Likhanova N. Synthesis and study of physical, chemical and biological properties of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids alkylamides

A new group of biologically active derivatives of quinoline-3-carboxylic acids: alkyl-, aralkyl- and heterylamides of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids has been synthe-sized. An effective method of transformation of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids 2'-chlorethylamides with high yields to corresponding 2'-bromine and 2'-iodine derivatives has been proposed. Optically pure antipodes of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids 1'-phenylethylamides have been obtained. X-ray diffraction analysis revealed that there was no configuration rotation during amidation of esters of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids by S(-) 1-phenylethylamine. Antithyroid, antituberculosis, anticonvulsant and diuretic activities of the compounds obtained have been studied, and components of "chemical structure - pharmacological action" relationship have been established. 2'-Iodethylamide of 1H-4-hydroxy-2-oxoquinoline-3-carboxylic acids was recommended for further research as a per spective antithyroid agent.