Synthesis of 2,4-Disubstituted Thiazoles and Selenazoles as Potential Antifilarial and Antitumor Agents. 2. 2-Arylamido and 2-Alkylamido Derivatives of 2-Amino-4-(isothiocyanatomethyl)thiazole and 2-Amino-4-(isothiocyanatomethyl)selenazole

Yatendra Kumar, Rachel Green, Dean S. Wise, Linda L. Wotring, Leroy B. Townsend

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of a series of 2-arylamido and 2-alkylamido derivatives of 2-amino-4-(isothiocyanatomethyl)thiazole and 2-amino-4-(isothiocyanatomethyl)selenazole is described. In vitro antiproliferative evaluations were carried out using L1210 cells. The 2-(alkylamido)thiazole derivatives were moderately antiproliferative, with IC50's of 4–8 µM. A significant increase in activity was obtained for the arylamido derivatives, with IC50's of 0.2–1 µM. The results obtained for the selenazoles were similar to those for the thiazoles. 2-Benzamido-4-(isothiocyanatomethyl)-thiazole (19) was found to be a potent inhibitor of GMP synthetase. None of the compounds prepared in this study demonstrated antifilarial activity.

Original languageEnglish (US)
Pages (from-to)3849-3852
Number of pages4
JournalJournal of medicinal chemistry
Volume36
Issue number24
DOIs
StatePublished - 1993
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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