O-Acetylpsilocin

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O-Acetylpsilocin
O-Acetylpsilocin
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