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O-Acetylpsilocin
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| Systematic (IUPAC) name | |
| 3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl acetate | |
| Identifiers | |
| CAS number | ? |
| ATC code | ? |
| PubChem | ? |
| Chemical data | |
| Formula | C14H18N2O2 |
| Mol. mass | 246.3049 g/mol |
| SMILES | & |
| Physical data | |
| Melt. point | 172–173 °C (342–343 °F) |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
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| Legal status | |
| Routes | ? |
O-Acetylpsilocin, 4-acetoxy-N,N-dimethyltryptamine, or 4-AcO-DMT is a psychedelic (hallucinogenic). It is the acetylated form of the psychedelic mushroom alkaloid psilocin, and is a lower homologue of 4-AcO-DET and 4-AcO-DiPT. It may also be considered an analogue of psilocin and DMT, which are Schedule I drugs under the Controlled Substances Act of the USA.
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History
O-Acetylpsilocin is a newer psychedelic with a limited history.
Chemistry
O-Acetylpsilocin can be obtained by acetylation of psilocin under strongly acidic or under alkaline conditions. It is a synthetic compound. O-Acetylpsilocin is more resistant than psilocin to oxidation under basic conditions due to its acetoxy group.
Pharmacology
- See psilocybin for more details.
In the body 4-acetylpsilocin is evidently rapidly desacetylated to psilocin by acetylases and therefore has identical pharmacological properties to psilocin.
Dosage
A dose of O-acetylpsilocin is 8 mg - 30 mg. These are slightly lower than that of the free phenol, psilocin. Some report very strong effects with 15 mg. The duration of 4-acetylpsilocin is usually slightly longer than that of psilocin at about 4-7 hours.
See also
External links
- Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin - A publication by David E. Nichols
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