N-Methyltryptamine

IdentifiersCAS NumberPubChem CIDChemSpiderUNIIKEGGChEBIChEMBLCompTox Dashboard (EPA)ECHA InfoCard100.000.462 Chemical and physical dataFormulaC₁₁H₁₄N₂Molar mass174.247 g·mol⁻¹3D model (JSmol)Melting point87 to 89 °C (189 to 192 °F) ^NY (what is this?)  (verify)

N-Methyltryptamine (NMT) is a member of the substituted tryptamine chemical class and a natural product which is biosynthesized in the human body from tryptamine by certain N-methyltransferase enzymes, such as indolethylamine N-methyltransferase.^[1][2] It is a common component in human urine.^[3] NMT is an alkaloid derived from L-tryptophan that has been found in the bark, shoots and leaves of several plant genera, including Virola, Acacia, Mimosa, and Desmanthus—often together with the related compounds N,N-dimethyltryptamine (DMT) and 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT).^{[citation needed]}

Orally administered NMT appears to produce no psychoactive effects, likely as a result of extensive first-pass metabolism.^[4] However, it may become active upon combination with a MAO_A inhibitor (MAOI).^[4] By vaporization NMT shows activity at 50–100 mg, with a duration of 45–70 minutes; duration of visual effects 15–30 seconds. Effects are primarily non-visual.^[5][6]

Legality

In the United States N-Methyltryptamine is considered a schedule 1 controlled substance as an positional isomer of Alpha-methyltryptamine (AMT) ^[7]

See also

• N-Ethyltryptamine (NET)
• N,N,-Dimethyltryptamine (DMT)
• Acacia confusa (a natural source of NMT, with other tryptamines, 1.63%. Buchanan et al. 2007)
• Acacia obtusifolia (NMT up to 2/3 alkaloid content)
• Acacia simplicifolia (synon. A. simplex) (1.44% NMT in bark, 0.29% twigs, Pouet et al. 1976)
• Desmanthus illinoensis (NMT major component seasonally)

References

External links

• NMT Entry in TIHKAL
• NMT Entry in TiHKAL • info