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Synthesis and anti-HIV activity of new chiral 1,2,4-triazoles and 1,3,4-thiadiazoles

✍ Scribed by Tashfeen Akhtar; Shahid Hameed; Najim A. Al-Masoudi; Khalid M. Khan

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 149 KB
Volume: 18
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20282

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✦ Synopsis

Abstract

5‐substituted 4‐(4‐chlorophenyl)‐4H‐1,2,4‐triazol‐3‐thiones 3 and 2‐substituted 5‐(4‐chlorophenylamino)‐1,3,4‐thiadiazoles 4 were prepared from the intermediate thiosemicarbazides 2 under basic and acidic conditions, respectively. The thiosemicarbazides, in turn, were prepared by the reaction of hydrazides 1 with 4‐chlorophenylisothiocyanate in MeOH. Some of the new synthesized compounds were assayed against HIV‐1 and HIV‐2 in MT‐4 cells. All the compounds were inactive except 3f, which showed an EC~50~ value of 23.9 μg/mL and 9.9 μg/mL against HIV‐1 and HIV‐2 with a therapeutic index of 3 and 7, respectively. It means that compound 3f was cytotoxic to MT‐4 cells at CC~50~ of 72.7 μg/mL in both strains. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:316–322, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20282

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