Improved Synthesis, Antibacterial Activity and Potential Carcinogenicity of 5‐Amino‐1,2,4‐thiadiazol‐3(2H)‐one.

Abstract

Thiadiazole derivatives R 0300Improved Synthesis, Antibacterial Activity and Potential Carcinogenicity of 5-Amino-1,2,4-thiadiazol-3(2H)-one. -Improved procedures for the synthesis of thiobiuret (II), some of its methyl derivatives [cf. (VI), (X), (XII)] and the title thiadiazole (III) are described. Moreover, studies on the reductive cleavage, the alkaline degradation course and the antibacterial activity of thiadiazole (III) as well as the potential carcinogenicity of all the compounds prepared are given. -(PISKALA, A.; VACHALKOVA, A.; MASOJIDKOVA, M.; HORVATHOVA, K.; OVESNA, Z.; PACES, V.; NOVOTNY*, L.; Pharmazie 59 (2004) 10, 756-762; Fac. Pharm., Kuwait Univ., 13110 Safat, Kuwait; Eng.) -M. Bohle 04-136

1-Benzoyl-2-thiobiuret

“…Within the framework of our interest in the synthesis of novel potential antimetablites of nucleic acid components which would possess cytostatic and/or antiviral activity, we have synthesized acylonuclesides (Parkanyi et al, 1989). Derivatives of 5-amino-2H-1,2,4-thiadiazol-3-one have recently arrested the attention on the antibacterial activity, potential carcinogenicity, and kinase inhibitor activity (Piskala et al, 2004;Castro et al, 2008). The title compound, 1-benzoyl-2-thiobiuret (I), is an intermediate for the formation of the thiobiuret which is a starting material to produce 5-amino-2H-1,2,4-thiadizolin-3-one via oxidative ring closure reaction.…”

“…For the biological activity of thiadiazole derivatives, see: Piskala et al (2004); Castro et al (2008). Table 1 Hydrogen-bond geometry (Å , ).…”