Synthesis and antifungal activity of imidazole-1-carboxylates
1992
Imai, T. | Takao, H. | Yamaguchi, K. | Uchida, T. | Goto, T. | Umetsu, N.
A series of imidazole-1-carboxylates was prepared by reacting various alcohols with trichloromethyl chloroformate and imidazole or N',N'-carbonyl-diimidazole. They were tested for fungitoxic activity in vitro against two phytopathogenic fungi. Botrytis cinerea (grey mould) and Gibberella fujikuroi, and for preventive efficacy against grey mould on cucumber leaves. 1-(4-Substituted phenoxymethyl)-2,2-dimethylpropylimidazole-1-carboxylates showed excellent in vitro activity against B. cinerea, and moderate activity against G. fujikuroi, and some of them also effectively controlled grey mould in vivo. A 1H-1,2,4-triazole derivative corresponding to an imidazole derivative did not have any activity, while a thiocarboxylate corresponding to an imidazole carboxylate showed excellent activity against both B. cinerea and G. fujikuroi.
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