3-(4-Phenoxyphenyl) pyrazoles: a novel class of sodium channel blockers

J Yang, P Gharagozloo, J Yao, VI Ilyin…

Index: Yang, Ji; Gharagozloo, Parviz; Yao, Jiangchao; Ilyin, Victor I.; Carter, Richard B.; Nguyen, Phong; Robledo, Silvia; Woodward, Richard M.; Hogenkamp, Derk J. Journal of Medicinal Chemistry, 2004 , vol. 47, # 6 p. 1547 - 1552

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Citation Number: 44

Abstract

A series of 3-(4-phenoxyphenyl)-1 H-pyrazoles were synthesized and characterized as potent state-dependent sodium channel blockers. A limited SAR study was carried out to delineate the chemical requirements for potency. The results indicate that the distal phenyl group is critical for activity but will tolerate lipophilic (+ π) electronegative (+ σ) substituents at the ortho and/or para position. Substitution at the pyrazole nitrogen with a H-bond donor ...