ES2053010T3 - Derivados del salicilaldehido y del acido salicilico asi como sus analogos azufrados, procedimiento para su obtencion y su empleo como herbicidas y biorreguladores. - Google Patents

Derivados del salicilaldehido y del acido salicilico asi como sus analogos azufrados, procedimiento para su obtencion y su empleo como herbicidas y biorreguladores.

Info

Publication number
ES2053010T3
ES2053010T3 ES90110674T ES90110674T ES2053010T3 ES 2053010 T3 ES2053010 T3 ES 2053010T3 ES 90110674 T ES90110674 T ES 90110674T ES 90110674 T ES90110674 T ES 90110674T ES 2053010 T3 ES2053010 T3 ES 2053010T3
Authority
ES
Spain
Prior art keywords
derivatives
bioregulators
herbicides
salicilico
salicilaldehido
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 - Lifetime
Application number
ES90110674T
Other languages
English (en)
Inventor
Uwe Josef Dr Vogelbacher
Karl Dr Eicken
Joachim Dr Rheinheimer
Norbert Dr Goetz
Albrecht Dr Harreus
Gerhard Dr Paul
Karl-Otto Dr Westphalen
Bruno Dr Wuerzer
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Application granted granted Critical
Publication of ES2053010T3 publication Critical patent/ES2053010T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/12—Heterocyclic 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
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/60—Three or more oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
    • C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/30—Only oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic 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
    • C07D403/12—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic 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
    • C07D417/02—Heterocyclic 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
    • C07D417/12—Heterocyclic 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

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Health & Medical Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Quinoline Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

EL INVENTO SE REFIERE A UN DERIVADO DE ALDEHIDO Y DE ACIDO SALICILICO QUE PRESENTAN LA FORMULA (I), TRATA DE UN PROCEDIMIENTO Y UN PRODUCTO DE PARTIDA PARA LA PRODUCCION DEL COMPUESTO DE FORMULA (I) Y DESCRIBE LA APLICACION DEL COMPUESTO DE FORMULA (I) COMO HERBICIDA Y BIOREGULADOR. SIENDO, A UN RESTO FENILO SUSTITUIDO, UN RESTO HETEROAROMATICO DE CINCO MIEMBROS SUSTITUIDOS CON DOS A CUATRO ATOMOS DE NITROGENO Y CON DOS ATOMOS DE AZUFRE U OXIGENO Y UN RESTO TIENILO, PIRIDILO NAFTICO, QUINOLINILO, INDAZOILILO O BENZTRIAZOL SUSTITUIDO Y X OXIGENO O AZUFRE. TENIENDO R1 A R4 EL SIGNIFICADO DESCRITO EN LA PATENTE.
ES90110674T 1989-06-14 1990-06-06 Derivados del salicilaldehido y del acido salicilico asi como sus analogos azufrados, procedimiento para su obtencion y su empleo como herbicidas y biorreguladores. Expired - Lifetime ES2053010T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE3919435A DE3919435A1 (de) 1989-06-14 1989-06-14 Salicylaldehyd- und salicylsaeurederivate sowie deren schwefelanaloge, verfahren zu ihrer herstellung als herbizide und bioregulatoren

Publications (1)

Publication Number Publication Date
ES2053010T3 true ES2053010T3 (es) 1994-07-16

Family

ID=6382736

Family Applications (1)

Application Number Title Priority Date Filing Date
ES90110674T Expired - Lifetime ES2053010T3 (es) 1989-06-14 1990-06-06 Derivados del salicilaldehido y del acido salicilico asi como sus analogos azufrados, procedimiento para su obtencion y su empleo como herbicidas y biorreguladores.

Country Status (9)

Country Link
US (1) US5085686A (es)
EP (1) EP0402751B1 (es)
JP (1) JP3006851B2 (es)
KR (1) KR0163184B1 (es)
AT (1) ATE105285T1 (es)
CA (1) CA2018960C (es)
DE (2) DE3919435A1 (es)
ES (1) ES2053010T3 (es)
HU (1) HU209617B (es)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5298632A (en) * 1990-05-15 1994-03-29 Sumitomo Chemical Company, Limited Herbicidal pyrimidine compounds, compositions containing the same and method of use
US5232897A (en) * 1990-05-15 1993-08-03 Sumitomo Chemical Company, Limited Herbicidal pyrimidine compounds, compositions containing the same and method of use
JPH04235171A (ja) * 1990-07-26 1992-08-24 Sumitomo Chem Co Ltd スルホヒドロキサム酸誘導体、その製造法およびそれを有効成分とする除草剤
DE4037003A1 (de) * 1990-05-30 1991-12-05 Bayer Ag Substituierte azine
AU638840B2 (en) * 1990-07-05 1993-07-08 Sumitomo Chemical Company, Limited Pyrimidine derivative
DE4025338A1 (de) * 1990-08-10 1992-02-13 Bayer Ag Substituierte pyridine
CA2053603A1 (en) * 1990-10-19 1992-04-20 Katsumasa Harada 3-alkoxyalkanoic acid derivative, process for preparing the same and herbicide using the same
AU635453B2 (en) * 1990-12-17 1993-03-18 Mitsui Toatsu Chemicals Inc. Benzaldehyde acetal compounds, preparation process thereof, and herbicidal compositions containing the same as active ingredients
US5401711A (en) * 1991-07-31 1995-03-28 Kumiai Chemical Industry Co., Ltd. Pyrimidine derivatives and herbicidal composition
DE4126937A1 (de) * 1991-08-10 1993-02-11 Basf Ag Salicyl(thio)etherderivate, verfahren und zwischenprodukte zu ihrer herstellung
DE4126936A1 (de) * 1991-08-10 1993-02-11 Basf Ag Salicylsaeurederivate als selektive herbizide
AU659701B2 (en) * 1991-12-27 1995-05-25 Sumitomo Chemical Company, Limited Triazine derivative, a method for producing the same and herbicidal composition containing the same as an active ingredient
DE4211610A1 (de) * 1992-04-07 1993-10-14 Bayer Ag Substituierte Azine
US5541148A (en) * 1992-07-08 1996-07-30 Ciba-Geigy Corporation Selective safened herbicidal composition comprising 2-ethoxycarbonyl-3-(4,6-dimethoxypyrimidine-2-yl) oxy-pyridine and an acylsulfamoylphenyl-urea safener
US5246914A (en) * 1992-08-07 1993-09-21 Basf Aktiengesellschaft Salicyloyl (thio)ether derivatives, their preparation and intermediates for their preparation
RU95117104A (ru) * 1992-09-29 1997-01-10 Сумитомо Кемикал Компани Лимитед (JP) Производные нафтола, способ их получения, гербицидная композиция и способ борьбы с сорняками
CA2107748A1 (en) * 1992-10-16 1994-04-17 Mitsunori Hiratsuka Biphenyl derivative, a method for producing the same and its use as herbicides
DE4315625A1 (de) * 1993-05-11 1994-11-17 Hoechst Ag Neue Derivate des 3-Fluorphenols, Verfahren zu ihrer Herstellung und ihre Verwendung
JPH0753528A (ja) * 1993-08-12 1995-02-28 Nippon Bayeragrochem Kk シアノ含有ピリミジン誘導体及び除草剤
DE4337323A1 (de) * 1993-11-02 1995-05-04 Basf Ag Substituierte Pyridylsalicylaldehyd- bzw. salicylsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide
DE4337321A1 (de) * 1993-11-02 1995-05-04 Basf Ag Cyclische Acetale, Verfahren zu deren Herstellung und deren Umsetzung zu Pflanzenschutzmitteln
DE4337322A1 (de) * 1993-11-02 1995-05-04 Basf Ag Pyrid-N-oxid substituierte Salicylaldehyd- bzw. Salicylsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide
US5521146A (en) * 1993-11-13 1996-05-28 Lucky Ltd. Herbicidal pyrimidine derivatives, process for preparation thereof and their use as herbicide
DE19500379A1 (de) * 1995-01-09 1996-07-11 Basf Ag Fluorierte Pyrimidine als Herbizide
DE19536809A1 (de) * 1995-10-02 1997-04-03 Basf Ag Heterocyclisch substituierte Salicylsäurederivate
DE19536811A1 (de) * 1995-10-02 1997-04-03 Basf Ag Zwischenprodukte und Verfahren zur Herstellung von substituierten Salicylsäurederivaten als Pflanzenschutzmittel
DE19539637A1 (de) * 1995-10-25 1997-04-30 Basf Ag Aromatische Sulfoxide und Sulfone, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide
JP2001516740A (ja) * 1997-09-18 2001-10-02 ビーエーエスエフ アクチェンゲゼルシャフト 新規ベンズアミドオキシム誘導体、その中間体及び製造方法、並びにその殺菌剤としての使用法
US6649566B2 (en) 2001-12-13 2003-11-18 Morse Enterprises Limited, Inc. Stabilized concentrated formulations for enhancing plant defensive responses
JP4806833B2 (ja) * 2006-10-06 2011-11-02 株式会社サン．クリエイト 球技用具
CA2682393C (en) 2007-04-11 2015-03-17 Kissei Pharmaceutical Co., Ltd. 5-membered heterocyclic derivative and use thereof for medical purposes
CN104140397B (zh) * 2013-05-06 2016-06-15 华中师范大学 嘧啶水杨酸类化合物及其制备方法和应用
PL230888B1 (pl) 2014-08-21 2018-12-31 Inst Wlokien Naturalnych I Roslin Zielarskich Zastosowanie kompozycji kwasu salicylowego lub jego pochodnych, trójetanoloaminy i surfaktanta niejonowego z grupy alkilopoliglikozydów do opryskiwania roślin uprawnych w celu zwiększania odporności na warunki stresowe

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FR1451179A (fr) * 1962-03-07 1966-01-07 Malesci S N C Istituto Farmaco Procédé de préparation de l'acide 2-hydroxy-3-méthyl-6-isopropyl-benzoïque et de ses produits de déshydratation
JPH0651684B2 (ja) * 1985-10-15 1994-07-06 クミアイ化学工業株式会社 ピリミジン誘導体および除草剤
EP0391451A1 (en) * 1986-04-17 1990-10-10 Imperial Chemical Industries Plc Fungicides
JPH082883B2 (ja) * 1986-06-06 1996-01-17 クミアイ化学工業株式会社 ２−フエノキシピリミジン誘導体および除草剤
US4889552A (en) * 1987-04-14 1989-12-26 Kumiai Chemical Industry Co., Ltd. 2-Phenoxypyrimidine derivative and herbidical composition
EP0287072B1 (en) * 1987-04-14 1995-07-05 Kumiai Chemical Industry Co., Ltd. 2-Phenoxypyrimidine derivatives and herbicidal composition

Also Published As

Publication number Publication date
HUT54279A (en) 1991-02-28
KR0163184B1 (ko) 1998-12-01
DE59005587D1 (de) 1994-06-09
EP0402751B1 (de) 1994-05-04
HU903830D0 (en) 1990-11-28
JPH0331268A (ja) 1991-02-12
CA2018960A1 (en) 1990-12-14
JP3006851B2 (ja) 2000-02-07
HU209617B (en) 1994-09-28
EP0402751A1 (de) 1990-12-19
ATE105285T1 (de) 1994-05-15
US5085686A (en) 1992-02-04
KR910000666A (ko) 1991-01-30
CA2018960C (en) 2001-10-09
DE3919435A1 (de) 1990-12-20

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