3-Thiomescaline
 | |
| Clinical data | |
|---|---|
| Other names | 3-TM; 3-Methylthio-4,5-dimethoxyphenethylamine; 3,4-Dimethoxy-5-methylthiophenethylamine; 3-MeS-4-MeO-5-MeO-PEA |
| Routes of administration | Oral[1] |
| Drug class | Serotonergic psychedelic; Hallucinogen |
| ATC code |
|
| Pharmacokinetic data | |
| Onset of action | ≤1 hour[1] |
| Duration of action | 8–12 hours[1] |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| Chemical and physical data | |
| Formula | C11H17NO2S |
| Molar mass | 227.32 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
3-Thiomescaline (3-TM), also known as 3-methylthio-4,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline (3,4,5-trimethoxyphenethylamine).[1][2][3][4] It is the analogue of mescaline in which the methoxy group at the 3 position has been replaced with a methylthio group.[1][2][3][4] The drug is one of two possible thiomescaline (TM) positional isomers, the other being 4-thiomescaline (4-TM).[1][2][3][4]
In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 3-TM's dose as 60 to 100 mg orally and its duration as 8 to 12 hours.[1][2][3][4] Its onset is within 1 hour.[1] The drug has about 4 to 6 times the potency of mescaline.[1][2][3][4] The effects of 3-TM have been reported to include color enhancement, closed-eye imagery and fantasy, no open-eye visuals, auditory–visual synaesthesia with music, intoxication, relaxation, feelings of sublimity and peacefulness, conflicting energy, tension, paranoia, irritability, and guardedness.[1][4]
The chemical synthesis of 3-TM has been described.[1][4]
3-TM was first described in the literature by Shulgin and colleagues by 1981.[4] 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 j k l Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. https://erowid.org/library/books_online/pihkal/pihkal155.shtml
- ^ a b c d e Jacob P, Shulgin AT (1994). "Structure-Activity Relationships of the Classic Hallucinogens and Their Analogs". In Lin GC, Glennon RA (eds.). Hallucinogens: An Update (PDF). National Institute on Drug Abuse Research Monograph Series. Vol. 146. National Institute on Drug Abuse. pp. 74–91. PMID 8742795. Archived from the original on 13 July 2025.
- ^ a b c d e 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 f g h Jacob P, Shulgin AT (November 1981). "Sulfur analogues of psychotomimetic agents. Monothio analogues of mescaline and isomescaline". Journal of Medicinal Chemistry. 24 (11): 1348–1353. doi:10.1021/jm00143a017. PMID 7310812.