2,3,4,6-Tetramethoxyphenethylamine
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| Other names | 2,3,4,6-TeMPEA; TeMPEA-2 |
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| Formula | C12H19NO4 |
| Molar mass | 241.287 g·mol−1 |
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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]
See also
- Substituted methoxyphenethylamine
- Tetramethoxyphenethylamine (TeMPEA)
- 2,3,4,5-Tetramethoxyphenethylamine (TeMPEA, TeMPEA-1)
- 2,3,5,6-Tetramethoxyphenethylamine (TeMPEA-3)
- 2,3,4,5-Tetramethoxyamphetamine (TeMA)
- Pentamethoxyphenethylamine (PeMPEA)
- Trimethoxyphenethylamine (TMPEA)
References
- ^ a b c d e f Shulgin A, Manning T, Daley PF (2011). "#115. TeMPEA-3". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 282–283. ISBN 978-0-9630096-3-0. OCLC 709667010.
- ^ a b Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. pp. 883, 923. ISBN 978-3-03788-700-4. OCLC 858805226.
- ^ Clark LC, Benington F, Morin RD (October 1964). "The enzymatic oxidative deamination and effect on cat behavior mescaline and structurally-related β-phenethylamines". The Alabama Journal of Medical Sciences. 1: 417–429. PMID 14230671.
- ^ Clark LC, Benington F, Morin RD (May 1965). "The effects of ring-methoxyl groups on biological deamination of phenethylamines". Journal of Medicinal Chemistry. 8 (3): 353–355. doi:10.1021/jm00327a016. PMID 14323146.
- ^ Daly JW, Creveling CR, Witkop B (May 1966). "The chemorelease of norepinephrine from mouse hearts. Structure-activity relationships. I. Sympathomimetic and related amines". Journal of Medicinal Chemistry. 9 (3): 273–280. doi:10.1021/jm00321a001. PMID 5960887.
- ^ Benington F, Morin RD, Clark LC (1955). "Mescaline Analogs. II. Tetra- and Penta-Methoxy-β-Phenethylamines". The Journal of Organic Chemistry. 20 (1): 102–108. doi:10.1021/jo01119a017. ISSN 0022-3263.