Chemistry:7,N,N-TMT

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Short description: Chemical compound
7,N,N-TMT
7-N,N-Trimethyltryptamine-2D-skeletal.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC13H18N2
Molar mass202.301 g·mol−1
3D model (JSmol)
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7,N,N-trimethyltryptamine (7-methyl-DMT, 7-TMT), is a tryptamine derivative which acts as an agonist of 5-HT2 receptors.[1][2][3] In animal tests, both 7-TMT and its 5-methoxy derivative 5-MeO-7-TMT produced behavioural responses similar to those of psychedelic drugs such as DMT, but the larger 7-ethyl and 7-bromo derivatives of DMT did not produce psychedelic responses despite having higher 5-HT2 receptor affinity in vitro (cf. DOBU, DOAM).[4] 7-TMT also weakly inhibits reuptake of serotonin but with little effect on dopamine or noradrenaline reuptake.[5]

See also

References

  1. "Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues". Journal of Medicinal Chemistry 21 (8): 822–5. August 1978. doi:10.1021/jm00206a022. PMID 278843. 
  2. "Serotonin receptor binding affinities of tryptamine analogues". Journal of Medicinal Chemistry 22 (4): 428–32. April 1979. doi:10.1021/jm00190a014. PMID 430481. 
  3. "Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology 145 (3): 291–7. January 1988. doi:10.1016/0014-2999(88)90432-3. PMID 3350047. 
  4. "Studies on several 7-substituted N,N-dimethyltryptamines". Journal of Medicinal Chemistry 23 (11): 1222–6. November 1980. doi:10.1021/jm00185a014. PMID 6779006. 
  5. "7,N,N-Trimethyltryptamine: a selective inhibitor of synaptosomal serotonin uptake". Research Communications in Chemical Pathology and Pharmacology 19 (1): 161–4. January 1978. PMID 625585.