted cyclohexanols as central nervous system agents |
| US6334997B1 (en) | 1994-03-25 | 2002-01-01 | Isotechnika, Inc. | Method of using deuterated calcium channel blockers |
| WO1995026325A2 (en) | 1994-03-25 | 1995-10-05 | Isotechnika Inc. | Enhancement of the efficacy of drugs by deuteration |
| AU6859096A (en) | 1995-09-22 | 1997-04-09 | Warner-Lambert Company | Substituted cyclohexylamines as central nervous system agents |
| US6528529B1 (en) | 1998-03-31 | 2003-03-04 | Acadia Pharmaceuticals Inc. | Compounds with activity on muscarinic receptors |
| KR20060120715A (ko) | 1998-03-31 | 2006-11-27 | 아카디아 파마슈티칼스 인코포레이티드 | 무스카린 수용체에 대해 활성을 갖는 화합물 |
| SE9802208D0 (sv) | 1998-06-22 | 1998-06-22 | Astra Pharma Inc | Novel compounds |
| US6489341B1 (en) | 1999-06-02 | 2002-12-03 | Sepracor Inc. | Methods for the treatment of neuroleptic and related disorders using sertindole derivatives |
| BR0207832A (pt) | 2001-02-27 | 2004-06-22 | Ortho Mcneil Pharm Inc | Compostos de carbamato para uso na prevenção ou tratamento de distúrbio bipolar |
| US6566550B2 (en) | 2001-06-21 | 2003-05-20 | Pfizer Inc | Substituted aromatic ethers as inhibitors of glycine transport |
| HU227543B1 (en) | 2001-09-28 | 2011-08-29 | Richter Gedeon Nyrt | N-[4-(2-piperazin- and 2-piperidin-1-yl-ethyl)-cyclohexyl]-sulfon- and sulfamides, process for their preparation, their use and pharmaceutical compositions containing them |
| SE0200301D0 (sv) | 2002-02-01 | 2002-02-01 | Axon Biochemicals Bv | Thio-carbostyril derivative |
| US6919342B2 (en) | 2003-06-05 | 2005-07-19 | Abbott Gmbh & Co. Kg | Triazole compounds suitable for treating disorders that respond to modulation of the dopamine D3 receptor |
| HU227534B1 (en) | 2003-08-04 | 2011-08-29 | Richter Gedeon Nyrt | (thio)carbamoyl-cyclohexane derivatives, process for producing them and pharmaceutical compositions containing them |
| DE102004047517A1 (de) | 2004-09-28 | 2006-03-30 | Merck Patent Gmbh | Neuartige Kristallform von (3-Cyan-1H-indol-7-yl)-[4-(4-fluorphenethyl)-piperazin-1-yl]-methanon, Hydrochlorid |
| HUP0500170A3 (en) | 2005-02-03 | 2007-11-28 | Richter Gedeon Nyrt | Piperazine derivatives, process for producing them and pharmaceutical compositions containing them |
| GT200600414A (es) | 2005-09-12 | 2007-09-20 | Sal de glucuranato de compuesto de piperazine | |
| HU230748B1 (hu) | 2007-05-11 | 2018-02-28 | Richter Gedeon Nyrt | Új piperazin só és előállítási eljárása |
| MY148643A (en) | 2007-05-11 | 2013-05-15 | Richter Gedeon Nyrt | Solvate and crystalline forms of carbamoyl-cyclohexane derivatives |
| HUP0700353A2 (en) * | 2007-05-18 | 2008-12-29 | Richter Gedeon Nyrt | Metabolites of (thio)carbamoyl-cyclohexane derivatives |
| HUP0700369A2 (en) | 2007-05-24 | 2009-04-28 | Richter Gedeon Nyrt | Use of (thio)-carbamoyl-cyclohexane derivatives in the manufacture of a medicament for the treatment in the manufacture of a medicament for the treatment of schizophrenia |
| HUP0700370A2 (en) | 2007-05-24 | 2009-04-28 | Richter Gedeon Nyrt | Use of (thio)-carbamoyl-cyclohexane derivatives in the manufacture of a medicament for the treatment of acute mania |
| CN101790374A (zh) | 2007-08-01 | 2010-07-28 | H.隆德贝克有限公司 | Kcnq钾通道开放剂用于减轻多巴胺能系统受到干扰的障碍或病症的症状或治疗这种障碍或病症的用途 |
| US7875610B2 (en) | 2007-12-03 | 2011-01-25 | Richter Gedeon Nyrt. | Pyrimidinyl-piperazines useful as D3/D2 receptor ligands |
| EA023972B1 (ru) | 2008-02-21 | 2016-08-31 | Рихтер Гедеон Нирт. | Стабильный твёрдый препарат карипразина для перорального введения и способ его получения |
| JP5774988B2 (ja) | 2008-07-16 | 2015-09-09 | リヒター ゲデオン ニルバーノシャン ミーケデーレスベニュタールシャシャーグ | ドーパミン受容体リガンドからなる製剤処方 |
| HU230067B1 (hu) | 2008-12-17 | 2015-06-29 | Richter Gedeon Nyrt | Új piperazin só és eljárás előállítására |
| HUP0800766A2 (en) | 2008-12-18 | 2010-11-29 | Richter Gedeon Vegyeszet | Process for the preparation of piperazine derivatives |
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2008
- 2008-12-18 HU HU0800765A patent/HUP0800765A2/hu unknown
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2009
- 2009-12-15 TW TW098142938A patent/TWI460164B/zh active
- 2009-12-18 SG SG2011030962A patent/SG171716A1/en unknown
- 2009-12-18 EA EA201170808A patent/EA019329B1/ru unknown
- 2009-12-18 US US13/140,281 patent/US8569498B2/en active Active
- 2009-12-18 JP JP2011541614A patent/JP5744751B2/ja active Active
- 2009-12-18 PT PT97971469T patent/PT2358691E/pt unknown
- 2009-12-18 CN CN200980150466.7A patent/CN102256954B/zh active Active
- 2009-12-18 SI SI200930610T patent/SI2358691T1/sl unknown
- 2009-12-18 NZ NZ592906A patent/NZ592906A/xx unknown
- 2009-12-18 CA CA2744073A patent/CA2744073C/en not_active Expired - Fee Related
- 2009-12-18 PL PL09797146T patent/PL2358691T3/pl unknown
- 2009-12-18 DK DK09797146.9T patent/DK2358691T3/da active
- 2009-12-18 UA UAA201109012A patent/UA102422C2/ru unknown
- 2009-12-18 ES ES09797146T patent/ES2407182T3/es active Active
- 2009-12-18 GE GEAP200912301A patent/GEP20125712B/en unknown
- 2009-12-18 IN IN2904KON2011 patent/IN2011KN02904A/en unknown
- 2009-12-18 WO PCT/HU2009/000109 patent/WO2010070370A1/en active Application Filing
- 2009-12-18 BR BRPI0923380A patent/BRPI0923380B8/pt active IP Right Grant
- 2009-12-18 RS RS20130147A patent/RS52738B/en unknown
- 2009-12-18 MX MX2011006590A patent/MX2011006590A/es active IP Right Grant
- 2009-12-18 EP EP09797146.9A patent/EP2358691B8/en active Active
- 2009-12-18 AU AU2009329295A patent/AU2009329295B2/en active Active
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2011
- 2011-05-03 IL IL212640A patent/IL212640A/en active IP Right Grant
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2012
- 2012-02-08 HK HK12101213.5A patent/HK1160849A1/zh unknown
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2013
- 2013-04-09 CY CY20131100297T patent/CY1113923T1/el unknown
- 2013-05-06 HR HRP20130394AT patent/HRP20130394T1/hr unknown
- 2013-06-11 SM SM201300063T patent/SMT201300063B/xx unknown
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