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SYNTHESIS OF 2H-PYRANO[3,2-g]QUINOLIN-2-ONES CONTAINING A PYRIMIDINONE MOIETY AND CHARACTERIZATION OF THEIR ANTICOAGULANT ACTIVITY VIA INHIBITION OF BLOOD COAGULATION FACTORS Xa AND XIa

Андрей Ю. Потапов, Борис В. Папонов, Надежда А. Подоплелова, Михаил А. Пантелеев, Михаил А. Потапов, Ирина В. Леденева, Надежда В. Столповская, Хидмет С. Шихалиев
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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.

 


Keywords


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.

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