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5-MeO-MPMI

Chemical compound From Wikipedia, the free encyclopedia

5-MeO-MPMI (developmental code name CP-108509), also known as 5-methoxy-N-methyl-(α,N-trimethylene)tryptamine, is a psychedelic drug of the pyrrolidinylmethylindole and cyclized tryptamine families.[1]

Other names5-Methoxy-N-methyl-(α,N-trimethylene)tryptamine; CP-108509; CP108509
ATC code
  • None
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Quick facts Clinical data, Other names ...
5-MeO-MPMI
Clinical data
Other names5-Methoxy-N-methyl-(α,N-trimethylene)tryptamine; CP-108509; CP108509
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Identifiers
  • 5-methoxy-3-[(1-methylpyrrolidin-2-yl)methyl]-1H-indole
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H20N2O
Molar mass244.338 g·mol−1
3D model (JSmol)
  • CN1CCCC1CC2=CNC3=C2C=C(C=C3)OC
  • InChI=1S/C15H20N2O/c1-17-7-3-4-12(17)8-11-10-16-15-6-5-13(18-2)9-14(11)15/h5-6,9-10,12,16H,3-4,7-8H2,1-2H3 checkY
  • Key:MKEGUJPBCIXABO-UHFFFAOYSA-N checkY
 X markNcheckY (what is this?)  (verify)
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Interactions

Pharmacology

Pharmacodynamics

(R)-5-MeO-MPMI.

5-MeO-MPMI produces psychedelic-appropriate responding in animal tests, with similar potency to DOI.[1] It has two enantiomers, with only the (R)-enantiomer being active.[1]

Chemistry

Analogues

Analogues of 5-MeO-MPMI include MPMI, 4-HO-MPMI, 5-fluoro-MPMI, 5-MeO-pyr-T, CP-122288, CP-135807, and eletriptan, among others.

History

5-MeO-MPMI was first developed by the team led by J. E. Macor and colleagues in 1992.[2] It was subsequently investigated by the team led by David E. Nichols from Purdue University in the late 1990s.[1]

Society and culture

Canada

5-MeO-MPMI is not a controlled substance in Canada as of 2025.[3]

See also

References

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