MX394013B - Proceso industrial para la preparación de cariprazina. - Google Patents
Proceso industrial para la preparación de cariprazina.Info
- Publication number
- MX394013B MX394013B MX2021012390A MX2021012390A MX394013B MX 394013 B MX394013 B MX 394013B MX 2021012390 A MX2021012390 A MX 2021012390A MX 2021012390 A MX2021012390 A MX 2021012390A MX 394013 B MX394013 B MX 394013B
- Authority
- MX
- Mexico
- Prior art keywords
- trans
- cariprazine
- cyclohexyl
- acetic acid
- dichlorophenyl
- Prior art date
Links
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
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/46—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C229/48—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups and carboxyl groups bound to carbon atoms of the same non-condensed ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/26—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
-
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/033—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
-
- 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
- C07D295/06—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 halogen atoms or nitro radicals
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
En el proceso de la presente invención, la cariprazina se prepara convirtiendo el clorhidrato de éster etílico del ácido (trans-4-amino-ciclohexil)-acético a ácido (trans-4-aminociclohexil) acético o su clorhidrato por hidrólisis, a partir del producto obtenido con la adición de derivado de dimetilcarbamoílo como un reactivo adecuado se forma ácido (trans-4-{[(dimetilamino)carbonil]amino}ciclohexil) acético, luego el compuesto obtenido se une a 1-{2,3-diclorofenil)~piperazina en presencia de reactivo de acoplamiento activador de ácido carboxílico, y así se forma 1,1-dimetil-3-[trans-4-(2-oxo-2-(4-(2,3-diclorofenil)piperazin-1-il-etil)ciclohexil] urea, que se convierte en aducto de borano cariprazina de fórmula (2) en presencia de un agente reductor, y finalmente el producto en sí mismo es eliminado directamente o se obtiene a partir de su sal mediante un método conocido. La invención también se refiere a un grupo de compuestos intermedios que se forman y/o se usan en el proceso de acuerdo con la presente invención.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUP1600420 | 2016-07-08 | ||
| HU1700197A HU231173B1 (hu) | 2016-07-08 | 2017-05-09 | Ipari eljárás cariprazine előállítására |
| PCT/IB2017/054094 WO2018007986A1 (en) | 2016-07-08 | 2017-07-07 | Industrial process for the preparation of cariprazine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2021012390A MX2021012390A (es) | 2022-07-18 |
| MX394013B true MX394013B (es) | 2025-03-24 |
Family
ID=89992438
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2021012390A MX394013B (es) | 2016-07-08 | 2017-07-07 | Proceso industrial para la preparación de cariprazina. |
| MX2019000330A MX388581B (es) | 2016-07-08 | 2017-07-07 | Proceso industrial para la preparacion de cariprazina. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2019000330A MX388581B (es) | 2016-07-08 | 2017-07-07 | Proceso industrial para la preparacion de cariprazina. |
Country Status (22)
| Country | Link |
|---|---|
| EP (2) | EP3481811B1 (es) |
| JP (1) | JP7065824B2 (es) |
| CN (1) | CN109476617B (es) |
| AU (1) | AU2017292177B2 (es) |
| CA (1) | CA3030102A1 (es) |
| CY (1) | CY1125548T1 (es) |
| DK (1) | DK3481811T3 (es) |
| EA (1) | EA036312B1 (es) |
| ES (1) | ES2924995T3 (es) |
| GE (1) | GEP20217217B (es) |
| HR (1) | HRP20221037T1 (es) |
| HU (2) | HU231173B1 (es) |
| IL (1) | IL264074B (es) |
| LT (1) | LT3481811T (es) |
| MX (2) | MX394013B (es) |
| PL (1) | PL3481811T3 (es) |
| PT (1) | PT3481811T (es) |
| RS (1) | RS63480B1 (es) |
| SG (1) | SG11201811291QA (es) |
| SI (1) | SI3481811T1 (es) |
| UA (1) | UA123797C2 (es) |
| WO (1) | WO2018007986A1 (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110240548A (zh) * | 2018-03-09 | 2019-09-17 | 上虞京新药业有限公司 | 一种卡利拉嗪中间体的制备方法 |
| 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 |
| WO2020056929A1 (zh) * | 2018-09-21 | 2020-03-26 | 上海诚妙医药科技有限公司 | 卡利拉嗪盐酸盐的新晶型及其制备方法及其用途 |
| CN114539185B (zh) * | 2020-11-24 | 2024-12-24 | 上海新礼泰药业有限公司 | 一种卡利拉嗪及其中间体的制备方法 |
| HUP2100108A1 (hu) | 2021-03-12 | 2022-09-28 | Richter Gedeon Nyrt | Eljárás és berendezés gyógyászatilag alkalmazható piperazin származékok folyamatos áramú, áramlásos konszekutív redukálással történõ elõállítására |
| CN115806510B (zh) * | 2023-02-03 | 2023-04-21 | 成都福柯斯医药技术有限公司 | 3-反式-4-(2-羟乙基)环己基-1,1-二甲基脲的合成方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20010009912A1 (en) | 1995-02-10 | 2001-07-26 | Christos Tsaklakidis | New derivatives of pyridil piperazine or pyridazinyl piperazyl, process for production thereof and medicaments containing these compounds |
| 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 |
| HU227534B1 (en) * | 2003-08-04 | 2011-08-29 | Richter Gedeon Nyrt | (thio)carbamoyl-cyclohexane derivatives, process for producing them and pharmaceutical compositions containing them |
| AR052019A1 (es) | 2004-10-15 | 2007-02-28 | Bayer Pharmaceuticals Corp | COMPUESTOS HETEROCICLICOS, PROCESOS DE PREPARACIoN Y MÉTODO PARA TRATAR ENFERMEDADES HIPERPROLIFERATIVAS |
| HU229858B1 (en) * | 2008-12-17 | 2014-10-28 | Richter Gedeon Nyrt | Process for the preparation of trans 4-amino-cyclohexyl acetic acid ethyl ester hcl |
| HU230067B1 (hu) | 2008-12-17 | 2015-06-29 | Richter Gedeon Nyrt | Új piperazin só és eljárás előállítására |
| US8912197B2 (en) * | 2012-08-20 | 2014-12-16 | Forest Laboratories Holdings Ltd. | Crystalline form of carbamoyl-cyclohexane derivatives |
| HU231227B1 (hu) * | 2012-11-29 | 2022-03-28 | Richter Gedeon Nyrt. | Transz-4-{2-[4-(2,3-diklórfenil)-piperazin-1-il]-etil}N,N-dimetilkarbamoil-ciklohexilamin skizofrénia negatív tüneteinek kezelésére |
| ITMI20131693A1 (it) | 2013-10-14 | 2015-04-15 | Chemo Res S L | Derivati della 1,4-cicloesilammina e loro preparazione |
| CN105218484B (zh) * | 2015-09-14 | 2018-02-23 | 安徽省逸欣铭医药科技有限公司 | 酒石酸卡利拉嗪及其制备方法和医药用途 |
| CN105330616B (zh) * | 2015-12-09 | 2017-09-26 | 苏州明锐医药科技有限公司 | 卡利拉嗪的制备方法 |
-
2017
- 2017-05-09 HU HU1700197A patent/HU231173B1/hu unknown
- 2017-07-07 MX MX2021012390A patent/MX394013B/es unknown
- 2017-07-07 RS RS20220747A patent/RS63480B1/sr unknown
- 2017-07-07 EA EA201990097A patent/EA036312B1/ru unknown
- 2017-07-07 UA UAA201901278A patent/UA123797C2/uk unknown
- 2017-07-07 PT PT177397015T patent/PT3481811T/pt unknown
- 2017-07-07 HU HUE17739701A patent/HUE059285T2/hu unknown
- 2017-07-07 WO PCT/IB2017/054094 patent/WO2018007986A1/en not_active Ceased
- 2017-07-07 EP EP17739701.5A patent/EP3481811B1/en active Active
- 2017-07-07 AU AU2017292177A patent/AU2017292177B2/en active Active
- 2017-07-07 PL PL17739701.5T patent/PL3481811T3/pl unknown
- 2017-07-07 CA CA3030102A patent/CA3030102A1/en not_active Abandoned
- 2017-07-07 LT LTEPPCT/IB2017/054094T patent/LT3481811T/lt unknown
- 2017-07-07 DK DK17739701.5T patent/DK3481811T3/da active
- 2017-07-07 MX MX2019000330A patent/MX388581B/es unknown
- 2017-07-07 CN CN201780042429.9A patent/CN109476617B/zh active Active
- 2017-07-07 SG SG11201811291QA patent/SG11201811291QA/en unknown
- 2017-07-07 GE GEAP201714994A patent/GEP20217217B/en unknown
- 2017-07-07 JP JP2019500444A patent/JP7065824B2/ja active Active
- 2017-07-07 EP EP22165881.8A patent/EP4043446A3/en active Pending
- 2017-07-07 ES ES17739701T patent/ES2924995T3/es active Active
- 2017-07-07 HR HRP20221037TT patent/HRP20221037T1/hr unknown
- 2017-07-07 SI SI201731213T patent/SI3481811T1/sl unknown
-
2019
- 2019-01-03 IL IL264074A patent/IL264074B/en unknown
-
2022
- 2022-08-23 CY CY20221100565T patent/CY1125548T1/el unknown
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