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4-AcO-MET

Chemical compound From Wikipedia, the free encyclopedia

4-AcO-MET, also known as 4-acetoxy-N-methyl-N-ethyltryptamine or metacetin, is a psychedelic drug of the tryptamine family.[1] It is the acetate ester of 4-HO-MET, and a homologue of 4-AcO-DMT.[1] The drug is a novel compound with very little history of human use.[3] It has been encountered as a novel designer drug.[3][1]

Other names4-Acetoxy-MET; 4-Acetoxy-N-methyl-N-ethyltryptamine; Metacetin
Routes of
administrationOral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Quick facts Clinical data, Other names ...
4-AcO-MET
Clinical data
Other names4-Acetoxy-MET; 4-Acetoxy-N-methyl-N-ethyltryptamine; Metacetin
Routes of
administration		Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Duration of action4–10 hours[1]
Identifiers
  • [3-[2-[ethyl(methyl)amino]ethyl]-1H-indol-4-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H20N2O2
Molar mass260.337 g·mol−1
3D model (JSmol)
  • CCN(C)CCc1c[nH]c2c1c(ccc2)OC(=O)C
  • InChI=1S/C15H20N2O2/c1-4-17(3)9-8-12-10-16-13-6-5-7-14(15(12)13)19-11(2)18/h5-7,10,16H,4,8-9H2,1-3H3
  • Key:OMDKHOOGGJRLLX-UHFFFAOYSA-N
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Use and effects

See also: 4-HO-MET § Use and effects

4-AcO-MET is thought to be a prodrug of 4-HO-MET.[1] The dose of 4-AcO-MET is said to be 5 to 40 mg orally and its duration is said to be 4 to 10 hours.[1] It is said to produce psilocin (4-HO-DMT)-like psychedelic effects.[1]

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

Due to its similarity to the psilocin prodrug 4-AcO-DMT, which is deacetylated to form psilocin in vivo,[4][5] it is expected that 4-AcO-MET is also quickly hydrolyzed into 4-HO-MET by serum esterases, but human studies concerning the metabolic fate of this drug are lacking.

The pharmacology of 4-AcO-MET has been studied.[6][7]

Chemistry

Analogues

Analogues of 4-AcO-MET include methylethyltryptamine (MET), 4-HO-MET (metocin), 5-MeO-MET, 4-AcO-DMT (psilacetin), 4-AcO-DET (ethacetin), 4-AcO-MPT, and 4-PrO-MET, among others.

History

4-AcO-MET was encountered as a novel designer drug in Europe in 2009.[3]

Society and culture

Canada

4-AcO-MET is not a controlled substance in Canada as of 2025.[8]

Switzerland

In Switzerland, 4-AcO-MET is a controlled substance under Verzeichnis E.[9]

United Kingdom

In the United Kingdom, 4-AcO-MET is a Class A drug in the United Kingdom because it is an ester of the drug 4-HO-MET, which is a Class A drug under the tryptamine catch-all clause.[10]

United States

In the United States, 4-AcO-MET is not scheduled. It may be considered an analogue of psilocin, a Schedule I drug under the Controlled Substances Act.[11] As such, the sale for human consumption or the use for illicit non-medical purposes could be considered a crime under the Federal Analogue Act.[12]

See also

References

External links

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