1-Methyl-DMT

Pharmaceutical compound From Wikipedia, the free encyclopedia

1-Methyl-DMT, or 1-Me-DMT, also known as 1-methyl-N,N-dimethyltryptamine or as 1,N,N-trimethyltryptamine (1,N,N-TMT or 1-TMT), is a serotonin receptor modulator of the tryptamine family related to dimethyltryptamine (DMT) and lespedamine (1-methoxy-DMT).[1]

Other names1-Me-DMT; 1-Methyl-N,N-dimethyltryptamine; 1,N,N-Timethyltryptamine; 1,N,N-TMT; 1-TMT; N,N,1-Trimethyltryptamine
ATC code
  • None
Quick facts Clinical data, Other names ...
1-Methyl-DMT
Clinical data
Other names1-Me-DMT; 1-Methyl-N,N-dimethyltryptamine; 1,N,N-Timethyltryptamine; 1,N,N-TMT; 1-TMT; N,N,1-Trimethyltryptamine
Drug classSerotonin receptor modulator; Psychoplastogen
ATC code
  • None
Identifiers
  • N,N-dimethyl-2-(1-methylindol-3-yl)ethanamine
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H18N2
Molar mass202.301 g·mol−1
3D model (JSmol)
  • CN1C=C(C2=CC=CC=C21)CCN(C)C
  • InChI=1S/C13H18N2/c1-14(2)9-8-11-10-15(3)13-7-5-4-6-12(11)13/h4-7,10H,8-9H2,1-3H3
  • Key:WYFWKMQPMCPKLZ-UHFFFAOYSA-N
Close

Pharmacology

Pharmacodynamics

1-Methyl-DMT appears to have similar affinity for serotonin receptors as DMT, but is more toxic than DMT in rodents.[1][2][3] In another study, it showed 3-fold higher affinity for the serotonin 5-HT2A receptor than DMT.[4][5] In a further study, it showed abolished affinity for the 5-HT1E receptor and 30-fold lower affinity for the serotonin 5-HT1F receptor than DMT.[6] 1-Methyl-DMT shows comparable psychoplastogenic effects in preclinical research to DMT.[7][8]

Chemistry

Synthesis

The chemical synthesis of 1-methyl-DMT has been described.[7]

Analogues

Analogues of 1-methyl-DMT include dimethyltryptamine (DMT), 1-methyltryptamine, lespedamine (1-MeO-DMT), 1-methylpsilocin (1-Me-4-HO-DMT; CMY-16), 2-methyl-DMT, 4-methyl-DMT, 5-methyl-DMT, 6-methyl-DMT, and 7-methyl-DMT, among others.[1]

History

The drug was briefly mentioned by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).[1] 1-Methyl-DMT was first described in the scientific literature by Richard Glennon and colleagues in 1979.[2][3]

See also

References

Related Articles

Wikiwand AI