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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
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2021-06-08 , DOI: 10.1007/s10593-021-02945-z
Andrei Yu. Potapov , Boris V. Paponov , Nadezhda A. Podoplelova , Mikhail A. Panteleev , Mikhail A. Potapov , Irina V. Ledenyova , Nadezhda V. Stolpovskaya , Khidmet S. Shikhaliev

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.



中文翻译:

含有嘧啶酮部分的 2H-吡喃并[3,2-g]喹啉-2-酮的合成及其通过抑制凝血因子 Xa 和 XIa 的抗凝活性表征

7-羟基-1,2,2,4-四甲基氢喹啉-6-甲醛与3-氧代戊二酸甲酯反应合成3-氧代-3-(6,8,8,9-四甲基-2-氧代- 2 H-吡喃并[3,2- g ]喹啉-3-基)丙酸酯在吡啶环中具有不同程度的氢化,其与羧酰亚胺酰胺的缩合提供了一系列新的6,8,8,9-四甲基-3 -(6-oxo-1,6-dihydropyrimidin-4-yl)-2 H -pyrano[3,2 - g ]quinolin-2-ones。发现该类的一些化合物对凝血因子Xа和XIa表现出相对高的抑制活性。

更新日期:2021-06-08
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