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Synthesis and anti-HIV activity of n-(3-amino-3,4-dihydro-4-oxopyrimidin-2-yl)-4-chloro-2-mercapto-5-methylbenzenesulfonamide derivatives

✍ Scribed by Zdzislaw Brzozowski; Franciszek Sączewski

Publisher: Journal of Heterocyclic Chemistry
Year: 2007
Tongue: English
Weight: 551 KB
Volume: 44
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570440144

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✦ Synopsis

Abstract

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A series of N‐(3‐amino‐3,4‐dihydro‐4‐oxopyrimidin‐2‐yl)‐4‐chloro‐2‐mercapto‐5‐methylbenzenesulfonamide derivatives 10‐17 have been synthesized as potential anti‐HIV agents. The in vitro anti‐HIV‐1 activity of these compounds has been tested at the national Cancer Institute (Bethesda, MD), and the structure‐activity relationships are discussed. The selected N‐[3‐amino‐3,4‐dihydro‐6‐(tert‐butyl)‐4‐oxothieno[2,3‐e]pyrimidin‐2‐yl]‐4‐chloro‐2‐metcapto‐5‐methylbenzenesulfonamide (14) showed good anti‐HIV‐1 activity with 50% effective concentration (EC~50~) value of 15 μM and weak cytotoxic effect (IC~50~ = 106 μM).

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