5-Thioasymbescaline
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| Other names | 5-TASB; 3,4-Diethoxy-5-methylthiophenethylamine; 3-Ethoxy-4-ethoxy-5-methylthiophenethylamine; 3-EtO-4-EtO-5-MeS-PEA |
| Routes of administration | Oral[1][2][3] |
| Drug class | Serotonergic psychedelic; Hallucinogen |
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| Duration of action | ~8 hours[1] |
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| Chemical and physical data | |
| Formula | C13H21NO2S |
| Molar mass | 255.38 g·mol−1 |
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5-Thioasymbescaline (5-TASB), also known as 3,4-diethoxy-5-methylthiophenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline.[1][2][3][4] It is the analogue of asymbescaline in which the methoxy group at the 5 position has been replaced with a methylthio group.[1][2][3][4] The drug is one of three possible thioasymbescaline (TASB) positional isomers, the others being 3-thioasymbescaline (3-TASB) and 4-thioasymbescaline (4-TASB).[1][2][3][4]
In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 5-TASB's dose as approximately 160 mg orally and its duration as about 8 hours.[1] The drug has been variously described as having lower potency than mescaline to having twice the potency of mescaline.[4][2][3][1]
The effects of 5-TASB have been reported to include hints of strangeness, neurological hyperactivity, slight physical effects, extremities feeling warm, slight lightheadedness, slight hyperreflexia, slight diarrhea, and extended physical malaise.[1][3][4] It was said that there was more physical than mental and that it was not all entirely nice.[1] In addition, it was said that the effects are real, but the person didn't want to go any higher.[1] It was concluded that the drug's somatic effects overshadowed the psychological effects.[1] Besides hints of strangeness, no hallucinogenic or other perceptual effects were described.[1]
The chemical synthesis of 5-TASB has been described.[1][4]
5-TASB was first described in the scientific literature by Shulgin and Peyton Jacob III in 1984.[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 m n 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/pihkal148.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 f 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 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.