Edge Rewrite
restyle Source code View original
// HTMLRewriter · presentation

This page was redesigned at the edge.

Cloudflare fetched the original article and streamed it through HTMLRewriter to apply an entirely new visual system without rebuilding the source page.

Jump to content

2,3,5,6-Tetramethoxyphenethylamine

Edit links
From Wikipedia, the free encyclopedia
(Redirected from TeMPEA-3)

TeMPEA-3
Clinical data
Other names2,3,5,6-TeMPEA; TeMPEA-3
ATC code
  • None
Identifiers
  • 2-(2,3,5,6-tetramethoxyphenyl)ethanamine
PubChem CID
ChemSpider
Chemical and physical data
FormulaC12H19NO4
Molar mass241.287 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C(=C1OC)CCN)OC)OC
  • InChI=1S/C12H19NO4/c1-14-9-7-10(15-2)12(17-4)8(5-6-13)11(9)16-3/h7H,5-6,13H2,1-4H3
  • Key:MRCWRNATBFUERI-UHFFFAOYSA-N

2,3,5,6-Tetramethoxyphenethylamine (2,3,5,6-TeMPEA), also known as TeMPEA-3, is a drug of the phenethylamine family related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine).[1] It is one of the possible positional isomers of tetramethoxyphenethylamine (TeMPEA).[1]

The in-vitro metabolism and effects of TeMPEA-3 on behavior in animals have been studied.[1][2][3] Unlike mescaline, TeMPEA-3 was inactive in the conditioned avoidance response test in rats.[1][4] The effects of TeMPEA-3 in humans have not been reported and are unknown.[1]

The drug was first described in the scientific literature by 1955.[1][5] TeMPEA-3 was included as an entry in Alexander Shulgin's 2011 book The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds.[1] It is a controlled substance in Canada under phenethylamine blanket-ban language.[6]

See also

[edit]

References

[edit]
  1. 1 2 3 4 5 6 7 Shulgin A, Manning T, Daley PF (2011). "#115. TeMPEA-3". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 282–283. ISBN 978-0-9630096-3-0. OCLC 709667010.
  2. ↑ Clark LC, Benington F, Morin RD (October 1964). "The enzymatic oxidative deamination and effect on cat behavior mescaline and structurally-related β-phenethylamines". The Alabama Journal of Medical Sciences. 1: 417–429. PMID 14230671.
  3. ↑ Clark LC, Benington F, Morin RD (May 1965). "The effects of ring-methoxyl groups on biological deamination of phenethylamines". Journal of Medicinal Chemistry. 8 (3): 353–355. doi:10.1021/jm00327a016. PMID 14323146.
  4. ↑ Smythies JR, Bradley RJ, Johnston VS, Benington F, Morin RD, Clark LC (1967). "Structure-activity relationship studies on mescaline. 3. The influence of the methoxy groups". Psychopharmacologia. 10 (5): 379–387. doi:10.1007/BF00403978. PMID 5588333.
  5. ↑ Benington F, Morin RD, Clark LC (1955). "Mescaline Analogs. II. Tetra- and Penta-Methoxy-β-Phenethylamines". The Journal of Organic Chemistry. 20 (1): 102–108. doi:10.1021/jo01119a017. ISSN 0022-3263.
  6. ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
[edit]



Retrieved from "https://en.wikipedia.org/w/index.php?title=2,3,5,6-Tetramethoxyphenethylamine&oldid=1344760579"