Berest G. 3-R-6-thio-6,7-dihydro-2Н-[1,2,4]triazino[2,3-с]quinazolin-2-оnes: synthesis, functionalization, physico-chemical and biological properties

The thesis is devoted to developing the methods of 3-R-6-thio-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]- quinazolin-2-ones and their S-derivatives synthesis, the establishment of their structure , the study of their physico-chemical and biological properties. These derivatives were synthesized by [5+1]cyclocondensation of 6-R-3-(2-aminophenyl)-1,2,4-triazin-5-ones with carbon disulfide and potassium ethylxantogenate. A series of unknown 6-[(R1-methyl)thio]-, 6-[(2-oxo-2-aryl)ethyl)thio]-, 6-[( -halogenoalkyl)thio]-, 6-[( -dialkylamino- (heterocyclyl)alkyl)thio]-3-R-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones, [(3-R-2-oxo-2H-[1,2,4]triazino[2,3-c]- quinazolin-6-yl)thio]acetic acids and their esters, N-cycloalkyl-(cycloalkaryl-, alkaryl -, aryl-, heteryl-)acetamides was obtained. The structure of synthesized compounds was confirmed by IR-, UV-, 1H, 13C NMR, LC-MS, MS spectra and X-ray analysis. The group of highly active compounds with antitumor, antiviral, antibacterial, antitubercular activities and with Photobacterium leiognathi Sh1 bioluminescence inhibition properties was selected on the basis of pharmacological studies. SAR-analysis, in silico methods of COMPARE analysis and molecular docking data identified the areas of further investigation and delineated molecular biological mechanisms of chemotherapeutic action.