DE69003200D1 - Arylsubstituierte Aminderivate verwendbar in der Krebstherapie. - Google Patents

Arylsubstituierte Aminderivate verwendbar in der Krebstherapie.

Info

Publication number
DE69003200D1
DE69003200D1 DE90306612T DE69003200T DE69003200D1 DE 69003200 D1 DE69003200 D1 DE 69003200D1 DE 90306612 T DE90306612 T DE 90306612T DE 69003200 T DE69003200 T DE 69003200T DE 69003200 D1 DE69003200 D1 DE 69003200D1
Authority
DE
Germany
Prior art keywords
group
hydrogen
atom
alkyl group
represent
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 - Fee Related
Application number
DE90306612T
Other languages
English (en)
Other versions
DE69003200T2 (de
Inventor
Oscar William Lever
Morton Harfenist
Ann Christie King
Esther Yu-Hsuan Chao
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation 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 GB898914040A external-priority patent/GB8914040D0/en
Priority claimed from GB898914062A external-priority patent/GB8914062D0/en
Priority claimed from GB898914061A external-priority patent/GB8914061D0/en
Priority claimed from GB898914060A external-priority patent/GB8914060D0/en
Application filed by Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Publication of DE69003200D1 publication Critical patent/DE69003200D1/de
Application granted granted Critical
Publication of DE69003200T2 publication Critical patent/DE69003200T2/de
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/135Amines having aromatic rings, e.g. ketamine, nortriptyline
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/06Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
    • C07D295/073Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • 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
    • 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
    • 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
    • C07D213/56Amides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/155Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D313/00Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
    • C07D313/02Seven-membered rings
    • C07D313/06Seven-membered rings condensed with carbocyclic rings or ring systems
    • C07D313/10Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D313/12[b,e]-condensed

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Steroid Compounds (AREA)
  • Manufacturing Of Printed Circuit Boards (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
DE90306612T 1989-06-19 1990-06-18 Arylsubstituierte Aminderivate verwendbar in der Krebstherapie. Expired - Fee Related DE69003200T2 (de)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB898914040A GB8914040D0 (en) 1989-06-19 1989-06-19 Agents for potentiating the effects of antitumour agents and combating multiple drug resistance
GB898914062A GB8914062D0 (en) 1989-06-19 1989-06-19 Agents for potentiating the effects of antitumour agents and combating multiple drug resistance
GB898914061A GB8914061D0 (en) 1989-06-19 1989-06-19 Agents for potentiating the effects of antitumour agents and combating multiple drug resistance
GB898914060A GB8914060D0 (en) 1989-06-19 1989-06-19 Agents for potentiating the effects of antitumour agents and combating multiple drug resistance

Publications (2)

Publication Number Publication Date
DE69003200D1 true DE69003200D1 (de) 1993-10-14
DE69003200T2 DE69003200T2 (de) 1994-01-20

Family

ID=27450357

Family Applications (1)

Application Number Title Priority Date Filing Date
DE90306612T Expired - Fee Related DE69003200T2 (de) 1989-06-19 1990-06-18 Arylsubstituierte Aminderivate verwendbar in der Krebstherapie.

Country Status (18)

Country Link
EP (2) EP0409406B1 (de)
JP (1) JPH04506072A (de)
KR (1) KR920702620A (de)
AT (1) ATE94061T1 (de)
AU (1) AU650421B2 (de)
CA (1) CA2059127A1 (de)
CZ (1) CZ277925B6 (de)
DE (1) DE69003200T2 (de)
DK (1) DK0409406T3 (de)
FI (1) FI915970A0 (de)
HU (1) HUT59377A (de)
IE (1) IE902182A1 (de)
IL (1) IL94768A (de)
NO (1) NO914960D0 (de)
NZ (1) NZ234110A (de)
PL (1) PL285683A1 (de)
PT (1) PT94402A (de)
WO (1) WO1990015599A1 (de)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
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US5130139A (en) * 1990-07-06 1992-07-14 Alza Corporation Reduction or prevention of skin irritation by drugs
AU652996B2 (en) * 1991-01-11 1994-09-15 Laboratoires Glaxo S.A. Acridine derivatives
US5807858A (en) * 1996-06-05 1998-09-15 Delta Pharmaceutical, Inc. Compositions and methods for reducing respiratory depression
GB9202238D0 (en) * 1992-02-03 1992-03-18 Wellcome Found Compounds
US5681830A (en) * 1992-02-03 1997-10-28 Delta Pharmaceuticals, Inc. Opioid compounds
US5985880A (en) 1996-06-05 1999-11-16 Delta Pharmaceuticals Compositions and methods for reducing respiratory depression and attendant side effects of mu opioid compounds
US5574159A (en) * 1992-02-03 1996-11-12 Delta Pharmaceuticals, Inc. Opioid compounds and methods for making therefor
HUT70564A (en) * 1992-02-06 1995-10-30 Merrell Dow Pharma Reversal of multi-drug resistance by triphenyl-azacycloalkane derivatives
ES2102830T3 (es) * 1993-01-21 1997-08-01 Merrell Pharma Inc Diarilalquil piperidinas utiles como agentes para tumores con resistencia multifarmaco.
US5387685A (en) * 1993-07-16 1995-02-07 American Cyanamid Co MDR reversal agents
RU2133744C1 (ru) * 1993-07-30 1999-07-27 Дельта Фармасьютикалз, Инк. Пиперазиновые соединения
US5436243A (en) * 1993-11-17 1995-07-25 Research Triangle Institute Duke University Aminoanthraquinone derivatives to combat multidrug resistance
US5574173A (en) * 1993-12-06 1996-11-12 Schering Corporation Tricyclic derivatives, compositions and methods of use
US5670521A (en) * 1994-08-05 1997-09-23 Merrell Pharmaceuticals Inc. Reversal of multi-drug resistance by triphenyl-azacycloalkane derivatives
US5767113A (en) * 1995-05-10 1998-06-16 The Salk Institute For Biological Studies Compounds useful for concurrently activating glucocorticoid-induced response and reducing multidrug resistance
US5756528A (en) * 1995-06-06 1998-05-26 Merck & Co., Inc. Inhibitors of farnesyl-protein transferase
US5972984A (en) * 1995-06-06 1999-10-26 Merck & Co., Inc. Inhibitors of farnesyl-protein transferase
IT1277597B1 (it) 1995-09-15 1997-11-11 Smithkline Beecham Spa Derivati di diarilalchenilammina
US6130217A (en) * 1995-09-20 2000-10-10 Pfizer Inc Compounds enhancing antitumor activity of other cytotoxic agents
DE19848200A1 (de) * 1998-10-20 2000-04-27 Basf Ag Verfahren zur Trocknung von Phenoxymethylbenzoesäuren
JP4665379B2 (ja) * 2002-06-28 2011-04-06 Dic株式会社 ヘリカルツイスティングパワーの増大方法、光学活性化合物、それを含有した液晶組成物及び液晶表示素子
US20090012010A1 (en) * 2007-05-18 2009-01-08 Neuromed Phramaceuticals Ltd. Amino acid derivatives as calcium channel blockers
EP3081213B1 (de) 2008-08-06 2020-04-01 Kyowa Kirin Co., Ltd. Trizyklische verbindung
JP5460620B2 (ja) * 2010-01-29 2014-04-02 日本臓器製薬株式会社 アミノプロピリデン誘導体を含有する医薬
CN113227037A (zh) * 2018-09-30 2021-08-06 北京生命科学研究所 活性增加的单卤素或甲基取代的5-ht2b拮抗剂

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* Cited by examiner, † Cited by third party
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NL284002A (de) * 1961-10-07
DE1232161B (de) * 1961-10-07 1967-01-12 Boehringer & Soehne Gmbh Verfahren zur Herstellung von basisch substituierten Dibenzo-oxepinen und deren Salzen
CH407990A (de) * 1962-02-01 1966-02-28 Hoffmann La Roche Verfahren zur Herstellung von tricyclischen sekundären Aminen
BE641498A (de) * 1962-03-13
US3122551A (en) * 1962-11-05 1964-02-25 Abbott Lab N-alkyl and n-aralkyl benzoxacycloalkaneamides
FR88751E (de) * 1963-07-09 1967-06-07
DE1470350B1 (de) * 1963-09-13 1970-04-02 Thomae Gmbh Dr K 5,6-Dihydro-morphanthridine und Verfahren zu ihrer Herstellung
US3497596A (en) * 1967-08-16 1970-02-24 Colgate Palmolive Co Method of treating parkinsonism with morphanthridine derivatives
CH540222A (de) * 1968-03-20 1973-08-15 Hoffmann La Roche Verfahren zur Herstellung von tricyclischen Verbindungen
US3996222A (en) * 1972-02-01 1976-12-07 Crc Compagnia De Ricerca Chimica Piperazine derivatives
US3993757A (en) * 1975-06-06 1976-11-23 Richardson-Merrell Inc. Method of treating inflammation with morphanthridines
SI8310221A8 (en) * 1982-02-04 1995-10-31 Wellcome Found Process for obtaining new pyridil compounds
JPS58208222A (ja) * 1982-05-28 1983-12-03 Japan Found Cancer 抗腫瘍剤効果増強剤
IT1170342B (it) * 1983-03-24 1987-06-03 Polifarma Spa Agente farmaceutico per il trattamento di tumori in fase di metastatizzazione e di anemie da labilita' della membrana eritrocitaria
GB8320699D0 (en) * 1983-08-01 1983-09-01 Wellcome Found Ethylenediamines
GB8320701D0 (en) * 1983-08-01 1983-09-01 Wellcome Found Chemotherapeutic agent
GB8500615D0 (en) * 1985-01-10 1985-02-13 Lundbeck & Co As H Organic compounds
GB8520662D0 (en) * 1985-08-17 1985-09-25 Wellcome Found Tricyclic aromatic compounds
DE68924456T2 (de) * 1988-08-02 1996-05-30 Nissan Chemical Ind Ltd Mittel zur Verbesserung von Arzneimitteleffekten für Antitumormittel.
US5104858A (en) * 1988-09-29 1992-04-14 Yale University Sensitizing multidrug resistant cells to antitumor agents

Also Published As

Publication number Publication date
EP0487502A3 (en) 1992-06-24
NO914960L (no) 1991-12-16
HUT59377A (en) 1992-05-28
EP0409406A2 (de) 1991-01-23
AU5828190A (en) 1991-01-08
WO1990015599A1 (en) 1990-12-27
DK0409406T3 (da) 1994-02-07
IE902182L (en) 1990-12-19
PL285683A1 (en) 1991-05-20
CA2059127A1 (en) 1990-12-20
JPH04506072A (ja) 1992-10-22
CZ277925B6 (en) 1993-06-16
KR920702620A (ko) 1992-10-06
EP0487502A2 (de) 1992-05-27
HU904785D0 (en) 1992-03-30
IL94768A (en) 1995-08-31
ATE94061T1 (de) 1993-09-15
AU650421B2 (en) 1994-06-23
FI915970A0 (fi) 1991-12-18
NO914960D0 (no) 1991-12-16
IL94768A0 (en) 1991-04-15
DE69003200T2 (de) 1994-01-20
PT94402A (pt) 1991-03-20
NZ234110A (en) 1993-01-27
IE902182A1 (en) 1991-01-02
EP0409406B1 (de) 1993-09-08
CS9003037A2 (en) 1991-11-12
EP0409406A3 (en) 1991-04-03

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