Synthesis and antiviral activity of [(9-R1-10-R2-3-R-2-oxo-2H-[1,2,4]-triazino[2,3-c]quinazolin-6-yl)thio]acetamides derivatives with the fragments of carcass amines

Abstract

Alkylation of potassium 9-R1-10-R2-3-R-2-oxo-2Н-[1,2,4]triazino[2,3 с]quinazolin-6-thiolates by N-cycloalkyl-(cycloalkylaryl-)-2-chloracetamides and interaction of [(9-R1-10-R2-3-R-2-оxo-2H-[1,2,4]triazino[2,3-с]quinazolin-6-yl) thio]acetiс acids imidazolides and chloranhydrides with carcass amines yielded the corresponding amides. The structures of the compounds synthesized have been confirmed by 1H, 13C NMR, LC–MS and EI-MS analysis.
The features of 1H, 13C NMR, LC–MS and EI-MS spectra have been described, and characteristic signals have been identified. The compounds synthesized have been studied for their antiviral activity. The results of the antiviral assay have shown that some compounds exhibit a moderate and high activity against the strains studied.
The correlation between the structure and the antiviral action has been also discussed. According to the data obtained the conclusion can be made that the combination of carcass amine moieties with the fragment of little known [(9-R1-10-R2-3-R-2-оxo-2H-[1,2,4]-triazino[2,3-с]quinazolin-6-yl)thio]асetic acid results in compounds with a high antiviral activity. High indicators of the antiviral activity of compounds 3.2 and 3.14 against Influenza Type A H3N2 allow to suppose the expediency of further chemical modification of [1,2,4]triazino[2,3-с]quinazoline directed to obtaining new antiviral agents.