2,3,4,5-Tetramethoxyphenethylamine

vanc 6 TeMPEA 2,3,4,5-Tetramethoxyphenethylamine.svg skin-invert-image 225px None 13022-03-2 611405 531480 TeMPEA; TeMPEA-1; 2,3,4,5-TeMPEA; 2-Methoxymescaline; Methoxymescaline; 2-Methoxy-TMPEA; 3-Methoxy-2C-O; 3-Methoxy-TMPEA-2 2-(2,3,4,5-tetramethoxyphenyl)ethanamine 12 19 1 4 COC1=C(C(=C(C(=C1)CCN)OC)OC)OC 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 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). Shulgin A, Manning T, Daley PF #114. TeMPEA 280–281 https://archive.org/details/shulgin-index-vol-1/page/280/mode/1up The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds Transform Press Berkeley, CA 1 2011 978-0-9630096-3-0 709667010 Brimblecombe RW, Pinder RM Phenylalkylamines and Their Derivatives 55–97 Hallucinogenic Agents 1975 Bristol Wright-Scientechnica https://bitnest.netfirms.com/external/Books/978-0-85608-011-1#page=33 It was reported to be twice as potent as mescaline in producing behavioral changes in animals. Smythies JR, Bradley RJ, Johnston VS, Benington F, Morin RD, Clark LC Structure-activity relationship studies on mescaline. 3. The influence of the methoxy groups Psychopharmacologia 10 5 379–387 1967 5588333 10.1007/BF00403978 However, it does not seem to have been tested in humans. 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. It is a controlled substance in Canada under phenethylamine blanket-ban language.Controlled Drugs and Substances Act Department of Justice Canada https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html 19 January 2026 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. Shulgin AT, Shulgin A PiHKAL: A Chemical Love Story 1991 Transform Press 1st Berkeley, CA 978-0-9630096-0-9 25627628 https://books.google.com/books?id=O8AdHBGybpcC 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) 2-Methylmescaline 2-Chloromescaline 2-Bromomescaline 2-Iodomescaline References External links TeMPEA - isomer design Category:2C (psychedelics) Category:Methoxyphenethylamines Category:Scalines