5-MeO-DBT

Last updated
5-MeO-DBT
5-MeO-DBT.svg
5-MeO-DBT 3D BS.png
Clinical data
Other names5-OMe-DBT; 5-Methoxy-DBT; 5-Methoxy-N,N-dibutyltryptamine
Identifiers
  • N-butyl-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]butan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C19H30N2O
Molar mass 302.462 g·mol−1
3D model (JSmol)
  • CCCCN(CCCC)CCC1=CNC2=C1C=C(C=C2)OC
  • InChI=1S/C19H30N2O/c1-4-6-11-21(12-7-5-2)13-10-16-15-20-19-9-8-17(22-3)14-18(16)19/h8-9,14-15,20H,4-7,10-13H2,1-3H3
  • Key:WVGCRISHWANOTO-UHFFFAOYSA-N

5-MeO-DBT, also known as 5-methoxy-N,N-dibutyltryptamine or as 5-MeO-BET, is a rare substituted tryptamine derivative, which is thought to be a psychoactive substance and was identified in a designer drug sample by a forensic laboratory in Slovenia in March 2021, [1] although only analytical studies have been conducted and no pharmacological data is available. [2] [3] [4] It is nevertheless controlled under drug analogue legislation in a number of jurisdictions.

Contents

Use and effects

In his book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin briefly mentioned 5-MeO-DBT and described it as a known compound with unknown activity such as properties and effects. [5]

Interactions

Chemistry

Analogues

Analogues of 5-MeO-DBT include dibutyltryptamine (DBT), 4-HO-DBT, 5-MeO-DMT, 5-MeO-DET, 5-MeO-DPT, 5-MeO-DiPT, and 5-MeO-DALT, among others. [5]

5-MeO-DsBT

5-MeO-DsBT is a notable skeletal isomer of 5-MeO-DBT. [5] It was very briefly mentioned in Alexander Shulgin s book TiHKAL (Tryptamines I Have Known and Loved), but was described as an unknown compound. [5] Relatedly, its dose and duration were not described. [5]

Society and culture

United States

Alabama

5-MeO-DBT was made schedule I at the state level in Alabama on September 13, 2024. [6]

See also

References

  1. ↑ "Analytical Report. 5-MeO-DBT" (PDF). Slovenia: Nacionalni Forenzični Laboratorij. 10 March 2021.
  2. ↑ Brandt SD, Freeman S, Fleet IA, McGagh P, Alder JF (2005). "Analytical chemistry of synthetic routes to psychoactive tryptamines. Part II. Characterisation of the Speeter and Anthony synthetic route to N,N-dialkylated tryptamines using GC-EI-ITMS, ESI-TQ-MS-MS and NMR". Analyst. 130 (3): 330–344. Bibcode:2005Ana...130..330B. doi:10.1039/b413014f. PMID   15724162.
  3. ↑ Brandt SD, Freeman S, Fleet IA, Alder JF (2005). "Analytical chemistry of synthetic routes to psychoactive tryptamines. Part III. Characterisation of the Speeter and Anthony route to N,N-dialkylated tryptamines using CI-IT-MS-MS". Analyst. 130 (9): 1258–1262. Bibcode:2005Ana...130.1258B. doi:10.1039/b504001a. PMID   16096671.
  4. ↑ Brandt SD, Martins CP (2010). "Analytical methods for psychoactive N,N-dialkylated tryptamines". Trends Anal. Chem. 29 (8): 858–869. doi:10.1016/j.trac.2010.04.008.
  5. 1 2 3 4 5 Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN   0-9630096-9-9. OCLC   38503252. https://isomerdesign.com/pihkal/read/tk/36
  6. ↑ "Controlled Substances List" (PDF). www.alabamapublichealth.gov.
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