C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/251, 260/277
C07D 233/54 (2006.01) A01N 25/00 (2006.01) C07C 17/26 (2006.01) C07C 33/50 (2006.01) C07D 233/68 (2006.01) C07D 233/91 (2006.01)
Patent
CA 1065323
ABSTRACT This disclosure describes novel aralkyl imidazoles, their acid addition salts, their metal salt complexes and processes for their preparation. These compounds possess biological activity and in particular are useful as systemic protectant/eradicant fungicidal agents for controlling plant diseases caused by fungi and as plant growth regulators. The metal complex salts of these compounds are particularly useful in their ability to reduce undesirable plant growth regulatory activity and phytotoxicity while retaining their ability for controlling platn diseases caused by fungi. The above-mentioned aralkyl imidazoles have the structural formula: Image wherein Z is a phenyl, naphthyl, biphenyl, acenaphthenyl, indanyl, indolyl, pyridyl, pyrimidyl, pyrryl, furyl or thienyl group, said group being either unsubstituted or substituted with 1 to 3 substituents selected from the group consisting of (C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio: R1 is hydrogen, (C1-C10) alkyl, (C2-C12) alkenyl, (C7-C9) aralkyl which is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of (C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio, a phenyl group which is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of (C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio, (C3-C7) cycloalkyl or (C5-C7) cycloalkenyl; R2 is (C1-C10) alkyl, (C2-C12) alkenyl, (C7-C9) aralkyl which is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of (C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio, a phenyl group which is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of (C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio, (C3-C7) cycloalkyl or (C5-C7) cycloalkenyl; or R1 and R2 taken together form (C3-C8) cycloalkyl; A and B are divalent (C1-C5) alkylene groups; X is (C1-4) alkyl, halogen or nitro; a is 0 to 3; n is 0 or 1; n' is 0 or 1; and n plus n' is 1 or 2; provided that when Z is unsubstituted phenyl, R1 is hydrogen, A is methylene and n' is 0, then R2 is (C4-C10) alkyl, C2-C12) alkenyl, (C7-C9) aralkyl which is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio, a phenyl group which is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of (C1-C4) alkyl, methoxy, ethoxy, chloro, fluoro, bromo, iodo, nitro, amino and methylthio, (C3-C7) cycloalkyl or (C5-C7) cyclo- alkenyl; and acid addition salts thereof.
244948
Carley Harold E.
Chan Hak-Foon
Miller George A.
Owen Ronald P.
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