EEE (drug)
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| Other names | 2,4,5-Triethoxyamphetamine; TMA2-2,4,5-TriEtO; TMA2-TriEtO |
| Routes of administration | Unknown[1] |
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| Pharmacokinetic data | |
| Duration of action | Unknown[1] |
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| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C15H25NO3 |
| Molar mass | 267.369 g·mol−1 |
| 3D model (JSmol) | |
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EEE, also known as 2,4,5-triethoxyamphetamine or as TMA2-2,4,5-TriEtO, is a chemical compound of the phenethylamine, amphetamine, and DOx families.[1][2][3][4] It is the analogue of TMA-2 in which the three methoxy groups on the phenyl ring have been replaced with ethoxy groups.[1][3][4] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists EEE's dose and duration as unknown.[1] Shulgin stated that EEE has never been tested in humans.[1][2] The chemical synthesis of EEE has been described.[1][3] EEE was first described in the scientific literature by Shulgin in 1968.[3] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1]
See also
References
- ^ a b c d e f g h Shulgin AT, Shulgin A (1991). "EEE". PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN 978-0-9630096-0-9. OL 22859055M.
- ^ a b Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.
- ^ a b c d Shulgin AT (January 1968). "The ethyl homologs of 2,4,5-trimethoxyphenylisopropylamine". J Med Chem. 11 (1): 186–187. doi:10.1021/jm00307a056. PMID 5637180. Archived from the original on 2025-07-12.
- ^ a b Shulgin AT, Sargent T, Naranjo C (February 1969). "Structure–activity relationships of one-ring psychotomimetics". Nature. 221 (5180): 537–541. Bibcode:1969Natur.221..537S. doi:10.1038/221537a0. PMID 5789297. Archived from the original on 2025-07-12.