The synthesis and physical-chemical research of hydrazides and ylidenhydrazides of 2-(5-(4-methoxyphenyl), (3,4,5-threemethoxyphenyl)-1,2,4-triazole-3-ilthio) acetate acids

  • Y. G. Samelyuk Zaporizhzhia State Medical University
  • A. G. Kaplaushenko Zaporizhzhia State Medical University
Keywords: 1,2,4-triazole, synthesis, hydrazides, ylidenhydrazides

Abstract

This scientific article is devoted to the important issue of pharmaceutical science - namely, the development of new, low-toxic and highly-efficient medecins with a wide spectrum of biological activity which could compete with expensive imported medecins, and this is one of the important tasks of pharmaceutical science.

The main purpose of our work is the search of new high-efficient and low-toxic compounds with potential pharmacological activities, determination of regularities between chemical structure and biological activity of new compounds based on the S-derivatives of 5-(4-methoxyphenyl)-1,2,4-triazole-3-thione and 5-(3,4,5-threemethoxyphenyl)-1,2,4-triazole-3-thione.

Such chemical methods as alkylation, etherification, nucleophilic substitution and physical-chemical methods (elemental analysis, IR and UV spectrophotometry, NMR and mass spectrometry, thin-layer chromatography) have been used during our work.

The methods of synthesis, have been developed, the structure and individuality have been identified, physical-chemical properties of 5-(4-methoxyphenyl)-1,2,4-triazole-3-thione, 5-(3,4,5-threemethoxyphenyl)-1,2,4-triazole-3-thione, 2-(5-(4-methoxyphenyl),(3,4,5-threemethoxyphenyl)-1,2,4-triazol-3-ylthio) acetate acid, their hydrazides and ylidenhydrazides have been studied.

The study of the antimicrobial activity of newly synthesized compounds has allowed to establish the influence of the presence and nature of the substituents on this type of action. Studies have shown that the introduction of a methoxyphenyl radical in the 5 position of the nucleus triazole cycle significantly increases the performance of antimicrobial activity. The largest exhibit antimicrobial activity of substance with 3,4,5-trimethoxyphenyl radical.

Preparative methods of synthesis of hydrazides and ylidenhydrazides among 2-(5-R-1,2,4-triazol-3-ylthio)acetate acids have been developed, thee substances are intermediates for benzylidenhydrazides.

The verification of the structure has been conducted, the identity and purity of the substances have been obtained by using the complex of chemical transformations, counter synthesis, elemental analysis, IR spectroscopy, NMR spectroscopy, mass spectrometry, and thin layer chromatography.

Antimicrobial activity of the obtained compounds with established law methoxyphenyl radical impact on antimicrobial action was been investigated. The applic for patent of Ukraine by results of biological tests has been issued.

References

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Published
2019-02-12
How to Cite
Samelyuk, Y. G., & Kaplaushenko, A. G. (2019). The synthesis and physical-chemical research of hydrazides and ylidenhydrazides of 2-(5-(4-methoxyphenyl), (3,4,5-threemethoxyphenyl)-1,2,4-triazole-3-ilthio) acetate acids. Farmatsevtychnyi Zhurnal, (4), 65-71. Retrieved from https://pharmj.org.ua/index.php/journal/article/view/389
Section
Original Articles

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