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4-HO-MPMI
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    4-HO-MPMI

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    4-Hydroxy-N-methyl-(α,N-trimethylene)tryptamine
    4-HO-N-Me-TMT.png
    Legal status
    Legal status
    • DE: NpSG (Industrial and scientific use only)
    • UK: Class A
    Identifiers
    • (R)-3-(N-methylpyrrolidin-2-ylmethyl)-4-hydoxyindole
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C14H17N2O
    Molar mass 229.303 g·mol−1
    3D model (JSmol)
    • OC1=C2C(C[C@@]3([H])CCCN3C)=CNC2=CC=C1
    • InChI=1S/C14H18N2O/c1-16-7-3-4-11(16)8-10-9-15-12-5-2-6-13(17)14(10)12/h2,5-6,9,11,15,17H,3-4,7-8H2,1H3/t11-/m1/s1 ☒N
    • Key:XYRKPZYRLSWABB-LLVKDONJSA-N ☒N
     ☒NcheckY (what is this?)  (verify)

    4-HO-MPMI (also known as 4-Hydroxy-N-methyl-(α,N-trimethylene)-tryptamine or lucigenol) is a tryptamine derivative that is a psychedelic drug. It was developed by the team led by David Nichols from Purdue University in the late 1990s. This compound produces hallucinogen-appropriate responding in animal tests with a similar potency to the amphetamine-derived psychedelic DOI, and has two enantiomers, with only the (R)-enantiomer being active.

    The binding affinity for 5-HT2A receptor is 13 ± 2 nM (Ki [125I]DOI). It is reported at doses starting at 0.5 mg and 1.0-1.5 mg seem to be psychedelic doses. The duration it is reported between six and eight hours. The effects, still not too documented, are OEV/CEV, sedation and anxiety.

    See also


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