4‐Aryl‐Substituted 2,5‐Dimethoxyphenethylamines: Synthesis and Serotonin 5‐HT2AReceptor Affinities
Chemistry & Biodiversity May 1, 2009 Daniel Trachsel, David E. Nichols, Stephanie Kidd et al. 15 citations
A series of novel 2-phenylethylamine compounds with a 4'-aryl substituent was synthesized and tested for binding affinity at the serotonin 5-HT(2A) receptor. Most compounds acted as antagonists with generally low affinity, except for a few with substituents at the 4''-position. The 4''-butyl, 4''-phenyl, and 4'-naphthyl derivatives showed relatively high affinity, with K(i) values of 32, 33, and 41 nM, respectively, indicating tolerance for bulky groups at this location. The 4'-aryl moiety was introduced via a palladium-catalyzed Suzuki reaction.