N-Methyltryptamine

N-Methyltryptamine
Identifiers
CAS Number 61-49-4 N
PubChem (CID) 6088
ChemSpider 5863 YesY
KEGG C06213 YesY
ChEBI CHEBI:28136 YesY
ChEMBL CHEMBL348588 YesY
ECHA InfoCard 100.000.462
Chemical and physical data
Formula C11H14N2
Molar mass 174.245 g/mol
3D model (Jmol) Interactive image
Melting point 87 to 89 °C (189 to 192 °F)
 NYesY (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).

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 MAOA 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]

See also

References

  1. ↑ Lindemann L, Hoener MC (May 2005). "A renaissance in trace amines inspired by a novel GPCR family". Trends Pharmacol. Sci. 26 (5): 274–281. doi:10.1016/j.tips.2005.03.007. PMID 15860375.
  2. ↑ Burchett SA, Hicks TP (August 2006). "The mysterious trace amines: protean neuromodulators of synaptic transmission in mammalian brain". Prog. Neurobiol. 79 (5–6): 223–46. doi:10.1016/j.pneurobio.2006.07.003. PMID 16962229.
  3. ↑ Scand J Clin Lab Invest. 2001;61(7):547-56. Determination of potentially hallucinogenic N-dimethylated indoleamines in human urine by HPLC/ESI-MS-MS. Forsström T, Tuominen J, Karkkäinen J.
  4. 1 2 Foye's principles of medicinal chemistry By William O. Foye, Thomas L. Lemke, David A. Williams
  5. ↑ Shulgin & Shulgin "TIKHAL" 1997
  6. ↑ Nen 2011 - lecture presented EGA conference, Victoria. 4/12/2011.
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