SYNTHESIS OF 2<i>H</i>-PYRANO[3,2-<i>g</i>]QUINOLIN-2-ONES CONTAINING A PYRIMIDINONE MOIETY AND CHARACTERIZATION OF THEIR ANTICOAGULANT ACTIVITY <i>VIA</i> INHIBITION OF BLOOD COAGULATION FACTORS Xa AND XIa
DOI:
https://doi.org/10.1007/6079Keywords:
carboximidamide, methyl 2-oxo-(2H-pyrano[3, 2-g]quinolin-3-yl)propanoate, 3-(6-oxo-1, 6-dihydro-4-pyrimidinyl)-2H-pyrano[3, 2-g]quinolin-2-one, 3-oxopentanedioate, pyrano[3, 2-g]quinoline, pyrimidine, factor Xa, factor XIa, molecular hybridization.Abstract
The reactions of 7-hydroxy-1,2,2,4-tetramethylhydroquinoline-6-carbaldehydes with methyl 3-oxopentanedioate were used to synthesize 3-oxo-3-(6,8,8,9-tetramethyl-2-oxo-2H-pyrano[3,2-g]quinolin-3-yl)propanoates with various degrees of hydrogenation in the pyridine ring, the condensation of which with carboximidamides provided a series of new 6,8,8,9-tetramethyl-3-(6-oxo-1,6-dihydropyrimidin-4-yl)-2H-pyrano[3,2-g]quinolin-2-ones. It was found that some compounds of this class exhibited relatively high inhibitory activity against the blood coagulation factors Xа and XIa.
