The antifungal activity of alkyl benzimidazol‐2‐ylcarbamates and related compounds

Abstract

The fungistatic activity against Penicillium digitatum and Diplodia natalensis decreased slightly in ascending a homologous series of alkyl esters of benzimidazol‐2‐ylcarbamic acid from the methyl ester (carbendazim) to the pentyl ester; the hexyl and octyl esters were inactive. 2‐(Acylamino)benzimidazoles were slightly less active than the analogous alkyl benzimidazol‐2‐ylcarbamates. Introduction of a methylene bridge between the benzimidazole ring and the 2‐methoxycarbonylamino group abolished antifungal activity. Methylation of either the carbamate nitrogen or an imidazole nitrogen of carbendazim produced inactive compounds. Replacement of the benzimidazole ring of carbendazim with various other ring systems was accompanied by marked reduction in antifungal activity.

Effects of several postharvest fungicide treatments on the quality and ripeness of cold-stored apples

“…), and they must be explained with a structure/activity studies of carbendazim analogues reported by Eckert and Rahm (1979). Imazalil has a different biochemical mode of action and structure (Eckert and Rahm, 1979), showing the most important effects on apple ripeness in both cultivars studied.…”

“…The different biochemical mode of action of each product produced different effects in the apple quality and ripeness param-' eters (Brix degrees, acidity, total sugars, etc. ), and they must be explained with a structure/activity studies of carbendazim analogues reported by Eckert and Rahm (1979). Imazalil has a different biochemical mode of action and structure (Eckert and Rahm, 1979), showing the most important effects on apple ripeness in both cultivars studied.…”