Abstract
The reaction of 6-(2-methylpropyl or 2-phenylpropyl)-2-thiouracil-5-carbonitriles (
) with various arylmethyl halides, 2-bromoethyl methyl ether, benzyl chloromethyl ether, and 2-bromomethyl-5-nitrofuran in
-dimethylformamide or acetone yielded the corresponding substituted thio-3,4-dihydro-4-oxopyrimidine-5-carbonitrile analogues
,
,
, and
, respectively. Treatment of
with phosphorus oxychloride and
-dimethylaniline yielded the 4-chloropyrimidine derivative
, which was allowed to react with various arylthiols, arylamines, and 1-substituted piperazines to yield the respective 4-arylthio
, 4-arylamino
, and 4-piperazino
derivatives. The newly synthesized compounds were tested for
activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus
. Compounds
,
,
,
,
, and
display marked antibacterial activity, particularly against the Gram-positive bacteria. None of these compounds are active against