Chemistry:4-AcO-MET

From HandWiki

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. It is a novel compound with very little history of human use.[1] It is sometimes sold as a research chemical by online retailers.

Interactions

Pharmacology

Pharmacodynamics

Due to its similarity to the psilocin prodrug 4-AcO-DMT, which is deacetylated to form psilocin in vivo,[2][3] 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.[4][5]

Society and culture

Switzerland

In Switzerland, 4-Acetoxy-MET is a controlled substance under Verzeichnis E.[6]

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.[7]

United States

In the United States, 4-Acetoxy-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.[8]

See also

References

  1. ↑ "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. 
  2. ↑ "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. 
  3. ↑ "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. 
  4. ↑ "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. 
  5. ↑ "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. 
  6. ↑ "Fedlex". https://www.fedlex.admin.ch/eli/cc/2011/363/de. 
  7. ↑ "Misuse of Drugs Act 1971". 2021-08-15. https://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I. 
  8. ↑ "21 U.S. Code § 841 - Prohibited acts A". https://www.law.cornell.edu/uscode/text/21/841. 

Template:Psychedelics

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