HRP921456B1 - 2-imidazoline-5-one and 2-imidazoline-5-thiones derivatives as fungicides - Google Patents

2-imidazoline-5-one and 2-imidazoline-5-thiones derivatives as fungicides

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Publication number
HRP921456B1
HRP921456B1 HR921456A HRP921456A HRP921456B1 HR P921456 B1 HRP921456 B1 HR P921456B1 HR 921456 A HR921456 A HR 921456A HR P921456 A HRP921456 A HR P921456A HR P921456 B1 HRP921456 B1 HR P921456B1
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HR
Croatia
Prior art keywords
carbon atoms
group
radical
alkyl
optionally substituted
Prior art date
Application number
HR921456A
Other languages
Croatian (hr)
Inventor
Lacroix Guy
Peignier Raymond
Pepin Regis
Original Assignee
Rhone-Poulenc Agrochimie
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Publication date
Application filed by Rhone-Poulenc Agrochimie filed Critical Rhone-Poulenc Agrochimie
Publication of HRP921456A2 publication Critical patent/HRP921456A2/en
Publication of HRP921456B1 publication Critical patent/HRP921456B1/en

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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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/501,3-Diazoles; Hydrogenated 1,3-diazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C331/00Derivatives of thiocyanic acid or of isothiocyanic acid
    • C07C331/16Isothiocyanates
    • C07C331/18Isothiocyanates having isothiocyanate groups bound to acyclic carbon atoms
    • C07C331/20Isothiocyanates having isothiocyanate groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/14Dithiocarbamic acids; Derivatives thereof
    • C07C333/18Esters of dithiocarbamic acids
    • C07C333/20Esters of dithiocarbamic acids having nitrogen atoms of dithiocarbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
    • C07D233/84Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
    • C07D233/86Oxygen and sulfur atoms, e.g. thiohydantoin
    • 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
    • C07D401/06Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • 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

Abstract

Spojevi koji sadrže imidazolinon ili imidazolintion grupu, naznačeni time, što odgovaraju općoj formuli (I): u kojoj: - W je atom sumpora ili kisika ili S=O grupu, - A predstavlja O ili S, -n = 0 ili1, - B predstavlja N(R5) ili O ili S ili C(R5)(R6) ili SO2 ili C=O, - R1 i R2, koji su identični ili različiti, predstavljaju- H, uz uvjet da jedna od 2 grupe drugačija od H ili- alkil ili haloalkil radikal sa 1 do 6 ugljikovih atoma ili- alkoksialkil, alkiltioalkil, alkilsulfonilalkil, monoalkilaminoalkil, alkenil ili alkinil radikal koji sadrži 2 do 6 ugljikovih atoma ili- dialkilaminoalkil ilicikloalkil radikal sa 3 do 7 ugljikovih atoma, ili- aril radikal koji sadrži fenil, naftil, tienil,furil, piridil, benzotienil, benzofuril, kinolinil, izokinolinil ili metilendioksifenil, opcijski supstituiran sa 1 do 3 grupe izabrane od R7 ili- arilalkil, ariloksialkil, ariltioalkil ili arilsulfonilalkil radikal, izrazi aril i alkil imaju gore date definicije, ili- R1 i R2 mogu tvoriti, sa ugljikom za koji su vezani na prstenu, karbocikl ili heterocikl koji ima od 5 do 7 atoma, moguće je za ove prstene da su spojeni sa fenilom, opcijski supstituiranim sa 1 do 3 grupe izabrane od R7;- R3 predstavlja: - alkil grupu od 1 do 6 ugljikovih atoma, ili- alkoksialkil, alkiltioalkil, alkilsulfonilalkil, haloalkil, cijanoalkil, tiocijanatoalkil, oksoalkil, alkenil ili alkinil grupu od 2 do 6 ugljikovih atoma ili- dialkilaminoalkil, alkoksikarbonilalkil ili N-alkilkarbamoilalkil grupa od 3 do 6 ugljikovih atoma, ili- N,N-dialkilkarbamoilalkil grupa od 4 do 8 ugljikovih atoma ili- arilalkil grupa, gdje je alkilni dio radikal od 1 do 6 ugljikovih atoma i arilni dio je fenil, naftil, tienil, furil ili piridil, opcijski supstituiran sa 1 do 3 grupe izabrane od R7;- R4 predstavlja: - vodikov atom kada je n jednak 1 ili- alkil grupu koja sadrži 1 do 6 ugljikovih atoma ili- alkoksialkil, alkiltioalkil, haloalkil, cijanoalkil, tiocijanatoalkil, alkenil ili alkinil grupu od 2 do 6 ugljikovih atoma ili- dialkilaminoalkil, alkoksikarbolinilalkil ili N-alkilkarbamoilalkil grupu od 3 do 6 ugljikovih atoma ili- N;N-dialkilkarbamoilalkil grupu od 4do 8 ugljikovih atoma ili- aril radikal, koji sadrži fenil, naftil, tienil, furil, piridil, pirimidil, piridazinil, pirazinil, benzotienil, benzofuril, hinolinil, izohinolinil ili metilendioksifenil,opcijski supstituiran sa 1 do 3 grupe izabrane odR7, ili- arilalkil, ariloksialkil, ariltioalkil ili arilsulfonilalkil radikal, izrazi aril i alkil imaju gore datu definiciju ili- amino grupa disupstituirana sa 2 identične ili različite grupe izabrane od: - alkil radikala od 1 do 6 ugljikovih atoma, - alkoksialkil, alkenil ili alkinil radikala od 3 do 6 ugljikovih atoma, - cikloalkil radikal od 3do 7 ugljikovih atoma, - arilalkil, kao stoje gore definiran, fenil ili naftil radikal, opcijski supstituiran sa 1 do 3 grupe izabrane od R7, ili- tienilmetil ili furfuril radikal- pirolidino, piperidino, morfolino ili piperazino grupe opcijski supstituiraCompounds containing an imidazolinone or imidazolintion group, corresponding to general formula (I): in which: - W is a sulfur or oxygen atom or an S = O group, - A represents O or S, -n = 0 or 1, - B represents N (R5) or O or S or C (R5) (R6) or SO2 or C = O, - R1 and R2, which are identical or different, represent- H, provided that one of the 2 groups other than H or - an alkyl or haloalkyl radical having 1 to 6 carbon atoms or an alkoxyalkyl, alkylthioalkyl, alkylsulfonylalkyl, monoalkylaminoalkyl, alkenyl or alkynyl radical containing 2 to 6 carbon atoms or a dialkylaminoalkyl or cycloalkyl radical having 3 to 7 carbon alkyl or carbon alkyl phenyl, naphthyl, thienyl, furyl, pyridyl, benzothienyl, benzofuryl, quinolinyl, isoquinolinyl or methylenedioxyphenyl, optionally substituted with 1 to 3 groups selected from R7 or - arylalkyl, aryloxyalkyl, arylthioalkyl or arylsulfonylalkylalkyl or- R1 and R2 may form, with carbon to which they are attached to a ring, carbocycle or heterocycle having from 5 to 7 atoms, it is possible for these rings to be fused to phenyl, optionally substituted with 1 to 3 groups selected from R7; 6 carbon atoms, or alkoxyalkyl, alkylthioalkyl, alkylsulfonylalkyl, haloalkyl, cyanoalkyl, thiocyanatoalkyl, oxoalkyl, alkenyl or alkynyl group of 2 to 6 carbon atoms or dialkylaminoalkyl, alkoxycarbonylalkyl or N , An N-dialkylcarbamoylalkyl group of 4 to 8 carbon atoms or an arylalkyl group, wherein the alkyl moiety is a radical of 1 to 6 carbon atoms and the aryl moiety is phenyl, naphthyl, thienyl, furyl or pyridyl, optionally substituted with 1 to 3 groups selected from - R4 represents: - a hydrogen atom when n is 1 or an alkyl group containing 1 to 6 carbon atoms or an alkoxyalkyl, alkylthioalkyl, haloalkyl, cyanoalkyl, thiocyanatoalkyl, alkenyl or alkynyl group of 2 to 6 carbon atoms and li- dialkylaminoalkyl, alkoxycarbolinylalkyl or N-alkylcarbamoylalkyl group of 3 to 6 carbon atoms or-N, N-dialkylcarbamoylalkyl group of 4 to 8 carbon atoms or aryl radical containing phenyl, naphthyl, thienyl, pyridylpyridine pyrazinyl, benzothienyl, benzofuryl, quinolinyl, isoquinolinyl or methylenedioxyphenyl, optionally substituted with 1 to 3 groups selected from R7, or-arylalkyl, aryloxyalkyl, arylthioalkyl or arylsulfonylalkyl radical, the terms aryl and alkyl having the amino acid defined above different groups selected from: - alkyl radicals from 1 to 6 carbon atoms, - alkoxyalkyl, alkenyl or alkynyl radicals from 3 to 6 carbon atoms, - cycloalkyl radical from 3 to 7 carbon atoms, - arylalkyl, as defined above, phenyl or naphthyl radical , optionally substituted with 1 to 3 groups selected from R7, or a thienylmethyl or furfuryl radical-pyrrolidino, piperidino, morpholino or piperazino group optionally substituted

HR921456A 1991-12-20 1992-12-22 2-imidazoline-5-one and 2-imidazoline-5-thiones derivatives as fungicides HRP921456B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9116200A FR2685328B1 (en) 1991-12-20 1991-12-20 DERIVATIVES OF 2-IMIDAZOLINE-5-ONES AND 2-IMIDAZOLINE-5-THIONES FUNGICIDES.

Publications (2)

Publication Number Publication Date
HRP921456A2 HRP921456A2 (en) 1995-08-31
HRP921456B1 true HRP921456B1 (en) 2007-04-30

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ID=9420553

Family Applications (1)

Application Number Title Priority Date Filing Date
HR921456A HRP921456B1 (en) 1991-12-20 1992-12-22 2-imidazoline-5-one and 2-imidazoline-5-thiones derivatives as fungicides

Country Status (32)

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EP (1) EP0551048B1 (en)
JP (1) JP3462516B2 (en)
KR (1) KR100263576B1 (en)
CN (1) CN1035594C (en)
AP (1) AP405A (en)
AT (1) ATE221878T1 (en)
AU (2) AU651021B2 (en)
BR (1) BR9204699A (en)
CA (1) CA2085192C (en)
CZ (1) CZ287207B6 (en)
DE (1) DE69232719T2 (en)
DK (1) DK0551048T3 (en)
EC (1) ECSP920893A (en)
EG (1) EG19910A (en)
ES (1) ES2176186T3 (en)
FI (1) FI119732B (en)
FR (1) FR2685328B1 (en)
HR (1) HRP921456B1 (en)
HU (1) HU215384B (en)
IL (2) IL104091A (en)
MA (1) MA22747A1 (en)
MX (1) MX9207383A (en)
MY (1) MY110823A (en)
NZ (1) NZ245489A (en)
PL (1) PL170819B1 (en)
PT (1) PT551048E (en)
RU (1) RU2111207C1 (en)
SI (1) SI9200391B (en)
SK (1) SK283470B6 (en)
TW (1) TW267928B (en)
YU (1) YU49164B (en)
ZA (1) ZA929772B (en)

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DE3931907A1 (en) * 1989-09-25 1991-04-04 Henkel Kgaa AQUEOUS LACQUER SPRAY PROTECTIVE COATING FOR SPRAY CABINS AND METHOD FOR THE PRODUCTION THEREOF
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FR2706456B1 (en) * 1993-06-18 1996-06-28 Rhone Poulenc Agrochimie Optically active derivatives of 2-imidazoline-5-ones and 2-imidazoline-5-thiones fungicides.
FR2685328B1 (en) * 1991-12-20 1995-12-01 Rhone Poulenc Agrochimie DERIVATIVES OF 2-IMIDAZOLINE-5-ONES AND 2-IMIDAZOLINE-5-THIONES FUNGICIDES.
FR2706455B1 (en) * 1993-06-18 1995-08-04 Rhone Poulenc Agrochimie Optically active derivatives of 2-imidazoline-5-ones and 2-imidazoline-5-thiones fungicides.
US6002016A (en) * 1991-12-20 1999-12-14 Rhone-Poulenc Agrochimie Fungicidal 2-imidazolin-5-ones and 2-imidazoline-5-thiones
EP1008589A1 (en) * 1992-05-22 2000-06-14 E.I. Du Pont De Nemours & Company Incorporated Fungicidal imidazolinones
US6008370A (en) * 1992-11-25 1999-12-28 Rhone-Poulenc Agrochimie Fungicidal-2-alkoxy/haloalkoxy-1-(mono- or disubstituted)amino-4,4-disubstituted-2-imidazolin-5-ones
FR2716192B1 (en) * 1994-02-17 1996-04-12 Rhone Poulenc Agrochimie 2-Imidazoline-5-ones fungicidal derivatives.
AU1892495A (en) * 1994-03-09 1995-09-25 Rhone-Poulenc Agrochimie Pesticide substituted 2-imidazolinones
FR2721022B1 (en) * 1994-06-10 1996-07-19 Rhone Poulenc Agrochimie Derivatives of 5-imino 2-imidazolines fungicides.
FR2722499B1 (en) * 1994-07-13 1996-08-23 Rhone Poulenc Agrochimie NEW 2-IMIDAZOLINE-5-ONES FUNGICIDE DERIVATIVES
FR2722652B1 (en) * 1994-07-22 1997-12-19 Rhone Poulenc Agrochimie FUNGICIDE COMPOSITION COMPRISING A 2-IMIDAZOLINE-5-ONE
EP0760239A3 (en) * 1995-09-01 1999-04-14 Pfizer Inc. Therapeutic agents for use in cancer therapy
FR2751327A1 (en) 1996-07-22 1998-01-23 Rhone Poulenc Agrochimie INTERMEDIATES FOR THE PREPARATION OF 2-IMIDAZOLINE-5-ONES
UA61064C2 (en) * 1997-12-02 2003-11-17 Рон-Пуленк Агро Synergic fungicidal composition containing 2-іnidazolin-5-оn and a method of controlling the phytopathogenic fungi of crops
UA70327C2 (en) 1998-06-08 2004-10-15 Баєр Акціенгезельшафт Method of combating phytopathogenic diseases on crop plants and a fungicidal composition
FR2783401B1 (en) * 1998-09-21 2000-10-20 Rhone Poulenc Agrochimie NEW FUNGICIDAL COMPOSITIONS
EP1092712A1 (en) * 1999-10-13 2001-04-18 E.I. Du Pont De Nemours And Company Process for preparing fungicidal oxazolidinones and imidazolinones
ES2345980T3 (en) 2002-04-24 2010-10-07 Basf Se EMPLOYMENT OF CERTAIN ALCOHYL ALCOXYLATES AS ASSISTANTS FOR THE AGRICULTURAL TECHNICAL AREA.
CN101863835B (en) * 2010-06-29 2012-10-10 渤海大学 Synthesis method of S-substituted-5,5-diphenyl-2-thiohydantoin derivatives
CN103081915A (en) * 2011-11-07 2013-05-08 深圳诺普信农化股份有限公司 Bactericidal composition
EP2622961A1 (en) 2012-02-02 2013-08-07 Bayer CropScience AG Acive compound combinations

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FR2329276A1 (en) * 1975-10-29 1977-05-27 Roussel Uclaf NEW SUBSTITUTES IMIDAZOLIDINES, METHOD OF PREPARATION, APPLICATION AS A MEDICINAL PRODUCT AND COMPOSITIONS CONTAINING THEM
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FR2685328B1 (en) * 1991-12-20 1995-12-01 Rhone Poulenc Agrochimie DERIVATIVES OF 2-IMIDAZOLINE-5-ONES AND 2-IMIDAZOLINE-5-THIONES FUNGICIDES.
FR2706456B1 (en) * 1993-06-18 1996-06-28 Rhone Poulenc Agrochimie Optically active derivatives of 2-imidazoline-5-ones and 2-imidazoline-5-thiones fungicides.
EP1008589A1 (en) * 1992-05-22 2000-06-14 E.I. Du Pont De Nemours & Company Incorporated Fungicidal imidazolinones

Also Published As

Publication number Publication date
DK0551048T3 (en) 2002-12-02
JPH05271198A (en) 1993-10-19
FI925763A0 (en) 1992-12-18
AP405A (en) 1995-09-03
KR100263576B1 (en) 2000-08-01
PT551048E (en) 2002-12-31
JP3462516B2 (en) 2003-11-05
EP0551048B1 (en) 2002-08-07
AU671389B2 (en) 1996-08-22
IL121465A0 (en) 1998-02-08
CZ375392A3 (en) 1993-09-15
ATE221878T1 (en) 2002-08-15
DE69232719D1 (en) 2002-09-12
PL170819B1 (en) 1997-01-31
AU651021B2 (en) 1994-07-07
YU49164B (en) 2004-05-12
SK375392A3 (en) 1995-02-08
HU9204030D0 (en) 1993-04-28
FI925763A (en) 1993-06-21
MA22747A1 (en) 1993-07-01
MX9207383A (en) 1993-06-01
SI9200391A (en) 1993-06-30
ES2176186T3 (en) 2002-12-01
SK283470B6 (en) 2003-08-05
AP9200466A0 (en) 1993-01-31
FR2685328B1 (en) 1995-12-01
CA2085192C (en) 2007-02-20
HRP921456A2 (en) 1995-08-31
YU109092A (en) 1995-10-03
HUT69748A (en) 1995-09-28
CA2085192A1 (en) 1993-06-21
ZA929772B (en) 1993-06-14
IL104091A0 (en) 1993-05-13
AU3031092A (en) 1993-07-01
TW267928B (en) 1996-01-11
MY110823A (en) 1999-05-31
AU7449994A (en) 1995-01-05
PL297064A1 (en) 1993-12-13
FR2685328A1 (en) 1993-06-25
DE69232719T2 (en) 2003-04-03
IL104091A (en) 1998-06-15
EG19910A (en) 1996-05-31
NZ245489A (en) 1996-03-26
CZ287207B6 (en) 2000-10-11
ECSP920893A (en) 1994-02-02
FI119732B (en) 2009-02-27
EP0551048A1 (en) 1993-07-14
CN1074215A (en) 1993-07-14
BR9204699A (en) 1993-06-22
RU2111207C1 (en) 1998-05-20
CN1035594C (en) 1997-08-13
SI9200391B (en) 2002-02-28
HU215384B (en) 1999-04-28

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