ES8403097A1 - Un procedimiento para preparar derivados de fenilciclobutano. - Google Patents

Un procedimiento para preparar derivados de fenilciclobutano.

Info

Publication number
ES8403097A1
ES8403097A1 ES519032A ES519032A ES8403097A1 ES 8403097 A1 ES8403097 A1 ES 8403097A1 ES 519032 A ES519032 A ES 519032A ES 519032 A ES519032 A ES 519032A ES 8403097 A1 ES8403097 A1 ES 8403097A1
Authority
ES
Spain
Prior art keywords
alkyl
alkynyl
cycloalkyl
alkenyl
formula
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
ES519032A
Other languages
English (en)
Other versions
ES519032A0 (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.)
Boots Co PLC
Original Assignee
Boots Co PLC
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26279045&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES8403097(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Boots Co PLC filed Critical Boots Co PLC
Publication of ES519032A0 publication Critical patent/ES519032A0/es
Publication of ES8403097A1 publication Critical patent/ES8403097A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic 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
    • C07D295/16—Heterocyclic 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 acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic 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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40—Halogenated unsaturated alcohols
    • C07C33/50—Halogenated unsaturated alcohols containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/004—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with organometalhalides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/44—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reduction and hydrolysis of nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/227—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen
    • C07C49/237—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/527—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings
    • C07C49/567—Unsaturated compounds containing keto groups bound to rings other than six-membered aromatic rings containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/46—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings and other rings, e.g. cyclohexylphenylacetic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/16—Unsaturated compounds
    • C07C61/40—Unsaturated compounds containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic 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
    • C07D207/04—Heterocyclic 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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/06—Heterocyclic 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 no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic 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
    • C07D295/04—Heterocyclic 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
    • C07D295/06—Heterocyclic 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
    • C07D295/073—Heterocyclic 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

Abstract

PROCEDIMIENTO PARA PREPARAR DERIVADOS DE FENILCICLOBUTANO, DE FORMULA GENERAL (I), EN LA QUE N ES 0 O 1; R1 ES UN GRUPO ALCOHILO DE CADENA RECTA O RAMIFICADA QUE CONTIENE 1 A 6 ATOMOS DE CARBONO O UN GRUPO CICLOALCOHILO; R3 Y R4 SON IGUALES O DIFERENTES Y SIGNIFICAN HIDROGENO O UN GRUPO ALCOHILO DE CADENA RECTA O RAMIFICADA; R5 Y R6 SIGNIFICAN HIDROGENO, HALO, TRIFLUOROMETILO O UN GRUPO ALCOHILO.CONSISTE EN LA REACCION DE UN REACTIVO ORGANOMETALICO CON UNA IMINA, DE FORMULA GENERAL (II), EN LA QUE M ES 0 O 1. EL PRODUCTO RESULTANTE SE HIDROLIZA PARA OBTENER LOS COMPUESTOSDE FORMULA (I).DE APLICACION EN MEDICINA COMO AGENTES ANTIDEPRESIVOS.
ES519032A 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano. Expired ES8403097A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8110709 1981-04-06
GB8110710 1981-04-06

Publications (2)

Publication Number Publication Date
ES519032A0 ES519032A0 (es) 1984-03-01
ES8403097A1 true ES8403097A1 (es) 1984-03-01

Family

ID=26279045

Family Applications (5)

Application Number Title Priority Date Filing Date
ES511152A Expired ES8305678A1 (es) 1981-04-06 1982-04-05 "un procedimiento para prepara derivados de fenilciclobutano".
ES519031A Granted ES519031A0 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.
ES519032A Expired ES8403097A1 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.
ES519030A Expired ES8406414A1 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.(como divisional de la patente numero 511.152)
ES519029A Expired ES8406413A1 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.(como divisional de la patente numero 511.152)

Family Applications Before (2)

Application Number Title Priority Date Filing Date
ES511152A Expired ES8305678A1 (es) 1981-04-06 1982-04-05 "un procedimiento para prepara derivados de fenilciclobutano".
ES519031A Granted ES519031A0 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.

Family Applications After (2)

Application Number Title Priority Date Filing Date
ES519030A Expired ES8406414A1 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.(como divisional de la patente numero 511.152)
ES519029A Expired ES8406413A1 (es) 1981-04-06 1983-01-17 Un procedimiento para preparar derivados de fenilciclobutano.(como divisional de la patente numero 511.152)

Country Status (40)

Country Link
KR (1) KR900000274B1 (es)
AT (1) AT382612B (es)
AU (1) AU545595B2 (es)
BG (2) BG40652A3 (es)
CA (1) CA1248955A (es)
CH (1) CH652117A5 (es)
CS (1) CS244672B2 (es)
CY (1) CY1408A (es)
DD (1) DD208348A5 (es)
DE (1) DE3212682A1 (es)
DK (1) DK161770C (es)
ES (5) ES8305678A1 (es)
FI (1) FI77223C (es)
FR (1) FR2504920B1 (es)
GB (1) GB2098602B (es)
GE (1) GEP19970661B (es)
GR (1) GR76697B (es)
HK (1) HK13888A (es)
HU (1) HU186582B (es)
IE (1) IE52768B1 (es)
IL (1) IL65257A0 (es)
IN (1) IN155773B (es)
IT (1) IT1235758B (es)
JO (1) JO1184B1 (es)
KE (1) KE3753A (es)
LU (1) LU84070A1 (es)
MY (1) MY8800048A (es)
NL (1) NL192201C (es)
NO (1) NO156785C (es)
NZ (1) NZ200178A (es)
PH (1) PH22762A (es)
PL (2) PL139120B1 (es)
PT (1) PT74580B (es)
RO (2) RO84802B (es)
SE (1) SE452611B (es)
SG (1) SG67287G (es)
SU (2) SU1482522A3 (es)
UA (2) UA7589A1 (es)
YU (2) YU44336B (es)
ZW (1) ZW4982A1 (es)

Families Citing this family (45)

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IE56000B1 (en) * 1982-09-30 1991-03-13 Boots Co Plc 1-arylcyclobutylalkylamine compounds
IE56001B1 (en) * 1982-09-30 1991-03-13 Boots Co Plc 1-arylcyclobutylmethylamine compounds
GB8412480D0 (en) * 1984-05-16 1984-06-20 Elliott M Pesticides
DK58285D0 (da) * 1984-05-30 1985-02-08 Novo Industri As Peptider samt fremstilling og anvendelse deraf
GB8501192D0 (en) * 1985-01-17 1985-02-20 Boots Co Plc Therapeutic agents
US5157021A (en) * 1985-03-15 1992-10-20 Novo Nordisk A/S Insulin derivatives and pharmaceutical preparations containing these derivatives
DK119785D0 (da) * 1985-03-15 1985-03-15 Nordisk Gentofte Insulinpraeparat
GB2184122B (en) * 1985-12-17 1989-10-18 Boots Co Plc N,n-dimethyl-1-[1-(4-chlorophenyl)cyclobutyl]-3-methyl butylamine hydrochloride monohydrate
GB8531071D0 (en) * 1985-12-17 1986-01-29 Boots Co Plc Therapeutic compound
GB8704777D0 (en) * 1987-02-28 1987-04-01 Boots Co Plc Medical treatment
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GB9524681D0 (en) 1995-12-02 1996-01-31 Knoll Ag Chemical process
GB9619757D0 (en) 1996-09-21 1996-11-06 Knoll Ag Chemical process
GB9619962D0 (en) * 1996-09-25 1996-11-13 Knoll Ag Medical treatment
GB9619961D0 (en) * 1996-09-25 1996-11-13 Knoll Ag Medical treatment
GB9727131D0 (en) 1997-12-24 1998-02-25 Knoll Ag Therapeutic agents
US6476078B2 (en) 1999-08-11 2002-11-05 Sepracor, Inc. Methods of using sibutramine metabolites in combination with a phosphodiesterase inhibitor to treat sexual dysfunction
US6339106B1 (en) 1999-08-11 2002-01-15 Sepracor, Inc. Methods and compositions for the treatment and prevention of sexual dysfunction
AU2007200334B8 (en) * 1998-08-24 2010-10-21 Sepracor, Inc. Methods of using and compositions comprising dopamine reuptake inhibitors
US6974838B2 (en) 1998-08-24 2005-12-13 Sepracor Inc. Methods of treating or preventing pain using sibutramine metabolites
US6331571B1 (en) * 1998-08-24 2001-12-18 Sepracor, Inc. Methods of treating and preventing attention deficit disorders
BG65170B1 (bg) * 1999-03-17 2007-05-31 Knoll Gmbh Използване на n-заместени производни на 1-[1-(4-хлорофенил)циклобутил]-3-метилбутиламин за производство на лекарство за лечение на разстройства при храненето
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KR100536750B1 (ko) * 2002-10-05 2005-12-16 한미약품 주식회사 시부트라민 메탄술폰산염의 결정성 반수화물을 포함하는약학 조성물
FR2870537A1 (fr) * 2004-05-19 2005-11-25 Servier Lab Nouveau procede de synthese du (1s)-4,5-dimethoxy-1-(methyl aminomethyl-)-benzocyclobutane et de ses sels d'addition, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
KR100606533B1 (ko) 2004-08-27 2006-08-01 한올제약주식회사 시부트라민의 개선된 합성방법
KR100606534B1 (ko) 2004-11-01 2006-08-01 한올제약주식회사 생산성을 향상시킨 시부트라민의 개선된 합성방법
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US7432398B2 (en) 2005-01-06 2008-10-07 Cj Corporation Inorganic acid salts of sibutramine
US8604244B2 (en) 2010-07-02 2013-12-10 Reviva Pharmaceuticals, Inc. Compositions, synthesis, and methods of using cycloalkylmethylamine derivatives
EP2066329B1 (en) * 2006-09-15 2017-09-06 Reviva Pharmaceuticals, Inc. Synthesis, methods of using, and compositions of cyclobutylmethylamines
CN101555214B (zh) * 2008-04-08 2012-07-11 北京嘉事联博医药科技有限公司 苯基环丁基酰胺衍生物及其光学异构体、制备方法和用途
FR2935381B1 (fr) * 2008-08-29 2010-12-17 Servier Lab Nouveau procede de resolution des enantiomerees du (3,4-dimethoxy-bicyclo°4.2.0!octa-1,3,5-trien-7-yl)nitrile et application a la synthese de l'ivabradine
WO2010082216A2 (en) * 2008-12-08 2010-07-22 Matrix Laboratories Ltd Novel salts of sibutramine and their crystal forms
JP5696156B2 (ja) 2009-11-02 2015-04-08 ファイザー・インク ジオキサ−ビシクロ［３．２．１］オクタン−２，３，４−トリオール誘導体
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FR2993561B1 (fr) * 2012-07-17 2014-10-31 Servier Lab Procede de synthese enzymatique de la (7s)-1-(3,4-dimethoxy bicyclo[4.2.0]octa-1,3,5-triene 7-yl) n-methyl methanamine, et application a la synthese de l'ivabradine et de ses sels

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Also Published As

Publication number Publication date
NL8201347A (nl) 1982-11-01
RO84802B (ro) 1984-10-30
DD208348A5 (de) 1984-05-02
ES519029A0 (es) 1984-08-01
NO821087L (no) 1982-10-07
YU6385A (en) 1985-08-31
DK146482A (da) 1982-10-07
FR2504920B1 (fr) 1985-06-28
ES519030A0 (es) 1984-08-01
HK13888A (en) 1988-02-26
GB2098602A (en) 1982-11-24
HU186582B (en) 1985-08-28
BG40652A3 (en) 1986-01-15
SU1461372A3 (ru) 1989-02-23
IT8248157A0 (it) 1982-04-02
IT1235758B (it) 1992-09-28
NO156785B (no) 1987-08-17
IE52768B1 (en) 1988-02-17
CS245782A2 (en) 1985-08-15
CH652117A5 (fr) 1985-10-31
FI77223B (fi) 1988-10-31
CS244672B2 (en) 1986-08-14
PL235832A1 (en) 1983-09-12
GB2098602B (en) 1984-08-22
ES511152A0 (es) 1983-04-16
ES8407002A1 (es) 1984-08-16
ES519032A0 (es) 1984-03-01
ZW4982A1 (en) 1982-11-03
NO156785C (no) 1987-11-25
MY8800048A (en) 1988-12-31
PL136242B1 (en) 1986-02-28
DE3212682C2 (es) 1992-03-26
FI821197A0 (fi) 1982-04-05
GR76697B (es) 1984-08-28
YU44253B (en) 1990-04-30
CY1408A (en) 1988-04-22
UA7838A1 (uk) 1995-12-26
IL65257A0 (en) 1983-12-30
FI77223C (fi) 1989-02-10
NL192201C (nl) 1997-03-04
IN155773B (es) 1985-03-09
LU84070A1 (fr) 1983-06-07
KE3753A (en) 1987-10-02
DE3212682A1 (de) 1982-10-21
ES8406413A1 (es) 1984-08-01
NZ200178A (en) 1985-07-31
NL192201B (nl) 1996-11-01
ATA132582A (de) 1986-08-15
FI821197L (fi) 1982-10-07
YU75082A (en) 1985-08-31
AU545595B2 (en) 1985-07-18
PT74580B (en) 1983-12-23
PL240079A1 (en) 1983-09-12
SE452611B (sv) 1987-12-07
DK161770C (da) 1992-02-10
IE820481L (en) 1982-10-06
AU8221382A (en) 1982-10-14
UA7589A1 (uk) 1995-09-29
ES519031A0 (es) 1984-08-16
BG40651A3 (en) 1986-01-15
PL139120B1 (en) 1986-12-31
YU44336B (en) 1990-06-30
RO84802A (ro) 1984-09-29
AT382612B (de) 1987-03-25
DK161770B (da) 1991-08-12
JO1184B1 (en) 1983-11-30
GEP19970661B (en) 1997-01-04
SG67287G (en) 1988-02-19
ES8406414A1 (es) 1984-08-01
FR2504920A1 (fr) 1982-11-05
PH22762A (en) 1988-12-12
KR900000274B1 (ko) 1990-01-24
KR830010065A (ko) 1983-12-26
ES8305678A1 (es) 1983-04-16
SE8202166L (sv) 1982-11-25
CA1248955A (en) 1989-01-17
RO89436A2 (ro) 1986-06-30
PT74580A (en) 1982-04-01
SU1482522A3 (ru) 1989-05-23

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