5-MeO-MBT

5-MeO-MBT
Clinical data
Other names5-Methoxy-N-methyl-N-butyltryptamine; n-butyl-5-MeO-NMT
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist
ATC code
  • None
Identifiers
  • N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N-methylbutan-1-amine
Chemical and physical data
FormulaC16H24N2O
Molar mass260.381 g·mol−1
3D model (JSmol)
  • CCCCN(CCC1=CNC2=C1C=C(OC)C=C2)C
  • InChI=1S/C16H24N2O/c1-4-5-9-18(2)10-8-13-12-17-16-7-6-14(19-3)11-15(13)16/h6-7,11-12,17H,4-5,8-10H2,1-3H3
  • Key:LQYCKXWTNNBJGQ-UHFFFAOYSA-N

5-MeO-MBT, also known as 5-methoxy-N-methyl-N-butyltryptamine, is a serotonin receptor modulator of the tryptamine and 5-methoxytryptamine families related to 5-MeO-DMT.[1]

The drug was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved) and its properties and effects in humans are unknown.[2]

It shows affinity for the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors (Ki = 10 nM, 721 nM, and 252 nM, respectively).[1] The drug is a partial agonist of the serotonin 5-HT2A receptor (EC50Tooltip half-maximal effective concentration = 1,318 nM; EmaxTooltip maximal efficacy = 38–47%).[1] Its affinities for the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors were similar to those of 5-MeO-DMT, and it showed only 1.8-fold lower activational potency at the serotonin 5-HT2A receptor, but it had much lower efficacy in activating the receptor in comparison (Emax = 38–47% and 98%, respectively).[1]

The chemical synthesis of 5-MeO-MBT has been described.[1] 5-MeO-MBT has several possible positional isomers, including 5-MeO-MiBT, 5-MeO-MsBT, and 5-MeO-MtBT.[3]

5-MeO-MBT was first described in the scientific literature by Niels Jensen in 2004.[1]

See also

References

  1. ^ a b c d e f Jensen N (2004). Tryptamines as Ligands and Modulators of the Serotonin 5-HT2A Receptor and the Isolation of Aeruginascin from the Hallucinogenic Mushroom Inocybe aeruginascens (PhD thesis). Georg-August-Universität zu Göttingen.
  2. ^ Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
  3. ^ "5-MeO-MsBT (5-methoxy-N-methyl-N-secbutyltryptamine)". AIPSIN (in Russian). Retrieved 2 January 2026.
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