Substituted 3-benzylpyrazoles and their use as herbicides...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 231/20 (2006.01) A01N 43/56 (2006.01) A61K 31/415 (2006.01) C07D 401/10 (2006.01) C07D 401/12 (2006.01) C07D 403/10 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01)

Patent

CA 2270545

The invention relates to substituted 3-benzylpyrazoles of formula (I), their precursors of formulas (IIa), (IIb), (IIc), their byproducts of formula (III) as well as their salts, wherein R1 stands for H, C1-C4 alkyl, C1-C4 halogen alkyl, C1-C4 alkyl sulfonyl, C1-C4 halogen alkyl sulfonyl; R2 stands for C1-C4 alkyl, C1-C4 halogen alkyl, C1-C4 alkoxy, C1-C4 halogen alkoxy, C1-C4 alkyl thio, C1-C4 halogen alkyl thio, C1-C4 alkyl sulfinyl, C1-C4 halogen alkyl sulfinyl, C1-C4 alkyl sulfonyl, C1-C4 halogen alkyl sulfonyl; R3 stands for H, CN, NO2, halogen, C1-C4 alkyl, C1-C4 halogen alkyl; X1-X5 stands for chemical bond, optionally substituted methylene-, ethylene-, ethene-1,2-diyl or oxymethylene or thiamethylene chain linked through the heteroatom to the phenyl ring; R4-R8 stands for H, CN, NO2, halogen -O-Y1-R9, -O-CO-Y1-R9, -N(Y1- R9) (Y2-R10), -N(Y1-R9)-SO2-Y2-R10, -N(SO2-Y1-R9) (SO2-Y2-R10), -N(Y1-R9)-CO- Y2-R10, -N(Y1-R9) (O-Y2-R10), -S-Y1-R9, -SO-Y1-R9, -SO2-Y1-R9, -SO2-O-Y1-R9, - SO2-N(Y1-R9) (Y2-R10), -CO-Y1-R9, -C(=NOR11)-Y1-R9, -C(=NOR11)-O-Y1-R9, - C(=NOR11)-CO-O-Y1-R9, -CO-O-Y1-R9, -CO-S-Y1-R9, -CO-N(Y1-R9) (Y2-R10), -CO- N(Y1-R9) (O-Y2-R10); R12 stands C1-C4 alkyl, C1-C4 halogen alkyl. The invention further relates to the use of (I) as a herbicide, for the desiccation/defoliation of plants, and of (I), (IIa), (IIb), (IIc) and (III) for lowering the sugar content in blood.

L'invention concerne des 3-benzylpyrazoles substitués de formule (I), leurs précurseurs de formules (IIa), (IIb), (IIc) et leurs sous-produits de formule (III), ainsi que les sels de ces composés, formules dans lesquelles R?1¿ = H, alkyle en C¿1?-C¿4?, halogénoalkyle en C¿1?-C¿4?, alkylsulfonyle en C¿1?-C¿4?, halogénoalkylsulfonyle en C¿1?-C¿4?; R?2¿ = alkyle en C¿1?-C¿4?, halogénoalkyle en C¿1?-C¿4?, alcoxy en C¿1?-C¿4?, halogénoalcoxy en C¿1?-C¿4?, alkylthio en C¿1?-C¿4?, halogénoalkylthio en C¿1?-C¿4?, alkylsulfinyle en C¿1?-C¿4?, halogénoalkylthio en C¿1?-C¿4?, alkylsulfonyle en C¿1?-C¿4?, halogénoalkylsulfonyle en C¿1?-C¿4?; R?3¿ = H, CN, NO¿2?, halogène, alkyle en C¿1?-C¿4?, halogénoalkyle en C¿1?-C¿4?; X?1¿ - X?5¿ = liaison chimique, chaîne méthylène-, éthylène-, éthène-1,2-diyle ou chaîne oxyméthylène ou thiaméthylène liée au noyau phényle par l'intermédiaire de l'hétéroatome; R?4¿ - R?8¿ = H, CN, NO¿2?, halogène, -O-Y?1¿-R?9¿, -O-CO-Y?1¿-R?9¿, -N(Y?1¿-R?9¿) (Y?2¿-R?10¿), -N(Y?1¿-R?9¿)-SO¿2?-Y?2¿-R?10¿, -N(SO¿2?-Y?1¿-R?9¿) (SO¿2?-Y?2¿-R?10¿), -N(Y?1¿-R?9¿),-CO-Y?2¿-R?10¿, -N(Y?1¿-R?9¿) (O-Y?2¿-R?10¿), -S-Y?1¿-R?9¿, -SO-Y?1¿-R?9¿, -SO¿2?-Y?1¿-R?9¿, -SO¿2?-O-Y?1¿-R?9¿, -SO¿2?-N(Y?1¿-R?9¿) (Y?2¿-R?10¿), -CO-Y?1¿-R?9¿, -C(=NOR?11¿)-Y?1¿-R?9¿, -C(=NOR?11¿)-O-Y?1¿-R?9¿, C-(=NOR?11¿)-CO-O-Y?1¿-R?9¿, -CO-O-Y?1¿-R?9¿, -CO-S-Y?1¿-R?9¿, -CO-N(Y?1¿-R?9¿) (Y?2¿-R?10¿), -CO-N(Y?1¿-R?9¿) (O-Y?2¿-R?10¿); R?12¿ = alkyle en C¿1?-C¿4?, halogénoalkyle en C¿1?-C¿4?. L'invention concerne en outre l'utilisation des produits (I) comme herbicides, ainsi que pour la dessication et la défoliation des plantes, et des produits (I), (IIa), (IIb), (IIc), et (III) pour l'abaissement de la teneur en sucre du sang.

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