7,N,N-TMT

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7,N,N-TMT
7-TMT structure.png
Identifiers
CAS Number 65882-39-5 N
PubChem (CID) 47747
ChemSpider 43445 YesY
ChEMBL CHEMBL20167 YesY
Chemical and physical data
Formula C13H18N2
Molar mass 202.30 g·mol−1
3D model (Jmol) Interactive image
 NYesY (what is this?)  (verify)

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[edit]

References[edit]

  1. ^ Glennon RA; Liebowitz SM; Mack EC (August 1978). "Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues". Journal of Medicinal Chemistry. 21 (8): 822–5. doi:10.1021/jm00206a022. PMID 278843. 
  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. ^ Lyon RA; Titeler M; Seggel MR; Glennon RA (January 1988). "Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology. 145 (3): 291–7. doi:10.1016/0014-2999(88)90432-3. PMID 3350047. 
  4. ^ Glennon RA; Schubert E; Jacyno JM; Rosecrans JA (November 1980). "Studies on several 7-substituted N,N-dimethyltryptamines". Journal of Medicinal Chemistry. 23 (11): 1222–6. doi:10.1021/jm00185a014. PMID 6779006. 
  5. ^ Glennon RA; Martin B; Johnson KM; End D (January 1978). "7,N,N-Trimethyltryptamine: a selective inhibitor of synaptosomal serotonin uptake". Research Communications in Chemical Pathology and Pharmacology. 19 (1): 161–4. PMID 625585.