Synthesis, antifungal activity and SAR of N-substituted and N,N-disubstituted 2,4-dihydroxythiobenzamides

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  • N-置換およびN,N-二置換2,4-dihydroxythiobenzamide類の合成, 抗菌活性および構造活性相関

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Abstract

N-Substituted and N,N-disubstituted 2,4-dihydroxythiobenzamides were synthesized and their fungistatic properties were examined. The compounds were prepared by reacting sulfinyl-bis-(2,4-dihydroxythiobenzoyl) with primary or secondary amines. The activities of the derivatives against five phytopathogenic fungi were measured in vitro. The growth-inhibitory activity of these compounds depends mainly on their lipophilicity. Parabolic relationships between growth-inhibitory activity and lipophilicity (calculated n-octanol-water partition coefficient and log kw from reversed phase chromatography) were found. The influence of the type of N-substitution on the character of the thioamide bond was analyzed based on 1H NMR, MS and IR spectra. © Pesticide Science Society of Japan

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