ES2054869T3 - Nuevos compuestos sustituidos de acido propanofosfinico. - Google Patents

Nuevos compuestos sustituidos de acido propanofosfinico.

Info

Publication number
ES2054869T3
ES2054869T3 ES88810831T ES88810831T ES2054869T3 ES 2054869 T3 ES2054869 T3 ES 2054869T3 ES 88810831 T ES88810831 T ES 88810831T ES 88810831 T ES88810831 T ES 88810831T ES 2054869 T3 ES2054869 T3 ES 2054869T3
Authority
ES
Spain
Prior art keywords
group
propanophosphinic
acid
substituted compounds
new substituted
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 - Lifetime
Application number
ES88810831T
Other languages
English (en)
Inventor
Eric Keith Dr Baylis
Helmut Dr Bittiger
Wolfgang Dr Frostl
Roger Graham Dr Hall
Ludwig Dr Maier
Stuart John Dr Mickel
Hans-Rudolf Dr Olpe
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.)
Novartis AG
Original Assignee
Ciba Geigy 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
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Application granted granted Critical
Publication of ES2054869T3 publication Critical patent/ES2054869T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/48—Phosphonous acids [RP(OH)2] including [RHP(=O)(OH)]; Thiophosphonous acids including [RP(SH)2], [RHP(=S)(SH)]; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/26—Psychostimulants, e.g. nicotine, cocaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/02—Antidotes
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Molecular Biology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Psychiatry (AREA)
  • Anesthesiology (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Toxicology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Saccharide Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

LA INVENCION SE REFIERE A COMPUESTOS DE FORMULA(I), (EN LA QUE R ES UN RADICAL ALIFATICO, CICLOALIFATICO O ARILALIFATICO CON 2 O MAS C Y EN LA QUE UNO DE LOS GRUPOS R1, R2 Y R3 SON H O UN RADICAL ALIFATICO, CICLOALIFATICO,ARILALIFATICO O AROMATICO, OTRO ES H, O EN EL CASO DE R1 Y R2 ES OH Y EL RESTANTE ES H) Y A SUS SALES QUE TIENEN ACTIVIDAD ANTAGONISTA DE GABAB. SE OBTIENEN CUANDO UN COMPUESTO DE FORMULA(II) (EN LA QUE R, R1, R2 Y R3 TIENEN LOS SIGNIFICADOS PREVIAMENTE INDICADOS, Z ES - NH2 Y R4 ES UN GRUPO PROTECTOR DE HIDROXI, R5, O CUANDO R1 Y R3 SON H Y R2 ES H O ALQUILO, ES UN GRUPO AMINO PROTEGIDO O LATENTE, ZO Y R4 SON H O UN GRUPO R5 PROTECTOR DE OH), CUALQUIER GRUPO R5 O R6 ES REEMPLAZADO POR H Y/O CUALQUIER GRUPO ZO ES CONVERTIDO EN NH2.
ES88810831T 1987-12-04 1988-12-05 Nuevos compuestos sustituidos de acido propanofosfinico. Expired - Lifetime ES2054869T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB878728483A GB8728483D0 (en) 1987-12-04 1987-12-04 Chemical compounds

Publications (1)

Publication Number Publication Date
ES2054869T3 true ES2054869T3 (es) 1994-08-16

Family

ID=10628049

Family Applications (1)

Application Number Title Priority Date Filing Date
ES88810831T Expired - Lifetime ES2054869T3 (es) 1987-12-04 1988-12-05 Nuevos compuestos sustituidos de acido propanofosfinico.

Country Status (22)

Country Link
US (3) US5013863A (es)
EP (2) EP0319479A3 (es)
JP (1) JP2716761B2 (es)
KR (1) KR890009955A (es)
AT (1) ATE105840T1 (es)
AU (1) AU614316B2 (es)
CA (1) CA1337352C (es)
DD (1) DD283630A5 (es)
DE (1) DE3889638T2 (es)
DK (1) DK673588A (es)
ES (1) ES2054869T3 (es)
FI (1) FI91412C (es)
GB (1) GB8728483D0 (es)
HU (1) HU202543B (es)
IE (1) IE63607B1 (es)
IL (1) IL88514A0 (es)
MX (1) MX14033A (es)
NO (1) NO177674C (es)
NZ (1) NZ227182A (es)
PT (1) PT89134B (es)
YU (1) YU218788A (es)
ZA (1) ZA889015B (es)

Families Citing this family (55)

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US5457095A (en) * 1984-10-12 1995-10-10 Ciba-Geigy Corporation Substituted propane-phosponous acid compounds
US5243062A (en) * 1984-10-12 1993-09-07 Ciba-Geigy Corporation Substituted propane-phosphonous acid compounds
US5300679A (en) * 1987-12-04 1994-04-05 Ciba-Geigy Corporation Substituted propane-phosphinic acid compounds
US5190933A (en) * 1987-12-04 1993-03-02 Ciba-Geigy Corporation Substituted propane-phosphinic acid compounds
US5281747A (en) * 1989-05-13 1994-01-25 Ciba-Geigy Corporation Substituted aminoalkylphosphinic acids
US5567840A (en) * 1989-05-13 1996-10-22 Ciba-Geigy Corporation Substituted aminoalkylphosphinic acids
GB8911017D0 (en) * 1989-05-13 1989-06-28 Ciba Geigy Ag Substituted aminoalkylphosphinic acids
GB8912814D0 (en) * 1989-06-03 1989-07-19 Ciba Geigy Ag P-substituted propane-phospinic acid compounds
US5190934A (en) * 1989-06-03 1993-03-02 Ciba-Geigy Corporation P-subsituted propane-phosphinic acid compounds
IL98502A (en) * 1990-06-22 1998-04-05 Ciba Geigy Ag Aminoalkane phosphinic acid derivatives, process for their preparation and pharmaceutical compositions containing them
US5179173A (en) * 1991-04-10 1993-01-12 Nalco Chemical Company Aminoalkylphosphinates and phosphinic acid-containing polymers therefrom
EP0543780A3 (en) * 1991-11-21 1993-09-01 Ciba-Geigy Ag Novel aminoalkanephosphinic acids and their salts
GB9125615D0 (en) * 1991-12-02 1992-01-29 Wyeth John & Brother Ltd Amines
AU662404B2 (en) * 1992-05-08 1995-08-31 Novartis Ag Novel N-aralkyl- and N-heteroaralkyl-aminoalkanephosphinic acids
US5298625A (en) * 1992-12-07 1994-03-29 E. R. Squibb & Sons, Inc. Process for the preparation of 4-phosphinyl-3-keto-carboxylate and 4-phosphonyl-3-keto-carboxylate intermediates useful in the preparation of phosphorus containing HMG-CoA reductase inhibitors
GB9304619D0 (en) * 1993-03-06 1993-04-21 Ciba Geigy Ag Esters
US5385939A (en) * 1993-04-30 1995-01-31 The Trustees Of The University Of Pennsylvania GABA-ergic modulation of eye growth
DE19604195C1 (de) * 1996-02-06 1997-04-17 Hoechst Ag Verfahren zur Herstellung von Phosphonigsäuremonoalkylestern
DE19634706A1 (de) * 1996-08-28 1998-03-05 Hoechst Ag Verfahren zur Herstellung von 2-Cyanoethyl-phosphinsäureestern
GB9906882D0 (en) * 1999-03-25 1999-05-19 Novartis Ag Organic compounds
EP1372620A2 (en) * 2001-03-15 2004-01-02 Saegis Pharmaceuticals Methods for restoring cognitive function following systemic stress
US20060014801A1 (en) * 2002-11-22 2006-01-19 The Johns Hopkins University Prevention and treatment of cognitive impairment using (R)-(-)-5-methyl-1-nicotynoyl-2-pyrazoline (MNP) and analogs
EA008596B1 (ru) 2003-04-29 2007-06-29 Пфайзер Инк. 5,7-ДИАМИНОПИРАЗОЛО[4,3-d]ПИРИМИДИНЫ, ПОЛЕЗНЫЕ ПРИ ЛЕЧЕНИИ ГИПЕРТЕНЗИИ
AR045794A1 (es) * 2003-09-23 2005-11-16 Aventis Pharma Inc Procedimiento para preparar derivados de acido 3- amino-2- hidroxipropilfosfinico
WO2005041925A2 (en) * 2003-10-31 2005-05-12 Alza Corporation Compositions and dosage forms for enhanced absorption
DE10356410A1 (de) * 2003-11-24 2005-06-23 Bioagency Ag Phosphororganische Verbindungen und deren Verwendung
US7572799B2 (en) 2003-11-24 2009-08-11 Pfizer Inc Pyrazolo[4,3-d]pyrimidines as Phosphodiesterase Inhibitors
DK1742950T3 (da) 2004-04-07 2009-03-16 Pfizer Ltd Pyrazolo-[4,3-D]-pyrimidiner
US20050267077A1 (en) * 2004-05-14 2005-12-01 Johns Hopkins University Method for improving cognitive function by co-administration of a GABAB receptor antagonist and an acetylcholinesterase inhibitor
SE0402199D0 (sv) * 2004-09-13 2004-09-13 Astrazeneca Ab New process I
US7494985B2 (en) * 2004-11-03 2009-02-24 Xenoport, Inc. Acyloxyalkyl carbamate prodrugs, methods of synthesis, and use
US7566738B2 (en) * 2004-11-03 2009-07-28 Xenoport, Inc. Acyloxyalkyl carbamate prodrugs of sulfinic acids, methods of synthesis, and use
EP1851234B1 (en) * 2005-02-11 2009-01-07 Aventis Pharmaceuticals, Inc. Substituted propane phosphinic acid esters
GB0608359D0 (en) * 2006-04-28 2006-06-07 Johnson Matthey Plc Catalyst additives
US7585996B2 (en) * 2006-09-15 2009-09-08 Xenoport, Inc. Acyloxyalkyl carbamate prodrugs, methods of synthesis and use
EP2426161A1 (en) * 2008-04-03 2012-03-07 Basf Se Solid State Polymerization Process for Polyester with Phosphinic Acid Compounds
DE102008055916A1 (de) 2008-11-05 2010-05-06 Clariant International Limited Verfahren zur Herstellung von mono-hydroxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Allylalkoholen und ihre Verwendung
DE102008055914A1 (de) 2008-11-05 2010-05-06 Clariant International Limited Verfahren zur Herstellung von mono-hydroxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Acroleinen und ihre Verwendung
EP2346885B1 (de) 2008-11-05 2013-08-28 Clariant International Ltd. Verfahren zur herstellung von monocarboxyfunktionaslisierten dialkylphosphinsäuren, -estern und -salzen mittels allylalkoholen/acroleinen und ihre verwendung
DE102008056228A1 (de) * 2008-11-06 2010-05-12 Clariant International Limited Verfahren zur Herstellung von monoaminofunktionalisierten Dialkylphosphinsäuren, deren Salze und Ester und ihre Verwendung
DE102008056342A1 (de) * 2008-11-07 2010-05-12 Clariant International Limited Verfahren zur Herstellung von Dialkylphosphinsäuren, -estern und -salzen mittels Acrylnitrilen und ihre Verwendung
DE102008056341A1 (de) * 2008-11-07 2010-05-12 Clariant International Limited Verfahren zur Herstellung von monoaminofunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Acrylnitrilen und ihre Verwendung
ES2525550T3 (es) 2008-11-07 2014-12-26 Clariant Finance (Bvi) Limited Procedimiento para la preparación de ácidos, ésteres y sales dialquilfosfínicos mediante derivados del ácido acrílico y su uso
DE102008056339A1 (de) * 2008-11-07 2010-05-12 Clariant International Limited Verfahren zur Herstellung von mono-aminofunktionalisierten Dialkylphosphinsäuren, -estern und -salzen und ihre Verwendung
JP5743219B2 (ja) 2008-11-11 2015-07-01 クラリアント・ファイナンス・（ビーブイアイ）・リミテッド アリル化合物を用いる、モノアリル官能性ジアルキルホスフィン酸、それらの塩およびエステルの製造方法およびそれらの使用
DE102008060035A1 (de) 2008-12-02 2010-06-10 Clariant International Limited Verfahren zur Herstellung von mono-hydroxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Vinylester einer Carbonsäure und ihre Verwendung
DE102008060036A1 (de) 2008-12-02 2010-06-10 Clariant International Limited Verfahren zur Herstellung von mono-carboxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Vinylester einer Carbonsäure und ihre Verwendung
DE102008060535A1 (de) 2008-12-04 2010-06-10 Clariant International Limited Verfahren zur Herstellung von mono-carboxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Vinylether und ihre Verwendung
JP5619769B2 (ja) 2008-12-18 2014-11-05 クラリアント・ファイナンス・（ビーブイアイ）・リミテッド アセチレンを利用したエチレンジアルキルホスフィン酸、エチレンジアルキルホスフィン酸エステル、およびエチレンジアルキルホスフィン酸塩の製造方法、およびそれらの使用
DE102008063640A1 (de) * 2008-12-18 2010-06-24 Clariant International Limited Verfahren zur Herstellung von gemischtsubstituierten Dialkylphosphinsäuren, -estern und -salzen und ihre Verwendung
DE102008063627A1 (de) 2008-12-18 2010-06-24 Clariant International Limited Verfahren zur Herstellung von monohydroxyfunktionalisierten Dialkylphosphinsäuren,-estern und -salzen mittels Ethylenoxid und ihre Verwendung
DE102008063642A1 (de) 2008-12-18 2010-06-24 Clariant International Limited Verfahren zur Herstellung von monocarboxyfunktionalisierten Dialkylphosphinsäuren, -estern und -salzen mittels Alkylenoxiden und ihre Verwendung
DE102008063668A1 (de) 2008-12-18 2010-07-01 Clariant International Limited Verfahren zur Herstellung von Alkylphosponsäuren, -estern und -salzen mittels Oxidation von Alkylphosphonigsäuren und ihre Verwendung
DE102008064012A1 (de) 2008-12-19 2010-06-24 Clariant International Limited Halogenfreie Addukte von Alkylphosphonigsäurederivaten und diesterbildenden Olefinen, halogenfreie Verfahren zu deren Herstellung und ihre Verwendung
DE102008064003A1 (de) * 2008-12-19 2010-06-24 Clariant International Limited Verfahren zur Herstellung von mono-funktionalisierten Dialkylphosphinsäuren, -estern und -salzen und ihre Verwendung

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DE2032712C3 (de) * 1970-07-02 1978-10-19 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von w-Amino-alkanphosphonsäure bzw.- phosphinsäurederivaten
DE2440239A1 (de) * 1974-08-22 1976-03-04 Hoechst Ag Innere ammoniumsalze von phosphinsaeuren
US4064163A (en) * 1976-12-30 1977-12-20 Amchem Products, Inc. Process for the manufacture of aliphatic phosphonic acids
DE3060427D1 (en) * 1979-02-06 1982-07-08 Ciba Geigy Ag 2-substituted 5-phenoxy-phenylphosphonic acid derivatives, process for preparing them and their use as herbicides
DE3362581D1 (en) * 1982-04-23 1986-04-24 Ciba Geigy Ag Herbicide and plant-growth regulator product
US4536355A (en) * 1982-10-08 1985-08-20 Zoecon Corporation Phenoxyphenylaminoalkylphosphinates useful in weed control
GB8425872D0 (en) * 1984-10-12 1984-11-21 Ciba Geigy Ag Chemical compounds
GB8820266D0 (en) * 1988-08-26 1988-09-28 Smith Kline French Lab Compounds
GB8912814D0 (en) * 1989-06-03 1989-07-19 Ciba Geigy Ag P-substituted propane-phospinic acid compounds

Also Published As

Publication number Publication date
EP0319482B1 (en) 1994-05-18
IE63607B1 (en) 1995-05-17
AU2654488A (en) 1989-06-08
FI885623A7 (fi) 1989-06-05
DD283630A5 (de) 1990-10-17
NO885361D0 (no) 1988-12-01
NO885361L (no) 1989-06-05
CA1337352C (en) 1995-10-17
GB8728483D0 (en) 1988-01-13
YU218788A (en) 1990-12-31
IE883617L (en) 1989-06-04
EP0319482A3 (en) 1990-07-11
DK673588A (da) 1989-06-05
PT89134A (pt) 1989-12-29
AU614316B2 (en) 1991-08-29
DK673588D0 (da) 1988-12-02
EP0319479A3 (en) 1990-07-04
ZA889015B (en) 1989-08-30
ATE105840T1 (de) 1994-06-15
US5064819A (en) 1991-11-12
PT89134B (pt) 1993-12-31
DE3889638T2 (de) 1994-09-15
HUT48897A (en) 1989-07-28
FI91412C (fi) 1994-06-27
JPH01301687A (ja) 1989-12-05
KR890009955A (ko) 1989-08-05
IL88514A0 (en) 1989-06-30
JP2716761B2 (ja) 1998-02-18
FI91412B (fi) 1994-03-15
NO177674B (no) 1995-07-24
US5051524A (en) 1991-09-24
MX14033A (es) 1994-02-28
FI885623A0 (fi) 1988-12-02
DE3889638D1 (de) 1994-06-23
EP0319479A2 (en) 1989-06-07
EP0319482A2 (en) 1989-06-07
NO177674C (no) 1995-11-01
US5013863A (en) 1991-05-07
HU202543B (en) 1991-03-28
NZ227182A (en) 1991-03-26

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