ES8308310A1 - Procedimiento para la preparacion de derivados de benzazepina. - Google Patents

Procedimiento para la preparacion de derivados de benzazepina.

Info

Publication number
ES8308310A1
ES8308310A1 ES517756A ES517756A ES8308310A1 ES 8308310 A1 ES8308310 A1 ES 8308310A1 ES 517756 A ES517756 A ES 517756A ES 517756 A ES517756 A ES 517756A ES 8308310 A1 ES8308310 A1 ES 8308310A1
Authority
ES
Spain
Prior art keywords
group
ethylene
hydroxy
procedure
preparation
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
Application number
ES517756A
Other languages
English (en)
Other versions
ES517756A0 (es
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Publication of ES517756A0 publication Critical patent/ES517756A0/es
Publication of ES8308310A1 publication Critical patent/ES8308310A1/es
Expired legal-status Critical Current

Links

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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PROCEDIMIENTO PARA LA PREPARACION DE DERIVADOS DE BENZAZEPINA, DE FORMULA GENERAL (I), EN LA QUE A SIGNIFICA UN GRUPO -N<5H-CO-; B SIGNIFICA METILENO O CARBONILO; E SIGNIFICA UN GRUPO ETILENO O N-PROPILENO; G SIGNIFICA UN GRUPO ETILENO O METILENO; R<1 Y R<2 SIGNIFICAN GRUPOS HIDROXI, ALCOHILO O ALCOXI; R<3 Y R<4 SIGNIFICAN ATOMOS DE HIDROGENO O HALOGENO; R<5 SIGNIFICA UN ATOMO DE HIDROGENO O UN GRUPO ALCOHILO O ALCOXI; Y R<6 SIGNIFICA UN ATOMO DE HIDROGENO O UN GRUPO ALCANOILO, Y SUS SALES DE ADICION DE ACIDO FARMACEUTICAMENTE ACEPTABLES. CONSISTE UN HACER REACCIONAR UN COMPUESTO DE FORMULA GENERAL (II), EN DONDE B Y G TIENEN LOS SIGNIFICADOS YA INDICADOS; E C REPRESENTA UN GRUPO ETILENO O N-PROPILENO; R<1 , R<2 , R<3 , R<4 REPRESENTAN EN CADA CASO UN GRUPO HIDROXI PROTEGIDO POR UN RADICAL PROTECTOR; R<5 REPRESENTA UN GRUPO HIDROXI O AMINO; Y R<6 TIENE EL MISMO SIGNIFICADO QUE R<6, CON UN DERIVADO DE ACIDO CARBONICO DE FORMULA: W - CO - W, EN DONDE W SIGNIFICA UN ATOMO DE CLORO O BROMO. DEAPLICACION EN FARMACIA POR SU EFECTO SELECTIVO DISMINUIDOR DE LA FRECUENCIA DE PULSACIONES.
ES517756A 1981-05-19 1982-11-29 Procedimiento para la preparacion de derivados de benzazepina. Expired ES8308310A1 (es)

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
ES517756A0 ES517756A0 (es) 1983-08-16
ES8308310A1 true ES8308310A1 (es) 1983-08-16

Family

ID=6132690

Family Applications (5)

Application Number Title Priority Date Filing Date
ES512285A Granted ES512285A0 (es) 1981-05-19 1982-05-18 "procedimiento para la preparacion de derivados de benzazepina".
ES517753A Expired ES8308309A1 (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.
ES517758A Granted ES517758A0 (es) 1981-05-19 1982-11-29 Procedimiento para la preparacion de derivados de benzazepina.
ES517757A Expired ES8308311A1 (es) 1981-05-19 1982-11-29 Procedimiento para la preparacion de derivados de benzazepina.

Family Applications Before (2)

Application Number Title Priority Date Filing Date
ES512285A Granted ES512285A0 (es) 1981-05-19 1982-05-18 "procedimiento para la preparacion de derivados de benzazepina".
ES517753A Expired ES8308309A1 (es) 1981-05-19 1982-11-29 Procedimiento para la preparacion de derivados de benzazepina.

Family Applications After (2)

Application Number Title Priority Date Filing Date
ES517758A Granted ES517758A0 (es) 1981-05-19 1982-11-29 Procedimiento para la preparacion de derivados de benzazepina.
ES517757A Expired ES8308311A1 (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) ES512285A0 (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)

* Cited by examiner, † Cited by third party
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.
AU6971894A (en) * 1993-05-27 1994-12-20 Smithkline Beecham Laboratoires Pharmaceutiques Anti-arrhythmic n-substituted 3-benzazepines or isoquinolines
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
CA2446696A1 (fr) 2001-06-07 2002-12-12 Neuro3D Inhibiteurs des phosphodiesterases des nucleotides cycliques, preparation et utilisations de ces inhibiteurs
EP1661886B1 (en) * 2003-08-29 2016-08-10 Mitsui Chemicals Agro, Inc. Insecticide for agricultural or horticultural use and method of use thereof
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
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
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
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
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
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
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
ME00986B (me) * 2009-03-31 2012-06-20 Servier Lab Novi postupak sinteze ivabradina i njegovih adicionih soli sa farmaceutski prihvatljivom kiselinom
ME00987B (me) * 2009-03-31 2012-06-20 Servier Lab Novi postupak sinteze ivabradina i njegovih soli sa farmaceutski prihvatljivom kiselinom
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
WO2013024036A1 (en) 2011-08-12 2013-02-21 Boehringer Ingelheim Vetmedica Gmbh Funny current (if) inhibitors for use in a method of treating and preventing heart failure in feline
WO2014122248A1 (en) 2013-02-11 2014-08-14 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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
PT74919B (de) 1985-05-16
DE3119874A1 (de) 1982-12-09
AR231130A1 (es) 1984-09-28
IL65814A (en) 1986-02-28
EP0065229B1 (de) 1985-08-07
ES8306726A1 (es) 1983-06-01
CS410291A3 (en) 1992-08-12
IE53016B1 (en) 1988-05-11
JPS57193462A (en) 1982-11-27
HK43388A (en) 1988-06-17
ES517753A0 (es) 1983-08-16
KR890001545B1 (ko) 1989-05-08
SU1160935A3 (ru) 1985-06-07
PL236474A1 (en) 1983-06-20
YU105182A (en) 1986-12-31
DD202872A5 (de) 1983-10-05
GB2099425B (en) 1985-02-06
AU8379482A (en) 1982-11-25
ES8308312A1 (es) 1983-08-16
GB2099425A (en) 1982-12-08
JPH0136829B2 (es) 1989-08-02
ES517756A0 (es) 1983-08-16
ES517757A0 (es) 1983-08-16
PL136914B1 (en) 1986-04-30
NO159166C (no) 1988-12-07
BG60412B2 (bg) 1995-02-28
KR890001550B1 (ko) 1989-05-08
FI77856C (fi) 1989-05-10
NO821645L (no) 1982-11-22
IE821194L (en) 1982-11-19
NZ200659A (en) 1985-05-31
EP0065229A1 (de) 1982-11-24
ES8308309A1 (es) 1983-08-16
FI77856B (fi) 1989-01-31
CS251760B2 (en) 1987-08-13
MX9202743A (es) 1992-06-30
GR76458B (es) 1984-08-10
ES517758A0 (es) 1983-08-16
YU44674B (en) 1990-12-31
UA8038A1 (uk) 1995-12-26
FI821724A0 (fi) 1982-05-17
HU186584B (en) 1985-08-28
DK156720B (da) 1989-09-25
IL65814A0 (en) 1982-08-31
ATE14725T1 (de) 1985-08-15
KR830010077A (ko) 1983-12-26
AU551509B2 (en) 1986-05-01
ZA823413B (en) 1984-01-25
ES8308311A1 (es) 1983-08-16
ES512285A0 (es) 1983-06-01
DK222382A (da) 1982-11-20
KR890001544B1 (ko) 1989-05-08
DK156720C (da) 1990-02-19
DE3265206D1 (en) 1985-09-12
NO159166B (no) 1988-08-29
CA1185239A (en) 1985-04-09
PT74919A (de) 1982-06-01

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