Synthesis of new alkylsulfonyl(Sulfinyl)-1,2,4-triazole derivatives based on (3-(Alkylthio)-4-R-1,2,4-thriazole-5-yl)(phenyl)methanol’s

• Main Authors: A. M. Rud, A. G. Kaplaushenko, Yu. G. Samеliuk
• Format: Article
• Language: English
• Published: Zaporozhye State Medical University 2018-03-01
• Series: Aktualʹnì Pitannâ Farmacevtičnoï ì Medičnoï Nauki ta Praktiki
• Subjects: 4-thriazole; synthesis; physical and chemical properties
• Online Access: http://pharmed.zsmu.edu.ua/article/view/123641/119454
• ISSN: 2306-8094; 2409-2932

In recent years, much attention has been paid to the search and creation of new drugs. Purposeful synthesis of compounds with low toxicity and pronounced biological properties is the main stage in the development of medicinal products. Of particular interest in this direction are nitrogen-containing heterocycles, as highly effective pharmacologically active compounds. Great importance in this direction is given to the study of the biological activity of 1,2,4-triazoles, since the 1,2,4-triazole nucleus is a structural fragment of drugs with variety pharmacological effects. The purpose of our work was to synthesize new compounds in the series of 1,2,4-triazole-3-thione containing hydroxyphenyl substituents, namely synthesise starting compounds, carry out the reactions of alkylation, and study directly oxidation of the Sulfur atom to IV and VI valence states. Materials and methods. The structure of the synthesized compounds, their identity and purity has been proved by elemental analysis, IR-, UV-spectrophotometry, NMR-spectrometry, TLC, HPLC-MS. Results. We obtained a number of 1,2,4-triazole-3-thione derivatives, namely, oxidized forms of s-alkyl derivatives, which have practical significance for drug developers, as well as for scientists in the field of organic synthesis. For the obtained compounds it is planned to study acute toxicity, antifungal, antimicrobial, neuroleptic, diuretic, anti-inflammatory, antioxidant, hypolipidemic activity. But the pharmacological activity of 1,2,4-triazole-3-thione has not been studied sufficiently. From our point of view, the synthesis, study of physical-chemical and biological properties of 1,2,4-triazole-3-thione with hydroxyphenyl substituents have a scientific novelty, theoretical and practical significance. Therefore, the further search for biologically active substances in this series of compounds continues. Conclusions. The thirteen new biological active compounds (3-(alkylsulfonyl(sulfinyl))-4-R-1,2,4-triazole-5-il)(phenyl)methanols have been synthesized. Their structure has been confirmed using modern methods of analysis.