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5-MeO-AET

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
5-MeO-AET
Clinical data
Other names5-Methoxy-α-ethyltryptamine; 5-MeO-αET; 5-MeO-AET
Routes of
administration
Oral[1]
Drug classSerotonin5-HT2A receptoragonist;Serotonergic psychedelic;Hallucinogen
Legal status
Legal status
Identifiers
  • 1-(5-methoxy-1H-indol-3-yl)butan-2-amine
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC13H18N2O
Molar mass218.300 g·mol−1
3D model (JSmol)
Melting point201 to 203 °C (394 to 397 °F)
  • CCC(N)Cc2c[nH]c1ccc(cc12)OC
  • InChI=1S/C13H18N2O/c1-3-10(14)6-9-8-15-13-5-4-11(16-2)7-12(9)13/h4-5,7-8,10,15H,3,6,14H2,1-2H3 checkY
  • Key:JHTPCKWBFLMJMQ-UHFFFAOYSA-N checkY
  (verify)

5-MeO-αET, also known as5-methoxy-α-ethyltryptamine, is apsychoactive drug of thetryptamine andα-alkyltryptamine families.[1] It reportedly producespsychedelic andstimulant effects.[1][2]

Use and effects

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The dose range of 5-MeO-αET is 50 to 75 mgorally.[1][additional citation(s) needed] 5-MeO-αET producesentactogenic andstimulant effects that can last 4 to 6 hours.[citation needed] However, little information exists on thepsychopharmacological effects of this compound, thus considerable variation with regard to dose and effects can be expected.[citation needed]

Interactions

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

Pharmacology

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Pharmacodynamics

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Thepharmacology of 5-MeO-αET has been studied.[3] It is a weakpartial agonist of theserotonin5-HT2A receptor, with abinding affinity (Ki) of 4,073 nM, anEC50Tooltip half-maximal effective concentration of 166 nM, and anEmaxTooltip maximal efficacy of 34%.[3] For comparison, αET showed 14-fold lower affinity for the receptor than 5-MeO-αET and was inactive as an agonist of the receptor.[3] The individualstereoisomers of 5-MeO-αET and αET were also assessed.[3]

Chemistry

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Analogues

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Analogues of 5-MeO-AET includeα-ethyltryptamine (AET),α-methylserotonin (5-HO-AMT),5-MeO-AMT,4-methyl-AET,5-fluoro-AET,5-EtO-AMT,5-fluoro-AET,5-chloro-AET, and7-methyl-AET, among others.

Society and culture

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Legal status

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United States

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5-MeO-αET is unscheduled and uncontrolled in the United States, but possession and sales of 5-MeO-αET could be prosecuted under theFederal Analog Act because of its structural similarities to αET andαMT.[citation needed]

See also

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References

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  1. ^abcdShulgin AT (2003)."Basic Pharmacology and Effects". In Laing RR (ed.).Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137.ISBN 978-0-12-433951-4. Retrieved1 February 2025.
  2. ^Deluca P, Davey Z, Corazza O, Di Furia L, Farre M, Flesland LH, et al. (December 2012). "Identifying emerging trends in recreational drug use; outcomes from the Psychonaut Web Mapping Project".Progress in Neuro-Psychopharmacology & Biological Psychiatry.39 (2). Elsevier BV:221–226.doi:10.1016/j.pnpbp.2012.07.011.PMID 22841965.S2CID 22296279.
  3. ^abcdJones, Charles (2024).Exploration of Dopaminergic and Serotonergic Pathways Utilizing Pleiotropic Agents (Thesis). VCU Libraries.doi:10.25772/8c2h-h502. Retrieved18 May 2025.

External links

[edit]
Tryptamines
No ring subs.
4-Hydroxytryptamines
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