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4-AcO-MET

Chemical compound

Chemical compound

FieldValue
image4-Acetoxy-N-methyl-N-ethyltryptamine.svg
image_classskin-invert-image
width200px
image24-AcO-MET 3D.png
image_class2bg-transparent
width2200px
routes_of_administrationOral
classSerotonergic psychedelic; Hallucinogen
ATC_prefixNone
legal_BRF2
legal_BR_comment
duration_of_action4–10 hours
CAS_number1445751-40-5
PubChem71308138
ChemSpiderID26633897
UNIIPCJ17NV1P0
synonyms4-Acetoxy-MET; 4-Acetoxy-*N*-methyl-*N*-ethyltryptamine; Metacetin
IUPAC_name[3-[2-[ethyl(methyl)amino]ethyl]-1H-indol-4-yl] acetate
C15H=20N=2O=2
SMILESCCN(C)CCc1c[nH]c2c1c(ccc2)OC(=O)C
StdInChI1S/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
StdInChIKeyOMDKHOOGGJRLLX-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

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

Use and effects

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

Interactions

Pharmacology

Pharmacodynamics

Due to its similarity to the psilocin prodrug 4-AcO-DMT, which is deacetylated to form psilocin in vivo, 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.

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.

Society and culture

Canada

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

Switzerland

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

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.

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. 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.

References

References

  1. Anvisa. (2024-05-28). "RDC Nº 877 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
  2. "4-AcO-MET (4-Acetoxy-MET)".
  3. "New psychoactive substances reported to the EMCDDA and Europol for the first time in 2009 under the terms of Council Decision 2005/387/JHA".
  4. (February 1999). "Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin". Synthesis.
  5. (February 2021). "Psilacetin derivatives: fumarate salts of the meth-yl-ethyl, meth-yl-allyl and diallyl variants of the psilocin prodrug". Acta Crystallographica Section E.
  6. (April 2023). "Receptor Binding Profiles for Tryptamine Psychedelics and Effects of 4-Propionoxy-N,N-dimethyltryptamine in Mice". ACS Pharmacol Transl Sci.
  7. (April 2021). "Investigation of the Structure-Activity Relationships of Psilocybin Analogues". ACS Pharmacol Transl Sci.
  8. "Controlled Drugs and Substances Act".
  9. "Fedlex".
  10. (2021-08-15). "Misuse of Drugs Act 1971".
  11. (January 2026). "Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026)". U.S. [[Department of Justice]]: [[Drug Enforcement Administration]] (DEA): Diversion Control Division.
  12. "21 U.S. Code § 841 - Prohibited acts A".
Info: Wikipedia Source

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5-ht2a-agonists acetate-esters 4-acyloxytryptamines designer-prodrugs n,n-dialkyltryptamines psychedelic-tryptamines
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