Abstract:
Carbamic acid esters are provided which, inter alia, have anthelmintic action against nematodes and fungicidal activity against Aspegillus niger, fumigatus and nidulans, Trichophyton species and Candida albicans at concentrations as low as 4 gamma /ml. The esters have the formula:
Y is hydrogen or alkyl, A and B are the same or different and are each hydrogen, halogen, nitro, lower alkyl or lower alkoxy, M AND N ARE 1 OR 2, AND R is substituted or unsubstituted aliphatic, aralkyl, aryl or heterocyclic, and are prepared by reacting an amine of the formula:
Y is hydrogen or alkyl, A and B are the same or different and are each hydrogen, halogen, nitro, lower alkyl or lower alkoxy, and M AND N ARE 1 OR 2, WITH A CARBONIC ACID DERIVATIVE OF THE FORMULA: IN WHICH R is unsubstituted or substituted aliphatic, aralkyl, aryl, or a heterocyclic radical, and D is halogen, OR1 or WHEREIN R1 and R2 are the same or different and have any of the above meanings of R, or R and D further being the residual constituents of the ring system of glycol carbonate and benzocatechol carbonate.
Abstract:
2-(4-Aminophenylimino) derivatives of thiazolidine and -4H-5,6dihydro-1,3-thiazines, the corresponding amide and sulfonamide derivatives, and the salts thereof are anthelmintic agents. The compounds, of which 2-(4-aminophenylimino)-N-methylthiazolidine is a typical embodiment, are prepared through cyclization of a thiourea, optionally with subsequent hydrolysis, alkylation or acetylation.