Synthesis, the antifungal and antibacterial activity of N1-substituted N2-(4,5-dihydro-1,3-thiazol-2-yl)glycinamides

Authors

  • L. M. Saliyeva Lesya Ukrainka Eastern European National University, Ukraine
  • A. M. Grozav Bukovinian State Medical University, Ukraine
  • N. D. Yakovychuk Bukovinian State Medical University, Ukraine
  • N. Yu. Slyvka Lesya Ukrainka Eastern European National University, Ukraine
  • M. V. Vovk Institute of Organic Chemistry of the NAS of Ukraine, Ukraine

DOI:

https://doi.org/10.24959/ophcj.17.924

Keywords:

dihydroimidazo[2, 1-b][1, 3]thiazol, aminolysis, 2-thiazolylglycinamides, antifungal and antibacterial activity

Abstract

Aim. To apply cleavage of 2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-(6H)-one with morpholine and piperidine for preparation of the previously unknown N1-substituted N2-(4,5-dihydro-1,3-thiazol-2-il)glycineamides as promising compounds for further study of the antibacterial properties.

Results and discussion. It has been shown that the reaction of 2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-(6H)-one with the primary and secondary amines can be effectively used for the synthesis of N1-substituted N2-(4,5-dihydro-1,3-thiazol-2-il)glycineamides. Some glycinamides obtained demonstrate the antifungal and antibacterial properties in the range of concentrations of 7.81-62.50 mkg/ml.

Experimental part. 2-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-(6H)-one reacts regioselectively with the primary and secondary amines in THF solution forming N1-substituted N2-(4,5-dihydro-1,3-thiazol-2-yl)glycineamides with the yields of 77-95%. Their structure has been proven by the complex spectral analysis. The screening of the antifungal and antibacterial properties of the compounds synthesized was conducted by the micromethod of double serial dilutions in the liquid nutritious medium.

Conclusions. It has been found that cleavage of 2-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-(6H)-one with the primary and secondary amines is a convenient method for the synthesis of N1-substituted N2-(4,5-dihydro-1,3-thiazol-2-il)glycineamides; among them substances with a marked antimicrobial activity have been found.

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Published

2017-09-15

How to Cite

(1)
Saliyeva, L. M.; Grozav, A. M.; Yakovychuk, N. D.; Slyvka, N. Y.; Vovk, M. V. Synthesis, the Antifungal and Antibacterial Activity of N1-Substituted N2-(4,5-Dihydro-1,3-Thiazol-2-yl)glycinamides. J. Org. Pharm. Chem. 2017, 15, 55-60.

Issue

Vol. 15 No. 3(59) (2017)

Section

Original Researches

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