Psychotomimetic phenylisopropylamines. 5. 4-Alkyl-2,5-dimethoxyphenylisopropylamines
Alexander T. Shulgin, Donald C. Dyer
Journal of Medicinal Chemistry December 1, 1975 DOI: 10.1021/jm00246a006 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Laboratory experiment Peer reviewed |
|---|---|
| Interventions | 4-alkyl-2 5-dimethoxyphenylisopropylamines mescaline |
| Topics | Mescaline |
| Keywords | Psychotomimetic Homologous series Alkyl Stereochemistry Chemical reaction mechanisms |
| Citations | 37 |
| Key findings | The three-carbon homolog was the most potent serotonin agonist among the straight-chain series, consistent with its psychotomimetic potency in humans. |
Abstract
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.