ES8308850A1 - Procedimiento para la preparacion de nuevos derivados de aminoacidos biciclicos. - Google Patents

Procedimiento para la preparacion de nuevos derivados de aminoacidos biciclicos.

Info

Publication number
ES8308850A1
ES8308850A1 ES518574A ES518574A ES8308850A1 ES 8308850 A1 ES8308850 A1 ES 8308850A1 ES 518574 A ES518574 A ES 518574A ES 518574 A ES518574 A ES 518574A ES 8308850 A1 ES8308850 A1 ES 8308850A1
Authority
ES
Spain
Prior art keywords
formula
denotes
compound
hydrogen
radical
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
ES518574A
Other languages
English (en)
Spanish (es)
Other versions
ES518574A0 (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.)
Hoechst AG
Original Assignee
Hoechst AG
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=25798350&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES8308850(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from DE19813151690 external-priority patent/DE3151690A1/de
Priority claimed from DE19823210701 external-priority patent/DE3210701A1/de
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of ES518574A0 publication Critical patent/ES518574A0/es
Publication of ES8308850A1 publication Critical patent/ES8308850A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/10—Antioedematous agents; Diuretics
    • 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
    • A61P9/08—Vasodilators for multiple indications
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
    • C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Cardiology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Indole Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
ES518574A 1981-12-29 1982-12-27 Procedimiento para la preparacion de nuevos derivados de aminoacidos biciclicos. Expired ES8308850A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19813151690 DE3151690A1 (de) 1981-12-29 1981-12-29 "neue derivate bicyclischer aminosaeuren, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung sowie neue bicyclische aminosaeuren als zwischenstufen und verfahren zu deren herstellung"
DE19823210701 DE3210701A1 (de) 1982-03-24 1982-03-24 2-azabicycloalkan-3-carbonsaeuren und verfahren zu ihrer herstellung

Publications (2)

Publication Number Publication Date
ES518574A0 ES518574A0 (es) 1983-10-01
ES8308850A1 true ES8308850A1 (es) 1983-10-01

Family

ID=25798350

Family Applications (2)

Application Number Title Priority Date Filing Date
ES518574A Expired ES8308850A1 (es) 1981-12-29 1982-12-27 Procedimiento para la preparacion de nuevos derivados de aminoacidos biciclicos.
ES521740A Expired ES8402271A1 (es) 1981-12-29 1983-04-22 Procedimiento para la preparacion de nuevos aminoacidos biciclicos.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES521740A Expired ES8402271A1 (es) 1981-12-29 1983-04-22 Procedimiento para la preparacion de nuevos aminoacidos biciclicos.

Country Status (27)

Country Link
US (3) US5008400A (en, 2012)
EP (1) EP0084164B1 (en, 2012)
JP (3) JPS58118569A (en, 2012)
KR (1) KR890003424B1 (en, 2012)
AR (1) AR247571A1 (en, 2012)
AU (1) AU559140B2 (en, 2012)
BG (1) BG60936B2 (en, 2012)
CA (1) CA1341296C (en, 2012)
CS (1) CS409591A3 (en, 2012)
DE (2) DE3280014D1 (en, 2012)
DK (2) DK170444B1 (en, 2012)
DZ (1) DZ490A1 (en, 2012)
ES (2) ES8308850A1 (en, 2012)
FI (1) FI80017C (en, 2012)
GR (1) GR78413B (en, 2012)
HK (1) HK74989A (en, 2012)
HU (1) HU194167B (en, 2012)
IE (1) IE55867B1 (en, 2012)
IL (1) IL67572A (en, 2012)
LU (1) LU88263I2 (en, 2012)
MA (1) MA19672A1 (en, 2012)
NL (1) NL930048I2 (en, 2012)
NO (1) NO156786C (en, 2012)
NZ (1) NZ202903A (en, 2012)
PH (2) PH18918A (en, 2012)
PT (1) PT76052B (en, 2012)
SG (1) SG1389G (en, 2012)

Families Citing this family (70)

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ATE20469T1 (de) * 1980-10-23 1986-07-15 Schering Corp Carboxyalkyl-dipeptide, verfahren zu ihrer herstellung und diese enthaltende arzneimittel.
CA1341296C (en) * 1981-12-29 2001-09-25 Hansjorg Urbach 2-azabicycloalkane-3-carboxylic acid derivatives, processes for their preparation, agents containing these compounds and their use
DE3246503A1 (de) * 1982-12-16 1984-06-20 Hoechst Ag, 6230 Frankfurt Derivate der cis, endo-2-azabicyclo-(5.3.0)-decan-3-carbonsaeure, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung
DK156484A (da) * 1983-03-16 1984-09-17 Usv Pharma Corp Aminosyrederivater
DE3324263A1 (de) * 1983-07-06 1985-01-17 Hoechst Ag, 6230 Frankfurt Derivate der 2-azabicyclo(3.1.0)hexan-3-carbonsaeure, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung sowie 2-azabicyclo(3.1.0)hexan-derivate als zwischenprodukte und verfahren zu deren herstellung
DE3410732A1 (de) * 1984-03-23 1985-09-26 Hoechst Ag, 6230 Frankfurt Methode zur behandlung des glaukoms
US5684016A (en) * 1984-04-12 1997-11-04 Hoechst Aktiengesellschaft Method of treating cardiac insufficiency
DE3413710A1 (de) * 1984-04-12 1985-10-24 Hoechst Ag, 6230 Frankfurt Verfahren zur behandlung der herzinsuffizienz
CA1244041A (en) * 1984-07-30 1988-11-01 Elijah H. Gold Process for the preparation of cis, endo- octahydrocyclopenta¬b|pyrrole-2-carboxylate
GB8422165D0 (en) * 1984-09-01 1984-10-03 Wellcome Found Compounds
US5231084A (en) * 1986-03-27 1993-07-27 Hoechst Aktiengesellschaft Compounds having a cognition adjuvant action, agents containing them, and the use thereof for the treatment and prophylaxis of cognitive dysfuncitons
FR2605630B1 (fr) * 1986-10-22 1989-06-30 Roussel Uclaf Procede de preparation de derives de l'octahydroindole et intermediaires de preparation
DE3641451A1 (de) * 1986-12-04 1988-06-16 Hoechst Ag Derivate bicyclischer aminocarbonsaeuren, verfahren und zwischenprodukte zu deren herstellung sowie deren verwendung
DE3722007A1 (de) * 1987-07-03 1989-01-12 Hoechst Ag Verfahren zur herstellung bicyclischer aminocarbonsaeuren, zwischenprodukte dieses verfahrens und deren verwendung
TW197945B (en, 2012) * 1990-11-27 1993-01-11 Hoechst Ag
DE4109134A1 (de) * 1991-03-20 1992-09-24 Knoll Ag Erzeugnisse, enthaltend verapamil und trandolapril
LT3872B (en) 1993-12-06 1996-04-25 Hoechst Ag Novel peptides and pharmaceutical compositions containing them
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ES2171768T3 (es) 1996-03-20 2002-09-16 Hoechst Ag Inhibidores de la resorcion osea y antagonistas de receptores de vitronectina.
FR2746394B1 (fr) 1996-03-20 1998-05-29 Roussel Uclaf Nouveaux composes tricycliques, leur procede de preparation, et les intermediaires de ce procede, leur application a titre de medicaments et les compositions pharmaceutiques les renfermant
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DE19741873A1 (de) * 1997-09-23 1999-03-25 Hoechst Marion Roussel De Gmbh Neue 5-Ring-Heterocyclen, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate
DE19751251A1 (de) 1997-11-19 1999-05-20 Hoechst Marion Roussel De Gmbh Substituierte Imidazolidinderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmezeutische Präparate
DE19821483A1 (de) 1998-05-14 1999-11-18 Hoechst Marion Roussel De Gmbh Imidazolidinderivate, ihre Herstellung, ihre Verwendung und sie enthaltende pharmazeutische Präparate
DE19900205A1 (de) * 1999-01-07 2000-07-13 Basf Ag Verfahren zur Herstellung von (2S,4R,9S)-Octahydro-1H-indol-2-carbonsäure und Zwischenprodukte dafür
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DE60301980T2 (de) * 2003-02-28 2006-07-27 Les Laboratoires Servier Verfahren zur Synthese des (2S,3aS,7aS)-perhydroindol-2-carbonsäures und seiner Estern, Verwendung in der Synthese von Perindopril
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EP1323729B1 (fr) * 2003-03-12 2004-11-03 Les Laboratoires Servier Nouveau procédé de synthèse de l'acide (2S, 3aS, 7aS)-perhydroindole-2-carboxylique et de ses esters, et application à la synthèse du perindopril
EP1321471B1 (fr) * 2003-03-12 2005-05-04 Les Laboratoires Servier Nouveau procédé de synthèse du perindopril et de ses sels pharmaceutiquement acceptables
CL2004000544A1 (es) * 2003-03-18 2005-01-28 Pharmacia Corp Sa Organizada B Uso de una combinacion farmaceutica, de un antagonista del receptor de aldosterona y un inhibidor de endopeptidasa neutral, util para el tratamiento y prevencion de una condicion patologica relacionada con hipertension, disfuncion renal, insulinopati
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EP1615885A1 (en) * 2003-04-15 2006-01-18 Warner-Lambert Company LLC B -fused bicyclic proline derivatives and their use for treating arthritic conditions
EP1354875B1 (fr) * 2003-05-19 2004-11-24 Les Laboratoires Servier Nouveau procédé de synthèse de l'acide (2S, 3aS, 7aS)-perhydroindole-2-carboxilique et de ses esters, et application à la synthèse du perindopril
DK1354876T3 (da) * 2003-06-13 2005-08-15 Servier Lab Fremgangsmåde til syntese af (2S,3aS,7aS)-perhydroindol-2-carboxylsyre og dennes estere og anvendelse heraf i syntesen af perindopril
US20050037063A1 (en) * 2003-07-21 2005-02-17 Bolton Anthony E. Combined therapies
US20070225505A1 (en) * 2003-11-25 2007-09-27 Pau Cid Method for the Preparation of (2S, 3AR, 7AS)-Octahydro-III-Indole-2-Carboxylic Acid as Key Intermediate in the Preparation of Trandolapril by Reacting a Cyclohexyl Aziridine with a Dialkyl Malonate
JP2007512260A (ja) * 2003-11-28 2007-05-17 アツァト・ファーマシューティカルズ・イングリーディエンツ・アーゲー ｛Ｎ−［１−（Ｓ）−カルボアルコキシ−３−フェニルプロピル］−Ｓ−アラニル−２Ｓ，３ａＲ，７ａＳ−オクタヒドロインドール−２−カルボン酸｝化合物類の製造方法
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WO2006014916A2 (en) * 2004-07-26 2006-02-09 Dr. Reddy's Laboratories Ltd. Preparation of trandolapril
US20060079698A1 (en) * 2004-10-07 2006-04-13 Glenmark Pharmaceuticals Limited Process for the preparation of intermediates of trandolapril and use thereof for the preparation of trandolapril
AU2005327440A1 (en) * 2005-02-14 2006-08-17 Lupin Limited Improved process for preparation of highly pure trandolapril
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JP2008545006A (ja) * 2005-07-05 2008-12-11 シプラ・リミテッド Ａｃｅ阻害剤の合成方法
WO2007026372A2 (en) * 2005-09-01 2007-03-08 Wockhardt Limited Novel crystalline polymorph of trandolapril and a process for preparation thereof
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US7741317B2 (en) 2005-10-21 2010-06-22 Bristol-Myers Squibb Company LXR modulators
US7888376B2 (en) 2005-11-23 2011-02-15 Bristol-Myers Squibb Company Heterocyclic CETP inhibitors
US7943655B2 (en) 2006-04-05 2011-05-17 Universitat Zurich Polymorphic and pseudopolymorphic forms of trandolaprilat, pharmaceutical compositions and methods for production and use
WO2008070496A2 (en) 2006-12-01 2008-06-12 Bristol-Myers Squibb Company N- ( (3-benzyl) -2, 2- (bis-phenyl) -propan-1-amine derivatives as cetp inhibitors for the treatment of atherosclerosis and cardiovascular diseases
CN101302218B (zh) * 2007-05-08 2011-02-23 上海医药工业研究院 群多普利双酮的制备方法
CN101302185B (zh) * 2007-05-08 2010-09-01 上海医药工业研究院 群多普利拉的制备方法
IN2012DN00453A (en, 2012) * 2009-07-16 2015-05-15 Abbott Lab
CN104045593B (zh) * 2013-03-12 2016-11-02 上海交通大学 一种群多普利中间体的制备方法
AU2014255381A1 (en) 2013-04-17 2015-10-08 Pfizer Inc. N-piperidin-3-ylbenzamide derivatives for treating cardiovascular diseases
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CN104086623B (zh) * 2014-07-02 2017-05-24 牡丹江友搏药业有限责任公司 一种新的具有降压和细胞保护作用的化合物
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CN113574055B (zh) 2019-01-18 2024-07-23 阿斯利康(瑞典)有限公司 Pcsk9抑制剂及其使用方法
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EP0084164A3 (en) 1983-10-12
JPS58118569A (ja) 1983-07-14
JPH064586B2 (ja) 1994-01-19
AU9193182A (en) 1983-07-07
NO156786B (no) 1987-08-17
KR890003424B1 (ko) 1989-09-20
IL67572A0 (en) 1983-05-15
ES518574A0 (es) 1983-10-01
IE823065L (en) 1983-06-29
PT76052B (de) 1985-11-28
DK119992D0 (da) 1992-09-28
FI824474A0 (fi) 1982-12-27
HU194167B (en) 1988-01-28
DK171232B1 (da) 1996-08-05
DE3280014D1 (en) 1989-12-14
NO156786C (no) 1987-11-25
PH19771A (en) 1986-06-27
AR247571A1 (es) 1995-01-31
CS409591A3 (en) 1992-04-15
BG60936B2 (bg) 1996-06-28
DK576782A (da) 1983-06-30
NL930048I1 (nl) 1993-09-01
DK170444B1 (da) 1995-09-04
DZ490A1 (fr) 2004-09-13
HK74989A (en) 1989-09-22
FI80017B (fi) 1989-12-29
DE3275293D1 (en) 1987-03-05
EP0084164B1 (de) 1987-01-28
NO824394L (no) 1983-06-30
US5101039A (en) 1992-03-31
PT76052A (de) 1983-01-01
EP0084164A2 (de) 1983-07-27
FI80017C (fi) 1990-04-10
ES521740A0 (es) 1984-01-16
GR78413B (en, 2012) 1984-09-27
KR840002810A (ko) 1984-07-21
JPH01301659A (ja) 1989-12-05
US5008400A (en) 1991-04-16
FI824474L (fi) 1983-06-30
ES8402271A1 (es) 1984-01-16
PH18918A (en) 1985-11-06
NZ202903A (en) 1988-01-08
IE55867B1 (en) 1991-02-14
IL67572A (en) 1992-08-18
JPH01301695A (ja) 1989-12-05
MA19672A1 (fr) 1983-07-01
AU559140B2 (en) 1987-02-26
DK119992A (da) 1992-09-28
NL930048I2 (nl) 1994-01-03
CA1341296C (en) 2001-09-25
JPH0587504B2 (en, 2012) 1993-12-16
LU88263I2 (en, 2012) 1994-02-03
SG1389G (en) 1989-06-02
US4933361A (en) 1990-06-12

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