2MePI

2MePI
Clinical data
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor weak partial agonist or functional antagonist
ATC code
  • None
Identifiers
  • 2-methyl-1,3,4,5-tetrahydropyrido[4,3-b]indole
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H14N2
Molar mass186.258 g·mol−1
3D model (JSmol)
  • CN1CCC2=C(C1)C3=CC=CC=C3N2
  • InChI=1S/C12H14N2/c1-14-7-6-12-10(8-14)9-4-2-3-5-11(9)13-12/h2-5,13H,6-8H2,1H3
  • Key:FYHWPFXPFFPQRT-UHFFFAOYSA-N

2MePI, also known as 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole, is a serotonin receptor modulator of the pyridoindole (γ-carboline) family.[1] It is the pyridoindole homologue of the ibogalog (azepinoindole) ibogaminalog (DM-506).[1]

The drug acts as a weak partial agonist or functional competitive antagonist of the serotonin 5-HT2A receptor, with an affinity (Ki) of 95 nM, an EC50Tooltip half-maximal effective concentration (EmaxTooltip maximal efficacy) of 533 nM (32%), an apparent IC50Tooltip half-maximal inhibitory concentration of 3,100 to 18,000 nM, and a KB of 89 to 228 nM.[1] Compared to ibogaminalog, 2MePi had 5-fold lower affinity, 59-fold lower activational potency, and less than half the activational efficacy at the serotonin 5-HT2A receptor.[1] Results were analogous for 8MeO-2MePI against ibogainalog (8MeO-2MePI's ibogalog homologue).[1] These findings indicate that ibogalogs are the more optimal structural scaffold for serotonin 5-HT2A receptor agonism.[1]

2MePI was first described in the scientific literature by Matthias Liechti and colleagues in 2026.[1]

Chemical structures of 2MePI and related compounds

See also

References

  1. ^ a b c d e f g Rudin D, Ren X, Liechti ME, Huang N, Arias HR (March 2026). "Ibogalogs Activate the 5-HT2A Receptor through a Mechanism Involving Outward and Inward Movements of the Respective Transmembrane Segment TM6 and TM7". Neurochemical Research. 51 (2) 115. doi:10.1007/s11064-026-04727-5. PMID 41870698.

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