Synthesis and Properties of Triazole-containing Three-unit Products With 4-cyclohexylphenoxy Groups
Year: 2025
Type: article
Abstract: In the course of this study, a method was developed for obtaining a non-cyclic three-unit product (TUP) with 4-cyclohexylphenoxy groups and its metal complexes with gallium, copper and zinc the parent compounds for the synthesis of which are 3,5-diamino-1,2,4-triazole (guanazole) and 4,5-di(4-cyclohexylphenoxy)phthalonitrile. The choice of precursors is explained by the fact that guanazole and its derivatives are used as drugs and are promising for chemical modification, and the introduction of bulky groups imparts to triazole-containing compounds solubility in a wide range of organic solvents, the ability to form mesophases in solution or upon heating, as well as catalytic, sensory, fluorescent properties and photodynamic activity. Thus, the properties of these precursors make it possible to create functional materials with practically useful properties. The synthesis of cyclohexylphenoxy-substituted three-member product was carried out by adding 4,5-di-(4-cyclohexylphenoxy)phthalonitrile to a sodium methylate solution, after which ammonium chloride and guanazole were added to the reaction mass. The synthesis of metal complexes was carried out by the reaction of the above-mentioned TUP with Ga, Cu, Zn acetates in 2-ethoxyethanol medium. The obtained compounds structure was confirmed using modern physicochemical research methods. The possibility of their further practical application was shown. An in silico prediction was performed, which showed a high probability of biological, antibacterial and antifungal properties exhibit, and therefore the feasibility of the selected molecules synthesis. The antibacterial properties of the synthesized products were studied by the disk diffusion method (DDM) on several test cultures. The most effective composition, providing the maximum zone of bacterial growth inhibition, was a three-link product with gallium, which makes it interesting as a potential antibacterial drug for gram-negative strains. For citation: Kustova T.V., Znoyko S.A., Demidova E.I., Fomin N.S., Tanasevich V.A., Suvorova Yu.V. Synthesis and properties of triazole-containing three-unit products with 4-cyclohexylphenoxy groups. ChemChemTech [Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol.]. 2025. V. 68. N 7. P. 57-64. DOI: 10.6060/ivkkt.20256807.7252.
Authors: Tatiana V. Kustova, Serafima A. Znoyko, Ekaterina I. Demidova, Nikita S. Fomin, Varvara A. Tanasevich, Julia V. Suvorova
Institution: Ivanovo State University of Chemistry and Technology
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
OpenAlex ID: W4410899518