Ψ-PEA
Class of chemical compounds
From Wikipedia, the free encyclopedia
Ψ-Phenethylamines (Ψ-PEA), or psi-phenethylamines (psi-PEA), also known as pseudo-phenethylamines or as 4-substituted 2,6-dimethoxyphenethylamines, are a family of psychedelic and related compounds of the phenethylamine family.[1][2][3] They are positional isomers of the 4-substituted 2,5-dimethoxyphenethylamines (e.g., 2Cs and DOx) and 4-substituted 3,5-dimethoxyphenethylamines (e.g., scalines and 3Cs).[1][2][3]
Like the preceding groups or substitution patterns of phenethylamine psychedelics, many Ψ-PEA derivatives are potent serotonergic psychedelics and are known to act as serotonin 5-HT2A receptor agonists.[4][1][2][3] Examples of known psychedelic Ψ-PEAs include TMA-6 (Ψ-TMA-2), Ψ-DOM, Ψ-2C-T-4, Ψ-2C-DFMO, Ψ-DODFMO, and 2,4,6-TMPEA-NBOMe (26O-NBOMe; ψ-2C-O-NBOMe).[4][1][2][3][5] Conversely, Ψ-2C-O (TMPEA-6) was inactive.[1][4] Unlike many other psychedelic phenethylamines, Ψ-PEAs such as TMA-6, Ψ-Aleph, and Ψ-Aleph-2 are known to act as potent monoamine oxidase inhibitors (MAOIs).[1][6]
The Ψ-PEAs are relatively unexplored compared to the other major psychedelic phenethylamine groups.[1][2][3][7][8][9][10] Many Ψ-PEAs have been synthesized or described, but few are known to have been tested in humans.[1]
The receptor interactions of Ψ-PEAs and their amphetamine counterparts have been studied and described.[11] They are partial agonists of the serotonin 5-HT2A receptor and also interact with other serotonin receptors and targets.[11]
Use and effects
| Compound | Chemical name | Dose | Duration |
|---|---|---|---|
| TMPEA-6 (Ψ-2C-O) | 2,4,6-Trimethoxyphenethylamine | >300 mg | Unknown |
| TMA-6 (Ψ-TMA-2) | 2,4,6-Trimethoxyamphetamine | 25–50 mg | 12–16 hours |
| Ψ-DOM | 4-Methyl-2,6-dimethoxyamphetamine | 15–25 mg | 6–8 hours |
| Ψ-2C-T-4 | 4-Isopropylthio-2,6-dimethoxyphenethylamine | ≥12 mg | Unknown |
| Ψ-2C-DFMO (Ψ-2C-O-35) | 4-Difluoromethoxy-2,6-dimethoxyphenethylamine | ~17 mg | ~18 hours |
| Ψ-DODFMO | 4-Difluoromethoxy-2,6-dimethoxyamphetamine | ~10 mg | ~20 hours |
| 2,4,6-TMPEA-NBOMe | N-(2-Methoxybenzyl)-2,4,6-trimethoxyphenethylamine | Unknown | Unknown |
| Refs: [1][4][2][3][5] | |||
Other ψ-PEAs have also been described.[1][11] Another notable ψ-PEA is ψ-2C-D-FLY.[12]
Chemistry
Society and culture
Legal status
Canada
The Ψ-PEA drugs are controlled substances in Canada under phenethylamine blanket-ban language.[13]