Psychotomimetic phenylisopropylamines. 5. 4-Alkyl-2,5-dimethoxyphenylisopropylamines.
A homologous series of 4-alkyl-2,5-dimethoxyphenylisopropylamines (alkyl = H through n-C5H11 and t-C4H9) was synthesized and compared with mescaline as serotonin agonists in a sheep umbilical preparation. The three-carbon homolog 6d was found to be the most potent of the straight-chain series in accordance with its observed psychotomimetic effectiveness in man.
D000818:Animals; D006212:Hallucinations / Q000139:chemically induced; D006213:Hallucinogens / Q000138:chemical synthesis*; D006801:Humans; D066298:In Vitro Techniques; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D011437:Propylamines / Q000138:chemical synthesis* / Q000494:pharmacology; D012701:Serotonin / Q000494:pharmacology; D012756:Sheep; D014469:Umbilical Arteries / Q000187:drug effects
D006213:Hallucinogens; D011437:Propylamines; D012701:Serotonin