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Arzneimittelforschung ; 52(11): 833-9, 2002.
Article in English | MEDLINE | ID: mdl-12489255

ABSTRACT

In a one pot procedure, 18 compounds of 7-(substituted phenyl)-2-substituted-6,7-dihydro-4H-[1,2,4]triazolo[1,5-a] pyrimidin-5-one derivatives (16-33) have been synthesized. 3(5)-Amino-5(3)-substituted-1,2,4-triazole derivatives (7-12) were used as synthomes which were cyclo-condensed by fusion with substituted methyl cinnamate esters (13-15) to afford the target compounds (16-33). In an effort to develop new non-nucleoside antiviral agents, compounds 16-33 were evaluated for their anti-HIV-1 and anti-HSV-1 activities. Complete inhibition of the proliferation of HIV-1 viruses was achieved by compounds 22, 23 and 24 at concentrations of 25, 25 and 50 micrograms/ml, respectively. 7-Phenyl-2-(n-pentyl)-6,7-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one (19) exhibited potential activity against HSV-1 with 88% reduction in the viral plaques. The suggested marked specificity of this class of compounds as anti-HIV-1 and HSV-1 agents is discussed.


Subject(s)
Anti-HIV Agents/chemical synthesis , Anti-HIV Agents/pharmacology , Antiviral Agents/chemical synthesis , Antiviral Agents/pharmacology , HIV-1/drug effects , Herpesvirus 1, Human/drug effects , Pyrimidines/chemical synthesis , Pyrimidines/pharmacology , Cell Line , Crystallization , Humans , Indicators and Reagents , Magnetic Resonance Spectroscopy , Solvents , Spectrophotometry, Infrared , Viral Plaque Assay
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