ES2072960T3 - Procedimiento para producir atenolol opticamente activo y un intermedio del mismo. - Google Patents
Procedimiento para producir atenolol opticamente activo y un intermedio del mismo.Info
- Publication number
- ES2072960T3 ES2072960T3 ES90123904T ES90123904T ES2072960T3 ES 2072960 T3 ES2072960 T3 ES 2072960T3 ES 90123904 T ES90123904 T ES 90123904T ES 90123904 T ES90123904 T ES 90123904T ES 2072960 T3 ES2072960 T3 ES 2072960T3
- Authority
- ES
- Spain
- Prior art keywords
- atenolol
- attention
- procedure
- same
- optically active
- 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 - Lifetime
Links
- METKIMKYRPQLGS-GFCCVEGCSA-N (R)-atenolol Chemical compound CC(C)NC[C@@H](O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-GFCCVEGCSA-N 0.000 title abstract 4
- 229960002274 atenolol Drugs 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 206010020772 Hypertension Diseases 0.000 abstract 1
- -1 PHENOL COMPOUND Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 206010003119 arrhythmia Diseases 0.000 abstract 1
- 230000006793 arrhythmia Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/16—Preparation of optical isomers
- C07C231/18—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/16—Preparation of optical isomers
- C07C231/20—Preparation of optical isomers by separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/46—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Abstract
PROCESO MEJORADO PARA PRODUCIR UN ATENOLOL ACTIVO OPTICAMENTE UTIL COMO UN BLOQUEADOR (BETA)-ADRENERPICO PARA EL TRATAMIENTO DE LA ANGINA DE PECHO, ARRITMIA E HIPERTENSION, QUE SE FORMA HACIENDO REACCIONAR UN COMPUESTO FENOL CON UNA EPITIALOHIDRINA ACTIVA OPTICAMENTE PARA DAR UN COMPUESTO DE ETER GLICIDIL INTERMEDIO ACTIVO OPTICAMENTE, HACIENDO REACCIONAR A CONTINUACION EL INTERMEDIO CON ISOPROPILAMINA Y UN METODO DE PURIFICACION DEL ATENOLOL ACTIVO OPTICAMENTE DE ALTO RENDIMIENTO MEDIANTE LA FORMACION DE UNA SAL DE ATENOLOL CON UN ACIDO DE BR(VACIO)NSTED EN DONDE LA SAL DE ATENOLOL ACTIVA OPTICAMENTE QUE TIENE UNA ALTA PUREZA OPTICA SE PUEDE SEPARAR DE LA SAL DE ATENONOL RACEMICO MEDIANTE UN METODO DE SEPARACION SOLIDO-LIQUIDO.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1344447A JPH0674243B2 (ja) | 1989-12-27 | 1989-12-27 | 光学純度の高い光学活性アテノロール塩及びアテノロールの製法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2072960T3 true ES2072960T3 (es) | 1995-08-01 |
Family
ID=18369339
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES90123904T Expired - Lifetime ES2072960T3 (es) | 1989-12-27 | 1990-12-12 | Procedimiento para producir atenolol opticamente activo y un intermedio del mismo. |
| ES94100873T Expired - Lifetime ES2088299T3 (es) | 1989-12-27 | 1990-12-12 | Procedimiento de purificacion y de aislamiento del atenolol opticamente activo con un alto rendimiento. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES94100873T Expired - Lifetime ES2088299T3 (es) | 1989-12-27 | 1990-12-12 | Procedimiento de purificacion y de aislamiento del atenolol opticamente activo con un alto rendimiento. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5130482A (es) |
| EP (2) | EP0435068B1 (es) |
| JP (1) | JPH0674243B2 (es) |
| KR (1) | KR960001436B1 (es) |
| CA (1) | CA2032098C (es) |
| DE (2) | DE69026281T2 (es) |
| ES (2) | ES2072960T3 (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5290958A (en) * | 1993-03-18 | 1994-03-01 | Industrial Technology Research Institute | Phase transfer catalytic process for preparing intermediates of atenolol, propranolol, and their derivatives |
| ES2065278B1 (es) * | 1993-06-24 | 1995-09-01 | Medichem Sa | Procedimiento de obtencion enantioselectivo del levobunolol. |
| US5476964A (en) * | 1994-11-21 | 1995-12-19 | Uop | Continuous racemization of benzylic alcohols, ethers, and esters by solid acid catalyst |
| AU1553201A (en) * | 1999-11-29 | 2001-06-12 | Nippon Shinyaku Co. Ltd. | Method of separation and purification |
| JP2002080435A (ja) * | 2000-06-26 | 2002-03-19 | Kanegafuchi Chem Ind Co Ltd | 3−アミノ−2−ヒドロキシプロピオン酸誘導体の製造法 |
| AU2003241880A1 (en) * | 2002-05-30 | 2004-01-19 | Daiso Co., Ltd. | Process for producing glycidyl ether |
| WO2006046252A2 (en) * | 2004-10-26 | 2006-05-04 | Ipca Laboratories Limited | Novel diasteriomeric salts of atenolol and their use in the production of optically active atenolol |
| WO2006137773A1 (en) * | 2005-06-20 | 2006-12-28 | Astrazeneca Ab | Process for the isolation of 4-(oxiranylmethoxy)-benzonitriles |
| JP5225574B2 (ja) * | 2006-11-09 | 2013-07-03 | エムキュア ファーマシューティカルズ リミテッド | β遮断薬化合物の改善された調製方法 |
| KR101330783B1 (ko) * | 2006-11-27 | 2013-11-18 | 엠큐어 파마슈티컬즈 리미티드 | 베타 차단제 화합물의 개선된 제조방법 |
| KR100900573B1 (ko) * | 2007-08-23 | 2009-06-02 | 케이피엑스 라이프사이언스 주식회사 | (s)-아테놀롤의 제조방법 |
| CN102241603A (zh) * | 2010-05-10 | 2011-11-16 | 中国科学院理化技术研究所 | R-或s-醋丁洛尔的不对称合成方法 |
| CN102603557B (zh) * | 2011-12-29 | 2014-07-02 | 蚌埠丰原医药科技发展有限公司 | 一种阿替洛尔的制备方法 |
| CN103739512A (zh) * | 2014-01-24 | 2014-04-23 | 南京工业大学 | 一种制备(s)-阿替洛尔的方法 |
| CN118638024A (zh) * | 2024-03-18 | 2024-09-13 | 山东益康药业股份有限公司 | 一种阿替洛尔原料药的制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3934032A (en) * | 1969-02-21 | 1976-01-20 | Imperial Chemical Industries Limited | Alkanolamine derivatives for treating hypertension |
| US3836671A (en) * | 1969-02-21 | 1974-09-17 | Ici Ltd | Alkanolamine derivatives for producing beta-adrenergic blockade |
| GB1285038A (en) * | 1969-02-21 | 1972-08-09 | Ici Ltd | Alkanolamine derivatives |
| GB1458392A (en) * | 1973-11-09 | 1976-12-15 | Ici Ltd | Optically-active 1-aryloxy-2,3-epoxypropane derivatives |
| GB1458393A (en) * | 1973-10-09 | 1976-12-15 | Ici Ltd | Optically-active 1-aryloxypropan-2ol derivatives |
| JPS5714586A (en) * | 1980-07-01 | 1982-01-25 | Teikoku Hormone Mfg Co Ltd | Substituted benzaldehyde |
| DE3147150C2 (de) * | 1981-11-27 | 1984-01-05 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Epoxypropanderivaten |
| GB2120659B (en) * | 1982-04-28 | 1985-12-04 | Sumitomo Chemical Co | Process for producing glycidyl ethers of monohydric polyhydric phenols |
| DE3330005A1 (de) * | 1983-08-19 | 1985-02-28 | Wolfgang Dr. Graz Lindner | Weinsaeuremonoester von optisch aktiven alkanolaminen, verfahren zu ihrer herstellung und ihre verwendung |
| DE3500761A1 (de) * | 1985-01-11 | 1986-09-04 | SOUR "PODRAVKA" OOUR "BELUPO 2", Proizvodnja kozmetičkih preparata i lijekova, Koprivnica | Verfahren zur gewinnung von atenolol und seiner derivate |
| AU589594B2 (en) * | 1985-02-13 | 1989-10-19 | Gist-Brocades N.V. | Process for the preparation of arylglycidyl ethers and 3-substituted 1-alkylamino-2-propanlos |
| JPS63270651A (ja) * | 1987-04-28 | 1988-11-08 | Toyo Pharma- Kk | 1−(4−カルバモイルメチル)フエノキシ−3−イソプロピルアミノ−2−プロパノ−ル又はその塩の製造方法 |
| ES2050425T3 (es) * | 1988-12-26 | 1994-05-16 | Kowa Co | Produccion de un eter glicidilico. |
-
1989
- 1989-12-27 JP JP1344447A patent/JPH0674243B2/ja not_active Expired - Fee Related
-
1990
- 1990-12-07 US US07/624,302 patent/US5130482A/en not_active Expired - Fee Related
- 1990-12-12 DE DE69026281T patent/DE69026281T2/de not_active Expired - Fee Related
- 1990-12-12 EP EP90123904A patent/EP0435068B1/en not_active Expired - Lifetime
- 1990-12-12 CA CA002032098A patent/CA2032098C/en not_active Expired - Fee Related
- 1990-12-12 EP EP94100873A patent/EP0605384B1/en not_active Expired - Lifetime
- 1990-12-12 DE DE69018215T patent/DE69018215T2/de not_active Expired - Fee Related
- 1990-12-12 ES ES90123904T patent/ES2072960T3/es not_active Expired - Lifetime
- 1990-12-12 ES ES94100873T patent/ES2088299T3/es not_active Expired - Lifetime
- 1990-12-27 KR KR1019900021996A patent/KR960001436B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US5130482A (en) | 1992-07-14 |
| DE69026281D1 (de) | 1996-05-02 |
| KR910011765A (ko) | 1991-08-07 |
| CA2032098A1 (en) | 1991-06-28 |
| EP0435068B1 (en) | 1995-03-29 |
| CA2032098C (en) | 1998-04-14 |
| EP0435068A2 (en) | 1991-07-03 |
| JPH03200753A (ja) | 1991-09-02 |
| DE69018215D1 (de) | 1995-05-04 |
| EP0605384B1 (en) | 1996-03-27 |
| DE69018215T2 (de) | 1995-09-14 |
| EP0435068A3 (en) | 1991-11-13 |
| EP0605384A1 (en) | 1994-07-06 |
| DE69026281T2 (de) | 1996-10-02 |
| KR960001436B1 (ko) | 1996-01-27 |
| JPH0674243B2 (ja) | 1994-09-21 |
| ES2088299T3 (es) | 1996-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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