Kamenetska O. Synthesis of biologically active compounds in series of derivatives of 2-oxo-4-hydroxyquinolin-3-acetic acid

Biologically active derivatives of 1H-2-oxo-4-hydroxyquinolin-3-acetic acid (esters, amides) and the products of their chemical transformation - 1H-2-oxo-3-(coumarinyl-3?)-4-hydroxyquinolines that had not been investigated before were synthesized. The new effective method of synthesis of 1H-2-oxo-4-hydroxyquinolin-3-acetic acid was elaborated. It was successfully used in synthesis of ?-(1H-2-oxo-4-hydroxyquinolinyl-3)-propionic acid. Methods for the large-scale preparation of esters and amides of 1H-2-oxo-4-hydroxyquinolin-3-acetic acid from 2,3,4,5-tetrahydrofuro-[3,2-c]-quinolin-2,4-dione were suggested. The peculiarities of steric structure of dialkylamides of 1H-2-oxo-4-hydroxyquinolin-3-acetic acid were investigated. As a result, thyroidtropic, anti-inflammatory, diuretic, antibacterial (including antituberculosis) activity of the compounds synthesized was studied. The most potent anti-inflammatory and antithyroid agents were identified. It is presently undergoing an extensive pharmacological eva luation.