Synthesis of potential antiexudative preparations for 2-((4-amino-5-(furan-2-il)-1,2,4-triazole-(4H)-3-yl)-sulfanyl)-N-acetamide series

Authors

  • Natalia Chalenko Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022, Ukraine https://orcid.org/0000-0002-6087-2201
  • Anatoly Demchenko Institute of Pharmacology and Toxicology of the Academy of Medical Sciences of Ukraine Antona Tsedyka str., 14, Kyiv, Ukraine, 03057, Ukraine
  • Ganna Syrova Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022, Ukraine https://orcid.org/0000-0001-8849-9755

DOI:

https://doi.org/10.15587/2519-4852.2019.171878

Keywords:

synthesis, 4-amino-3-thio-5-(furan-2-yl)-1, 2, 4-triazole, acetamides, alkylation, antiexudative activity, formalin edema

Abstract

Aim. Conduct the purposeful synthesis of new potential biologically active substances of derivatives of 2 - ((4-amino-5- (furan-2-yl) -1,2,4-triazol (4H) -3-yl) -sulfanyl) -N-acetamides and evaluate their anti-exudative activity on the model of formalin edema in rats.

Materials and methods. In this work, standard methods of organic synthesis, physical and chemical methods of proofing the structure of synthesized compounds, elemental analysis, 1H NMR spectroscopy, chromatographic mass spectrometry, and antiexudative activity were studied on the model of formalin edema in rats using a digital plethysmometer.

Results. By alkylation of 2-((4-amino-5-(furan-2-yl))-4H-1,2,4-triazole-3-thione with N-aryl-substituted α-chloroacetamides in ethanol in an alkaline medium, (4-amino-5-(furan-2-yl)-1,2,4-triazole(4H)-3-yl)-sulfanyl)-N-acetamide. After crystallization we obtained white or light yellow crystalline substances with clear melting temperatures. On the model of formalin edema in rats, the antiexudative activity of the newly synthesized 2-((4-amino-5-(furan-2-yl)-1,2,4-triazole (4H) -3-yl) -sulfanil)-N-acetamides was studied. According to the results of the research, a dependence between "chemical structure – antiexudative activity" of the first synthesized compounds was established. The results of experimental studies showed that fifteen out of twenty one compounds showed anti-exudative activity, eight of which exceeded this activity or were at the reference level of sodium diclofenac.

Conclusions. Synthesis of twenty one compounds of 2-((4-amino-5- (furan-2-yl)-1,2,4-triazole(4H)-3-yl)-sulfanyl)-N-acetamide derivatives was carried out and an evaluation of antiexudative activity, the dependence "chemical structure - antiexudative activity" was established. Leading compounds for antiexudative activity were found

Author Biographies

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

Assistant

Department of Medical and Bioorganic Chemistry

Anatoly Demchenko, Institute of Pharmacology and Toxicology of the Academy of Medical Sciences of Ukraine Antona Tsedyka str., 14, Kyiv, Ukraine, 03057

Doctor of Pharmacy, Professor, Head of Department

Department of Medical Chemistry

Ganna Syrova, Kharkiv National Medical University Nauky ave., 4, Kharkiv, Ukraine, 61022

Doctor of Pharmacy, Professor, Head of Department

Department of Medical and Bioorganic Chemistry

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Published

2019-07-18

How to Cite

Chalenko, N., Demchenko, A., & Syrova, G. (2019). Synthesis of potential antiexudative preparations for 2-((4-amino-5-(furan-2-il)-1,2,4-triazole-(4H)-3-yl)-sulfanyl)-N-acetamide series. ScienceRise: Pharmaceutical Science, (3 (19), 22–29. https://doi.org/10.15587/2519-4852.2019.171878

Issue

No. 3 (19) (2019)

Section

Pharmaceutical Science

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Copyright (c) 2019 Natalia Chalenko, Anatoly Demchenko, Ganna Syrova

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