I. Sych, L. Perekhoda, T. Tsapko
Jan 7, 2016
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Abstract
The study is devoted to the design and synthesis of new 2,5-disubstituted 1,3,4-thiadiazoles 3a-k as a promising multi-targeted pharmacological scaffold. Heterocyclization of acylated thiosemicarbazides 1a-i with carbon disulfide lead to the intermediate 5-R-carbonylamino-1,3,4-thiadiazol-2-thioles 2a-i . Further S-alkylation of compounds 2a-i with chloroacetic acid amides and ethyl ester allowed to obtain the target 5-R-carbonylamino-1,3,4-thiadiazol-2-yl-sulfanylacetic acid derivatives 3a-k. The developed method could be used for producing of molecular diversity of disubstituted 5-amino-1,3,4-thiadiazol-2-thiols via variation of substituents on both functional groups. Synthesized compounds are discussed as prospective anticonvulsants and antiproliferative agents.