CN102123980B - 用于制备对映异构纯胺的方法 - Google Patents
用于制备对映异构纯胺的方法 Download PDFInfo
- Publication number
- CN102123980B CN102123980B CN200980129438.7A CN200980129438A CN102123980B CN 102123980 B CN102123980 B CN 102123980B CN 200980129438 A CN200980129438 A CN 200980129438A CN 102123980 B CN102123980 B CN 102123980B
- Authority
- CN
- China
- Prior art keywords
- acid
- rasagiline
- aminoindan
- organic solvent
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- 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
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/24—Antidepressants
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/86—Separation
- C07C209/88—Separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
- C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
- C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
-
- 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
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Cardiology (AREA)
- Hospice & Palliative Care (AREA)
- Psychology (AREA)
- Anesthesiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Heart & Thoracic Surgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410143892.0A CN103896779B (zh) | 2008-06-02 | 2009-06-02 | 用于制备对映异构纯胺的方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN973/KOL/2008 | 2008-06-02 | ||
| IN973KO2008 | 2008-06-02 | ||
| PCT/GB2009/050608 WO2009147430A1 (en) | 2008-06-02 | 2009-06-02 | A process for the preparation of enantiomerically pure amines |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410143892.0A Division CN103896779B (zh) | 2008-06-02 | 2009-06-02 | 用于制备对映异构纯胺的方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102123980A CN102123980A (zh) | 2011-07-13 |
| CN102123980B true CN102123980B (zh) | 2014-05-07 |
Family
ID=40874479
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980129438.7A Expired - Fee Related CN102123980B (zh) | 2008-06-02 | 2009-06-02 | 用于制备对映异构纯胺的方法 |
| CN201410143892.0A Expired - Fee Related CN103896779B (zh) | 2008-06-02 | 2009-06-02 | 用于制备对映异构纯胺的方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410143892.0A Expired - Fee Related CN103896779B (zh) | 2008-06-02 | 2009-06-02 | 用于制备对映异构纯胺的方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US8569545B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP2285769B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP5487440B2 (cg-RX-API-DMAC10.html) |
| CN (2) | CN102123980B (cg-RX-API-DMAC10.html) |
| AU (1) | AU2009254927B2 (cg-RX-API-DMAC10.html) |
| CA (2) | CA2723869C (cg-RX-API-DMAC10.html) |
| CY (1) | CY1115577T1 (cg-RX-API-DMAC10.html) |
| NZ (1) | NZ589486A (cg-RX-API-DMAC10.html) |
| PL (1) | PL2285769T3 (cg-RX-API-DMAC10.html) |
| WO (1) | WO2009147430A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2285769T3 (pl) * | 2008-06-02 | 2015-01-30 | Generics Uk Ltd | Sposób otrzymywania enancjomerycznie czystych amin |
| EP2681186B1 (en) | 2011-03-03 | 2016-05-11 | Synthon BV | Process of resolution of 1-aminoindan |
| WO2015033261A1 (en) | 2013-09-03 | 2015-03-12 | Universidade De Évora | Process for preparing cyclic chiral amines and alcohols by intramolecular catalytic arylation of boronic acid or ester aldehydes and imine substrates |
| CN104326920B (zh) * | 2014-10-13 | 2016-03-16 | 江苏清泉化学股份有限公司 | 一种去除间苯二甲胺中杂质的方法 |
| CN105018560B (zh) * | 2015-08-13 | 2018-09-14 | 陈永军 | 动态动力学拆分制备(s)-6-甲氧基-1-氨基茚满 |
| CN105087742B (zh) * | 2015-08-18 | 2018-09-14 | 陈永军 | 动态动力学拆分制备r-6-羟基-1-氨基茚满 |
| CN105063161B (zh) * | 2015-08-18 | 2018-11-09 | 陈永军 | 一种r-1-氨基茚满的制备方法 |
| CN105177103B (zh) * | 2015-08-19 | 2019-03-12 | 陈永军 | 一种r-6-羟基-1-氨基茚满的制备方法 |
| AR110150A1 (es) | 2016-11-09 | 2019-02-27 | Roivant Sciences Gmbh | Procesos para la preparación de inhibidores de tph1 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3855227A (en) * | 1972-05-08 | 1974-12-17 | C Hollander | ({31 )-di-o-isopropylidene-2-keto-l-gulonates |
| US3912761A (en) * | 1972-05-08 | 1975-10-14 | Hoffmann La Roche | (-)-Di-O-isopropylidene-2-keto-L-gulonates |
| EP0235590A2 (en) * | 1986-02-03 | 1987-09-09 | Warner-Lambert Company | Improved process for the resolution of 1-aminoindanes |
| CN1062900A (zh) * | 1991-01-02 | 1992-07-22 | 奥韦特有限公司 | N-炔丙基-1-氨基茚满的r-对映体、其制法及含它的药物组合物 |
| WO1995011016A1 (en) * | 1993-10-18 | 1995-04-27 | Teva Pharmaceutical Industries Ltd. | R-enantiomer of n-propargyl-1-aminoindan, salts, compositions and uses thereof |
| WO1996037199A1 (en) * | 1995-05-22 | 1996-11-28 | Teva Pharmaceutical Industries, Ltd. | Use of r-enantiomer of n-propargyl-1-aminoindan, salts, and compositions thereof |
| US5994408A (en) * | 1994-01-10 | 1999-11-30 | Teva Pharmaceutical Industries, Ltd. | Compositions containing and methods of using 1-aminoindan and derivatives thereof and process for preparing optically active 1-aminoindan derivatives |
| WO2002068376A1 (en) * | 2001-02-27 | 2002-09-06 | Finetech Laboratories Ltd. | Process for the preparation of rasagiline and its salts |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3198834A (en) | 1964-07-27 | 1965-08-03 | Snc Science Union Et Compagnie | Optical isomers of trifluoromethylated phenethylamines |
| US3728388A (en) | 1970-08-10 | 1973-04-17 | Sterling Drug Inc | 1-amino-2,3-disubstituted cyclopropenylium salts |
| US3928621A (en) | 1974-10-10 | 1975-12-23 | Hoffmann La Roche | Antiinflammatory 2-(2-aminoalkylamino)-1,2-diphenylethanols |
| JPS5283938A (en) | 1976-01-01 | 1977-07-13 | Hoffmann La Roche | Antiiinflammation agent and process for preparing same |
| HU187775B (en) | 1982-07-14 | 1986-02-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | New process for producing propargile-amines of pharmaceutical activity |
| AU607437B2 (en) | 1986-09-02 | 1991-03-07 | Du Pont Pharmaceuticals Company | Resolution of dl-methyl 3-(4-(2-hydroxy-3-isopropylamino) propoxy)phenylpropionate((dl-esmolol)) |
| CS269271B1 (en) | 1988-05-30 | 1990-04-11 | Hajicek Josef | Method of selegiline's hydrochloride production |
| IL92952A (en) | 1990-01-03 | 1994-06-24 | Teva Pharma | R-enantiomers of n-propargyl-1-aminoindan compounds, their preparation and pharmaceutical compositions containing them |
| US5030725A (en) | 1990-02-06 | 1991-07-09 | Eli Lilly And Company | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one using (-)-DAG |
| EP0738149B1 (en) | 1994-01-10 | 2006-11-29 | Teva Pharmaceutical Industries, Ltd. | 1-aminoindan derivatives and compositions thereof |
| JP2840560B2 (ja) | 1994-11-22 | 1998-12-24 | キノイン・ジヨージセル・エーシユ・ベジエーセテイ・テルメーケク・ジヤーラ・エル・テー | 塩化プロパルギルアンモニウム誘導体の製造方法 |
| AR044007A1 (es) * | 2003-04-11 | 2005-08-24 | Newron Pharmaceuticals Inc | Metodos para el tratamiento de la enfermedad de parkinson |
| EP1851188A1 (en) | 2005-02-22 | 2007-11-07 | Teva Pharmaceutical Industries Limited | Improved process for the synthesis of enantiomeric indanylamine derivatives |
| US7491847B2 (en) | 2005-11-17 | 2009-02-17 | Teva Pharmaceutical Industries, Ltd. | Methods for isolating propargylated aminoindans |
| CN101062897B (zh) | 2006-04-25 | 2011-11-23 | 重庆医药工业研究院有限责任公司 | 一种制备2,3-二氢-1h-茚-1-胺及其衍生物的改进方法 |
| AU2007334428B2 (en) | 2006-12-14 | 2014-05-29 | Teva Pharmaceutical Industries, Ltd. | Crystalline solid rasagiline base |
| EP1987816A1 (de) | 2007-04-30 | 2008-11-05 | Ratiopharm GmbH | Adsorbate eines Rasagilinsalzes mit einem wasserlöslichen Hilfsstoff |
| PL2285769T3 (pl) * | 2008-06-02 | 2015-01-30 | Generics Uk Ltd | Sposób otrzymywania enancjomerycznie czystych amin |
| AU2009254929B2 (en) | 2008-06-02 | 2014-03-13 | Generics [Uk] Limited | An improved process for the preparation of amines |
| AU2009275665A1 (en) | 2008-07-30 | 2010-02-04 | Generics [Uk] Limited | Polymorphic form of rasagiline mesylate |
-
2009
- 2009-06-02 PL PL09757802T patent/PL2285769T3/pl unknown
- 2009-06-02 WO PCT/GB2009/050608 patent/WO2009147430A1/en not_active Ceased
- 2009-06-02 AU AU2009254927A patent/AU2009254927B2/en not_active Ceased
- 2009-06-02 US US12/992,451 patent/US8569545B2/en not_active Expired - Fee Related
- 2009-06-02 CA CA2723869A patent/CA2723869C/en not_active Expired - Fee Related
- 2009-06-02 EP EP09757802.5A patent/EP2285769B1/en active Active
- 2009-06-02 NZ NZ589486A patent/NZ589486A/xx not_active IP Right Cessation
- 2009-06-02 CN CN200980129438.7A patent/CN102123980B/zh not_active Expired - Fee Related
- 2009-06-02 CN CN201410143892.0A patent/CN103896779B/zh not_active Expired - Fee Related
- 2009-06-02 JP JP2011512213A patent/JP5487440B2/ja not_active Expired - Fee Related
- 2009-06-02 CA CA2812006A patent/CA2812006C/en not_active Expired - Fee Related
-
2013
- 2013-07-18 US US13/944,956 patent/US8809589B2/en active Active
-
2014
- 2014-09-23 CY CY20141100771T patent/CY1115577T1/el unknown
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3855227A (en) * | 1972-05-08 | 1974-12-17 | C Hollander | ({31 )-di-o-isopropylidene-2-keto-l-gulonates |
| US3912761A (en) * | 1972-05-08 | 1975-10-14 | Hoffmann La Roche | (-)-Di-O-isopropylidene-2-keto-L-gulonates |
| EP0235590A2 (en) * | 1986-02-03 | 1987-09-09 | Warner-Lambert Company | Improved process for the resolution of 1-aminoindanes |
| CN1062900A (zh) * | 1991-01-02 | 1992-07-22 | 奥韦特有限公司 | N-炔丙基-1-氨基茚满的r-对映体、其制法及含它的药物组合物 |
| WO1995011016A1 (en) * | 1993-10-18 | 1995-04-27 | Teva Pharmaceutical Industries Ltd. | R-enantiomer of n-propargyl-1-aminoindan, salts, compositions and uses thereof |
| US20030065038A1 (en) * | 1993-10-18 | 2003-04-03 | Teva Pharmaceutical Industries, Ltd. | Use of r-enantiomer of N-propargyl-1-aminoindan, salts, and compositions thereof |
| US5994408A (en) * | 1994-01-10 | 1999-11-30 | Teva Pharmaceutical Industries, Ltd. | Compositions containing and methods of using 1-aminoindan and derivatives thereof and process for preparing optically active 1-aminoindan derivatives |
| WO1996037199A1 (en) * | 1995-05-22 | 1996-11-28 | Teva Pharmaceutical Industries, Ltd. | Use of r-enantiomer of n-propargyl-1-aminoindan, salts, and compositions thereof |
| WO2002068376A1 (en) * | 2001-02-27 | 2002-09-06 | Finetech Laboratories Ltd. | Process for the preparation of rasagiline and its salts |
Also Published As
| Publication number | Publication date |
|---|---|
| US8809589B2 (en) | 2014-08-19 |
| CA2723869A1 (en) | 2009-12-10 |
| JP5487440B2 (ja) | 2014-05-07 |
| CN103896779A (zh) | 2014-07-02 |
| PL2285769T3 (pl) | 2015-01-30 |
| US20110251288A1 (en) | 2011-10-13 |
| JP2011522023A (ja) | 2011-07-28 |
| CN103896779B (zh) | 2015-12-30 |
| NZ589486A (en) | 2012-08-31 |
| US8569545B2 (en) | 2013-10-29 |
| EP2285769A1 (en) | 2011-02-23 |
| EP2285769B1 (en) | 2014-08-13 |
| US20130303741A1 (en) | 2013-11-14 |
| CA2812006C (en) | 2016-07-26 |
| CA2812006A1 (en) | 2009-12-10 |
| CY1115577T1 (el) | 2017-01-04 |
| AU2009254927B2 (en) | 2014-03-13 |
| AU2009254927A1 (en) | 2009-12-10 |
| WO2009147430A1 (en) | 2009-12-10 |
| CA2723869C (en) | 2013-07-16 |
| CN102123980A (zh) | 2011-07-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20140507 Termination date: 20210602 |
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| CF01 | Termination of patent right due to non-payment of annual fee |