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N-Methyltryptamine

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Title: N-Methyltryptamine  
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Subject: 5-MeO-DMT, Serotonin, Meta-Tyramine, 5-Methoxytryptamine, 4-HO-DBT
Collection: Psychedelic Tryptamines, Serotonin Receptor Agonists, Serotonin Releasing Agents, Taar1 Agonists, Trace Amines, Tryptamine Alkaloids
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N-Methyltryptamine

N-Methyltryptamine
Systematic (IUPAC) name
2-(1H-Indol-3-yl)-N-methylethanamine
Identifiers
CAS Registry Number  N
PubChem CID:
ChemSpider  Y
KEGG  Y
ChEBI  Y
ChEMBL  Y
Chemical data
Formula C11H14N2
Molecular mass 174.245 g/mol
Physical data
Melting point 87 to 89 °C (189 to 192 °F)
 N   

N-Methyltryptamine (NMT), or methyltryptamine, is a member of the tryptamine chemical class. It is an alkaloid, probably derived from L-tryptophan, that has been found in the bark, shoots and leaves of several plant species, 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). It is also synthesized in the human body as a metabolic endproduct of the amino acid L-tryptophan.[1] It was found to be a natural trace component in human urine.[2]

Orally administered NMT appears to produce no psychoactive effects, likely as a result of extensive first-pass metabolism.[3] However, it may become active upon combination with a MAOA inhibitor (MAOI).[3] 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.[4][5]


See also

References

  1. ^ Tryptophan metabolism
  2. ^ 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.
  3. ^ a b Foye's principles of medicinal chemistry By William O. Foye, Thomas L. Lemke, David A. Williams
  4. ^ Shulgin & Shulgin "TIKHAL" 1997
  5. ^ Nen 2011 - lecture presented EGA conference, Victoria. 4/12/2011.

External links

  • TIHKALNMT Entry in
  • NMT Entry in TiHKAL • info
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