5-Thiometaescaline
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| Other names | 5-TME; 3-Ethoxy-4-methoxy-5-methylthiophenethylamine; 3-EtO-4-MeO-5-MeS-PEA |
| 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 | C12H19NO2S |
| Molar mass | 241.35 g·mol−1 |
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5-Thiometaescaline (5-TME), also known as 3-ethoxy-4-methoxy-5-methylthiophenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to mescaline.[1][2][3] It is the analogue of metaescaline in which the methoxy group at the 5 position has been replaced with a methylthio group.[1][2][3] The drug is one of three possible positional isomers of thiometaescaline (TME), the others being 3-thiometaescaline (3-TME) and 4-thiometaescaline (4-TME).[1][2][3]
In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 5-TME's dose as greater than 200 mg orally and its duration as unknown.[1][2] The effects of 5-TME have been reported to include possible tinnitus, a possible brush of lightheadedness, and nothing else, but these changes could not be clearly ascribed to the drug.[1]
The chemical synthesis of 5-TME has been described.[1][3]
5-TME was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1984.[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 i Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. https://www.erowid.org/library/books_online/pihkal/pihkal165.shtml
- ^ a b c d 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 e Jacob P, Shulgin AT (July 1984). "Sulfur analogues of psychotomimetic agents. 3. Ethyl homologues of mescaline and their monothio analogues". J Med Chem. 27 (7): 881–888. doi:10.1021/jm00373a013. PMID 6737431.