ES8301998A1 - Un procedimiento para la produccion de nuevas cefalosporinas. - Google Patents

Un procedimiento para la produccion de nuevas cefalosporinas.

Info

Publication number
ES8301998A1
ES8301998A1 ES505760A ES505760A ES8301998A1 ES 8301998 A1 ES8301998 A1 ES 8301998A1 ES 505760 A ES505760 A ES 505760A ES 505760 A ES505760 A ES 505760A ES 8301998 A1 ES8301998 A1 ES 8301998A1
Authority
ES
Spain
Prior art keywords
group
substituted
attached
carbon
bond
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
ES505760A
Other languages
English (en)
Other versions
ES505760A0 (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.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical Co 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 JP55132253A external-priority patent/JPS5758689A/ja
Priority claimed from JP55158184A external-priority patent/JPS5782393A/ja
Priority claimed from JP55175263A external-priority patent/JPS6052755B2/ja
Application filed by Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Publication of ES8301998A1 publication Critical patent/ES8301998A1/es
Publication of ES505760A0 publication Critical patent/ES505760A0/es
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
    • C07D501/46—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof with the 7-amino radical acylated by carboxylic acids containing hetero rings
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • C07D501/48—Methylene radicals, substituted by hetero rings
    • C07D501/56—Methylene radicals, substituted by hetero rings with the 7-amino radical acylated by carboxylic acids containing hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/57—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with a further substituent in position 7, e.g. cephamycines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Cephalosporin Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

PROCEDIMIENTO PARA LA OBTENCION DE CEFALOSPORINAS Y DE SUS SALES, DE FORMULA (I), EN LA QUE R ES HIDROGENO O GRUPO PROTECTOR DE CARBOXILO; R ES HIDROGENO O HALOGENO; R ES HIDROGENO O AMINO; B ES HIDROGENO O ALCOXI INFERIOR; Y R Y A PUEDEN SER VARIOS TIPOS DE RADICALES. CONSISTE EN LA REACCION DE ACILACION ENTRE UN COMPUESTO DE FORMULA (II), O UNA SAL DEL MISMO, CON UN COMPUESTO DE FORMULA (III) O UN DERIVADO REACTIVO, EN LAS QUE R PUEDEN SER UNO DE VARIOS RADICALES Y LOS DEMAS SIMBOLOS TIENEN EL MISMO SIGNIFICADO QUE EN LA FORMULA (I). LA REACCION SE LLEVA A CABO EN UN DISOLVENTE INERTE, EN PRESENCIA DE UNA BASE, A UNA TEMPERATURA ENTRE -50<025>C Y 40<025>C. ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS COMO AGENTES ANTIBACTERIALES.
ES505760A 1980-09-25 1981-09-24 Un procedimiento para la produccion de nuevas cefalosporinas. Granted ES505760A0 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP55132253A JPS5758689A (en) 1980-09-25 1980-09-25 Novel preparation of 7-substituted or unsubstituted amino-3-substituted methylcephem carboxylic acids
JP55158184A JPS5782393A (en) 1980-11-12 1980-11-12 7-amino-3-(2-(1,2,3,4-tetrazolyl)methyl)cephem-4-carboxylic acid
JP55175263A JPS6052755B2 (ja) 1980-12-13 1980-12-13 新規セファロスポリン類

Publications (2)

Publication Number Publication Date
ES8301998A1 true ES8301998A1 (es) 1983-01-01
ES505760A0 ES505760A0 (es) 1983-01-01

Family

ID=27316463

Family Applications (4)

Application Number Title Priority Date Filing Date
ES505760A Granted ES505760A0 (es) 1980-09-25 1981-09-24 Un procedimiento para la produccion de nuevas cefalosporinas.
ES514670A Granted ES514670A0 (es) 1980-09-25 1982-08-02 Un procedimiento para la produccion de nuevas cefalosporinas.
ES514669A Granted ES514669A0 (es) 1980-09-25 1982-08-02 Un procedimiento para la produccion de nuevas cefalosporinas.
ES514671A Expired ES8306157A1 (es) 1980-09-25 1982-08-02 Un procedimiento para la produccion de un acido 7-(amino sustituido o no sustituido)-3-metil sustituido-a3-cefem-4-carboxilico.

Family Applications After (3)

Application Number Title Priority Date Filing Date
ES514670A Granted ES514670A0 (es) 1980-09-25 1982-08-02 Un procedimiento para la produccion de nuevas cefalosporinas.
ES514669A Granted ES514669A0 (es) 1980-09-25 1982-08-02 Un procedimiento para la produccion de nuevas cefalosporinas.
ES514671A Expired ES8306157A1 (es) 1980-09-25 1982-08-02 Un procedimiento para la produccion de un acido 7-(amino sustituido o no sustituido)-3-metil sustituido-a3-cefem-4-carboxilico.

Country Status (27)

Country Link
US (4) US4489072A (es)
KR (1) KR860000932B1 (es)
AR (1) AR240645A1 (es)
AT (4) AT375082B (es)
AU (3) AU550330B2 (es)
CA (2) CA1204735A (es)
CH (4) CH652129A5 (es)
DD (2) DD202436A5 (es)
DE (5) DE3152934C2 (es)
DK (1) DK163877C (es)
EG (1) EG17373A (es)
ES (4) ES505760A0 (es)
FI (2) FI75575C (es)
FR (2) FR2509310B1 (es)
GB (3) GB2089339B (es)
HU (1) HU185850B (es)
IN (4) IN155375B (es)
IT (1) IT1172201B (es)
LU (1) LU83650A1 (es)
MX (1) MX155025A (es)
NL (1) NL8104386A (es)
NO (1) NO161117C (es)
NZ (1) NZ198350A (es)
PH (5) PH18072A (es)
PT (1) PT73727B (es)
RO (4) RO86825B (es)
SE (5) SE453090B (es)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4703046A (en) * 1978-09-08 1987-10-27 Fujisawa Pharmaceutical Co., Ltd. Cephem compounds and processes for preparation thereof
NZ198350A (en) * 1980-09-25 1985-02-28 Toyama Chemical Co Ltd Cephalosporins and intermediates;pharmaceutical compositions
EP0061234A3 (en) * 1981-03-05 1983-11-16 Beecham Group Plc Cephalosporin derivatives, process for their preparation and pharmaceutical preparations containing them
US4576938A (en) * 1981-12-08 1986-03-18 Tanabe Seiyaku Co., Ltd. Cephalosporin compound and process for preparing the same
US4618606A (en) * 1982-11-17 1986-10-21 Toyama Chemical Co., Ltd. Antibiotic 7-(thiazolyl)-3-(pyrazinylmethyl) or (pyridazinylmethyl) cephalosporins
DK521883A (da) * 1982-11-17 1984-05-18 Toyama Chemical Co Ltd Cephalosporinderivater, fremgangsmaade til fremstilling heraf og fremgangsmaade til fremstilling af mellemprodukter herfor
JPS6064986A (ja) * 1983-09-20 1985-04-13 Toyama Chem Co Ltd セファロスポリン類の製造法
JPS60190783A (ja) * 1983-12-21 1985-09-28 Sumitomo Seiyaku Kk セフエム系化合物
GB8406231D0 (en) * 1984-03-09 1984-04-11 Fujisawa Pharmaceutical Co Cephem compounds
GB2161476B (en) * 1984-05-25 1988-01-27 Toyama Chemical Co Ltd 2-aminothiazolyl-2-methoxyimino acetamides and their use in preparing cephalosporins
AT397086B (de) * 1984-05-25 1994-01-25 Toyama Chemical Co Ltd Verfahren zur herstellung von neuen 2-(2-aminothiazol-4-4yl)-2-(syn)-alkoxyimino- acetamiden
FI851934L (fi) * 1984-05-30 1985-12-01 Ici Plc Kefalosporinderivat.
DE3539901A1 (de) * 1985-11-11 1987-05-14 Hoechst Ag Cephalosporinderivate und verfahren zu ihrer herstellung
JPH064643B2 (ja) * 1985-12-20 1994-01-19 ファイザー製薬株式会社 セフアロスポリン化合物
US4692517A (en) * 1986-03-20 1987-09-08 American Home Products Corporation C-3' acylaminooxy-7-[(2-aminothiazol-4-yl)-α-(substituted-oximino)acetyl]cephalosporin derivatives
EP0265185A3 (en) * 1986-10-21 1990-03-28 Beecham Group Plc Cephalosporins, processes for their preparation and pharmaceutical compositions containing them
ZA877987B (en) * 1986-11-12 1988-08-31 Ici Pharma Antibiotic compounds
DE3750673T2 (de) * 1986-11-21 1995-03-16 Ici Pharma Cephalosporine, Verfahren zu ihrer Herstellung und pharmazeutische Präparate.
EP0269298B1 (en) * 1986-11-21 1994-10-19 Ici Pharma Cephalosporins, process for their preparation and pharmaceutical compositions
US4847373A (en) * 1987-02-26 1989-07-11 Bristol-Myers Company Production of 3-allyl- and 3-butenyl-3-cephems
US5232918A (en) * 1987-07-23 1993-08-03 Imperial Chemical Industries Plc Cephalosporin derivatives
GB8816519D0 (en) * 1987-07-23 1988-08-17 Ici Plc Antibiotic compounds
GB8811056D0 (en) * 1988-05-10 1988-06-15 Ici Plc Antibiotic compounds
JPH0699443B2 (ja) * 1989-09-29 1994-12-07 ファイザー製薬株式会社 セファロスポリン化合物
US6800756B2 (en) * 2002-05-03 2004-10-05 Orchid Chemicals And Pharmaceuticals, Ltd. Method for the preparation of ceftiofur sodium and its intermediates
DE602004028111D1 (de) * 2003-04-16 2010-08-26 Sandoz Ag Verfahren zur herstellung von cefepim
US7847093B2 (en) * 2003-04-16 2010-12-07 Sandoz Ag Processes for the preparations of cefepime
JP2007530589A (ja) * 2004-03-26 2007-11-01 アンフォラ ディスカバリー コーポレーション 特定のトリアゾールを基礎とする化合物、組成物、およびそれらの使用
US8198434B2 (en) 2008-05-07 2012-06-12 Idexx Laboratories, Inc. Process for preparing cefsulodin sodium
CA2828114A1 (en) * 2010-02-26 2011-09-01 Gary Igor DMITRIENKO Cephalosporin derivatives useful as .beta.-lactamase inhibitors and compositions and methods of use thereof
CN102351886B (zh) * 2011-09-07 2013-10-16 山东罗欣药业股份有限公司 头孢特仑新戊酯晶体、其制备方法及含有该晶体的组合物片剂
SG11201600108PA (en) 2013-07-17 2016-02-26 Otsuka Pharma Co Ltd Cyanotriazole compounds
CN106046026B (zh) * 2016-06-30 2018-07-06 济南康和医药科技有限公司 一种头孢特仑新戊酯的制备方法
CN112645842B (zh) * 2020-12-25 2022-08-19 复旦大学 一种氰乙酸叔丁酯的连续流制备方法

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JPS6027677B2 (ja) 1978-07-06 1985-06-29 富山化学工業株式会社 ７−置換又は非置換アミノ−３−置換チオメチルセフエムカルボン酸類の新規製造法
NZ191937A (en) 1978-10-27 1982-09-07 Glaxo Group Ltd Cephalosporin anti-biotics with a 3-alkyl-1,2,3-triazolium-1-ylmethyl group at the 3-position
NZ192127A (en) * 1978-11-15 1982-12-21 Glaxo Group Ltd Cephalosporin antibiotics
AT367766B (de) * 1979-02-23 1982-07-26 Glaxo Group Ltd Verfahren zur herstellung von neuen cephalosporin-antibiotika
JPS55139387A (en) 1979-04-19 1980-10-31 Yamanouchi Pharmaceut Co Ltd Novel synthetic method of 7-amino-3-heterocyclic thiomethyl-delta3-carboxylic acids
JPS55153790A (en) 1979-05-17 1980-11-29 Yamanouchi Pharmaceut Co Ltd Preparation of 7-amino-3-heterocyclic thiomethyl-delta3- cephem-4-carboxylic acid
FR2461713A1 (fr) * 1979-07-19 1981-02-06 Roussel Uclaf Nouvelles alcoyloximes substituees derivees de l'acide 7-(2-amino 4-thiazolyl) acetamido cephalosporanique, leur procede de preparation et leur application comme medicaments
NZ198350A (en) * 1980-09-25 1985-02-28 Toyama Chemical Co Ltd Cephalosporins and intermediates;pharmaceutical compositions
EP0061234A3 (en) * 1981-03-05 1983-11-16 Beecham Group Plc Cephalosporin derivatives, process for their preparation and pharmaceutical preparations containing them
EP0074611B1 (en) * 1981-09-10 1987-07-22 Takeda Chemical Industries, Ltd. Method for production of cephalosporin compounds
JPS6064986A (ja) * 1983-09-20 1985-04-13 Toyama Chem Co Ltd セファロスポリン類の製造法
GB2161476B (en) * 1984-05-25 1988-01-27 Toyama Chemical Co Ltd 2-aminothiazolyl-2-methoxyimino acetamides and their use in preparing cephalosporins
CA1293719C (en) * 1986-09-22 1991-12-31 Takao Takaya Cephem compounds and processes for preparation thereof

Also Published As

Publication number Publication date
PT73727B (en) 1982-12-30
ATA55483A (de) 1985-03-15
SE468479B (sv) 1993-01-25
FR2511377A1 (fr) 1983-02-18
NO161117B (no) 1989-03-28
AU558649B2 (en) 1987-02-05
RO86825B (ro) 1985-05-31
AU568033B2 (en) 1987-12-10
RO82689A (ro) 1983-11-01
US4879381A (en) 1989-11-07
ATA55683A (de) 1984-11-15
IN159126B (es) 1987-03-28
GB8402249D0 (en) 1984-02-29
RO82689B (ro) 1983-10-30
FI870153A (fi) 1987-01-15
RO86823A (ro) 1985-05-20
NL8104386A (nl) 1982-04-16
DE3152935C2 (es) 1992-07-16
CA1200541A (en) 1986-02-11
GB2089339A (en) 1982-06-23
ES514671A0 (es) 1983-05-01
SE8105658L (sv) 1982-05-05
AT378961B (de) 1985-10-25
CH652129A5 (de) 1985-10-31
KR860000932B1 (ko) 1986-07-19
FI75575B (fi) 1988-03-31
SE8600195D0 (sv) 1986-01-16
NO161117C (no) 1989-07-05
SE8600194L (sv) 1986-01-16
FR2509310B1 (fr) 1985-08-02
PH18484A (en) 1985-08-02
GB8402250D0 (en) 1984-02-29
FI870153A0 (fi) 1987-01-15
RO86824B (ro) 1985-05-31
ATA55583A (de) 1985-03-15
IN158589B (es) 1986-12-13
RO86825A (ro) 1985-05-20
DK163877B (da) 1992-04-13
NO813252L (no) 1982-03-26
ES505760A0 (es) 1983-01-01
DE3137854C2 (es) 1987-06-19
PH19147A (en) 1986-01-15
RO86823B (ro) 1985-05-31
GB2135304B (en) 1985-03-27
FR2509310A1 (fr) 1983-01-14
GB2136420B (en) 1985-05-01
SE468476B (sv) 1993-01-25
MX155025A (es) 1988-01-20
SE468477B (sv) 1993-01-25
ES8306155A1 (es) 1983-05-01
IT8149348A0 (it) 1981-09-23
NZ198350A (en) 1985-02-28
ES8306157A1 (es) 1983-05-01
ES8306156A1 (es) 1983-05-01
AU4986185A (en) 1986-03-20
AT375082B (de) 1984-06-25
HU185850B (en) 1985-04-28
IN155375B (es) 1985-01-19
DD202436A5 (de) 1983-09-14
DE3152934C2 (es) 1990-01-18
CH652130A5 (de) 1985-10-31
SE453090B (sv) 1988-01-11
GB2136420A (en) 1984-09-19
CH652128A5 (de) 1985-10-31
SE8600193D0 (sv) 1986-01-16
DE3152932C2 (es) 1990-02-08
GB2135304A (en) 1984-08-30
LU83650A1 (fr) 1982-01-21
AU550330B2 (en) 1986-03-20
SE8600192L (sv) 1986-01-16
DD208351A5 (de) 1984-05-02
AU4986285A (en) 1986-04-24
ES514669A0 (es) 1983-05-01
SE8600192D0 (sv) 1986-01-16
SE8600193L (sv) 1986-01-16
RO86824A (ro) 1985-05-20
DE3137854A1 (de) 1982-04-15
DE3152931C2 (es) 1989-10-05
PH19251A (en) 1986-02-17
US5144027A (en) 1992-09-01
DK421881A (da) 1982-04-15
US4673738A (en) 1987-06-16
FI812980L (fi) 1982-03-26
GB2089339B (en) 1985-04-24
US4489072A (en) 1984-12-18
EG17373A (en) 1990-12-30
PH18072A (en) 1985-03-18
SE8600195L (sv) 1986-01-16
CA1204735A (en) 1986-05-20
ES514670A0 (es) 1983-05-01
AR240645A1 (es) 1990-07-31
DK163877C (da) 1992-09-14
FI80041B (fi) 1989-12-29
PT73727A (en) 1981-10-01
AU7543881A (en) 1982-04-01
ATA410981A (de) 1983-11-15
SE8600194D0 (sv) 1986-01-16
FI75575C (fi) 1988-07-11
IN158590B (es) 1986-12-13
FI80041C (fi) 1990-04-10
AT378193B (de) 1985-06-25
SE468478B (sv) 1993-01-25
PH20221A (en) 1986-10-23
FR2511377B1 (fr) 1985-12-13
IT1172201B (it) 1987-06-18
AT378962B (de) 1985-10-25
CH651837A5 (de) 1985-10-15

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