2,4,5-Trimethoxyphenethylamine

2C-O
Clinical data
Other names2,4,5-TMPEA; TMPEA-2; TMPEA; 4-Methoxy-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-methoxyphenethylamine; 2C-O; 2C-OMe; 2C-MeO; 2C-TMA-2; 25O
Routes of
administration		Oral
Drug classSerotonin receptor agonist; Serotonin 5-HT2 receptor agonist
ATC code
  • None
Legal status
Legal status
Identifiers
  • 2-(2,4,5-trimethoxyphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H17NO3
Molar mass211.261 g·mol−1
3D model (JSmol)
Melting point187 to 188 °C (369 to 370 °F)
  • O(c1cc(c(OC)cc1OC)CCN)C
  • InChI=1S/C11H17NO3/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3 Y
  • Key:GKATTZLSNLYADI-UHFFFAOYSA-N Y
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2C-O, also known as 2,4,5-trimethoxyphenethylamine (2,4,5-TMPEA) or TMPEA-2, is a chemical compound of the phenethylamine and 2C families. It is a positional isomer of mescaline (3,4,5-trimethoxyphenethylamine) and is the α-desmethyl analogue of 2,4,5-trimethoxyamphetamine (TMA-2). The drug is the parent compound of the 2C-O series of drugs. 2C-O appears to be inactive in terms of psychoactive effects in humans. It was first described by Jansen in 1931.

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