Taran K. Synthesis, chemical and biological properties of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids anilides and their structural analogues

The new series of biologically active quinoline derivatives, namely anilides of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids, 1-R-3-(2(H-1(,2(,4(-benzothiadiazin-1(,1(-dioxyde-3(-yl)-4-hydroxy-2-oxoquinolines and 1-R-3-phenyl-4-hydroxy-2-oxoquinolines has been synthesized. The methods for the large-scale preparation of these substances were elaborated. The study of thermolysis of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids ethyl esters was performed. The structure of 5,9-di-R-6,7,8-trioxodiquinolino[3,4-b:3(,4(-e]4H-pyranes yielded by this process was determined. The reaction ability of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids 2(-sulfamylanilides under conditions of treatment by different cyclisation agents was studied. Alternative routes to 1-R-3-phenyl-4-hydroxy2-oxoquinolines were analysed and compared. The biologica activity of compounds synthesized was examined and the structure-activity relationships were developed. 3-Phenyl-1-hexyl-4-hydroxy-2-oxoquinoline, which possesses high antimicrobial, anti-inflammatory and analgesic activities, is undergoing an extensive pharmacological evaluation