Synthesis of novel 5-substituted 2-pyrazolylthiazol-4-ones as potential bioligically active compounds

Authors

  • I. M. Yushyn Danylo Halytsky Lviv National Medical University, Ukraine,
  • A. V. Lozynskyi Danylo Halytsky Lviv National Medical University, Ukraine,
  • O.-M. V. Fedusevych Danylo Halytsky Lviv National Medical University, Ukraine,
  • O. Yа. Vovchuk Danylo Halytsky Lviv National Medical University, Ukraine,
  • R. B. Lesyk Danylo Halytsky Lviv National Medical University, Ukraine,

DOI:

https://doi.org/10.14739/2409-2932.2020.2.207117

Keywords:

hybrid-pharmacophore approach, thiazolo-pyrazoline conjugates, [2 3]-cyclocondensation reaction, NMR spectroscopy

Abstract

One of the effective strategies in potential “drug-like” molecules design is using a molecular hybridization approach based on the combination of several pharmacological scaffolds in one molecule. The main argument for using this approach is a polypharmacological theory based on the interaction of mentioned hybrid molecules with multiple bio-targets based on selectivity and the resulting reduction of toxicity.

The aim of the work is to synthesize a number of new 5-substituted 2-pyrazolylthiazol-4-ones as potentional biologically active compounds.

Materials and methods. Organic synthesis, 1H NMR spectroscopy.

Results. The synthesis of new 5-ene-2-pyrazolylthiazol-4-ones was carried out via a three-component [2+3]-cyclocondensation reaction of 3-methyl-5-aryl-4,5-dihydropyrazole-1-carbothiamides with chloroacetic acid and the corresponding carbonyl compounds in acetic acid medium. The structure of the synthesized compounds was confirmed by elemental analysis and 1H NMR spectroscopy.

Conclusions. As a result of chemical transformations, a library of new thiazole-pyrazoline conjugates was synthesized based on a hybrid-pharmacophore approach to further anticancer activity evaluation within the DTP NCI protocol.

 

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1.
Yushyn IM, Lozynskyi AV, Fedusevych O-MV, Vovchuk OY, Lesyk RB. Synthesis of novel 5-substituted 2-pyrazolylthiazol-4-ones as potential bioligically active compounds. Current issues in pharmacy and medicine: science and practice [Internet]. 2020Jul.3 [cited 2024Dec.23];13(2). Available from: http://pharmed.zsmu.edu.ua/article/view/207117

Issue

Vol. 13 No. 2 (2020)

Section

Original research

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