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 journalArticlepeer-review

35 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 2012

Bibliographical note

Funding Information:
The authors thank CSIR, New Delhi for the financial support and SAIF, Panjab University for providing analytical support. NMK also acknowledge the CSIR, New Delhi for the award of SRF.

Keywords

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

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