A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles as potent cytotoxic agents

Dalip Kumar, N. Maruthi Kumar, Brett Noel, Kavita Shah

Research output: Contribution to journalArticle

32 Scopus citations

Abstract

A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles 6a-v were prepared and studied for their anticancer activity against selected human cancer cell lines. The reaction of indolylhydrazides 3a-h with a variety of aryl isothiocyanates 4 afforded the key intermediate thiosemicarbazides 5a-v, which upon treatment with acetyl chloride produced the 2-arylamino-5-(indolyl)-1,3,4- thiadiazoles 6a-v in good yields. Most of the synthesized compounds showed selective cytotoxicity towards human breast cancer cell line (MDA-MB-231). Of the synthesized 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles, compound 6f is the most potent towards tested cancer cell lines (IC50 = 0.15-1.18 μM).

Original languageEnglish (US)
Pages (from-to)432-438
Number of pages7
JournalEuropean Journal of Medicinal Chemistry
Volume55
DOIs
StatePublished - Sep 1 2012

Keywords

  • 1,3,4-Thiadiazoles
  • 2-Arylamino-1,3,4-thiadiazoles
  • Cytotoxic agents
  • Indolyl heterocycles

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