IE58736B1 - Quinone derivatives, their production and use - Google Patents

Quinone derivatives, their production and use

Info

Publication number
IE58736B1
IE58736B1 IE190085A IE190085A IE58736B1 IE 58736 B1 IE58736 B1 IE 58736B1 IE 190085 A IE190085 A IE 190085A IE 190085 A IE190085 A IE 190085A IE 58736 B1 IE58736 B1 IE 58736B1
Authority
IE
Ireland
Prior art keywords
compound
solution
group
added
acid
Prior art date
Application number
IE190085A
Other languages
English (en)
Other versions
IE851900L (en
Original Assignee
Takeda Chemical Industries Ltd
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=26425056&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=IE58736(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from PCT/JP1984/000393 external-priority patent/WO1986000887A1/ja
Priority claimed from PCT/JP1985/000003 external-priority patent/WO1986004058A1/ja
Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Publication of IE851900L publication Critical patent/IE851900L/en
Publication of IE58736B1 publication Critical patent/IE58736B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/02—Quinones with monocyclic quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/14—Antitussive agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • 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
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
    • C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/277—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/02—Quinones with monocyclic quinoid structure
    • C07C50/06—Quinones with monocyclic quinoid structure with unsaturation outside the quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/08—Quinones with polycyclic non-condensed quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/28—Quinones containing groups having oxygen atoms singly bound to carbon atoms with monocyclic quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/30—Quinones containing groups having oxygen atoms singly bound to carbon atoms with polycyclic non-condensed quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/32—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C66/00—Quinone carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Immunology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Dermatology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
IE190085A 1984-08-01 1985-07-30 Quinone derivatives, their production and use IE58736B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
PCT/JP1984/000393 WO1986000887A1 (en) 1984-08-01 1984-08-01 Quinone derivatives, process for their preparation, and medicinal composition containing the same
PCT/JP1985/000003 WO1986004058A1 (en) 1985-01-08 1985-01-08 Quinone derivatives, process for their preparation, and medicinal composition containing same

Publications (2)

Publication Number Publication Date
IE851900L IE851900L (en) 1986-02-01
IE58736B1 true IE58736B1 (en) 1993-11-03

Family

ID=26425056

Family Applications (1)

Application Number Title Priority Date Filing Date
IE190085A IE58736B1 (en) 1984-08-01 1985-07-30 Quinone derivatives, their production and use

Country Status (18)

Country Link
US (1) US5180742A (h)
EP (1) EP0171251B2 (h)
JP (3) JPH0678266B2 (h)
KR (1) KR920002251B1 (h)
AU (1) AU582776B2 (h)
CA (1) CA1285280C (h)
CS (1) CS407891A3 (h)
DE (1) DE3578418D1 (h)
DK (1) DK340785A (h)
ES (1) ES8704870A1 (h)
FI (1) FI84813C (h)
GR (1) GR851892B (h)
HK (1) HK44893A (h)
IE (1) IE58736B1 (h)
IL (1) IL75855A (h)
MX (1) MX9203040A (h)
NO (1) NO162514C (h)
PT (1) PT80892B (h)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE61568T1 (de) * 1986-01-28 1991-03-15 Takeda Chemical Industries Ltd Chinonamide, deren herstellung und anwendung.
US5229385A (en) * 1986-01-30 1993-07-20 Takeda Chemical Industries, Ltd. Quinone derivatives, their production and use
IL81264A (en) * 1986-01-30 1990-11-05 Takeda Chemical Industries Ltd Quinone derivatives,their production and pharmaceutical compositions containing them
EP0240233B1 (en) * 1986-03-29 1991-01-23 Suntory Limited Derivatives of benzoquinonyl-phenyl alkanoic acid amide
DK293888A (da) * 1987-06-09 1988-12-10 Takeda Chemical Industries Ltd Fenolderivater og deres fremstilling og anvendelse
US5272180A (en) * 1987-07-29 1993-12-21 Takeda Chemical Industries, Ltd. Cell proliferation inhibitor
JP2748415B2 (ja) * 1987-07-29 1998-05-06 武田薬品工業株式会社 ヒドロキサム酸誘導体
EP0301861B1 (en) * 1987-07-29 1992-04-01 Takeda Chemical Industries, Ltd. Cell proliferation inhibitors
JPH08768B2 (ja) * 1989-08-24 1996-01-10 武田薬品工業株式会社 神経成長因子分泌誘導剤
DE69212424T2 (de) * 1991-10-15 1997-01-23 Takeda Chemical Industries Ltd Verfahren zur Herstellung von Diphenylmethanderivaten
EP0560568A3 (en) * 1992-03-13 1994-06-29 Takeda Chemical Industries Ltd Hydroquinone derivatives and intermediates for production thereof
TW269681B (h) * 1992-07-03 1996-02-01 Takeda Pharm Industry Co Ltd
US5318993A (en) * 1993-04-16 1994-06-07 Bristol-Myers Squibb Company Antihyperlipidemic benzoquinones
DE69411833T2 (de) * 1993-09-21 1998-12-03 Takeda Chemical Industries, Ltd., Osaka Verwendung von Chinonen zur Herstellung eines Arzneimittels zur Vorbeugung und Behandlung von allergischer Rhinitis
US5542977A (en) * 1993-10-22 1996-08-06 Hanst; Donald R. Composition for soil surface stabilization
US5534548A (en) * 1994-05-03 1996-07-09 Tap Pharmaceuticals, Inc. Method of treating preeclampsia
EP0719552A3 (en) * 1994-12-26 1997-08-20 Takeda Chemical Industries Ltd Pharmaceutical composition containing a quinone derivative or the hydroquinone thereof for the treatment of dermatitis
US5804601A (en) * 1995-04-10 1998-09-08 Takeda Chemical Industries, Ltd. Aromatic hydroxamic acid compounds, their production and use
US5891916A (en) * 1995-06-21 1999-04-06 Takeda Chemical Industries, Ltd. Aromatic hydroxamix acid compounds, their production and use
WO2000006550A1 (fr) 1998-07-31 2000-02-10 Nippon Soda Co., Ltd. Composes phenylazole, procede de production desdits composes et medicaments pour le traitement de l'hyperlipidemie
IL126722A0 (en) * 1998-10-22 1999-08-17 Green Care Lab Ltd Composition and method for combating plant fungi and plant fungus inhibiting compounds
US6020380A (en) * 1998-11-25 2000-02-01 Tap Holdings Inc. Method of treating chronic obstructive pulmonary disease
KR100704152B1 (ko) * 1999-09-17 2007-04-09 다이이치 아스비오파마 가부시키가이샤 ＮＦ-κＢ 저해제를 유효 성분으로 하는 심근염, 확장형 심근증 및 심부전의 예방제 또는 치료제
WO2001089512A1 (fr) * 2000-05-26 2001-11-29 Takeda Chemical Industries, Ltd. Médicaments agissant sur les bronches
DK2471530T3 (en) 2005-06-01 2017-04-10 Edison Pharmaceuticals Inc REDOXACTIVE THERAPEUTIC AGENTS FOR THE TREATMENT OF MITOCONDARY DISEASES AND OTHER CONDITIONS AND MODULATION OF ENERGY BIOMARKERS
DK1933821T3 (da) * 2005-09-15 2020-10-26 Ptc Therapeutics Inc Halevarianter af redox-aktive terapeutika til behandling af mitokondriesygdomme og andre tilstande og modulation af energibiomarkører
US9278085B2 (en) 2006-02-22 2016-03-08 Edison Pharmaceuticals, Inc. Side-chain variants of redox-active therapeutics for treatment of mitochondrial diseases and other conditions and modulation of energy biomarkers
EP2344142B1 (en) 2008-09-10 2024-06-26 PTC Therapeutics, Inc. Treatment of pervasive developmental disorders with redox-active therapeutics
US8263094B2 (en) * 2008-09-23 2012-09-11 Eastman Chemical Company Esters of 4,5-disubstituted-oxy-2-methyl-3,6-dioxo-cyclohexa-1,4-dienyl alkyl acids and preparation thereof
GB2476644B (en) 2009-12-23 2012-11-14 Haomamedica Ltd 1,4-Dihydro-1,4-dioxonaphtalene derivatives for the treatment of osteoporosis
GB2476643B (en) * 2009-12-23 2012-11-14 Haomamedica Ltd 1,4-Dihydro-1,4-dioxonaphtalene derivatives as anticoagulants
CN113024369A (zh) 2015-12-17 2021-06-25 Ptc医疗公司 用于治疗氧化应急障碍的化合物
CA3097114A1 (en) * 2017-04-14 2018-10-18 Bioelectron Technology Corporation Methods and compositions for treatment of inflammation and oxidative stress
KR102678127B1 (ko) * 2021-07-22 2024-06-25 경희대학교 산학협력단 신규한 퀴논 유도체

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2730535A (en) * 1952-09-25 1956-01-10 Universal Oil Prod Co Production of substituted quinones
US3849453A (en) * 1970-03-17 1974-11-19 Takeda Chemical Industries Ltd Quinone derivatives
DE2112147A1 (de) * 1970-03-17 1971-09-30 Takeda Chemical Industries Ltd Chinonderivate und Verfahren zu ihrer Herstellung
JPS5919930B2 (ja) * 1974-05-02 1984-05-09 武田薬品工業株式会社 キノン酸誘導体の製造法
US4271083A (en) * 1974-05-02 1981-06-02 Takeda Chemical Industries, Ltd. 6-Hydroxy-1,4-benzoquinone compounds
JPS56147746A (en) * 1980-04-15 1981-11-16 Takeda Chem Ind Ltd Quinones and their preparation
JPS567734A (en) * 1979-06-28 1981-01-27 Takeda Chem Ind Ltd Preparation of quinone derivative
DE3069496D1 (de) * 1979-06-28 1984-11-29 Takeda Chemical Industries Ltd 2,3-dialkoxy-1,4-quinone derivatives; method of producing 1,4-quinone derivatives
JPS5697223A (en) * 1979-12-30 1981-08-05 Takeda Chem Ind Ltd Tissue metabolism activator
US4393075A (en) * 1980-04-14 1983-07-12 Takeda Chemical Industries, Ltd. Quinone compounds and their use in suppressing the production of SRS-A in mammals
JPS56150014A (en) * 1980-04-21 1981-11-20 Takeda Chem Ind Ltd Antiallergic agent
JPS58203935A (ja) * 1982-05-05 1983-11-28 チバ・ガイギ−・アクチエンゲゼルシヤフト 新規な１，４−ベンゾキノン類
EP0103361B1 (en) * 1982-07-09 1986-01-29 Takeda Chemical Industries, Ltd. Quinone compounds, their production and use
JPS5910541A (ja) * 1982-07-09 1984-01-20 Takeda Chem Ind Ltd キノン化合物

Also Published As

Publication number Publication date
EP0171251A2 (en) 1986-02-12
PT80892B (pt) 1987-11-30
PT80892A (en) 1985-08-01
IL75855A0 (en) 1985-11-29
KR920002251B1 (ko) 1992-03-20
US5180742A (en) 1993-01-19
NO162514B (no) 1989-10-02
JPH0678267B2 (ja) 1994-10-05
DK340785A (da) 1986-02-02
FI84813B (fi) 1991-10-15
NO162514C (no) 1990-01-10
EP0171251B1 (en) 1990-06-27
CS407891A3 (en) 1992-12-16
EP0171251A3 (en) 1986-07-30
HK44893A (en) 1993-05-14
FI852916L (fi) 1986-02-02
MX9203040A (es) 1992-07-31
ES8704870A1 (es) 1987-04-16
JPH0678266B2 (ja) 1994-10-05
GR851892B (h) 1985-12-03
DE3578418D1 (de) 1990-08-02
FI84813C (fi) 1992-01-27
DK340785D0 (da) 1985-07-26
CA1285280C (en) 1991-06-25
IL75855A (en) 1990-11-05
FI852916A0 (fi) 1985-07-26
AU4561585A (en) 1986-02-06
AU582776B2 (en) 1989-04-13
EP0171251B2 (en) 1992-12-23
JPH0678268B2 (ja) 1994-10-05
KR860001779A (ko) 1986-03-22
ES545771A0 (es) 1987-04-16
NO852999L (no) 1986-02-03
JPH0381248A (ja) 1991-04-05
JPH0386841A (ja) 1991-04-11
JPH0372444A (ja) 1991-03-27
IE851900L (en) 1986-02-01

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