[Newer antimycotics. VII. N-aryl-dithiocarbamic-esters and carbylaminochlorides (author's transl)].

Abstract

A number of N-aryl-dithiocarbamic-esters and their N-methyl-derivatives are produced and the fungistatic action of these compounds compared with one another. It was demonstrated that N-aryl-dithiocarbamic-esters exert an intensive fungistatic action with a wide spectrum of activity, but their N-methyl-derivatives are in this respect totally inactive. The N-aryl-dithiocarbamic-esters are transformed easily into arylisothiocyanates, but their N-methyl-derivatives are unable to effect such transformation. These facts provide an indirect evidence of N-aryl-dithiocarbamic-esters to exert their fungistatic effect indeed by the formation of arylisothiocyanates in situ. The fungistatic action of a number of aryl- and aralkyl-carbylaminchlorides, respectively, was examined. The fungistatic effect of the corresponding aryl- and aralkyl-isothiocyanates was examined in parallel to decide whether a difference between these two similar types of compounds in the intensity of their fungistatic effect exists. It was demonstrated that the examined aryl- and aralkyl-carbylaminchlorides exert an intensive fungistatic effect, but their fungistatic activity is less intensive than that of the corresponding aryl- and aralkyl-isothiocyanates. It was furthermore demonstrated that the fungistatic activity of aryl-isothiocyanates is considerably increased by a chlorine atom in the meta or para position or by a bromine atom in the para position of their molecules, but the fungistatic action of the aryl-carbylaminchlorides is significantly decreased by this on the contrary, the fungistatic activity of both series of compounds is increased by 3,4-dichloro substitution.