Bioorganic and Medicinal Chemistry Letters p. 1613 - 1618 (1998)
Update date:2022-08-03
Topics:
Weber, Ingo R.
Neidlein, Richard
Von Der Saal, Wolfgang
Grams, Frank
Leinert, Herbert
Strein, Klaus
Engh, Richard A.
Kucznierz, Ralf
Based on the structures of aminopyridine thrombin inhibitors (1), a series of aminoalkyl- and guanidinoalkyl-substituted diarylsulfonamides were prepared. The most potent derivative, N-[3-(4-guanidinobutoxy)-5-methyl- phenyl]-benzenesulfonamide (6c) had Ki = 0.18 μM for thrombin and did not inhibit trypsin, plasmin, or factor Xa. Comparison of the X-ray structures of the thrombin / 1b and the thrombin / 6e complexes revealed important aspects which govern the binding of such diarylsulfonamides to thrombin.
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