55381-73-2Relevant articles and documents
Thrombin Inhibitors. 2. Amide Derivatives of Nα-Substituted L-Arginine
Kikumoto, Ryoji,Tamao, Yoshikuni,Ohkubo, Kazuo,Tezuka, Tohru,Tonomura, Shinji,et al.
, p. 830 - 836 (1980)
A series of Nα-(arylsulfonyl)-L-arginine amide derivatives with substituted or unsubstituted naphthalene and heterocyclic compounds as the Nα-substituent was prepared and tested as inhibitors of the clotting activity of thrombin.N-n-Butyl and N-n-butyl-N-methyl derivatives of Nα-dansyl-L-arginine amide were the most inhibitory of N-alkyl and N,N-dialkyl derivatives of Nα-dansyl-L-arginine amide.Their inhibitory effect was as potent as that of Nα-dansyl-L-arginine n-butyl ester, with an I50 of 2*10-6 M.Nα-Substituted naphthalenesulfonyl-L-arginineamide derivatives of 4-methyl- and 4-ethylpiperidine also showed a potent inhibition with an I50 of 10-7 to 10-6 M.The most potent inhibitor in this study was 1-α-(4,6-dimethoxynaphthalene-2-sulfonyl)-L-arginyl>-4-methylpiperidine, with an I50 of 7.5*10-8 M.Arginine amide derivatives of 4-methyl- or 4-ethylpiperidine with tetralin or an oxygen-containing heterocyclic compound as a Nα-substituent showed an inhibition with an I50 less than 10-5 M.N-Monosubstituted derivatives of Nα-dansyl-L-arginine amide were not hydrolyzed at all by thrombin and were hydrolyzed very slowly by trypsin, and N,N-disubstituted derivatives were not hydrolyzed at all by both enzymes.
