ES8700664A1 - Un metodo para producir derivados de 1,5 benzoxazepina. - Google Patents

Un metodo para producir derivados de 1,5 benzoxazepina.

Info

Publication number
ES8700664A1
ES8700664A1 ES84535078A ES535078A ES8700664A1 ES 8700664 A1 ES8700664 A1 ES 8700664A1 ES 84535078 A ES84535078 A ES 84535078A ES 535078 A ES535078 A ES 535078A ES 8700664 A1 ES8700664 A1 ES 8700664A1
Authority
ES
Spain
Prior art keywords
formula
alkyl
compound
condensed
production
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
ES84535078A
Other languages
English (en)
Other versions
ES535078A0 (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.)
Takeda Pharmaceutical Co Ltd
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
Priority claimed from PCT/JP1983/000264 external-priority patent/WO1985000810A1/ja
Priority claimed from PCT/JP1984/000221 external-priority patent/WO1985005104A1/ja
Priority claimed from PCT/JP1984/000362 external-priority patent/WO1986000617A1/ja
Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Publication of ES8700664A1 publication Critical patent/ES8700664A1/es
Publication of ES535078A0 publication Critical patent/ES535078A0/es
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/34Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/54Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55Acids; Esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D267/00Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D267/02Seven-membered rings
    • C07D267/08Seven-membered rings having the hetero atoms in positions 1 and 4
    • C07D267/12Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D267/14Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen 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
    • C07D309/08Heterocyclic compounds containing six-membered rings having one oxygen 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 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D335/00Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
    • C07D335/02Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/022Peptides 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
    • C07K5/0222Peptides 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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)
  • Pharmacology & Pharmacy (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biochemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Mirrors, Picture Frames, Photograph Stands, And Related Fastening Devices (AREA)
  • Soil Working Implements (AREA)
  • Control Of Multiple Motors (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyrane Compounds (AREA)
  • Peptides Or Proteins (AREA)

Abstract

METODO PARA PRODUCIR DERIVADOS DE 1,5-BENZOXAZEPINA DE FORMULA (I) O SUS SALES, DONDE R1 Y R2 SON INDEPENDIENTEMENTE HIDROGENO, HALOGENO TRIFLUORMETILO, ALQUILO O ALCOXI INFERIOR, O AMBOS FORMAN JUNTOS TRI- O TETRA-METILENO, R3 ES HIDROGENO, ALQUILO INFERIOR O ARALQUILO OPCIONALMENTE SUSTITUIDOS, R4 ES LO MISMO QUE R3 O CICLOALQUIL-ALQUILO, Y ES UN GRUPO CARBOXILO ESTERIFICADO O AMIDADO Y M ES 1 O 2. CONSISTE EN HACER REACCIONAR UN COMPUESTO DE FORMULA (II) EN EL QUE CADA UNO DE LOS RADICALES SON LOS DEFINIDOS ANTERIORMENTE CON UN COMPUESTO DE FORMULA (III) EN QUE WA ES HALOGENO O UN GRUPO RASO2-O- SIENDO RA ALQUILO INFERIOR, TRIFLUORMETILO, FENILO O P-TOLILO Y SI SE DESEA SOMETER EL COMPUESTO RESULTANTE A REDUCCION CATALITICA. DE APLICACION COMO AGENTES TERAPEUTICOS PARA EL TRATAMIENTO DE ENFERMEDADES CIRCULATORIAS.
ES84535078A 1983-08-12 1984-08-10 Un metodo para producir derivados de 1,5 benzoxazepina. Expired ES8700664A1 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/JP1983/000264 WO1985000810A1 (en) 1983-08-12 1983-08-12 Fused 7-membered ring compounds and process for their preparation
PCT/JP1984/000221 WO1985005104A1 (en) 1984-04-27 1984-04-27 Fused 7-membered ring compounds and process for their preparation
PCT/JP1984/000362 WO1986000617A1 (en) 1984-07-13 1984-07-13 Condensed 7-membered ring compounds and process for their preparation

Publications (2)

Publication Number Publication Date
ES8700664A1 true ES8700664A1 (es) 1986-10-16
ES535078A0 ES535078A0 (es) 1986-10-16

Family

ID=27304088

Family Applications (3)

Application Number Title Priority Date Filing Date
ES84535078A Expired ES8700664A1 (es) 1983-08-12 1984-08-10 Un metodo para producir derivados de 1,5 benzoxazepina.
ES554956A Expired ES8800182A1 (es) 1983-08-12 1986-05-14 Un metodo para producir derivados de 1,5-benzoxazepina
ES557709A Expired ES8801907A1 (es) 1983-08-12 1987-09-01 Un metodo para producir derivados de 1,5-benzoxazepina

Family Applications After (2)

Application Number Title Priority Date Filing Date
ES554956A Expired ES8800182A1 (es) 1983-08-12 1986-05-14 Un metodo para producir derivados de 1,5-benzoxazepina
ES557709A Expired ES8801907A1 (es) 1983-08-12 1987-09-01 Un metodo para producir derivados de 1,5-benzoxazepina

Country Status (17)

Country Link
US (2) US4548932A (es)
EP (1) EP0135349B1 (es)
JP (1) JPS6069073A (es)
KR (1) KR910007968B1 (es)
AT (1) ATE38383T1 (es)
CA (1) CA1247611A (es)
DE (1) DE3474959D1 (es)
DK (1) DK166881B1 (es)
ES (3) ES8700664A1 (es)
FI (1) FI82464C (es)
GR (1) GR80074B (es)
HU (1) HU195650B (es)
IL (1) IL72523A (es)
NO (1) NO163487C (es)
NZ (1) NZ209187A (es)
PH (1) PH21929A (es)
SU (1) SU1563593A3 (es)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100856767B1 (ko) * 1966-11-26 2009-06-16 버텍스 파마슈티칼스 인코포레이티드 인터류킨-1 베타 전환효소의 억제제
US6204261B1 (en) * 1995-12-20 2001-03-20 Vertex Pharmaceuticals Incorporated Inhibitors of interleukin-1β Converting enzyme inhibitors
IL74004A (en) * 1984-03-24 1991-12-15 Takeda Chemical Industries Ltd 3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine derivatives,their production and pharmaceutical compositions containing them
EP0187037A3 (en) * 1984-12-21 1988-03-23 Takeda Chemical Industries, Ltd. Piperidine derivatives, their production and use
JPH0657707B2 (ja) * 1987-05-25 1994-08-03 吉富製薬株式会社 ピペリジン化合物
JPH07116224B2 (ja) * 1987-12-29 1995-12-13 吉富製薬株式会社 ベンゾラクタム化合物
JPH0338583A (ja) * 1989-07-04 1991-02-19 Nippon Soda Co Ltd 1‐(4‐テトラヒドロピラニル)‐1‐ブテン‐3‐オンの製造方法
US5552397A (en) * 1992-05-18 1996-09-03 E. R. Squibb & Sons, Inc. Substituted azepinone dual inhibitors of angiotensin converting enzyme and neutral exdopeptidase
RU2124503C1 (ru) 1992-05-18 1999-01-10 И.Р.Сквибб энд Санз, Инк. Гетероциклические азотсодержащие производные карбоновой кислоты, способ их получения и фармацевтическая композиция
KR950704280A (ko) * 1992-12-11 1995-11-17 베르너 발데크 벤즈아제피논 유도체(Benzazepinone Derivatives)
US5654294A (en) * 1993-05-13 1997-08-05 Bristol-Myers Squibb Spiro lactam dual action inhibitors
GB9310075D0 (en) * 1993-05-17 1993-06-30 Fujisawa Pharmaceutical Co New mercapto-amide derivatives,processes for the preparation thereof and pharmaceutical composition comprising the same
US6420522B1 (en) 1995-06-05 2002-07-16 Vertex Pharmaceuticals Incorporated Inhibitors of interleukin-1β converting enzyme
US5587375A (en) * 1995-02-17 1996-12-24 Bristol-Myers Squibb Company Azepinone compounds useful in the inhibition of ACE and NEP
US5877313A (en) * 1995-05-17 1999-03-02 Bristol-Myers Squibb Benzo-fused azepinone and piperidinone compounds useful in the inhibition of ACE and NEP
US5650408A (en) * 1995-06-07 1997-07-22 Karanewsky; Donald S. Thiazolo benzazepine containing dual action inhibitors
US5635504A (en) * 1995-06-07 1997-06-03 Bristol-Myers Squibb Co. Diazepine containing dual action inhibitors
ES2244178T3 (es) 1998-03-09 2005-12-01 Vertex Pharmaceuticals Incorporated Derivados de 1,2-diazepan como inhibidores de la enzima convertidora de interleuquina-1 beta.
UA74133C2 (uk) 1998-03-19 2005-11-15 Вертекс Фармасьютикалс Інкорпорейтед Інгібітор каспаз, фармацевтична композиція на його основі та спосіб лікування чи профілактики захворювання
PE20011350A1 (es) 2000-05-19 2002-01-15 Vertex Pharma PROFARMACO DE UN INHIBIDOR DE ENZIMA CONVERTIDORA DE INTERLEUCINA-1ß (ICE)
US7531570B2 (en) 2004-05-27 2009-05-12 Vertex Pharmaceuticals Incorporated Treatment of diseases using ICE inhibitors
KR100819464B1 (ko) 2006-09-08 2008-04-04 업텍솔루션 주식회사 휴대용 컵
JP7031912B1 (ja) 2021-03-31 2022-03-08 株式会社マツモト交商 複合粉体およびこれを含有する化粧料

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3395150A (en) * 1965-02-26 1968-07-30 Squibb & Sons Inc Benzothiazepine carboxamides and derivatives thereof
US3341519A (en) * 1965-04-28 1967-09-12 Squibb & Sons Inc Novel benzoxazines, benzothiazines, benzoxazepins and benzothiazepins
AU543804B2 (en) * 1980-10-31 1985-05-02 Takeda Chemical Industries Ltd. Amides having bicyclic substituents on nitrogen
DE3260505D1 (en) * 1981-01-23 1984-09-13 Takeda Chemical Industries Ltd Alicyclic compounds, their production and use
EP0068173B1 (en) * 1981-06-05 1984-09-26 Merck & Co. Inc. Perhydro-1,4-thiazepin-5-one and perhydro-1,4-thiazocin-5-one derivatives, process for preparing and pharmceutical composition containing the same
DE3269625D1 (en) * 1981-08-11 1986-04-10 Ciba Geigy Ag Benzazepin-2-ones, process for their preparation, pharmaceutical preparations containing these compounds and the compounds for therapeutical use
JPS5829779A (ja) * 1981-08-17 1983-02-22 Nippon Iyakuhin Kogyo Kk N−アミノアルキル−1,5−ベンゾチアゼピン誘導体の製造法
US4477464A (en) * 1983-02-10 1984-10-16 Ciba-Geigy Corporation Hetero-benzazepine derivatives and their pharmaceutical use

Also Published As

Publication number Publication date
FI843177A0 (fi) 1984-08-10
ES535078A0 (es) 1986-10-16
HUT37768A (en) 1986-02-28
ES8801907A1 (es) 1988-03-01
DK376584A (da) 1985-02-13
ES8800182A1 (es) 1987-11-01
ATE38383T1 (de) 1988-11-15
US4591458A (en) 1986-05-27
PH21929A (en) 1988-04-08
DE3474959D1 (es) 1988-12-08
DK166881B1 (da) 1993-07-26
FI843177A (fi) 1985-02-13
JPH0568468B2 (es) 1993-09-29
NO843196L (no) 1985-02-13
NO163487B (no) 1990-02-26
GR80074B (en) 1984-12-14
FI82464B (fi) 1990-11-30
KR850001736A (ko) 1985-04-01
KR910007968B1 (ko) 1991-10-05
DK376584D0 (da) 1984-08-03
US4548932A (en) 1985-10-22
HU195650B (en) 1988-06-28
IL72523A0 (en) 1984-11-30
NO163487C (no) 1990-06-13
ES554956A0 (es) 1987-11-01
IL72523A (en) 1988-06-30
SU1563593A3 (ru) 1990-05-07
JPS6069073A (ja) 1985-04-19
FI82464C (fi) 1991-03-11
CA1247611A (en) 1988-12-28
ES557709A0 (es) 1988-03-01
EP0135349A1 (en) 1985-03-27
NZ209187A (en) 1987-05-29
EP0135349B1 (en) 1988-11-02

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19970303