O-Acetylpsilocin
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O-Acetylpsilocin | |
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General | |
Systematic name | 3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl acetate |
Other names | 4-Acetoxy-N,N-dimethyl-tryptamine |
Molecular formula | C14H12N2O2 |
SMILES | CC(=O)Oc2cccc1N\C=C(\CCN(C)C)c12 |
Molar mass | 246.30492 g/mol |
CAS number | ?? |
Properties | |
Melting point | 172-173 °C (from MeOH) |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
O-Acetylpsilocin or 4-acetoxy-N,N-dimethyltryptamine (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-Acetoxy-DET and 4-Acetoxy-DIPT. It may also be considered an analogue of psilocin and DMT, which are Schedule 1 Drugs under the Controlled Substances Act of the USA.
Contents |
[edit] History
O-Acetylpsilocin is a newer psychedelic with a limited history.
[edit] 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.
[edit] 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.
[edit] 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.
[edit] See also
[edit] External links
- Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin - A publication by David Nichols
4-Acetoxy-DET | 4-Acetoxy-DIPT | 4-Acetoxy-DMT | 4-HO-DIPT | 5-MeO-α-ET | 5-MeO-α-MT | 5-MeO-DALT | 5-MeO-DET | 5-MeO-DIPT | 5-MeO-DMT | 5-MeO-DPT | 5-MeO-MIPT | α-ET | α-MT | Baeocystin | Bufotenin | DET | DIPT | DMT | DPT | Ethocybin | EIPT | Ethocin | Ibogaine | Iprocin | MET | MIPT | Miprocin | Melatonin | NMT | Norbaeocystin | Psilocin | Psilocybin | Rizatriptan | Serotonin | Sumatriptan | Tryptamine | Tryptophan