1,2,3-thiadiazole thioacetanilides. Part 2: Synthesis and biological evaluation of a new series of 2-{[4-(3,4-dichlorophenyl)-1,2,3-thiadiazol-5-yl]sulfanyl}acetanilides as HIV-1 inhibitors

Chemistry & Biodiversity
Peng ZhanErik De Clercq

Abstract

As part of our studies to discover new HIV-1 reverse transcriptase inhibitors, a series of 3,4-dichlorophenyl substituted 1,2,3-thiadiazole thioacetanilide (TTA=[(1,2,3-thiadiazole-5-yl)sulfanyl]acetanilide) derivatives were synthesized, and in vitro anti-HIV activity was evaluated. The results revealed that nearly half of the compounds show moderate-to-good inhibitory potency against HIV-1. In particular, compound 7f is highly potent, with an EC(50) value of 0.95+/-0.33 microM. The preliminary structure-activity relationship among the newly synthesized congeners is discussed.

References

Aug 1, 1988·Journal of Virological Methods·R PauwelsE De Clercq
Apr 1, 1985·Journal of Medicinal Chemistry·E W ThomasD J Williams
Apr 12, 2002·Current Pharmaceutical Design·Giuseppe CampianiEttore Novellino
Jun 9, 2004·The International Journal of Biochemistry & Cell Biology·Erik De Clercq
Mar 4, 2005·Journal of Medicinal Chemistry·Erik De Clercq
Mar 1, 2006·Bioorganic & Medicinal Chemistry Letters·Ester MuragliaVincenzo Summa
Jun 30, 2006·Bioorganic & Medicinal Chemistry Letters·Martha De La RosaJean-Luc Girardet
Apr 25, 2007·Bioorganic & Medicinal Chemistry Letters·Jeff A O'MearaChristiane Yoakim
Dec 1, 2007·Nature Reviews. Drug Discovery·Erik De Clercq
Oct 1, 2008·Bioorganic & Medicinal Chemistry Letters·Peng ZhanErik De Clercq
Apr 11, 2009·Journal of Medicinal Chemistry·Yunxiang LuWeiliang Zhu
Jul 16, 2009·Mini Reviews in Medicinal Chemistry·Peng ZhanErik De Clercq
Sep 15, 2009·Current Medicinal Chemistry·Peng ZhanErik De Clercq

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Citations

Apr 5, 2011·Expert Opinion on Therapeutic Patents·Peng Zhan, Xinyong Liu
Dec 16, 2016·Expert Opinion on Therapeutic Patents·Kamal M Dawood, Thoraya A Farghaly
Mar 29, 2014·Chemical Biology & Drug Design·Diwakar RaiXinyong Liu

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