EEM (drug)
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| Other names | 2,4-Diethoxy-5-methoxyamphetamine; TMA2-2,4-DiEtO |
| Routes of administration | Oral[1] |
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| Pharmacokinetic data | |
| Duration of action | Unknown[1] |
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| Chemical and physical data | |
| Formula | C14H23NO3 |
| Molar mass | 253.342 g·mol−1 |
| 3D model (JSmol) | |
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EEM, also known as 2,4-diethoxy-5-methoxyamphetamine or as TMA2-2,4-DiEtO, is a chemical compound of the phenethylamine, amphetamine, and DOx families related to the psychedelic drug TMA-2.[1][2][3] It is the analogue of TMA-2 in which the methoxy groups at the 2 and 4 positions have been replaced with ethoxy groups.[1][2][3] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists EEM's dose and duration as unknown.[1] Shulgin stated that EEM has never been tested in humans.[1][2] The chemical synthesis of EEM has been described.[1][3] EEM 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, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. EEM Entry
- ^ a b c 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.