N-tert-Butyltryptamine

N-tert-Butyltryptamine
Clinical data
Other namesN-t-Butyltryptamine; NtBT; NTBT
Routes of
administration
Oral[1][2]
Drug classPsychoactive drug
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • N-[2-(1H-indol-3-yl)ethyl]-2-methylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC14H20N2
Molar mass216.328 g·mol−1
3D model (JSmol)
  • CC(C)(C)NCCC1=CNC2=CC=CC=C21
  • InChI=1S/C14H20N2/c1-14(2,3)16-9-8-11-10-15-13-7-5-4-6-12(11)13/h4-7,10,15-16H,8-9H2,1-3H3
  • Key:IDXHHISJIRGWJV-UHFFFAOYSA-N

N-tert-Butyltryptamine (NtBT) is a psychoactive drug of the tryptamine family related to psychedelics like dimethyltryptamine (DMT).[1][2][3]

Use and effects

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NtBT was briefly described by Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved).[1] According to Shulgin, NtBT is active at a dose of 5 to 20 mg or of ~20 mg orally.[1][2] He also said that he had heard that NtBT is extremely potent when smoked, but had not received any particulars or confirmed that.[1] Its effects included a lightheaded intoxication described as a totally pleasant buzz, but nothing more profound than that.[1]

Shulgin has said that along with N-sec-butyltryptamine (NsBT), 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][4][5]

Chemistry

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Analogues of NtBT include N-methyltryptamine (NMT), N-ethyltryptamine (NET), N-isopropyltryptamine (NiPT), N-benzyltryptamine (NBnT), 4-HO-DsBT, and 4-HO-McPeT, among others.[1]

See also

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References

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  1. ^ a b c d e f g h i j k "N-Ethyltryptamine". TiHKAL entry. Erowid.org. 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.
  2. ^ a b c 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.
  3. ^ Laing RP (2003). Hallucinogens: A Forensic Drug Handbook. Academic Press. pp. 98–99. ISBN 978-0-12-433951-4.
  4. ^ Nen (4 December 2011). Entheogenic effects of NMT from Acacia. Entheogenesis Australis (EGA) Conference, Victoria, Australia, 2–5 December 2011 (PDF). Archived from the original on 5 April 2025. Retrieved 15 April 2025.{{cite conference}}: CS1 maint: bot: original URL status unknown (link)
  5. ^ 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.
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