Synthesis of New, Potentially Biologically Active Derivatives of 1,3,4-Oxadiazole-2-yl carbothioates

  • L. N. Zhaimukhambetova Al-Farabi Kazakh National University
  • M. A. Dyusebaeva Al-Farabi Kazakh National University
  • H. Aisa Xinjiang Technical Institutes of Physics and Chemistry
  • J. Jenis Al-Farabi Kazakh National University

Abstract

It is well known that the derivatives of nitrogenous heterocycles have a wide range of biological activity (antituberculosis, antimicrobial, antitumor, antimalarial, anti-inflammatory, etc.), and oxadiazole derivatives also play same important role. In the current work, in order to synthesize the initial synthons we were carried out the esterification of benzoic (1) and isonicotinic (2) acids were obtained the corresponding ethers (3, 4). Further, interaction with hydrazine hydrate, the corresponding acid hydrazides were synthesized (5, 6). As a result of the cyclization reaction with carbon disulfide were obtained substituted 1,3,4-oxadiazole-2-thiols (7, 8). Finally compounds 7, 8 undergo the alkylation reaction lead to yield two new compounds S-5-phenyl-1,3,4-oxadiazol-2-yl O-propyl carbonothioate (9) and S-5- (pyridin-4-yl) -1,3,4-oxadiazol-2-yl carbonothioate (10). The structures of synthesized compounds were confirmed by NMR spectra. The physico-chemical characteristic data of synthesized compounds were in full agreement with corresponded compounds in reference. The synthesized new compounds have an interest for further investigation of biological activities.

Author Biographies

L. N. Zhaimukhambetova, Al-Farabi Kazakh National University
Faculty of Chemistry and Chemical Technology
M. A. Dyusebaeva, Al-Farabi Kazakh National University
Faculty of Chemistry and Chemical Technology
H. Aisa, Xinjiang Technical Institutes of Physics and Chemistry
Central Asian of Drug Discovery and Development Xinjiang Key Laboratory of Plant Resources and Natural Product Chemistry
J. Jenis, Al-Farabi Kazakh National University
Faculty of Chemistry and Chemical Technology
Published
2017-06-30
How to Cite
ZHAIMUKHAMBETOVA, L. N. et al. Synthesis of New, Potentially Biologically Active Derivatives of 1,3,4-Oxadiazole-2-yl carbothioates. International Journal of Biology and Chemistry, [S.l.], v. 10, n. 1, p. 57-61, june 2017. ISSN 2409-370X. Available at: <http://ijbch.kaznu.kz/index.php/kaznu/article/view/271>. Date accessed: 20 apr. 2019. doi: https://doi.org/10.26577/2218-7979-2017-10-1-57-61.