Synthesis and physical-chemical properties of 3-alkylthio-5-(quinoline-2-yl, 2-hydroxyquinoline-4-yl)-4-R-2,4-dihydro-3H-1,2,4-triazoles

Authors

  • T. M. Kaplaushenko Zaporizhzhia State Medical University,
  • O. I. Panasenko Zaporizhzhia State Medical University,

DOI:

https://doi.org/10.14739/2310-1210.2016.3.76801

Keywords:

1, 2, 4-triazole, synthesis, physical-chemical properties

Abstract

The major social and economic problem of pharmaceutical industry is the search for biologically active substances, which may become the basis of new drugs, competitive with expensive imported drugs. Analysis of literature shows that in recent decades the attention is paid to researches of heterocyclic systems as potential biologically active agents of both domestic and foreign scientists. Particular interest in this regard cause 3-thio derivatives of 1,2,4-triazoles. Despite high number of publications relating to synthesis and biological properties of 1,2,4-triazole derivatives, the structure and physical-chemical properties of these compounds are studied insufficiently. In this regard, the study of synthetic, physical-chemical and biological properties of 3-alkylthio-5-(quinoline-2-yl, 2-hydroxyquinoline-4-yl)-4-R1-2,4-dihydro-3H-1,2,4-triazoles  in our point of view is a new, theoretically and practically significant direction.

Purpose - targeted synthesis of new low-toxic and highly effective compounds with potential pharmacological activity in a series of 3-alkylthio-5-(quinoline-2-yl, 2-hydroxyquinoline-4-yl)-4-R-2,4-dihydro-3H-1,2,4-triazoles and the study of physical and chemical properties of the synthesized compounds.

Materials and methods. As starting compounds 5-(quinoline-2-il- 2-hydroxyquinoline-4-yl)-4-R1-3-thio-1,2,4-triazoles have been used. Through further cooperation with halogen alkanes (ethyl bromide, propyl bromide, amyl bromide, octyl bromide, nonyl bromide, decyl bromide, cyclohexyl chloride, benzyl chloride) 3-alkylthio-5-(quinoline-2-yl, 2-hydroxyquinoline-4-yl)-4-R1-2,4-dyhidro-3H-1,2,4-triazoles have been obtained.

Results. 15 New compounds have been received as a result of synthetic transformations, the structure of synthesized compounds has been confirmed by modern complex of physical and chemical methods of analysis (IR-spectrophotometry, 1H NMR-spectroscopy, elemental analysis), and their individuality has been proved by thin layer chromatography.

Conclusions. While synthetic and physical-chemical researches, the preparative methods of synthesis of 3-alkylthio-5-(quinoline-2-yl, 2-hydroxyquinoline-4-yl -4-R-2,4-dihydro-3H-1,2,4-triazoles have been developed, the structure of the synthesized compounds has been  installed and finally confirmed.

References

Kaplaushenko, A. G. (2008) Syntez, budova i biolohichna aktyvnist pokhidnykh 4-mono- ta 4,5-dyzamishchenykh 1,2,4-triazol-3-tionu (Dis… dokt. farm nauk). [Synthesis, structure and biological activity of 4-mono- and 4,5-disubstituted 1,2,4-triazole-3-thiones Dr. pharm. sci. diss.]. Zaporіzhzhya. [in Ukrainian].

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How to Cite

1.
Kaplaushenko TM, Panasenko OI. Synthesis and physical-chemical properties of 3-alkylthio-5-(quinoline-2-yl, 2-hydroxyquinoline-4-yl)-4-R-2,4-dihydro-3H-1,2,4-triazoles. Zaporozhye Medical Journal [Internet]. 2016Sep.6 [cited 2024May20];18(3). Available from: http://zmj.zsmu.edu.ua/article/view/76801

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Section

Problems of pharmacy