Prokopenko V. Syntheses and Properties of 5-N- and 5-S-Substituted Derivatives of 1,3-Oxazole-4-carboxylic Acid

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0411U002500

Applicant for

Specialization

  • 02.00.10 - Біоорганічна хімія

20-05-2011

Specialized Academic Board

Д 26.220.01

V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine

Essay

5-N- end 5-S-derivatives of 1,3-оxazole-4-carboxylic acid. Development convenient syntheses of new types 5-N- and 5-S- derivatives 1,3- oxazole-4- carboxylic acid, research of their reactionary ability and search among them bioregulators of various action. Chemical synthesis, IR- and PMR-spectrometry, mass-spectrometry, X-ray research. Starting substances for their obtaining are available 2-acylamino-3,3-dychloroacrylic acids and 2-aryl-4-dychloromethylene-5(4H)-oxazolones. Modifications of nitrogen- and sulfurcontaining groups at C5 center as far as groups in the fourth position of the oxazole ring by heterocyclic fragments were carried out. Performance of this work allows to solve some following problems: to develop useful methods for introduction of pharmacophore groups in the fourth and fifth positions of the oxazole ring; to synthesize new 5-nitrogen- and 5-sulfur containing 4-azolyl-1,3-oxazoles based on 1,3-oxazole-4-carboxylic acid derivatives; to investigate a recyclization of derivatives of 5-hydrazino-1,3-oxazole which give substituted 1,3,4-oxadiazoles with a glycine fragment. As a result of these investigations, a number of new derivatives of 1,3-oxazole-4-carboxylic acid were obtained. Comparison of these compounds with known bioregulators all ows to forecast high pharmacological properties of synthesized compounds and, in some cases, that was experimentally confirmed. Sphere of the use is bioorganic chemistry.

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