Thiobuscaline
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| Other names | TB; 4-Thiobuscaline; 4-TB; 4-Butylthio-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-butylthiophenethylamine |
| Routes of administration | Oral[1] |
| Drug class | Psychoactive drug; Antidepressant |
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| Duration of action | ~8 hours[1] |
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| Chemical and physical data | |
| Formula | C14H23NO2S |
| Molar mass | 269.40 g·mol−1 |
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Thiobuscaline (TB), or 4-thiobuscaline (4-TB), also known as 3,5-dimethoxy-4-butylthiophenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to the psychedelic drug mescaline.[1][2][3] It is the analogue of buscaline in which the butoxy group at the 4 position has been replaced with a butylthio group.[1][2][3]
In his book PiHKAL (Phenethylamines I Have Known And Loved) and other publications, Alexander Shulgin lists thiobuscaline's dose range as 60 to 120 mg orally and its duration as about 8 hours.[1][2][3] The effects of thiobuscaline have been reported to include a "benign and beautiful experience which never quite popped into anything psychedelic", subtle threshold effects, a vague awareness of something, being in a "wonderful place spiritually" but with "some dark edges", it being "pleasant, but certainly not psychedelic", and body discomfort.[1] No clear hallucinogenic effects were described.[1] Thiobuscaline is listed as being 4 times more potent as a psychoactive drug than mescaline.[2][3]
Thiobuscaline produced perpetual threshold psychoactive effects that did not further increase across a wide dose range of 35 to 120 mg orally.[1] Shulgin described it as "always the simple and ephemeral catalyst of euphoria without substance and without body".[1] In addition, he said that it could not easily be classified, for instance as a psychedelic or stimulant.[1] Instead, Shulgin likened thiobuscaline to Ariadne (4C-D), which he noted had been called an "antidepressant".[1] He hypothesized that thiobuscaline might be beneficial for treatment of depression in certain people in the exact same way as Ariadne.[1]
The chemical synthesis of thiobuscaline has been described.[1] Analogues of thiobuscaline include 4-thiomescaline, 4-thioescaline, and thioproscaline (4-thioproscaline), among others.[1][2][3]
Thiobuscaline was first described in the scientific literature by Alexander 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 o Shulgin A, Shulgin A (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/pihkal149.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.
- ^ 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. Archived from the original on 2025-07-12.