Article ID Journal Published Year Pages File Type
1378034 Bioorganic & Medicinal Chemistry Letters 2007 4 Pages PDF
Abstract

4-[6-(2-Tertiaryaminoethyl)naphthalen-2-yl]benzonitriles are conformationally constrained histamine H3 receptor antagonists with high potency and selectivity. The analogs were designed around a naphthalene core, with the goal of enhancing lipophilicity and CNS penetration, as compared to a previously reported benzofuran series. The SAR of the tertiary amine moiety is similar to that reported for the benzofuran series, with analogs bearing a 2-methylpyrrolidine substituent possessing the greatest rat and human H3 receptor binding affinities.

Graphical abstractThe synthesis and SAR of a series of naphthylethylamines I as histamine H3 receptor antagonists with a high brain to plasma concentration ratio is reported.Figure optionsDownload full-size imageDownload as PowerPoint slide

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Physical Sciences and Engineering Chemistry Organic Chemistry
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