AR061811A1 - Procedimiento para la preparacion de asenapina y productos intermedios usados en dicho procedimiento - Google Patents
Procedimiento para la preparacion de asenapina y productos intermedios usados en dicho procedimientoInfo
- Publication number
- AR061811A1 AR061811A1 ARP070102980A ARP070102980A AR061811A1 AR 061811 A1 AR061811 A1 AR 061811A1 AR P070102980 A ARP070102980 A AR P070102980A AR P070102980 A ARP070102980 A AR P070102980A AR 061811 A1 AR061811 A1 AR 061811A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- procedure
- asenapine
- preparation
- intermediate products
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 229960005245 asenapine Drugs 0.000 title abstract 3
- 239000013067 intermediate product Substances 0.000 title abstract 2
- VSWBSWWIRNCQIJ-GJZGRUSLSA-N (R,R)-asenapine Chemical compound O1C2=CC=CC=C2[C@@H]2CN(C)C[C@H]2C2=CC(Cl)=CC=C21 VSWBSWWIRNCQIJ-GJZGRUSLSA-N 0.000 title 1
- VSWBSWWIRNCQIJ-HUUCEWRRSA-N (S,S)-asenapine Chemical compound O1C2=CC=CC=C2[C@H]2CN(C)C[C@@H]2C2=CC(Cl)=CC=C21 VSWBSWWIRNCQIJ-HUUCEWRRSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 210000003692 ilium Anatomy 0.000 abstract 1
- 238000003402 intramolecular cyclocondensation reaction Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- -1 that is Chemical compound 0.000 abstract 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical class C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/24—Halogenated derivatives
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/017—Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- 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
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se refiere a un procedimiento para la preparacion de asenapina, es decir, trans-5-cloro-2-metil-2,3,3a,12b-tetrahidro-1H-dibenz[2,3:6,7]oxepino[4,5-c]pirrol, así como también a productos intermedios para usar en dicho procedimiento. Reivindicacion 1: Un procedimiento para preparar asenapina de Formula (1) o una sal farmacéuticamente aceptable de la misma, caracterizado porque se hace reaccionar un derivado de E-estilbeno de Formula (2) con iluro de azometina para proveer un deirvado de trans- pirrolidina de Formula (3) del cual se retira el grupo protector, si está presente, y que es tratado subsiguientemente bajo condiciones que producen una reaccion de cierre del anillo intramolecular para dar el compuesto de Formula 1, y convertir opcionalmente el compuesto de Formula 1 en una sal farmacéuticamente aceptable del mismo, en donde: R1 es F, Br o I; R2 es R3 son diferentes y cada uno es seleccionado entre H y Cl; y R4 es H o un grupo protector hidroxilo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06116660 | 2006-07-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR061811A1 true AR061811A1 (es) | 2008-09-24 |
Family
ID=37685865
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP070102980A AR061811A1 (es) | 2006-07-05 | 2007-07-04 | Procedimiento para la preparacion de asenapina y productos intermedios usados en dicho procedimiento |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP2044076B1 (es) |
| JP (1) | JP2010503611A (es) |
| CN (1) | CN101484456B (es) |
| AR (1) | AR061811A1 (es) |
| AT (1) | ATE445620T1 (es) |
| CA (1) | CA2655670A1 (es) |
| CY (1) | CY1109707T1 (es) |
| DE (1) | DE602007002826D1 (es) |
| DK (1) | DK2044076T3 (es) |
| ES (1) | ES2333488T3 (es) |
| HK (1) | HK1127044A1 (es) |
| MX (1) | MX2008016490A (es) |
| PL (1) | PL2044076T3 (es) |
| PT (1) | PT2044076E (es) |
| SI (1) | SI2044076T1 (es) |
| TW (1) | TW200817414A (es) |
| WO (1) | WO2008003460A1 (es) |
| ZA (1) | ZA200810859B (es) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7875729B2 (en) * | 2007-01-05 | 2011-01-25 | Synthon Bv | Process for making asenapine |
| JP2011508751A (ja) * | 2008-01-04 | 2011-03-17 | ナームローゼ・フエンノートチヤツプ・オルガノン | アセナピンの調製方法および前記方法において使用される中間生成物 |
| AR077225A1 (es) | 2009-06-24 | 2011-08-10 | Organon Nv | Formulaciones inyectables que contienen asenapina y metodo de tratamiento que las utiliza |
| WO2012123325A1 (en) | 2011-03-11 | 2012-09-20 | Medichem S.A. | NEW CRYSTAL FORMS OF THE SALT OF TRANS-5-CHLORO-2-METHYL-2,3,3A,12b-TETRAHYDRO-1H-DIBENZO[2,3:6,7]OXEPINO[4,5-c]PYRROLE WITH MALEIC ACID |
| CN102229613B (zh) * | 2011-04-27 | 2013-08-07 | 上海华升生物科技有限公司 | 阿森纳平的合成工艺 |
| ITMI20110734A1 (it) * | 2011-05-02 | 2012-11-03 | Olon Spa | Sali cristallini di asenapina |
| EP2524919A1 (en) | 2011-05-17 | 2012-11-21 | Sandoz AG | Novel crystalline salts of Asenapine with organic Di-acids and Tri-acids |
| EP2524921A1 (en) * | 2011-05-17 | 2012-11-21 | Sandoz AG | Novel Crystalline Salts of Asenapine |
| CN102952144A (zh) * | 2011-08-29 | 2013-03-06 | 上海华拓医药科技发展股份有限公司 | 阿森纳平马来酸盐的晶型、制备方法及其药物组合物 |
| WO2013041604A1 (en) | 2011-09-21 | 2013-03-28 | Sandoz Ag | Crystal form of asenapine maleate |
| EP2572703A1 (en) | 2011-09-21 | 2013-03-27 | Hexal AG | Compressed oral dosage form for asenapine maleate |
| GB201121128D0 (en) * | 2011-12-08 | 2012-01-18 | Dow Corning | Treatment of filler with silane |
| GB201121124D0 (en) * | 2011-12-08 | 2012-01-18 | Dow Corning | Hydrolysable silanes |
| CN103183680A (zh) * | 2011-12-27 | 2013-07-03 | 上海华拓医药科技发展股份有限公司 | 阿森那平的制备方法 |
| WO2013190481A1 (en) * | 2012-06-21 | 2013-12-27 | Alembic Pharmaceuticals Limited | Process for preparing asenapine and salts of intermediates thereof |
| CN103772402A (zh) * | 2014-01-07 | 2014-05-07 | 万特制药(海南)有限公司 | 一种新的阿塞那平马来酸盐粗品精制方法 |
| CN104974167B (zh) * | 2014-04-02 | 2019-01-04 | 洋浦慧谷医药有限公司 | 阿塞那平的制备方法以及用于制备阿塞那平的中间体 |
| US10056563B2 (en) | 2016-04-08 | 2018-08-21 | Samsung Electronics Co., Ltd. | Synthetic method of fused heteroaromatic compound and fused heteroaromatic compound, and intermediate thereof |
| KR20180051260A (ko) | 2016-11-08 | 2018-05-16 | 삼성전자주식회사 | 축합 헤테로방향족 화합물의 합성 방법, 축합 헤테로방향족 화합물 및 그 중간체 및 합성 방법 |
| BR112019012573A2 (pt) | 2016-12-20 | 2019-11-19 | Lts Lohmann Therapie Systeme Ag | sistema terapêutico transdérmico que contém asenapina e polissiloxano ou poli-isobutileno |
| WO2018115001A1 (en) | 2016-12-20 | 2018-06-28 | Lts Lohmann Therapie-Systeme Ag | Transdermal therapeutic system containing asenapine |
| ES2881783T3 (es) | 2017-06-26 | 2021-11-30 | Lts Lohmann Therapie Systeme Ag | Sistema terapéutico transdérmico que contiene asenapina y polímero de acrílico y silicona |
| CN112704672A (zh) | 2018-06-20 | 2021-04-27 | 罗曼治疗系统股份公司 | 含有阿塞那平的透皮治疗系统 |
| CN110183457A (zh) * | 2019-06-27 | 2019-08-30 | 浙江天顺药业有限公司 | 一种阿塞那平及其制备方法 |
| CN110606852B (zh) | 2019-08-13 | 2021-02-05 | 浙江奥翔药业股份有限公司 | 制备阿塞那平的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7605526A (nl) * | 1976-05-24 | 1977-11-28 | Akzo Nv | Nieuwe tetracyclische derivaten. |
| SI1710241T1 (sl) * | 2005-04-07 | 2010-02-26 | Organon Nv | Intermediatne spojine za pripravo trans-5-kloro-2-metil-2,3,3a, 12b-tetrahidro-1H-dibenz(2,3:6,7)oksepino(4,5-C)pirola |
-
2007
- 2007-06-27 TW TW096123323A patent/TW200817414A/zh unknown
- 2007-07-03 SI SI200730116T patent/SI2044076T1/sl unknown
- 2007-07-03 CN CN2007800254650A patent/CN101484456B/zh not_active Expired - Fee Related
- 2007-07-03 DK DK07801417.2T patent/DK2044076T3/da active
- 2007-07-03 AT AT07801417T patent/ATE445620T1/de active
- 2007-07-03 EP EP07801417A patent/EP2044076B1/en active Active
- 2007-07-03 JP JP2009517030A patent/JP2010503611A/ja not_active Withdrawn
- 2007-07-03 DE DE602007002826T patent/DE602007002826D1/de active Active
- 2007-07-03 CA CA002655670A patent/CA2655670A1/en not_active Abandoned
- 2007-07-03 MX MX2008016490A patent/MX2008016490A/es active IP Right Grant
- 2007-07-03 PL PL07801417T patent/PL2044076T3/pl unknown
- 2007-07-03 PT PT07801417T patent/PT2044076E/pt unknown
- 2007-07-03 ES ES07801417T patent/ES2333488T3/es active Active
- 2007-07-03 WO PCT/EP2007/005876 patent/WO2008003460A1/en active Application Filing
- 2007-07-04 AR ARP070102980A patent/AR061811A1/es unknown
-
2008
- 2008-12-23 ZA ZA200810859A patent/ZA200810859B/xx unknown
-
2009
- 2009-07-14 HK HK09106284.3A patent/HK1127044A1/xx not_active IP Right Cessation
-
2010
- 2010-01-05 CY CY20101100007T patent/CY1109707T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008003460A1 (en) | 2008-01-10 |
| ES2333488T3 (es) | 2010-02-22 |
| ZA200810859B (en) | 2009-09-30 |
| CN101484456B (zh) | 2011-09-07 |
| DE602007002826D1 (de) | 2009-11-26 |
| EP2044076A1 (en) | 2009-04-08 |
| SI2044076T1 (sl) | 2010-01-29 |
| MX2008016490A (es) | 2009-01-22 |
| HK1127044A1 (en) | 2009-09-18 |
| JP2010503611A (ja) | 2010-02-04 |
| CY1109707T1 (el) | 2014-04-09 |
| TW200817414A (en) | 2008-04-16 |
| ATE445620T1 (de) | 2009-10-15 |
| PL2044076T3 (pl) | 2010-03-31 |
| PT2044076E (pt) | 2010-01-20 |
| EP2044076B1 (en) | 2009-10-14 |
| CA2655670A1 (en) | 2008-01-10 |
| DK2044076T3 (da) | 2010-02-01 |
| CN101484456A (zh) | 2009-07-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR061811A1 (es) | Procedimiento para la preparacion de asenapina y productos intermedios usados en dicho procedimiento | |
| DOP2009000232A (es) | Metanoisoindoles y dionas de éstos como agentes anti-psicóticos. | |
| UY35641A (es) | PROCEDIMIENTO DE SÍNTESIS PARA PREPARAR ANÁLOGOS MACROCÍCLICOS C1-CETO DE HALICONDRINA B, E INTERMEDIARIOS ÚTILES INCLUYENDO INTERMEDIARIOS CONTENIENDO GRUPOS ?SO2-(p-TOLILO) | |
| PE20161251A1 (es) | Compuestos heteroarilo o arilo biciclicos fusionados y su uso como inhibidores de irak4 | |
| PE20061033A1 (es) | Sintesis asimetrica de derivados de dihidrobenzofurano | |
| CR11150A (es) | Compuestos de bencimidazol | |
| MX358149B (es) | Derivado de pirazoloquinolina. | |
| PE20142335A1 (es) | Sintesis de compuestos heterociclicos | |
| AR079226A1 (es) | Espiroindolinona- pirrolidinas, procesos de preparacion y uso de los mismos para el tratamiento y profilaxis del cancer | |
| GT200500183A (es) | Moduladores del receptor de progesterona que comprenden derivados de pirrol-oxindol y sus usos | |
| PE20170438A1 (es) | Inhibidores espirociclicos de catepsina c | |
| ECSP15012804A (es) | Alcoxipirazoles como activadores de guanilato ciclasa soluble | |
| HK1125358A1 (en) | Substituted cyclohexylmethyl derivatives | |
| CO6410299A2 (es) | Derivados de triazolo [4,3-b] pridazina y sus usos para el cáncer de próstata | |
| CO6230986A2 (es) | Compuesto de 4-piridinona y su uso para cancer | |
| CU24177B1 (es) | Derivados de heteroarilo como moduladores de nachr alfa 7 | |
| AR061580A1 (es) | Profarmacos de 5- amino-3-(3'- desoxi- beta-d - ribofuronosil)-tiazolo [4 ,5- d] pirimidin-2,7- diona | |
| AR059905A1 (es) | Pirrolidina-3-ilaminas n-substituidas como antagonistas del receptor histamina-3, composicion farmaceutica y proceso para preparar el compuesto | |
| AR047523A1 (es) | Procedimiento para la preparacion de 1-(2s,3s)-2-bencidril-n-(5-terc-butil-2-metoxibencil)quinuclidin-3-amina | |
| AR073248A1 (es) | Proceso para la preparacion de (1s, 2r)-3- ((4-aminofenil) sulfonil) ( isobutil) amino)-1- bencil-2- hidroxipropilcarbamato de (3r, 3as,6ar)- hexahidrofuro-(2,3-b) furan-3- ilo (darunavir) y compuestos intermediarios utiles en dicho proceso. | |
| PE20161240A1 (es) | Agentes anticancerosos y sus preparaciones | |
| BRPI0606639A2 (pt) | novo processo para a preparação de indóis substituìdos | |
| GT200500317A (es) | Proceso para preparar compuestos de quinolina y productos obtenidos de los mismos | |
| PE20091359A1 (es) | Proceso de preparacion de compuestos organicos intermediarios de inhibidores de renina | |
| PE20221732A1 (es) | Derivados de 3-((hetero)aril)-8-amino-2-oxo-1,3-diaza-espiro-[4.5]-decano |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |