2,3,4,6-Tetramethoxyphenethylamine

2,3,4,6-Tetramethoxyphenethylamine (2,3,4,6-TeMPEA), also known as TeMPEA-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 possible positional isomers of tetramethoxyphenethylamine (TeMPEA).^[1][2] The in-vitro metabolism and effects of TeMPEA-2 on behavior in animals have been studied.^[1][3][4] The drug showed little or no activity as a norepinephrine releasing agent in vitro.^[1][5] It does not seem to have been tested in humans.^[1] TeMPEA-2 was first described in the scientific literature by 1955.^[1][6]

TeMPEA-2

Clinical data
Other names	2,3,4,6-TeMPEA; TeMPEA-2
ATC code	None
Identifiers
IUPAC name 2-(2,3,4,6-tetramethoxyphenyl)ethanamine
CAS Number	3166-92-5
PubChem CID	121008956
ChemSpider	62993367
Chemical and physical data
Formula	C12H19NO4
Molar mass	241.287 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=CC(=C(C(=C1CCN)OC)OC)OC
InChI InChI=1S/C12H19NO4/c1-14-9-7-10(15-2)12(17-4)11(16-3)8(9)5-6-13/h7H,5-6,13H2,1-4H3 Key:BIJGTHTWKBFOCK-UHFFFAOYSA-N

See also

• Substituted methoxyphenethylamine
• Tetramethoxyphenethylamine (TeMPEA)
• 2,3,4,5-Tetramethoxyphenethylamine (TeMPEA, TeMPEA-1)
• 2,3,5,6-Tetramethoxyphenethylamine (TeMPEA-3)
• 2,3,4,6-Tetramethoxyamphetamine (TeMA-2)
• Pentamethoxyphenethylamine (PeMPEA)
• Trimethoxyphenethylamine (TMPEA)