Synthesis and antifungal activity of novel 2,5-disubstituted-1,3,4-oxadiazoles containing benzimidazole moiety

Abstract

Eighteen novel compounds of 2,5-disubstituted-1,3,4-oxadiazoles containing benzimidazole moiety were synthesized from 1H-benzimidazole-2-carbohydrazide, carbon disul de and alkyl halide or benzyl halide by multi-step reactions. e structures of the target compounds were conrmed by IR, 1 H-NMR spectra and elemental analyses. Preliminary antifungal activities against Botrytis cinerea and Sclerotinia sclerotiorum were also evaluated by the mycelium growth rate method, and the results indicated that many target compounds possess excellent antifungal activity, even higher than the control fungicide (carbendazim).

Synthesis and fungicidal activity of novel benzimidazole derivatives bearing pyrimidine‐thioether moiety against Botrytis cinerea

“…16 However, the thioether moiety in drug molecules might decrease the lipophilicity and increase the opportunity for hydrogen bond between drug and target enzyme, which is beneficial to enhance the affinity and improve the bioactivity. 20,21 With the encouragement of these results, and in an attempt to extend our previous study on the synthesis and antifungal activity of benzimidazole and pyrimidine derivatives, [22][23][24][25] we herein chose carbendazim as the lead compound, and replaced its carbamate group with phenylpyrimidine moiety and introduced a thioacetamide motif to the pyrimidine ring at the same time. Thus, a series of benzimidazole derivatives bearing pyrimidine and thioether moieties were designed and synthesized (Fig.…”