FR2555585B1 - Derives de la 1-heteroaryl-4 ((2,5-pyrrolidinedion-1-yl) alkyl )piperazine, leur procede de preparation et leur application pharmacologique - Google Patents

Derives de la 1-heteroaryl-4 ((2,5-pyrrolidinedion-1-yl) alkyl )piperazine, leur procede de preparation et leur application pharmacologique

Info

Publication number
FR2555585B1
FR2555585B1 FR8413765A FR8413765A FR2555585B1 FR 2555585 B1 FR2555585 B1 FR 2555585B1 FR 8413765 A FR8413765 A FR 8413765A FR 8413765 A FR8413765 A FR 8413765A FR 2555585 B1 FR2555585 B1 FR 2555585B1
Authority
FR
France
Prior art keywords
pyrrolidinedion
heteroaryl
alkyl
preparation process
piperazine derivatives
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
FR8413765A
Other languages
English (en)
Other versions
FR2555585A1 (fr
Inventor
James Stewart New
Joseph P Yevich
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.)
Bristol Myers Co
Original Assignee
Bristol Myers Co
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 Bristol Myers Co filed Critical Bristol Myers Co
Publication of FR2555585A1 publication Critical patent/FR2555585A1/fr
Application granted granted Critical
Publication of FR2555585B1 publication Critical patent/FR2555585B1/fr
Expired legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/36Oxygen or sulfur atoms
    • C07D207/402,5-Pyrrolidine-diones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54Preparation of carboxylic acid anhydrides
    • C07C51/56Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/16Unsaturated compounds
    • C07C61/39Unsaturated compounds containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/96Spiro-condensed ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Neurology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Neurosurgery (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Psychiatry (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
FR8413765A 1983-09-12 1984-09-07 Derives de la 1-heteroaryl-4 ((2,5-pyrrolidinedion-1-yl) alkyl )piperazine, leur procede de preparation et leur application pharmacologique Expired FR2555585B1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/531,519 US4524206A (en) 1983-09-12 1983-09-12 1-Heteroaryl-4-(2,5-pyrrolidinedion-1-yl)alkyl)piperazine derivatives

Publications (2)

Publication Number Publication Date
FR2555585A1 FR2555585A1 (fr) 1985-05-31
FR2555585B1 true FR2555585B1 (fr) 1989-01-06

Family

ID=24117966

Family Applications (1)

Application Number Title Priority Date Filing Date
FR8413765A Expired FR2555585B1 (fr) 1983-09-12 1984-09-07 Derives de la 1-heteroaryl-4 ((2,5-pyrrolidinedion-1-yl) alkyl )piperazine, leur procede de preparation et leur application pharmacologique

Country Status (33)

Country Link
US (1) US4524206A (fr)
JP (1) JPH0647586B2 (fr)
KR (1) KR890000566B1 (fr)
AR (1) AR241910A1 (fr)
AU (1) AU581858B2 (fr)
BE (1) BE900555A (fr)
CA (1) CA1285564C (fr)
CH (1) CH660484A5 (fr)
CS (1) CS258119B2 (fr)
CY (1) CY1538A (fr)
DD (1) DD224593A5 (fr)
DE (1) DE3433327C2 (fr)
DK (1) DK171990B1 (fr)
ES (1) ES8605797A1 (fr)
FI (1) FI83515C (fr)
FR (1) FR2555585B1 (fr)
GB (1) GB2146333B (fr)
GR (1) GR80320B (fr)
HK (1) HK84590A (fr)
HU (1) HU192439B (fr)
IE (1) IE58020B1 (fr)
IL (1) IL72854A (fr)
IT (1) IT1196250B (fr)
LU (1) LU85537A1 (fr)
NL (1) NL8402769A (fr)
NO (1) NO162384B (fr)
NZ (1) NZ209480A (fr)
OA (1) OA07809A (fr)
PT (1) PT79187B (fr)
SE (1) SE463368B (fr)
SU (1) SU1384199A3 (fr)
YU (2) YU45655B (fr)
ZA (1) ZA847065B (fr)

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DE3321969A1 (de) * 1983-06-18 1984-12-20 Troponwerke GmbH & Co KG, 5000 Köln 2-pyrimidinyl-1-piperazin-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel
US4585773A (en) * 1984-07-11 1986-04-29 Bristol-Myers Company Isoindolinyl-alkyl-piperazines
US4668687A (en) * 1984-07-23 1987-05-26 Bristol-Myers Company Psychogeriatric 1-(2-pyrimidinyl)piperazinyl derivatives of 1-pyrrolidin-2-ones
US4590196A (en) * 1984-08-23 1986-05-20 Bristol-Myers Company Analgesic 1,2-benzisothiazol-3-ylpiperazine derivatives
JPH0625181B2 (ja) * 1985-03-27 1994-04-06 住友製薬株式会社 新規なイミド誘導体
JPS61238784A (ja) * 1985-04-17 1986-10-24 Sumitomo Seiyaku Kk コハク酸イミド誘導体及びその酸付加塩
US4656173A (en) * 1985-04-24 1987-04-07 Bristol-Myers Company Antipsychotic benzisothiazole S-oxide compound
US4677104A (en) * 1985-05-06 1987-06-30 Bristol-Myers Company Antipsychotic fused-ring pyridinylpiperazine derivatives
US4826843A (en) * 1985-07-08 1989-05-02 Bristol-Myers Cerebral function enhancing diazinylpiperidine derivatives
NZ216720A (en) * 1985-07-08 1990-09-26 Bristol Myers Co Diazinylpiperidine derivatives and pharmaceutical compositions
US4925841A (en) * 1985-07-22 1990-05-15 Temple University Of The Commonwealth System Of Higher Education Mannich bases of spirosuccinimides
AU593194B2 (en) * 1986-09-26 1990-02-01 Sumitomo Pharmaceuticals Company, Limited Imide derivatives ,and their production and use
US4757073A (en) * 1986-09-30 1988-07-12 Bristol-Myers Company Antipsychotic cyclic imide derivatives of 2-(4-butylipiperazin-1-yl) pyridines, compositions and use
DD263531A5 (de) * 1986-10-21 1989-01-04 ������@���Kk�� Verfahren zur herstellung von verbrueckten bicyclischen imidverbindungen
US4777254A (en) * 1986-12-02 1988-10-11 American Home Products Corp. Cyclic imides as H1 -antagonists
CA1335289C (fr) * 1987-10-26 1995-04-18 Fujio Antoku Derives piperidinylbenzisoxazole, leur production et leur utilisation pharmaceutique
US4855430A (en) * 1987-11-12 1989-08-08 American Home Products Corporation Polycyclicamine with psychotropic activity
WO1989004311A1 (fr) * 1987-11-12 1989-05-18 American Home Products Corporation Amines polycycliques a activite psychotrope
US4880930A (en) * 1987-11-30 1989-11-14 New James S Psychotropic acyclic amide derivatives
US5001130A (en) * 1988-02-18 1991-03-19 Bristol-Myers Company Psychotropic heterobicycloalkylpiperazine derivatives
US5116970A (en) * 1988-02-18 1992-05-26 New James S Psychotropic heterobicycloalkylpiperazine derivatives: 2. fused pyridazinones
NZ230045A (en) 1988-08-05 1990-11-27 Janssen Pharmaceutica Nv 3-piperazinylbenzazole derivatives and pharmaceutical compositions
US5015740A (en) * 1988-08-05 1991-05-14 Janssen Pharmaceutica N.V. Antipsychotic 3-piperazinylbenzazole derivatives
US4957916A (en) * 1988-08-05 1990-09-18 Janssen Pharmaceutica N.V. Antipsychotic 3-piperazinylbenzazole derivatives
WO1990002552A1 (fr) * 1988-09-16 1990-03-22 Pfizer Inc. Imides bicycliques polynucleaires de 4-[4-(3-benzisothiazolyl)-1-piperazinyl]butyle a usage antipsychotique
US4954503A (en) * 1989-09-11 1990-09-04 Hoechst-Roussel Pharmaceuticals, Inc. 3-(1-substituted-4-piperazinyl)-1H-indazoles
US5098904A (en) * 1990-06-27 1992-03-24 Bristol-Myers Squibb Company Cerebral function enhancing pyrimidinyl derivatives
US5532240A (en) * 1991-12-26 1996-07-02 Yoshitomi Pharmaceutical Industries, Ltd. Condensed thiophene compound and pharmaceutical use thereof
US5599815A (en) * 1993-02-04 1997-02-04 Meiji Seika Kabushiki Kaisha Antipsychotic benzoisothiazolyl piperazine derivatives
US5338738A (en) * 1993-04-19 1994-08-16 Bristol-Myers Squibb Company Cerebral function enhancers: acyclic amide derivatives of pyrimidinylpiperidines
FR2705098B1 (fr) * 1993-05-10 1995-08-04 Esteve Labor Dr Procédé de préparation de 2-{4-[4-(chloro-1-pyrazolyl)butyl]1-pipérazinyl}pyrimidine (Lesopitron) .
US5538985A (en) * 1994-01-27 1996-07-23 Mitsui Toatsu Chemicals, Inc. Pyrrolidinone derivatives
US5521313A (en) * 1994-05-05 1996-05-28 Bristol-Myers Squibb Company Process for preparing certain azapirones
US6084097A (en) * 1997-10-20 2000-07-04 Council Of Scientific & Industrial Research Methods for preparing 1-[4-arylpiperazin-1-yl]-3-[2-oxopyrrolidin/piperidin-1-yl] propanes
US6083950A (en) * 1997-11-13 2000-07-04 Ranbaxy Laboratories Limited 1-(4-arylpiperazin-1-yl)-ω-[n-(α,ω-dicarboximido)]-alka nes useful as uro-selective α1-adrenoceptor blockers
US6906191B2 (en) 1999-12-27 2005-06-14 Idemitsu Kosan Co., Ltd. Succinimide compounds and use thereof
NZ526226A (en) 2000-11-30 2004-05-28 Ranbaxy Lab Ltd 1,4-disubstituted piperazine derivatives useful as uro-selective alpha1-adrenoceptor blockers
US6660736B2 (en) * 2002-03-27 2003-12-09 Hoffmann-La Roche Inc. Phthalimido derivatives and a process for their preparation
WO2003084928A1 (fr) * 2002-04-08 2003-10-16 Ranbaxy Laboratories Limited Derives d'alpha, omega-dicarboximide utiles en tant qu'inhibiteurs uroselectifs de l'adreno-recepteur ?1?
EP1680127B1 (fr) * 2003-10-23 2008-10-15 F. Hoffmann-La Roche Ag Derives de benzazepine utiles comme inhibiteurs de mao-b
WO2005118537A2 (fr) * 2004-05-31 2005-12-15 Ranbaxy Laboratories Limited Antagonistes des recepteurs adrenergiques
US20060247249A1 (en) * 2005-11-16 2006-11-02 Mohammad Salman Carboximide derivatives as useful uro-selective alpha-1a adrenoceptor blockers
CN101426499A (zh) 2006-02-22 2009-05-06 弗特克斯药品有限公司 毒蕈碱受体调节剂
EP2040706A2 (fr) 2006-06-29 2009-04-01 Vertex Pharmceuticals Incorporated Modulateurs des récepteurs muscariniques
PL2159226T3 (pl) * 2007-03-29 2017-02-28 Joint-Stock Company "Obninsk Chemical Pharmaceutical Company" Środek antyhistaminowy i antyalergiczny oraz sposób jego wytwarzania
EP2625165B1 (fr) 2010-10-05 2018-07-04 Syngenta Participations AG Pyrolidin-yl-aryl-carboxamides insecticides
UY34104A (es) 2011-05-31 2013-01-03 Syngenta Participations Ag ?compuestos derivados benzamídicos heterocíclicos, procesos e intermedios para su preparación, composiciones y métodos para su uso?.
BR112014007460A2 (pt) 2011-10-03 2017-04-04 Syngenta Participations Ag processos enanciosseletivos para pirrolidinas 3-aril-3-trifluorometil-substituídas inseticidas
EP3896058A3 (fr) 2011-10-03 2022-01-12 Syngenta Participations Ag Procédés énantiosélectifs pour des insecticides de pyrrolidines 3-aryl-3-trifluorométhyl-substituées
EP3601275A1 (fr) 2017-03-23 2020-02-05 Syngenta Participations AG Composés insecticides
WO2018172480A1 (fr) 2017-03-23 2018-09-27 Syngenta Participations Ag Composés insecticides
WO2019243263A1 (fr) 2018-06-19 2019-12-26 Syngenta Participations Ag Composés insecticides
EP3856715A1 (fr) 2018-09-26 2021-08-04 Syngenta Participations Ag Composés insecticides

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US3558777A (en) * 1968-06-21 1971-01-26 Mead Johnson & Co Pharmacologic processes and compositions containing azaspirodecanediones and azaspiroundecanediones
BE759371A (fr) * 1969-11-24 1971-05-24 Bristol Myers Co Azaspirodecanediones heterocycliques et procedes pour leur preparation
US3976776A (en) * 1972-12-06 1976-08-24 Mead Johnson & Company Tranquilizer process employing N-(heteroarcyclic)piperazinylalkylazaspiroalkanediones
US4305944A (en) * 1980-09-08 1981-12-15 Mead Johnson & Company N-[(4-[3-cyano substituted pyridyl]piperazino)alkyl]-azaspirodecanediones
US4411901A (en) * 1981-12-23 1983-10-25 Mead Johnson & Company Benzisothiazole and benzisoxazole piperazine derivatives
US4507303A (en) * 1981-12-22 1985-03-26 Sumitomo Chemical Company, Limited Succinimide derivatives, compositions and method of use
US4452799A (en) * 1981-12-23 1984-06-05 Mead Johnson & Company Benzisothiazole and benzisoxazole piperazine derivatives
US4361565A (en) * 1981-12-28 1982-11-30 Mead Johnson & Company 2-[4-[(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]-1-piperazinyl]pyridines
JPS5976059A (ja) * 1982-10-21 1984-04-28 Sumitomo Chem Co Ltd 環状イミド誘導体及びその酸付加塩
DE3321969A1 (de) * 1983-06-18 1984-12-20 Troponwerke GmbH & Co KG, 5000 Köln 2-pyrimidinyl-1-piperazin-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel

Also Published As

Publication number Publication date
FR2555585A1 (fr) 1985-05-31
HU192439B (en) 1987-06-29
SE463368B (sv) 1990-11-12
KR890000566B1 (ko) 1989-03-21
YU45809B (sh) 1992-07-20
GB2146333B (en) 1987-04-01
LU85537A1 (fr) 1985-04-29
BE900555A (fr) 1985-03-11
CS258119B2 (en) 1988-07-15
IL72854A (en) 1988-03-31
NZ209480A (en) 1988-01-08
CA1285564C (fr) 1991-07-02
FI83515C (fi) 1991-07-25
DD224593A5 (de) 1985-07-10
FI843522A0 (fi) 1984-09-07
YU45655B (sh) 1992-07-20
JPH0647586B2 (ja) 1994-06-22
US4524206A (en) 1985-06-18
NO162384B (no) 1989-09-11
IE58020B1 (en) 1993-06-30
DE3433327A1 (de) 1985-03-28
IL72854A0 (en) 1984-12-31
YU156384A (en) 1987-02-28
AU3287084A (en) 1985-05-30
ES8605797A1 (es) 1986-04-01
ZA847065B (en) 1985-04-24
IE842311L (en) 1985-03-12
PT79187A (en) 1984-10-01
AU581858B2 (en) 1989-03-09
SE8404552D0 (sv) 1984-09-11
DK433884A (da) 1985-03-13
PT79187B (en) 1986-11-24
ES535780A0 (es) 1986-04-01
NL8402769A (nl) 1985-04-01
HUT36116A (en) 1985-08-28
JPS6084282A (ja) 1985-05-13
DK171990B1 (da) 1997-09-08
IT1196250B (it) 1988-11-16
FI83515B (fi) 1991-04-15
KR850002483A (ko) 1985-05-13
FI843522L (fi) 1985-03-13
DK433884D0 (da) 1984-09-12
CS672184A2 (en) 1987-12-17
NO843579L (no) 1985-03-13
HK84590A (en) 1990-10-25
GR80320B (en) 1985-01-14
SE8404552L (sv) 1985-03-13
SU1384199A3 (ru) 1988-03-23
GB2146333A (en) 1985-04-17
DE3433327C2 (de) 1998-07-16
GB8422860D0 (en) 1984-10-17
YU210386A (en) 1987-12-31
OA07809A (fr) 1986-11-20
AR241910A1 (es) 1993-01-29
CY1538A (en) 1990-11-16
IT8422621A0 (it) 1984-09-11
CH660484A5 (de) 1987-04-30

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