Synthesis, Molecular Docking, and Hemorheological Activity of New 4-(Thien-2-yl)-3-aminopyridine-2(1H)-one Derivatives

Abstract

On the basis of 4-(thien-2-yl)-3-aminopyridine-2(1H)-one, the corresponding chloroacetamide and condensed 1H-pyrido[2,3-b][1,4]oxazine-2(3H)-one were synthesized by the reaction of acylation with chloroacetyl chloride. Thioureide derivatives of 3-aminopyridine-2(1H)-one were obtained by reactions with a number of isothiocyanates. It was shown that the carbamothionylmethacrylamide derivative cyclizes rather easily into substituted 1,3-thiazine. Molecular docking of synthesized derivatives for antithrombotic activity was carried out, which showed that the presence of a thiourea fragment in the pyridone core leads to an increase in affinity for the selected protein. The hemorheological study of the compounds using the in vitro model of the increased blood viscosity syndrome also showed activity at the level of the reference drug pentoxifylline.

Synthesis, Computational Study, and In Vitro α-Glucosidase Inhibitory Action of 1,3,4-Thiadiazole Derivatives of 3-Aminopyridin-2(1H)-ones

“…The same derivatives of 3-(aryl-methylamino)pyridinone [ 22 ] were found to possess anxiolytic activity in the “light–dark box” test and antidepressant activity in the “forced swim test” according to the Porsolt test, surpassing the activity of reference drugs (mexidol and amitriptyline). The established high pharmacological activity of the new derivatives of 3-aminopyridin-2(1 H )-ones [ 21 , 22 , 23 ] opens up vast possibilities and prospects for the use of these structures in medical practice as potential drugs with high geroprotective activity.…”