2,3,4,5-Tetramethoxyphenethylamine

TeMPEA
Clinical data
Other names	TeMPEA; TeMPEA-1; 2,3,4,5-TeMPEA; 2-Methoxymescaline; Methoxymescaline; 2-Methoxy-TMPEA; 3-Methoxy-2C-O; 3-Methoxy-TMPEA-2
ATC code	None;
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;

2,3,4,5-Tetramethoxyphenethylamine (TeMPEA or 2,3,4,5-TeMPEA), also known as 2-methoxymescaline, 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] It is a controlled substance in Canada under phenethylamine blanket-ban language.^[4] 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.^[5]