Thrombin inhibitors. I. Ester derivatives of N(α)-(arylsulfonyl)-L-arginine

Article abstract of DOI:10.1021/jm00182a003

A series of N(α)(arylsulfonyl)-L-arginine esters was prepared and tested as inhibitors of the clotting activity of thrombin. N (α)Dansyl-L-arginine methyl ester was the most inhibitory of the N (α)(arylsulfonyl)-L-arginine methyl esters. The most potent inhibitors were the n-propyl and n-propyl esters of N(α)-dansyl-L-arginine with an I(50) of 2 x 10(-6) M. Esters of unsaturated straight-chain alcohols with a chain length of four carbons were also as inhibitory as the n-butyl ester. The inhibitors were hydrolyzed by thrombin and trypsin more slowly than N (α)-tosyl-L-arginine methyl ester.