Glazunova T. Investigation of synthetic, physicochemical and biological properties of 4-amino-5-R-1,2,4-triazole-3-thiol

The dissertation is devoted to the search for new effective safe compounds among derivatives of 4-amino-5-methyl-4H- 1,2,4-triazole-3-thiols with potential antimicrobial, antifungal, actoprotective, antipyretic activity; establishing certain dependencies "chemical structure biological activity" and recommendations for further research for compounds-leader of the above series. Synthesis of 4-(arylidenamino)-5-methyl-4H-1,2,4-triazole-5-thiols by the interaction of thiols with aromatic aldehydes in acetic acid. It was found that the addition of twice the amount of sodium borohydride reduces the imino group to the secondary amine. The corresponding bases of Schiff and Manich were synthesized. Synthesis of 5-methyl-3-alkylthio-N-(4-nitrobenzylideneamino)-4H-1,2,4-triazol-4-amines and quantum chemical calculations of the direction of thermodynamically advantageous product formation were performed. Subsequently, the alkylation reaction with haloalkanes was studied, and a few S-alkyl derivatives and a few bis-derivatives were synthesized. Also synthesized 2-((arylidenamino)-3-methyl-4-H-1,2,4-triazol-3-yl)thio)acetic acid, determined ionization constants (pKa), subsequently studied heterocyclization in the presence of excess oxide-phosphorus trichloride. The structure of the synthesized compounds was established using modern instrumental methods of analysis (IR and 1H-NMR spectroscopy, elemental analysis, mass spectrometry). According to the results of PASS Online, the possible probability of antimicrobial, antifungal, growth-stimulating, actoprotective and antioxidant effects in the newly synthesized substances was established. It is established that according to K. Sidorov's classification compounds belong to the IV class of toxicity (low-toxic substances). The antimicrobial effect is most pronounced in benzylidene hydrazides of 4-amino-3-(4-tert-butylphenyl) -1H-1,2,4-triazole-5-thione, which have in the benzylidene fragment of the molecule such substituents as fluorine, chlorine and nitro group, or a residue of 5-nitrofuran. "Lead compound" 4-((4-methoxybenzylidene)amino)-5-methyl-4H-1,2,4-triazole-3-thiol, which has an actoprotective and growth-promoting effect, is low-toxic, soluble in water and has a simple method of obtaining, recommended for further research. A MCY project has been developed and approved for this substance.