2,3,4,6-Tetramethoxyamphetamine

vanc 6 TeMA-2 2,3,4,6-Tetramethoxyamphetamine.svg skin-invert-image 250px None 23693-27-8 2,3,4,6-TeMA; TeMA-2 1-(2,3,4,6-tetramethoxyphenyl)propan-2-amine 13 21 1 4 COc1cc(OC)c(c(c1CC(N)C)OC)OC 1S/C13H21NO4/c1-8(14)6-9-10(15-2)7-11(16-3)13(18-5)12(9)17-4/h7-8H,6,14H2,1-5H3 DJUKQNSUJQBHFW-UHFFFAOYSA-N 2,3,4,6-Tetramethoxyamphetamine (2,3,4,6-TeMA), also known as TeMA-2, is a chemical compound of the phenethylamine and amphetamine families related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). Shulgin A, Manning T, Daley P The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds Berkeley 1 xix, 282 2011 Transform Press 978-0-9630096-3-0 Shulgin AT, Sargent T, Naranjo C Structure--activity relationships of one-ring psychotomimetics Nature 221 5180 537–541 February 1969 5789297 10.1038/221537a0 1969Natur.221..537S Antun F, Smythies JR, Benington F, Morin RD, Barfknecht CF, Nichols DE Native fluorescence and hallucinogenic potency of some amphetamines Experientia 27 1 62–63 January 1971 5549244 10.1007/BF02137743 It was first described in the scientific literature by Alexander Shulgin and colleagues in 1969, but had not been synthesized or assessed by them at that time. As such, the potential hallucinogenic activity of TeMA-2 is unknown. The fluorescence of TeMA-2 has been studied. TeMA-2 is said to be a virtually unexplored substance. Trachsel D, Lehmann D, Enzensperger C Phenethylamine: von der Struktur zur Funktion Solothurn 923 2013 Phenethylamines: From Structure to Function 1 Nachtschatten-Verlag Nachtschatten-Science 978-3-03788-700-4 858805226 https://books.google.com/books?id=-Us1kgEACAAJ de Das Derivat 2,3,4,6-Tetramethoxyphenethylamin (11) wurde im Jahre 1955 von Benington, Morin und Clark hergestellt [6] und später auf die Wechselwirkung mit der Aminoxidase geprüft [7, 8] (siehe auch Tabelle 1 in Kapitel 8.6). Interessanterweise schienen alle Phenethylamine mit mehr als drei MCO-Gruppen nicht signifikant deaminiert zu werden. Das analoge 2,3,4,6-Tetramethoxyamphetamin (12) wurde nur einmal in der Literatur erwähnt (Bestimmung der nativen Fluoreszenz, zur Evaluierung der Struktur-Aktivitäts-Beziehung im Vergleich zu anderen Phenylalkylaminen) [9] und ist somit eine nahezu unerforschte Substanz. 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 See also Substituted methoxyphenethylamine Tetramethoxyamphetamine Tetramethoxyphenethylamine 2,3,4,6-Tetramethoxyphenethylamine References External links TeMA-2 - Isomer Design Category:Methoxyphenethylamines Category:Substituted amphetamines