UY24438A1 - Procedimiento de preparacion de enantiomeros de o-demetiltramadol - Google Patents
Procedimiento de preparacion de enantiomeros de o-demetiltramadolInfo
- Publication number
- UY24438A1 UY24438A1 UY24438A UY24438A UY24438A1 UY 24438 A1 UY24438 A1 UY 24438A1 UY 24438 A UY24438 A UY 24438A UY 24438 A UY24438 A UY 24438A UY 24438 A1 UY24438 A1 UY 24438A1
- Authority
- UY
- Uruguay
- Prior art keywords
- enantiomer
- tramadol
- enantiomers
- free base
- demethyltramadol
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Neurology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se propone un procedimiento de preparación de enantiómeros de O-demetiltramadol, caracterizado porque se provee una solución racémica de enantiómeros (-) y (+) de tramadol, en forma de sus bases libres; mediante ácido L-(+)-tartárico se precipita el enantiómero (-) del tramadol y se separa el precipitado de las aguas madres; se separa el enantiómero (-) del tramadol en forma de base libre de enantiómero (-) de tramadol; se hace reaccionar la base libre del enantiómero (-) de tramadol con hidruro de do-isobutil-aluminio para convertirla en el enantiómero (-) de O-demetiltramadol; de las aguas madres se separa el enantiómero (+) de tramadol en forma de base libre de enantiómero (+) de tramadol y se hace reaccionar la base libre de enantiómero (+) de tramadol con hidruro de di-isobutil-aluminio para convertirla en enantiómero (+) de O-demetiltramadol. La etapa de precipitación se lleva a cabo en un solvente orgánico que comprende un alcohol alifático C1-C5 Un ejemplo no limitante es el que se muestra en la figura 1: Clorhidrato de (-)-(1S,2S)-2-dimetilaminometil-1-(3-metoxifenil)-ciclohexanol (-1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19601744A DE19601744C2 (de) | 1996-01-19 | 1996-01-19 | Verfahren zur Herstellung der Enantiomeren von O-Demethyltramadol |
Publications (1)
Publication Number | Publication Date |
---|---|
UY24438A1 true UY24438A1 (es) | 1997-01-10 |
Family
ID=7783111
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UY24438A UY24438A1 (es) | 1996-01-19 | 1997-01-10 | Procedimiento de preparacion de enantiomeros de o-demetiltramadol |
Country Status (32)
Country | Link |
---|---|
US (1) | US5728885A (es) |
EP (1) | EP0786450B1 (es) |
JP (1) | JPH09216857A (es) |
KR (1) | KR100507396B1 (es) |
CN (1) | CN1073085C (es) |
AR (1) | AR005390A1 (es) |
AT (1) | ATE191454T1 (es) |
AU (1) | AU705195B2 (es) |
BR (1) | BR9700079A (es) |
CA (1) | CA2195372C (es) |
CO (1) | CO4520186A1 (es) |
CZ (1) | CZ292427B6 (es) |
DE (2) | DE19601744C2 (es) |
DK (1) | DK0786450T3 (es) |
ES (1) | ES2147341T3 (es) |
GR (1) | GR3033390T3 (es) |
HK (1) | HK1004810A1 (es) |
HU (1) | HU223661B1 (es) |
IL (1) | IL120029A (es) |
IN (1) | IN181540B (es) |
MY (1) | MY116593A (es) |
NO (1) | NO306943B1 (es) |
NZ (1) | NZ299998A (es) |
PE (1) | PE29998A1 (es) |
PL (1) | PL187373B1 (es) |
PT (1) | PT786450E (es) |
RU (1) | RU2185371C2 (es) |
SI (1) | SI0786450T1 (es) |
SK (1) | SK282629B6 (es) |
UA (1) | UA45342C2 (es) |
UY (1) | UY24438A1 (es) |
ZA (1) | ZA97367B (es) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19712398A1 (de) * | 1997-03-25 | 1998-10-01 | Gruenenthal Gmbh | Orale Anwendung von (+)-0-Demethyltramadol als Schmerzmittel |
PE20010623A1 (es) | 1999-10-05 | 2001-07-07 | Gruenenthal Chemie | Uso de (+)-tramadol y/o o-demetiltramadol para tratamiento de urgencia urinaria incrementada y/o incontinencia urinaria |
WO2001034125A2 (en) * | 1999-11-09 | 2001-05-17 | Darwin Discovery Limited | Therapeutic use and formulation of (-)-tramadol |
DE10049483A1 (de) | 2000-09-29 | 2002-05-02 | Gruenenthal Gmbh | Substituierte 1-Aminobutan-3-ol-Derivate |
DE10108123A1 (de) * | 2001-02-21 | 2002-10-02 | Gruenenthal Gmbh | Wirkstoffkombination |
DE10108122A1 (de) | 2001-02-21 | 2002-10-02 | Gruenenthal Gmbh | Arzneimittel auf Basis von Tramadol |
DE10109763A1 (de) * | 2001-02-28 | 2002-09-05 | Gruenenthal Gmbh | Pharmazeutische Salze |
US20050176790A1 (en) | 2001-02-28 | 2005-08-11 | Johannes Bartholomaus | Pharmaceutical salts |
US6974839B2 (en) | 2001-03-16 | 2005-12-13 | Dmi Biosciences, Inc. | Method of delaying ejaculation |
US6649783B2 (en) * | 2001-10-03 | 2003-11-18 | Euro-Celtique, S.A. | Synthesis of (+/-)-2-((dimethylamino)methyl)-1-(aryl)cyclohexanols |
AU2002364517A1 (en) | 2001-11-30 | 2003-06-17 | Sepracor Inc. | Tramadol analogs and uses thereof |
US20040248979A1 (en) * | 2003-06-03 | 2004-12-09 | Dynogen Pharmaceuticals, Inc. | Method of treating lower urinary tract disorders |
DE102005033732B4 (de) * | 2005-05-27 | 2014-02-13 | Grünenthal GmbH | Trennung stereoisomerer N,N-Dialkylamino-2-alkyl-3-hydroxy-3-phenyl-alkane |
EP1785412A1 (en) * | 2005-11-14 | 2007-05-16 | IPCA Laboratories Limited | Tramadol recovery process |
SG178775A1 (en) | 2007-02-12 | 2012-03-29 | Dmi Biosciences Inc | Reducing side effects of tramadol |
MX2009008491A (es) | 2007-02-12 | 2010-01-20 | Dmi Biosciences Inc | Tratamiento de disfuncion erectil y eyaculacion prematura copatologicas. |
US20110251286A1 (en) * | 2010-03-10 | 2011-10-13 | Gruenenthal Gmbh | Crystalline salts and/or co-crystals of O-desmethyltramadol |
EP2383255A1 (en) | 2010-04-28 | 2011-11-02 | Lacer, S.A. | New compounds, synthesis and use thereof in the treatment of pain |
EP2530072A1 (en) | 2011-06-03 | 2012-12-05 | Lacer, S.A. | New compounds, synthesis and use thereof in the treatment of pain |
US10702485B2 (en) | 2011-07-09 | 2020-07-07 | Syntrix Biosystems Inc. | Compositions and methods for overcoming resistance to tramadol |
US10781163B2 (en) | 2017-09-18 | 2020-09-22 | R L Finechem Private Limited | Process for preparation of O-Desmethyltramadol and salts thereof |
US11000488B2 (en) | 2019-03-22 | 2021-05-11 | Syntrix Biosystems Inc. | Treating pain using desmetramadol |
CN118108610A (zh) * | 2024-04-30 | 2024-05-31 | 山东新华制药股份有限公司 | 盐酸去甲曲马多的制备方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1518663A1 (de) * | 1965-08-02 | 1969-12-18 | Gruenenthal Chemie | Basisch substituierte Cycloalken-derivate und Verfahren zu ihrer Herstellung |
US3652589A (en) * | 1967-07-27 | 1972-03-28 | Gruenenthal Chemie | 1-(m-substituted phenyl)-2-aminomethyl cyclohexanols |
EP0534628B1 (en) * | 1991-09-06 | 1996-11-20 | Mcneilab, Inc. | Compositions comprising a tramadol material and any of codeine, oxycodone or hydrocodone, and their use |
KR100243956B1 (ko) | 1991-09-06 | 2000-03-02 | 랄프 알. 팔로 | 트라마돌 물질 및 아세트아미노펜을 포함하는 통증 치료용 약제학적 조성물 |
JPH06122686A (ja) * | 1992-10-12 | 1994-05-06 | Fujisawa Pharmaceut Co Ltd | ラセミ体の光学分割法 |
-
1996
- 1996-01-19 DE DE19601744A patent/DE19601744C2/de not_active Expired - Fee Related
- 1996-12-18 PE PE1996000931A patent/PE29998A1/es not_active Application Discontinuation
- 1996-12-21 DK DK96120727T patent/DK0786450T3/da active
- 1996-12-21 DE DE59604885T patent/DE59604885D1/de not_active Expired - Lifetime
- 1996-12-21 AT AT96120727T patent/ATE191454T1/de active
- 1996-12-21 EP EP96120727A patent/EP0786450B1/de not_active Expired - Lifetime
- 1996-12-21 PT PT96120727T patent/PT786450E/pt unknown
- 1996-12-21 SI SI9630187T patent/SI0786450T1/xx unknown
- 1996-12-21 ES ES96120727T patent/ES2147341T3/es not_active Expired - Lifetime
- 1996-12-23 NZ NZ299998A patent/NZ299998A/en not_active IP Right Cessation
- 1996-12-30 MY MYPI96005545A patent/MY116593A/en unknown
- 1996-12-30 CO CO96068522A patent/CO4520186A1/es unknown
-
1997
- 1997-01-07 AR ARP970100068A patent/AR005390A1/es active IP Right Grant
- 1997-01-09 IN IN46CA1997 patent/IN181540B/en unknown
- 1997-01-10 UY UY24438A patent/UY24438A1/es not_active IP Right Cessation
- 1997-01-10 BR BR9700079A patent/BR9700079A/pt not_active Application Discontinuation
- 1997-01-16 ZA ZA97367A patent/ZA97367B/xx unknown
- 1997-01-16 HU HU9700140A patent/HU223661B1/hu not_active IP Right Cessation
- 1997-01-17 CZ CZ1997157A patent/CZ292427B6/cs not_active IP Right Cessation
- 1997-01-17 PL PL97318002A patent/PL187373B1/pl not_active IP Right Cessation
- 1997-01-17 JP JP9006904A patent/JPH09216857A/ja not_active Ceased
- 1997-01-17 RU RU97100984/04A patent/RU2185371C2/ru not_active IP Right Cessation
- 1997-01-17 CN CN97102072A patent/CN1073085C/zh not_active Expired - Fee Related
- 1997-01-17 UA UA97010174A patent/UA45342C2/uk unknown
- 1997-01-17 SK SK67-97A patent/SK282629B6/sk not_active IP Right Cessation
- 1997-01-17 NO NO970212A patent/NO306943B1/no not_active IP Right Cessation
- 1997-01-17 KR KR1019970001204A patent/KR100507396B1/ko not_active IP Right Cessation
- 1997-01-17 IL IL12002997A patent/IL120029A/xx not_active IP Right Cessation
- 1997-01-17 US US08/784,078 patent/US5728885A/en not_active Expired - Lifetime
- 1997-01-17 AU AU12216/97A patent/AU705195B2/en not_active Ceased
- 1997-01-17 CA CA002195372A patent/CA2195372C/en not_active Expired - Fee Related
-
1998
- 1998-05-08 HK HK98103999A patent/HK1004810A1/xx not_active IP Right Cessation
-
2000
- 2000-05-09 GR GR20000401077T patent/GR3033390T3/el unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
110 | Patent granted |
Effective date: 20080415 |
|
VENC | Patent expired |
Effective date: 20170110 |