2,3,4,5-Tetramethoxyphenethylamine

2,3,4,5-Tetramethoxyphenethylamine (TeMPEA) is a drug of the phenethylamine family related to mescaline (3,4,5-trimethoxyphenethylamine) and the 2C drugs (4-substituted 2,5-dimethoxyphenethylamines).^[1][2] It was reported to be twice as potent as mescaline in producing behavioral changes in animals.^[2][3] However, it does not seem to have been tested in humans.^[1][2] The drug was not described in Alexander Shulgin's PiHKAL, though it was included in The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds.^[1] A derivative is 2,3,4,5-tetramethoxyamphetamine (TeMA), which was included in PiHKAL, and was reported to be inactive in humans at the tested doses.^[4]

2,3,4,5-Tetramethoxyphenethylamine

Clinical data
Other names	TeMPEA
Identifiers
IUPAC name 2-(2,3,4,5-tetramethoxyphenyl)ethanamine
CAS Number	13022-03-2
PubChem CID	611405
ChemSpider	531480
Chemical and physical data
Formula	C12H19NO4
Molar mass	241.287 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=C(C(=C(C(=C1)CCN)OC)OC)OC
InChI InChI=1S/C12H19NO4/c1-14-9-7-8(5-6-13)10(15-2)12(17-4)11(9)16-3/h7H,5-6,13H2,1-4H3 Key:GJKJPCJLMHZZFK-UHFFFAOYSA-N

See also

• Substituted methoxyphenethylamine
• Tetramethoxyphenethylamine (TeMPEA)
• 2,3,4,6-Tetramethoxyphenethylamine (2,3,4,6-TeMPEA; TeMPEA-2)
• 2,3,5,6-Tetramethoxyphenethylamine (2,3,5,6-TeMPEA; TeMPEA-3)