N-sec-Butyltryptamine
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| Clinical data | |
|---|---|
| Other names | NsBT; NSBT |
| Routes of administration | Oral[1][2] |
| Drug class | Psychoactive drug[1][2] |
| ATC code |
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| Pharmacokinetic data | |
| Duration of action | "Short"[1] |
| Identifiers | |
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| PubChem CID | |
| ChemSpider | |
| Chemical and physical data | |
| Formula | C14H20N2 |
| Molar mass | 216.328 g·mol−1 |
| 3D model (JSmol) | |
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N-sec-Butyltryptamine (NsBT) is a psychoactive drug of the tryptamine family related to psychedelics like dimethyltryptamine (DMT).[1][2]
Use and effects
[edit]NsBT was briefly described by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).[1] According to Shulgin, NsBT is active at a dose of 25 to 75 mg orally and has a short-lived duration.[1][2] Its effects included a generalized and somewhat diffuse intoxication, intellectual excitement, modest sensory enhancements, and "a lot of erotic horniness".[1] However, no "plus-three" ratings occurred on the Shulgin Rating Scale.[1]
Shulgin has said that along with N-tert-butyltryptamine (NtBT), it is one of only two N-mono-substituted tryptamines with known psychoactivity.[1] He also said that N-mono-substituted tryptamines might be GHB-like intoxicants devoid of psychedelic effects.[1] However, N-methyltryptamine (NMT) has been reported to produce psychedelic effects.[1][3][4]
Chemistry
[edit]Analogues
[edit]Analogues of NsBT include 5-MeO-NsBT, N-methyltryptamine (NMT), N-ethyltryptamine (NET), N-isopropyltryptamine (NiPT), N-benzyltryptamine (NBnT), N-methyl-N-sec-butyltryptamine (MsBT), among others.[1]
Society and culture
[edit]Legal status
[edit]Canada
[edit]NsBT is not a controlled substance in Canada as of 2025.[5]
See also
[edit]References
[edit]- 1 2 3 4 5 6 7 8 9 10 11 12 Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252. https://erowid.org/library/books_online/tihkal/tihkal49.shtml "The two geometric isomers, mono-isobutyl and mono-sec-butyl tryptamines are best called NIBT and NSBT. They also have been made by the oxalylamide route and the hydrochloride salts melt at 150-151 °C and 175-177 °C resp. Interestingly, NSBT is one of the two mono-substituted tryptamines that just might have CNS activity. It has shown a generalized and somewhat diffuse intoxication with several studies covering the 25 to 75 milligram range. Short lived, intellectual excitement with some modest sensory enhancements. Promising, and a lot of erotic horniness, but no plus threes, yet." [...] "The tertiary-butyl analogue, NTBT, is the remaining mono-substituted tryptamine that just might have psychotropic potential. In the 5 to 20 milligram area, there is a light-headed intoxication that is a totally pleasant buzz, but nothing more profound than that. Wouldn't it be fascination of it turned out that all of the mono-tryptamines (the NRT's) were GHB-like intoxicants, and totally devoid of psychedelic activity. That would be a true challenge to the SAR crowd. I was told many years ago that NTBT was extremely potent when smoked, but I never received any particulars, and I must leave that as a baseless rumor."
- 1 2 3 4 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.
- ↑ Nen (4 December 2011). Entheogenic effects of NMT from Acacia. Entheogenesis Australis (EGA) Conference, Victoria, Australia, 2–5 December 2011 (PDF). Retrieved 15 April 2025.
{{cite conference}}: CS1 maint: deprecated archival service (link) - ↑ Nen (13 July 2013). NMT: A Spatial Hallucinogen With Therapeutic Applications. Breaking Convention: The Second Multidisciplinary Conference on Psychedelic Consciousness, University of Greenwich, London, 12–14 July 2013.
- ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.