Literature

Abstract

A series of N-substituted acetamidines and 2-methylimidazole derivatives structurally related to W1400 were synthesized and evaluated as Nitric Oxide Synthase (NOS) inhibitors. Analogs with sterically hindering isopropyl and phenyl substituents on the benzylic carbon connecting the aromatic core of W1400 to the acetamidine nitrogen, showed good inhibitory potency for nNOS (IC(50)=0.2 and 0.3 μM) and selectivity over eNOS (500 and 1166) and to a lesser extent over iNOS (50 and 100). A molecular modeling study allowed to shed light on the effects of the structural modifications on the selectivity of the designed inhibitors toward the different NOS isoforms.

DOI： 10.1016/j.bmcl.2010.09.059

N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase

Bioorganic & Medicinal Chemistry Letters 2010.0

Synthesis, Biological Evaluation, and Docking Studies of N-Substituted Acetamidines as Selective Inhibitors of Inducible Nitric Oxide Synthase

Journal of Medicinal Chemistry 2009.0

Synthesis, bioevaluation and docking studies of new imidamide derivatives as nitric oxide synthase inhibitors

Bioorganic & Medicinal Chemistry 2021.0

Selective Acetamidine-Based Nitric Oxide Synthase Inhibitors: Synthesis, Docking, and Biological Studies

ACS Medicinal Chemistry Letters 2015.0

Substituted 2-Iminopiperidines as Inhibitors of Human Nitric Oxide Synthase Isoforms

Journal of Medicinal Chemistry 1998.0

N-Phenylamidines as Selective Inhibitors of Human Neuronal Nitric Oxide Synthase: Structure−Activity Studies and Demonstration of in Vivo Activity