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 language | English (US) |
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Pages (from-to) | 432-438 |
Number of pages | 7 |
Journal | European Journal of Medicinal Chemistry |
Volume | 55 |
DOIs | |
State | Published - Sep 2012 |
Externally published | Yes |
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