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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
Author(s) -
Brzozowski Zdzislaw,
Sączewski Franciszek
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440144
Subject(s) - chemistry , human immunodeficiency virus (hiv) , in vitro , stereochemistry , cytotoxic t cell , amino acid , medicinal chemistry , biochemistry , virology , biology
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).