Chemistry:4-AcO-MET

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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.[2] It has been encountered as a novel designer drug.[2][1]

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

Pharmacology

Pharmacodynamics

Due to its similarity to the psilocin prodrug 4-AcO-DMT, which is deacetylated to form psilocin in vivo,[3][4] 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.[5][6]

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.[2]

Society and culture

Canada

4-AcO-MET is not a controlled substance in Canada as of 2025.[7]

Switzerland

In Switzerland, 4-AcO-MET is a controlled substance under Verzeichnis E.[8]

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.[9]

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.[10] 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.[11]

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 1.5 "4-AcO-MET (4-Acetoxy-MET)" (in ru). https://aipsin.com/newsubstance/618/. 
  2. ↑ 2.0 2.1 2.2 "New psychoactive substances reported to the EMCDDA and Europol for the first time in 2009 under the terms of Council Decision 2005/387/JHA". https://www.emcdda.europa.eu/attachements.cfm/att_101538_EN_Annex%202.pdf. 
  3. ↑ "Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin". Synthesis 1999 (6): 935–938. February 1999. doi:10.1055/s-1999-3490. http://www.thieme-connect.de/DOI/DOI?10.1055/s-1999-3490. 
  4. ↑ "Psilacetin derivatives: fumarate salts of the meth-yl-ethyl, meth-yl-allyl and diallyl variants of the psilocin prodrug". Acta Crystallographica Section E 77 (Pt 2): 101–106. February 2021. doi:10.1107/S2056989021000116. PMID 33614134. Bibcode: 2021AcCrE..77..101P. 
  5. ↑ "Receptor Binding Profiles for Tryptamine Psychedelics and Effects of 4-Propionoxy-N,N-dimethyltryptamine in Mice". ACS Pharmacol Transl Sci 6 (4): 567–577. April 2023. doi:10.1021/acsptsci.2c00222. PMID 37082754. 
  6. ↑ "Investigation of the Structure-Activity Relationships of Psilocybin Analogues". ACS Pharmacol Transl Sci 4 (2): 533–542. April 2021. doi:10.1021/acsptsci.0c00176. PMID 33860183. 
  7. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 
  8. ↑ "Fedlex". https://www.fedlex.admin.ch/eli/cc/2011/363/de. 
  9. ↑ "Misuse of Drugs Act 1971". 2021-08-15. https://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I. 
  10. ↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026, https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf 
  11. ↑ "21 U.S. Code § 841 - Prohibited acts A". https://www.law.cornell.edu/uscode/text/21/841. 

pl:4-Acetoksy-N,N-dietylotryptamina sv:4-acetoxy-DET



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