Substituted phenylcarbamic acid alkyl esters were shown to be active against HSV-1 and HSV-2. Among them, 4-(2,6-dichlorophenylsulfamoyl)phenylcarbamic acid pentyl ester appeared to be the lead compound on the basis of Hansch and Free-Wilson QSAR methods. Optimization of the synthesis conditions of the above compound allowed obtaining a low toxic drug comparable to acyclovir in terms of antiherpes activity. The molecular docking study evidenced, that the potential target for the lead compound is thymidine kinase of herpes simplex viruses I and II.
A series of 6-arylaminopyrimidine-2,4(1H,3H)-diones were synthesized via transamination of 6-aminouracil. Among the target compounds, 3-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)aminobenzoic acid methyl ester proved to be an effective endogenous interferon inducer. During biological evaluation followed by a patenting procedure, the ester was assigned the ImmuVag international nonproprietary name.
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