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5-MeO-MPMI

Chemical compound

Chemical compound

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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.

Interactions

Pharmacology

Pharmacodynamics

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

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. It was subsequently investigated by the team led by David E. Nichols from Purdue University in the late 1990s.

Society and culture

Canada

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

References

References

  1. (1999). "Further studies on oxygenated tryptamines with LSD-like activity incorporating a chiral pyrrolidine moiety into the side chain". Journal of Medicinal Chemistry.
  2. (1992). "Synthesis and serotonergic pharmacology of the enantiomers of 3-[(N-methylpyrrolidin-2-yl)methyl]-5-methoxy-1H-indole: discovery of stereogenic differentiation in the aminoethyl side chain of the neurotransmitter serotonin". Journal of Medicinal Chemistry.
  3. "Controlled Drugs and Substances Act".
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alpha-alkyltryptamines david-e.-nichols designer-drugs n,n-dialkyltryptamines 5-methoxytryptamines pyrrolidinylmethylindoles psychedelic-tryptamines
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