Lipophilicity and serotonin agonist activity in a series of 4-substituted mescaline analogues.
Replacement of the 4-methoxy of mescaline with higher alkyl homologues or with bromine led to increased activity at serotonin receptors in a sheep umbilical artery preparation. This activity appears correlated with lipophilicity, as measured by 1-octanol-water partition coefficients, but drops off when the 4-substituent is about five atoms in length. It is suggested that 3,4,5-trisubhe 2,4,5-substitution pattern.
D000818:Animals; D066298:In Vitro Techniques; D008055:Lipids; D008635:Mescaline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011985:Receptors, Serotonin / Q000187:drug effects*; D012756:Sheep; D012995:Solubility; D013268:Stimulation, Chemical; D013329:Structure-Activity Relationship; D014469:Umbilical Arteries / Q000187:drug effects / Q000294:innervation
D008055:Lipids; D011985:Receptors, Serotonin; D008635:Mescaline