The synthesis of 4-amino -5-(pyridin-2(3)-Yl) -1,2,4-triazole (4H)-3-ylthio acetamide derivatives as potential anti-inflammatory substances

Authors

  • Anna Syrovaya Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022, Ukraine
  • Natalia Chalenko Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022, Ukraine
  • Petro Bezuglyi National University of Pharmacy Pushkinska str., 53, Kharkiv, Ukraine, 61002, Ukraine
  • Anatoliy Demchenko Institute of Pharmacology and Toxicology of NAMS Ukraine Eugene Pottier str., 14, Kyiv, Ukraine, 03057, Ukraine

DOI:

https://doi.org/10.15587/2519-4852.2017.93332

Keywords:

microwave synthesis, 4-amino-3-mercapto-1, 2, 4-triazole, pyridine, acetamides, alkylation, computer prediction, anti-inflammatory activity

Abstract

Aim. A targeted synthesis of the potential anti-inflammatory agents – 4-amino-5-(pyridin-2-yl)- and 4-amino-5-(pyridin-3-yl)- 1,2,4-triazole (4H)-3-ylthio acetamides.

Materials and methods. The standard methods of organic synthesis, microwave synthesis, physico-chemical methods to proof the structure of the synthesized compounds were used for this work.

Results. Initial 4-amino-3-mercapto-5-(pyridine-2 (3)-yl)-4H-1,2,4-triazoles obtained from carboxylic acids hydrazides through the stage of obtaining of appropriate potassium dithiocarbazinate followed by condensation of hydrazine in the traditional boiling ethanole and microwave irradiation without solvent. The appropriate thioacetamides derivatives were obtained by alkylation of 4-amino-3-mercapto-5-(pyridin-2 (3)-yl)-4H-1,2,4-triazole by N-aryl substituted б-chloroacetamides in conditions of alkaline catalysis.

Conclusion. The synthesis of potential anti-inflammatory substances – 4-amino-5-(pyridin-2 (3)-yl)-1,2,4-triazole(4H)-3-ylthio acetamides was planned and carried out. It was established, that the initial intermediates synthesis – 4-amino-3-mercapto-5-(pyridine-2 (3)-yl)-4H-1,2,4-triazoles – can be carried out without solvent and without the use of lead acetate. For the compounds synthesized, pharmacological screening for anti-inflammatory activity was planned

Author Biographies

Anna Syrovaya, Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022

Doctor of Pharmaceutical Science, professor, Head of department

Department of Medical and Bioorganic Chemistry 

Natalia Chalenko, Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022

Assistant

Department of Medical and Bioorganic Chemistry

Petro Bezuglyi, National University of Pharmacy Pushkinska str., 53, Kharkiv, Ukraine, 61002

Doctor of Pharmaceutical Science, professor

Department of Pharmaceutical Chemistry

Anatoliy Demchenko, Institute of Pharmacology and Toxicology of NAMS Ukraine Eugene Pottier str., 14, Kyiv, Ukraine, 03057

Doctor of Pharmaceutical Science, professor, Head of Department

Department of organic synthesis of physiologically active substances

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Published

2017-02-28

How to Cite

Syrovaya, A., Chalenko, N., Bezuglyi, P., & Demchenko, A. (2017). The synthesis of 4-amino -5-(pyridin-2(3)-Yl) -1,2,4-triazole (4H)-3-ylthio acetamide derivatives as potential anti-inflammatory substances. ScienceRise: Pharmaceutical Science, (1 (5), 40–44. https://doi.org/10.15587/2519-4852.2017.93332

Issue

No. 1 (5) (2017)

Section

Pharmaceutical Science

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Copyright (c) 2017 Ганна Олегівна Сирова, Наталія Миколаївна Чаленко, Петро Овксентійович Безуглий, Анатолій Михайлович Демченко

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