2006 Volume 31 Issue 1 Pages 14-22
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