The study is dedicated to the investigation of the direction of the interaction of 3-ami-no-1,2,4-triazole and 5-aminopyrazole with aliphatic enones and their synthetic precursors – carbonyl compounds and cyclic CH-acids depending on the synthesis conditions. Information on chemical properties of partially hydrogenated 1,2,4-triazolo[1,5-a]¬py-rimidine-7-ols, 3,7,7-trimethyl-4-phenyl- and -4-(phenylvinyl)-5H-pyrazolo[3,4-b]quinoline-5-on has also been expanded, and new methods of chemical modification on its basis were identified. Methods for the synthesis of previously not described 5,5,7-trimethyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-а]pyrimidin-7-oles, 7-aminosubstituted 5-phenyl-4,5,6,7-tetrahydro- and 5,5,7-trimethyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidines, new derivatives of 1-methyl-5-aryl-3,6,7,8-tetrahydrocyclopenta[d]pyrazolo[3,4-b]pyridines, 3,7,7-trimethyl-4-(arylvinyl)-5Н-pyrazolo[3,4-b]quinoline-5-ones, 3-alkyl-4-aryl-vinyl-4,6,7,8-tetrahydrocyclopenta[b]pyrazolo[4,3-e]pyridine-5(2H)-ones, 3-alkyl-4-arylvinyl-4,10-dihydroindeno[1,2-b]pyrazolo[4,3-e]pyridine-5(2H)-ones, pyrazolo[3,4-b]-pyridine-4-spiroindolinones, based on highly selective multicomponent condensations, have been developed. 5-Phenyl- and 5,5,7-trimethyltetrahydro[1,2,4]triazolo[1,5-а]pyrimidin-7-ole have been shown to possess properties of both alcohols and cyclic aminals and amino ketones, respectively, as evidenced by the ability to form ethers and esters, as well as by interaction with amines and hydrazines. 5-Phenyltetrahydro[1,2,4]triazolo[1,5-а]pyrimidin-7-ole by refluxing in morpholine undergoes retro cleavage and turns into 1-phenyl-2-(7-phenyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)ethan-1-one. The developed methods of the synthesis and modification of azoloazines have been used in the output of samples of compounds intended for pharmacological tests. Specific antidiabetic properties have been experimentally proved for the compound 7,8-dihydro-3,7,7-trimethyl-4-styryl-2H-pyrazolo[3,4-b]quinolin-5(4H,6H,9H)-one using the model of diabetes mellitus type 2 in rats.
