ES8308309A1 - Procedimiento para la preparacion de derivados de benzazepina. - Google Patents
Procedimiento para la preparacion de derivados de benzazepina.Info
- Publication number
- ES8308309A1 ES8308309A1 ES517753A ES517753A ES8308309A1 ES 8308309 A1 ES8308309 A1 ES 8308309A1 ES 517753 A ES517753 A ES 517753A ES 517753 A ES517753 A ES 517753A ES 8308309 A1 ES8308309 A1 ES 8308309A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- preparation
- pharmaceutical preparations
- application
- formula
- 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
Links
- 150000008038 benzoazepines Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000000825 pharmaceutical preparation Substances 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- -1 CARBONYL GROUP Chemical group 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical class [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000005923 long-lasting effect Effects 0.000 abstract 1
- 230000001012 protector Effects 0.000 abstract 1
- 230000010349 pulsation Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- 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
- A61P9/06—Antiarrhythmics
-
- 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
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/02—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/04—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 3
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
PROCEDIMIENTO PARA LA PREPARACION DE DERIVADOS DE BENZAZEPINA, DE FORMULA GENERAL (I), EN LA QUE A SIGNIFICA UN GRUPO -CH<2-CH<2-, -CH=CH O N<5H-CO-; B SIGNIFICA UN GRUPO METILENO O CARBONILO; E SIGNIFICA UN GRUPO ETILENO O N-PROPILENO; G SIGNIFICA UN GRUPO METILENO O ETILENO; R<1 Y R<2 SIGNIFICAN GRUPOS HIDROXI, ALCOXI O FENILALCOXI; R<3 Y R<4 SIGNIFICAN ATOMOS DE HALOGENO O HIDROGENO; R<5 SIGNIFICA UN ATOMO DE HIDROGENO O UN GRUPO ALCOHILO O HIDROXI; Y R<6 SIGNIFICA UN ATOMO DE HIDROGENO O UN GRUPO FENIL-ALCOHILO, Y SUS SALES DE ADICION DE ACIDO FARMACOLOGICAMENTE ACEPTABLES. CONSISTE EN HACER REACCIONAR UN COMPUESTO DE FORMULA (II) CON UN COMPUESTO DE FORMULA (III) Y EN SEPARAR EVENTUALMENTE UN RADICAL PROTECTOR EMPLEADO. DE APLICACION EN PREPARADOS FARMACEUTICOS CAPACES DE DISMINUIR LA FRECUENCIA DE PULSACIONES DE LARGA DURACION.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813119874 DE3119874A1 (de) | 1981-05-19 | 1981-05-19 | "benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel" |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8308309A1 true ES8308309A1 (es) | 1983-08-16 |
| ES517753A0 ES517753A0 (es) | 1983-08-16 |
Family
ID=6132690
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES512285A Expired ES8306726A1 (es) | 1981-05-19 | 1982-05-18 | "procedimiento para la preparacion de derivados de benzazepina". |
| ES517758A Expired ES8308312A1 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
| ES517756A Expired ES8308310A1 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
| ES517757A Granted ES517757A0 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
| ES517753A Granted ES517753A0 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
Family Applications Before (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES512285A Expired ES8306726A1 (es) | 1981-05-19 | 1982-05-18 | "procedimiento para la preparacion de derivados de benzazepina". |
| ES517758A Expired ES8308312A1 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
| ES517756A Expired ES8308310A1 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
| ES517757A Granted ES517757A0 (es) | 1981-05-19 | 1982-11-29 | Procedimiento para la preparacion de derivados de benzazepina. |
Country Status (29)
| Country | Link |
|---|---|
| EP (1) | EP0065229B1 (es) |
| JP (1) | JPS57193462A (es) |
| KR (3) | KR890001545B1 (es) |
| AR (1) | AR231130A1 (es) |
| AT (1) | ATE14725T1 (es) |
| AU (1) | AU551509B2 (es) |
| BG (1) | BG60412B2 (es) |
| CA (1) | CA1185239A (es) |
| CS (2) | CS251760B2 (es) |
| DD (1) | DD202872A5 (es) |
| DE (2) | DE3119874A1 (es) |
| DK (1) | DK156720C (es) |
| ES (5) | ES8306726A1 (es) |
| FI (1) | FI77856C (es) |
| GB (1) | GB2099425B (es) |
| GR (1) | GR76458B (es) |
| HK (1) | HK43388A (es) |
| HU (1) | HU186584B (es) |
| IE (1) | IE53016B1 (es) |
| IL (1) | IL65814A (es) |
| MX (1) | MX9202743A (es) |
| NO (1) | NO159166C (es) |
| NZ (1) | NZ200659A (es) |
| PL (1) | PL136914B1 (es) |
| PT (1) | PT74919B (es) |
| SU (1) | SU1160935A3 (es) |
| UA (1) | UA8038A1 (es) |
| YU (1) | YU44674B (es) |
| ZA (1) | ZA823413B (es) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3242599A1 (de) * | 1982-11-18 | 1984-05-24 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel |
| DE3343801A1 (de) * | 1983-12-03 | 1985-06-13 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue indolderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE3418270A1 (de) * | 1984-05-17 | 1985-11-21 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue aminotetralinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE3418271A1 (de) * | 1984-05-17 | 1985-11-21 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue benzazepinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| EP0204349A3 (de) * | 1985-06-01 | 1990-01-03 | Dr. Karl Thomae GmbH | Neue heteroaromatische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| DE3541811A1 (de) * | 1985-11-27 | 1987-06-04 | Thomae Gmbh Dr K | Neue cyclische aminderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE3717561A1 (de) * | 1987-05-25 | 1988-12-08 | Thomae Gmbh Dr K | Indol-, isochinolin- und benzazepinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE3736866A1 (de) * | 1987-10-30 | 1989-05-11 | Thomae Gmbh Dr K | Mittel zur behandlung des bluthochdrucks und der herzinsuffizienz |
| FR2624117B1 (fr) * | 1987-12-08 | 1991-02-22 | Synthelabo | Derives de hydroxy-3 (methoxy-4 phenyl)-2 (methylamino-2 ethyl)-5 dihydro-2,3 5h-benzothiazepine-1,5 one-4, leur preparation et leur application en therapeutique |
| JP2699511B2 (ja) * | 1988-01-29 | 1998-01-19 | 武田薬品工業株式会社 | 置換アミン類 |
| JP2807577B2 (ja) * | 1990-06-15 | 1998-10-08 | エーザイ株式会社 | 環状アミド誘導体 |
| FR2681862B1 (fr) * | 1991-09-27 | 1993-11-12 | Adir Cie | Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent. |
| JPH09501405A (ja) * | 1993-05-27 | 1997-02-10 | スミスクライン・ビーチャム・ラボラトワール・ファルマソーティク | 抗不整脈用n−置換3−ベンズアゼピンまたはイソキノリン |
| FR2705675B1 (fr) * | 1993-05-27 | 1996-05-03 | Smithkline Beecham Labo Pharma | Nouveaux composés, leur procédé de préparation et leur utilisation en tant que médicaments. |
| SE9303274D0 (sv) * | 1993-10-07 | 1993-10-07 | Astra Ab | Novel phenylethyl and phenylproplamines |
| DE10018401A1 (de) | 2000-04-13 | 2001-10-25 | Boehringer Ingelheim Pharma | Verwendung von Bradycardica bei der Behandlung von mit Hypertrophie einhergehenden Myocarderkrankungen und neue Arzneimittelkombinationen |
| US7250410B2 (en) | 2001-06-07 | 2007-07-31 | Via Pharmaceuticals, Inc. | Cyclic nucleotide phosphodiesterase inhibitors, preparation and uses thereof |
| KR100878737B1 (ko) * | 2003-08-29 | 2009-01-14 | 미쓰이 가가쿠 가부시키가이샤 | 농업용 또는 원예용 살충제 및 그의 이용 방법 |
| FR2868775B1 (fr) * | 2004-04-13 | 2008-04-11 | Servier Lab | Nouveau procede de synthese de derives de la 1,3,4,5- tetrahydro-2h-3-benzazepin-2-one, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2868776B1 (fr) * | 2004-04-13 | 2008-04-18 | Servier Lab | Nouveau procede de synthese de derives de la 1,3-dihydro- 2h-3-benzazepin-2-one, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2868777B1 (fr) * | 2004-04-13 | 2006-05-26 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2870537A1 (fr) * | 2004-05-19 | 2005-11-25 | Servier Lab | Nouveau procede de synthese du (1s)-4,5-dimethoxy-1-(methyl aminomethyl-)-benzocyclobutane et de ses sels d'addition, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| FR2882554B1 (fr) * | 2005-02-28 | 2007-05-04 | Servier Lab | Forme critalline beta d du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent |
| FR2882553B1 (fr) * | 2005-02-28 | 2007-05-04 | Servier Lab | Forme cristalline beta du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent |
| FR2882555B1 (fr) * | 2005-02-28 | 2007-05-04 | Servier Lab | Forme cristalline gamma du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent |
| FR2882556B1 (fr) * | 2005-02-28 | 2007-05-04 | Servier Lab | Forme cristalline gamma d du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent |
| EP1762179A1 (en) | 2005-09-07 | 2007-03-14 | Boehringer Ingelheim Vetmedica Gmbh | Method for improving diagnostic quality in echocardiography |
| FR2891827B1 (fr) * | 2005-10-11 | 2007-12-28 | Servier Lab | Forme cristalline deltad du chlorhydrate de l'ivabradine, son procede de preparation, et les compositions pharmaceutiques qui la contiennent |
| FR2891826B1 (fr) * | 2005-10-11 | 2007-12-28 | Servier Lab | Forme cristalline 6 du chlorhydrate de l'ivabradine, son procede de preparation et les compositions pharmaceutiques qui la contiennent |
| FR2920773B1 (fr) * | 2007-09-11 | 2009-10-23 | Servier Lab | Derives de 1,2,4,5-tetrahydro-3h-benzazepines, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2935381B1 (fr) * | 2008-08-29 | 2010-12-17 | Servier Lab | Nouveau procede de resolution des enantiomerees du (3,4-dimethoxy-bicyclo°4.2.0!octa-1,3,5-trien-7-yl)nitrile et application a la synthese de l'ivabradine |
| FR2941695B1 (fr) * | 2009-02-04 | 2011-02-18 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| ME00987B (me) * | 2009-03-31 | 2012-06-20 | Servier Lab | Novi postupak sinteze ivabradina i njegovih soli sa farmaceutski prihvatljivom kiselinom |
| FR2943668B1 (fr) * | 2009-03-31 | 2011-05-06 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable. |
| FR2956401B1 (fr) * | 2010-02-17 | 2012-02-03 | Servier Lab | Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable |
| AU2012296925A1 (en) | 2011-08-12 | 2014-02-06 | Boehringer Ingelheim Vetmedica Gmbh | Taste masked pharmaceutical composition |
| EP2953612A1 (en) | 2013-02-11 | 2015-12-16 | Boehringer Ingelheim Vetmedica GmbH | Kit-of-parts |
| FR3003859B1 (fr) * | 2013-03-26 | 2015-03-13 | Servier Lab | "procede de synthese de derives de la 7,8-dimethoxy-1,3-dihydro-2h-3-benzazepin-2-one et application a la synthese de l'ivabradine" |
| HU230826B1 (hu) * | 2014-11-19 | 2018-07-30 | Richter Gedeon Nyrt. | Eljárás benzazepin származékok előállítására |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3474090A (en) * | 1966-12-22 | 1969-10-21 | American Cyanamid Co | 3-aminoalkyl-1,3-benzodiazepin-2-ones |
| US3780023A (en) * | 1972-06-30 | 1973-12-18 | J Suh | 2-aralkylamino-4,5-dihydro-3h-1,3-benzodiazepines |
| US4210749A (en) * | 1974-11-12 | 1980-07-01 | Pennwalt Corporation | Substituted 1,2,4,5-tetrahydro-3H,3 benzazepines |
| DE2639718C2 (de) | 1976-09-03 | 1987-03-05 | Dr. Karl Thomae Gmbh, 7950 Biberach | 1-[6,7-Dimethoxy-3,4-dihydro-2H-isochinolin-1-on-2-yl]-3-[N-methyl-N-(2-(3,4-dimethoxy-phenyl)-äthyl)-amino]-propan, dessen physiologisch verträgliche Säureadditionssalze und diese Verbindungen enthaltende Arzneimittel |
| ZA786230B (en) * | 1977-12-21 | 1979-10-31 | Smithkline Corp | 8 and/or 9 substituted 2-benzazepine compounds |
| ZA792785B (en) | 1978-07-07 | 1980-08-27 | Smithkline Corp | Mercapto substituted-2,3,4,5-tetrahydro-1h-3-benzazepines |
| ES484553A1 (es) * | 1978-10-05 | 1980-05-16 | Hoechst Ag | Un metodo para preparar 4-fenil-1,3-benzodiazepinas |
| DE2850078A1 (de) * | 1978-11-18 | 1980-05-29 | Basf Ag | Aminopropanolderivate des 6-hydroxy-2,3,4,5-tetrahydro-1h-1- benzazepin-2-ons |
-
1981
- 1981-05-19 DE DE19813119874 patent/DE3119874A1/de not_active Withdrawn
-
1982
- 1982-05-06 EP EP82103931A patent/EP0065229B1/de not_active Expired
- 1982-05-06 DE DE8282103931T patent/DE3265206D1/de not_active Expired
- 1982-05-06 AT AT82103931T patent/ATE14725T1/de not_active IP Right Cessation
- 1982-05-12 CS CS823456A patent/CS251760B2/cs unknown
- 1982-05-13 UA UA3435639A patent/UA8038A1/uk unknown
- 1982-05-13 SU SU823435639A patent/SU1160935A3/ru active
- 1982-05-17 DK DK222382A patent/DK156720C/da not_active IP Right Cessation
- 1982-05-17 FI FI821724A patent/FI77856C/fi not_active IP Right Cessation
- 1982-05-17 PL PL1982236474A patent/PL136914B1/pl unknown
- 1982-05-17 DD DD82239912A patent/DD202872A5/de not_active IP Right Cessation
- 1982-05-18 GB GB8214503A patent/GB2099425B/en not_active Expired
- 1982-05-18 AU AU83794/82A patent/AU551509B2/en not_active Expired
- 1982-05-18 JP JP57083915A patent/JPS57193462A/ja active Granted
- 1982-05-18 HU HU821581A patent/HU186584B/hu unknown
- 1982-05-18 ES ES512285A patent/ES8306726A1/es not_active Expired
- 1982-05-18 IE IE1194/82A patent/IE53016B1/en not_active IP Right Cessation
- 1982-05-18 NZ NZ200659A patent/NZ200659A/en unknown
- 1982-05-18 NO NO821645A patent/NO159166C/no not_active IP Right Cessation
- 1982-05-18 YU YU1051/82A patent/YU44674B/xx unknown
- 1982-05-18 ZA ZA823413A patent/ZA823413B/xx unknown
- 1982-05-18 CA CA000403172A patent/CA1185239A/en not_active Expired
- 1982-05-18 IL IL65814A patent/IL65814A/xx not_active IP Right Cessation
- 1982-05-18 PT PT74919A patent/PT74919B/pt unknown
- 1982-05-18 AR AR289434A patent/AR231130A1/es active
- 1982-05-19 GR GR68197A patent/GR76458B/el unknown
- 1982-05-19 KR KR1019890001999A patent/KR890001545B1/ko not_active Expired
- 1982-05-19 KR KR8202240A patent/KR890001544B1/ko not_active Expired
- 1982-11-29 ES ES517758A patent/ES8308312A1/es not_active Expired
- 1982-11-29 ES ES517756A patent/ES8308310A1/es not_active Expired
- 1982-11-29 ES ES517757A patent/ES517757A0/es active Granted
- 1982-11-29 ES ES517753A patent/ES517753A0/es active Granted
-
1988
- 1988-06-09 HK HK433/88A patent/HK43388A/xx not_active IP Right Cessation
-
1989
- 1989-02-20 KR KR1019890001998A patent/KR890001550B1/ko not_active Expired
-
1991
- 1991-12-27 CS CS914102A patent/CS410291A3/cs unknown
-
1992
- 1992-06-09 MX MX9202743A patent/MX9202743A/es unknown
-
1994
- 1994-01-25 BG BG098418A patent/BG60412B2/bg unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20030526 |