5,N,N-TMT

5,N,N-TMT

Clinical data
ATC code	None
Identifiers
IUPAC name (2-(5-methyl-1H-indol-3-yl)-1-methyl-ethyl)dimethylamine
CAS Number	22120-39-4  Y
PubChem CID	1837
ChemSpider	1771  Y
UNII	HIX0SK1CCX
CompTox Dashboard (EPA)	DTXSID30176641
ECHA InfoCard	100.164.424
Chemical and physical data
Formula	C13H18N2
Molar mass	202.301 g·mol−1
3D model (JSmol)	Interactive image
SMILES c1c(ccc2c1c(c[nH]2)CCN(C)C)C
InChI 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 Y Key:NCGJLYBZSJSCIC-UHFFFAOYSA-N Y
NY  (what is this?)    (verify)

5,N,N-trimethyltryptamine (5,N,N-TMT; 5-TMT) is a tryptamine derivative that may be 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]}

Society and culture

Legal Status

United States

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

See also

• Substituted tryptamine
• 2,N,N-TMT
• 7,N,N-TMT
• 5-Chloro-DMT
• 5-Ethyl-DMT

References

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 from the original on 2009-08-27. Retrieved 2014-12-17.
5. "§ 1308.11 Schedule I." e-CFR . 2022-02-17. Archived from the original on 2022-02-10.