O-Acetylpsilocin

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O-Acetylpsilocin
Systematic (IUPAC) name
3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl acetate
Identifiers
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PubChem  ?
Chemical data
Formula C14H18N2O2 
Mol. mass 246.3049 g/mol
SMILES eMolecules & PubChem
Physical data
Melt. point 172–173 °C (342–343 °F)
Pharmacokinetic data
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Therapeutic considerations
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Legal status
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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.

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