2,3-Dimethoxyphenethylamine

Last updated
2,3-Dimethoxyphenethylamine
2,3-Dimethoxyphenethylamine.svg
Clinical data
Other names2,3-DMPEA; DMPEA-2
ATC code
  • None
Identifiers
  • 2-(2,3-dimethoxyphenyl)ethanamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.154.035 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C10H15NO2
Molar mass 181.235 g·mol−1
3D model (JSmol)
  • COC1=CC=CC(=C1OC)CCN
  • InChI=1S/C10H15NO2/c1-12-9-5-3-4-8(6-7-11)10(9)13-2/h3-5H,6-7,11H2,1-2H3
  • Key:XKBUFTXNLBWTFP-UHFFFAOYSA-N

2,3-Dimethoxyphenethylamine (2,3-DMPEA), also known as DMPEA-2, is a drug of the phenethylamine family related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). [1] [2] It is one of the positional isomers of dimethoxyphenethylamine. [1]

Contents

In contrast to various other phenethylamines like β-phenethylamine and amphetamine, it showed little activity in terms of induction of norepinephrine release in vitro . [3] The effects of 2,3-DMPEA in humans have not been reported and are unknown. [1]

2,3-DMPEA was first described in the scientific literature by at least 1965. [1] [2] It was included as an entry in Alexander Shulgin's 2011 book The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . [1]

See also

References

  1. 1 2 3 4 5 Shulgin A, Manning T, Daley PF (2011). "#46. 2,3-DMPEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . Vol. 1. Berkeley, CA: Transform Press. pp. 81–82. ISBN   978-0-9630096-3-0. OCLC   709667010.
  2. 1 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.
  3. ↑ Benington F, Morin RD (July 1968). "The chemorelease of norepinephrine from mouse hearts by substituted amphetamines". J Med Chem. 11 (4): 896–897. doi:10.1021/jm00310a048. PMID   5677681.


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