Studies on Sulfur-containing Carbonates and Their Pesticidal Activities

Abstract

Several S-substituted-benzyl O-substituted-benzyl dithiocarbonates were synthesized and their acaricidal activities with Tetranychus urticae Koch were examined. Some dithiocarbonates, such as S-benzyl O-4-chlorobenzyl dithiocarbonate, S-benzyl O-4-bromobenzyl dithiocarbonate, S-benzyl O-3-methoxylbenzyl dithiocarbonate, S-3-methylbenzyl O-4-chlorobenzyl dithiocarbonate and S-3-methoxybenzyl O-4-chlorobenzyl dithiocarbonate, showed high ovicidal activities.

Various S-benzyl O-substituted-phenyl dithiocarbonates together with some related compounds were prepared and their biological activities were evaluated. Among them, S-benzyl O-phenyl-, S-benzyl O-2-acetylphenyl- and S-benzyl O-4-methylthiophenyl-dithiocarbonates showed high ovicidal activity to the two spotted spider mite, Tetranychus urticae Koch. S-Benzyl O-2-alkylphenyl-, S-benzyl O-2-allylphenyl- and S-benzyl O-2-dimethyl-aminomethylphenyl-dithiocarbonates showed herbicidal activities to barnyardgrass and radish. S-Benzyl O-4-alkylphenyl dithiocarbonate was herbicidal only to radish. Some structure-activity relationships are discussed.

Several thionocarbonates were synthesized and their antifugal activities were examined. O-Benzyl O-4-nitrophenyl thionocarbonate, O-benzyl O-3-nitrophenyl thionocarbonate and O-benzyl O-4-acetylphenyl thionocarbonate showed excellent activities to Pellicularia sasakii. O-Benzyl O-2- and 4-acetylphenyl thionocarbonate showed the highest activities to Pyricularia oryzae.