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BE1002251A3 - PHOSPHORUS-CONTAINING HMG-COA REDUCTASE INHIBITORS, INTERMEDIATE COMPOUNDS AND THEIR USE. - Google Patents

PHOSPHORUS-CONTAINING HMG-COA REDUCTASE INHIBITORS, INTERMEDIATE COMPOUNDS AND THEIR USE. Download PDF

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Publication number
BE1002251A3
BE1002251A3 BE8800565A BE8800565A BE1002251A3 BE 1002251 A3 BE1002251 A3 BE 1002251A3 BE 8800565 A BE8800565 A BE 8800565A BE 8800565 A BE8800565 A BE 8800565A BE 1002251 A3 BE1002251 A3 BE 1002251A3
Authority
BE
Belgium
Prior art keywords
phosphorus
coa reductase
reductase inhibitors
intermediate compounds
containing hmg
Prior art date
Application number
BE8800565A
Other languages
French (fr)
Inventor
Donald Steven Karanewsky
Scott Adams Biller
Eric Michael Gordon
Michael Christopher Badia
Original Assignee
Squibb & Sons Inc
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 Squibb & Sons Inc filed Critical Squibb & Sons Inc
Application granted granted Critical
Publication of BE1002251A3 publication Critical patent/BE1002251A3/en

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    • 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
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • 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
    • 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
    • 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
    • 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
    • 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)]
    • C07F9/302—Acyclic unsaturated acids
    • 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)]
    • C07F9/303—Cycloaliphatic acids
    • 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)]
    • C07F9/306—Arylalkanephosphinic acids, e.g. Ar-(CH2)n-P(=X)(R)(XH), (X = O,S, Se; n>=1)
    • 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)]
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3211—Esters of acyclic saturated acids which can have further substituents on alkyl
    • 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)]
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3217—Esters of acyclic unsaturated acids
    • 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)]
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3241—Esters of arylalkanephosphinic acids
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572—Five-membered rings
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572—Five-membered rings
    • C07F9/5728—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6503—Five-membered rings
    • C07F9/65031—Five-membered rings having the nitrogen atoms in the positions 1 and 2
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6503—Five-membered rings
    • C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Vascular Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Inhibiteurs de la biosynthèse de cholestérol répondant à la structure : dans laquelle R représente un groupe OH, ou leurs sels, ou bien un groupe alcoxy inférieur, Rx représente H ou un groupe alkyle, X représente -CH2-, -CH2-CH2-, -CH=CH-, -C=C-, -CH2CH2CH2- ou -CH2O- (où O est lié à Z) et Z représente une fixation hydrophobe, produits intermédiaires utilisés dans la préparation de ces composés ainsi que leur utilisation.Cholesterol biosynthesis inhibitors corresponding to the structure: in which R represents an OH group, or their salts, or a lower alkoxy group, Rx represents H or an alkyl group, X represents -CH2-, -CH2-CH2-, -CH = CH-, -C = C-, -CH2CH2CH2- or -CH2O- (where O is linked to Z) and Z represents a hydrophobic fixation, intermediate products used in the preparation of these compounds as well as their use.

BE8800565A 1987-05-22 1988-05-24 PHOSPHORUS-CONTAINING HMG-COA REDUCTASE INHIBITORS, INTERMEDIATE COMPOUNDS AND THEIR USE. BE1002251A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US5323887A 1987-05-22 1987-05-22
US10968187A 1987-10-19 1987-10-19

Publications (1)

Publication Number Publication Date
BE1002251A3 true BE1002251A3 (en) 1990-11-06

Family

ID=26731613

Family Applications (1)

Application Number Title Priority Date Filing Date
BE8800565A BE1002251A3 (en) 1987-05-22 1988-05-24 PHOSPHORUS-CONTAINING HMG-COA REDUCTASE INHIBITORS, INTERMEDIATE COMPOUNDS AND THEIR USE.

Country Status (24)

Country Link
JP (1) JPH01139589A (en)
KR (1) KR880013959A (en)
CN (1) CN1030761A (en)
AU (2) AU610174B2 (en)
BE (1) BE1002251A3 (en)
CH (3) CH675582A5 (en)
DE (1) DE3817298C2 (en)
DK (1) DK277388A (en)
ES (1) ES2009919A6 (en)
FI (1) FI87927C (en)
FR (1) FR2615516B1 (en)
GB (1) GB2205838B (en)
GR (1) GR880100332A (en)
HU (1) HU201085B (en)
IE (1) IE63715B1 (en)
IL (1) IL86463A (en)
IT (1) IT1217684B (en)
NL (1) NL8801331A (en)
NO (1) NO882219L (en)
NZ (1) NZ224734A (en)
PH (2) PH25581A (en)
PL (1) PL157761B1 (en)
PT (1) PT87540B (en)
SE (3) SE501541C2 (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2009918A6 (en) * 1987-05-22 1989-10-16 Squibb & Sons Inc PROCEDURE FOR PREPARING HMG-COA-REDUCTASE INHIBITORS CONTAINING PHOSPHORUS.
IE903606A1 (en) * 1989-10-10 1991-04-24 Glaxo Group Ltd Chemical compounds
US5124453A (en) * 1990-03-02 1992-06-23 E. R. Squibb & Sons, Inc. Process for preparing certain 5,6,7,8-tetrahydroindolizinyl (ethyl or ethynyl)-hydroxy or methoxy-phosphinyl-3-hydroxy-butanoates and derivatives thereof
US5025000A (en) * 1990-03-02 1991-06-18 E. R. Squibb & Sons, Inc. Phosphorus-containing HMG-CoA reductase inhibitor compounds
CA2042526A1 (en) * 1990-06-11 1991-12-12 Adeoye Y. Olukotun Method for preventing a second heart attack employing an hmg coa reductase inhibitor
CA2043525A1 (en) * 1990-06-24 1991-12-25 Donald S. Karanewsky Phosphorus-containing hmg-coa reductase inhibitors, new intermediates and method
DE4023308A1 (en) * 1990-07-21 1992-01-23 Bayer Ag SUBSTITUTED PYRIDO OXAZINE
DE4025818A1 (en) * 1990-08-16 1992-02-20 Bayer Ag PHENYL SULPHONAMIDE SUBSTITUTED PYRIDINALKEN AND -AMINOOXYALKANCARBONE ACID DERIVATIVES
NZ241574A (en) * 1991-02-22 1993-08-26 Ishihara Sangyo Kaisha Substituted phenyl derivatives of hydrazone and pesticidal compositions
US5202327A (en) * 1991-07-10 1993-04-13 E. R. Squibb & Sons, Inc. Phosphorus-containing hmg-coa reductase inhibitors
US5256692A (en) * 1992-01-07 1993-10-26 E. R. Squibb & Sons, Inc. Sulfur-containing HMG-COA reductase inhibitors
US20010006644A1 (en) 1997-07-31 2001-07-05 David J. Bova Combinations of hmg-coa reductase inhibitors and nicotinic acid and methods for treating hyperlipidemia once a day at night
AU2003218758A1 (en) * 2002-03-14 2003-09-22 Syngenta Participations Ag Derivatives of 1-phenyl-3-phenylpyrazole as herbicides
JP4407237B2 (en) * 2002-12-24 2010-02-03 三菱化学株式会社 Non-aqueous electrolyte and non-aqueous electrolyte secondary battery using the same
JP4485169B2 (en) 2003-05-16 2010-06-16 花王株式会社 Intestinal mineral absorption capacity improver
CN1760363B (en) * 2004-10-14 2010-04-28 蒋继宏 Coded sequence of reductase enzyme protein of eucommia 3-hydroxy-3-coenzyme of methyl glutaryl A
JP5113531B2 (en) * 2006-01-16 2013-01-09 三井化学アグロ株式会社 (3-Sulfur atom substituted phenyl) pyrazole derivatives

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2596393A1 (en) * 1986-04-01 1987-10-02 Sanofi Sa Derivatives of 3-hydroxy-4-(dihydroxooxophosphorio)butanoic acid, process for their preparation, their application as medicament and the compositions which contain them

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR339233A (en) * 1903-12-23 1905-01-26 Cyanidgesellschaft Mit Beschra New process for obtaining explosives
DE803645C (en) * 1949-10-11 1951-04-05 Dynamit Act Ges Vormals Alfred Firedamp proof detonator in connection with electric igniters
DE918196C (en) * 1952-12-23 1954-09-20 J G W Berckholtz Fa Mass for producing colored smoke
US3274035A (en) * 1964-06-15 1966-09-20 Lohr A Burkardt Metallic composition for production of hygroscopic smoke
US3862866A (en) * 1971-08-02 1975-01-28 Specialty Products Dev Corp Gas generator composition and method
DE2841815C2 (en) * 1978-09-26 1985-02-21 Buck Chemisch-Technische Werke GmbH & Co, 7347 Bad Überkingen Method for producing a floor filling
US4438700A (en) * 1982-07-19 1984-03-27 The United States Of America As Represented By The Secretary Of The Army White smoke spotting composition for training ammunition
ES2009918A6 (en) * 1987-05-22 1989-10-16 Squibb & Sons Inc PROCEDURE FOR PREPARING HMG-COA-REDUCTASE INHIBITORS CONTAINING PHOSPHORUS.

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2596393A1 (en) * 1986-04-01 1987-10-02 Sanofi Sa Derivatives of 3-hydroxy-4-(dihydroxooxophosphorio)butanoic acid, process for their preparation, their application as medicament and the compositions which contain them

Also Published As

Publication number Publication date
FI87927C (en) 1993-03-10
GB8811931D0 (en) 1988-06-22
GB2205838B (en) 1991-12-11
FI882385A0 (en) 1988-05-20
HUT47123A (en) 1989-01-30
ES2009919A6 (en) 1989-10-16
SE501541C2 (en) 1995-03-06
PH25581A (en) 1991-08-08
NO882219D0 (en) 1988-05-20
SE8801904D0 (en) 1988-05-20
IE63715B1 (en) 1995-06-14
PL157761B1 (en) 1992-06-30
IT8820681A0 (en) 1988-05-20
DE3817298C2 (en) 1997-02-13
IL86463A0 (en) 1988-11-15
FI87927B (en) 1992-11-30
FI882385L (en) 1988-11-23
NL8801331A (en) 1988-12-16
NZ224734A (en) 1991-04-26
DE3817298A1 (en) 1988-12-01
SE9201588A0 (en) 1992-05-20
PH26578A (en) 1992-08-19
PT87540B (en) 1992-09-30
SE9201588D0 (en) 1992-05-20
AU7126691A (en) 1991-05-02
CH678625A5 (en) 1991-10-15
DK277388A (en) 1988-11-23
PT87540A (en) 1989-05-31
CH678626A5 (en) 1991-10-15
CH675582A5 (en) 1990-10-15
FR2615516B1 (en) 1991-04-12
AU643501B2 (en) 1993-11-18
GR880100332A (en) 1989-02-23
DK277388D0 (en) 1988-05-20
AU1650288A (en) 1988-11-24
HU201085B (en) 1990-09-28
AU610174B2 (en) 1991-05-16
IT1217684B (en) 1990-03-30
SE9201587A0 (en) 1992-05-14
JPH01139589A (en) 1989-06-01
KR880013959A (en) 1988-12-22
NO882219L (en) 1988-11-23
CN1030761A (en) 1989-02-01
IE881544L (en) 1988-11-22
SE9201587D0 (en) 1992-05-20
SE8801904L (en) 1988-11-23
FR2615516A1 (en) 1988-11-25
IL86463A (en) 1994-10-07
GB2205838A (en) 1988-12-21

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