Isomescaline

Last updated
Isomescaline
Isomescaline.svg
Clinical data
Other names2,3,4-Trimethoxyphenethylamine; 2,3,4-TMPEA; TMPEA-3; 2C-TMA-3
Routes of
administration
Oral [1]
ATC code
  • None
Pharmacokinetic data
Duration of action Unknown [1]
Identifiers
  • 2-(2,3,4-trimethoxyphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C11H17NO3
Molar mass 211.261 g·mol−1
3D model (JSmol)
  • O(c1ccc(c(OC)c1OC)CCN)C
  • InChI=1S/C11H17NO3/c1-13-9-5-4-8(6-7-12)10(14-2)11(9)15-3/h4-5H,6-7,12H2,1-3H3 Yes check.svgY
  • Key:PVLFQRLVSMMSQK-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Isomescaline (IM), also known as 2,3,4-trimethoxyphenethylamine (2,3,4-TMPEA) or as TMPEA-3 or 2C-TMA-3, is a chemical compound related to mescaline (3,4,5-trimethoxyphenethylamine). [1] It is a positional isomer of mescaline, as well as an analogue of TIM-2, TIM-3, and TIM-4. [1] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists its dose as greater than 400 mg orally and its duration as unknown. [1] Despite its structural similarity to mescaline, isomescaline produced no effects in humans. [1] Very little data exists about the pharmacological properties, metabolism, and toxicity of isomescaline. [1] Isomescaline was first described in the scientific literature by Clark and colleagues by 1965. [2] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991. [1]

Contents

See also

References

  1. 1 2 3 4 5 6 7 8 "Erowid Online Books : "PIHKAL" - #91 IM". www.erowid.org. Archived from the original on 2024-08-12. Retrieved 2025-03-12.
  2. Clark LC, Benington F, Morin RD (May 1965). "The Effects of Ring-Methoxyl Groups on Biological Deamination of Phenethylamines". J Med Chem. 8 (3): 353–355. doi:10.1021/jm00327a016. PMID   14323146.