2,3,4,5-Tetramethoxyphenethylamine
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| Other names | TeMPEA; TeMPEA-1; 2,3,4,5-TeMPEA; 2-Methoxymescaline; Methoxymescaline; 2-Methoxy-TMPEA; 3-Methoxy-2C-O; 3-Methoxy-TMPEA-2 |
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| Formula | C12H19NO4 |
| Molar mass | 241.287 g·mol−1 |
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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]
See also
[edit]- 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
[edit]- 1 2 3 Shulgin A, Manning T, Daley PF (2011). "#114. TeMPEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 280–281. ISBN 978-0-9630096-3-0. OCLC 709667010.
- 1 2 3 Brimblecombe RW, Pinder RM (1975). "Phenylalkylamines and Their Derivatives". Hallucinogenic Agents. Bristol: Wright-Scientechnica. pp. 55–97.
- ↑ Smythies JR, Bradley RJ, Johnston VS, Benington F, Morin RD, Clark LC (1967). "Structure-activity relationship studies on mescaline. 3. The influence of the methoxy groups". Psychopharmacologia. 10 (5): 379–387. doi:10.1007/BF00403978. PMID 5588333.
- ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
- ↑ Shulgin AT, Shulgin A (1991). PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN 978-0-9630096-0-9. OCLC 25627628.