95202-38-3Relevant academic research and scientific papers
Synthesis and thrombin, factor Xa and U46619 inhibitory effects of non-amidino and amidino N2-thiophenecarbonyl- and N2-tosylanthranilamides
Lee, Soo Hyun,Lee, Wonhwa,Nguyen, ThiHa,Um, Il Soo,Bae, Jong-Sup,Ma, Eunsook
, (2017/06/08)
Thrombin (factor IIa) and factor Xa (FXa) are key enzymes at the junction of the intrinsic and extrinsic coagulation pathways and are the most attractive pharmacological targets for the development of novel anticoagulants. Twenty non-amidino N2-thiophencarbonyl- and N2-tosyl anthranilamides 1-20 and six amidino N2-thiophencarbonyl- and N2-tosylanthranilamides 21-26 were synthesized to evaluate their activated partial thromboplastin time (aPTT) and prothrombin time (PT) using human plasma at a concentration of 30 μg/mL in vitro. As a result, compounds 5, 9, and 21-23 were selected to study the further antithrombotic activity. The anticoagulant properties of 5, 9, and 21-23 significantly exhibited a concentration-dependent prolongation of in vitro PT and aPTT, in vivo bleeding time, and ex vivo clotting time. These compounds concentration-dependently inhibited the activities of thrombin and FXa and inhibited the generation of thrombin and FXa in human endothelial cells. In addition, data showed that 5, 9, and 21-23 significantly inhibited thrombin catalyzed fibrin polymerization and mouse platelet aggregation and inhibited platelet aggregation induced by U46619 in vitro and ex vivo. Among the derivatives evaluated, N-(30-amidinophenyl)-2-((thiophen-200-yl)carbonylamino)benzamide (21) was the most active compound.
Triazines and Related Products. Part 28. Conversion of 3-Aryl-1-(2-cyanophenyl)triazenes into 3-Arylquinazolin-4(3H)-ones with Formamide
Baig, Ghouse Unissa,Stevens, Malcolm F. G.
, p. 2765 - 2766 (2007/10/02)
The thermolysis of 4-anilino-1,2,3-benzotriazines and their precursor 3-aryl-1-(2-cyanophenyl)triazenes in hot formamide to give 3-arylquinazolin-4(3H)-ones in high yield is described.The reaction cannot be extended to the preparation of 2-alkyl-3-arylquinazolinones.In hot acetamide-diglyme 4-(4-nitroanilino)-1,2,3-benzotriazine (5c) gives a high yield of the 3-substituted 4-(4-nitrophenylimino)-3,4-dihydro-1,2,3-benzotriazine (11c).
