| Abstract [eng] |
In medical chemistry, the important derivatives are sulfonamides that as well contain a thiazole moiety. These compounds are known as pharmaceutical agents featuring various biological activities, such as antibacterial, anticancer, and are used as carbonic anhydrase inhibitors. The aim of the research: the synthesis of new variously functionalized 3-(-N-(3- and 4-sulfamoylphenyl)amino)propanoic, 1-substituted 5-oxopyrrolidine-3-carboxylic acids, their derivatives, and the study of structure, chemical and biological properties of the obtained compounds. It has been determined that under different specific conditions, halogenation of 3-(-N-(4-sulfamoylphenyl)amino)propanoic acid allows to replace one or two hydrogen atoms in the aromatic ring with halogen atoms. N-aryl-N-thiocarbamoyl-β-alanines are convenient intermediates for the synthesis of variously functionalized thiazole heterosystems that have amino acid moiety. 3-(1-(4-Sulfamoylphenyl)thioureido)propanoic acid was synthesized, its reactions with α-halocarbonyl compounds were studied, and it has been determined that when the monochloroacetic acid was used, it formed a hydrogenated thiazole derivative, while reaction with α-haloketones obtained the heteroaromatic ring-containing compounds. A series of functionalized aromatic ring-containing 1-aryl-5-oxo-3-pyrrolidinecarboxylic acids, their hydrazides were synthesized, and the reactions of hydrazides with mono- and dicarbonyl compounds, phenylisothiocyanate, carbon disulfide were investigated. The influence of some synthesized compounds on CA inhibitory activity and antibacterial properties of some compounds was determined. |
