5,N,N-TMT

5,N,N-TMT
Identifiers
  • (2-(5-methyl-1H-indol-3-yl)-1-methyl-ethyl)dimethylamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.164.424 Edit this at Wikidata
Chemical and physical data
FormulaC13H18N2
Molar mass202.301 g·mol−1
3D model (JSmol)
  • c1c(ccc2c1c(c[nH]2)CCN(C)C)C
  • InChI=1S/C13H18N2/c1-10-4-5-13-12(8-10)11(9-14-13)6-7-15(2)3/h4-5,8-9,14H,6-7H2,1-3H3 checkY
  • Key:NCGJLYBZSJSCIC-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

5,N,N-trimethyltryptamine (5,N,N-TMT; 5-TMT) is a tryptamine derivative that is a psychedelic drug. It was first made in 1958 by Edwin H. P. Young.[1] In animal experiments it was found to be in between DMT and 5-MeO-DMT in potency[2][3] which would suggest an active dosage for humans in the 20–60 mg range. Human psychoactivity for this compound has been claimed in reports on websites such as Erowid but has not been independently confirmed.

  1. ^ Young EH (1958). "704. The synthesis of 5-hydroxytryptamine (serotonin) and related tryptamines". Journal of the Chemical Society (Resumed): 3493–6. doi:10.1039/JR9580003493.
  2. ^ Glennon RA, Gessner PK (April 1979). "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry. 22 (4): 428–32. doi:10.1021/jm00190a014. PMID 430481.
  3. ^ Glennon RA, Young R, Rosecrans JA, Kallman MJ (1980). "Hallucinogenic agents as discriminative stimuli: a correlation with serotonin receptor affinities". Psychopharmacology. 68 (2): 155–8. doi:10.1007/BF00432133. PMID 6776558. S2CID 1674481.