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5,N,N-TMT

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
5,N,N-TMT
Identifiers
  • (2-(5-methyl-1H-indol-3-yl)-1-methyl-ethyl)dimethylamine
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.164.424Edit 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 atryptaminederivative that is apsychedelic drug. It was first made in 1958 by Edwin H. P. Young.[1] In animal experiments it was found to be in betweenDMT and5-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 asErowid but has not been independently confirmed.[medical citation needed]

Legal Status

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United States

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5,N,N-TMT is not scheduled at the federal level in theUnited States,[4][5] but it could be considered an analog of5-MeO-DMT, in which case, sales or possession intended for human consumption could be prosecuted under theFederal Analog Act.

See also

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References

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  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.
  4. ^"§ 1308.11 Schedule I." Archived fromthe original on 2009-08-27. Retrieved2014-12-17.
  5. ^"§ 1308.11 Schedule I."e-CFR. 2022-02-17.Archived from the original on 2022-02-10.
Tryptamines
No ring subs.
4-Hydroxytryptamines
5-Hydroxytryptamines
5-Methoxytryptamines
Other ring subs.
α-Alkyltryptamines
Others
Cyclized
Bioisosteres
Phenethylamines
Scalines
2C-x
3C-x
DOx
4C-x
MDxx
FLY
25x-NB (NBOMes)
Others
Cyclized
Lysergamides
  • Bioisosteres:JRT
Others
Natural sources
Tryptamines
4-Hydroxytryptamines
andesters/ethers
5-Hydroxy- and
5-methoxytryptamines
N-Acetyltryptamines
α-Alkyltryptamines
Triptans
Cyclized tryptamines
Isotryptamines
Related compounds


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