7,N,N-TMT

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7,N,N-TMT
7-TMT structure.png
Systematic (IUPAC) name
2-(7-methyl-1H-indol-3-yl)-N,N-dimethylethanamine
Clinical data
Legal status ?
Identifiers
CAS number 65882-39-5 N
ATC code ?
PubChem CID 47747
ChemSpider 43445 YesY
ChEMBL CHEMBL20167 YesY
Chemical data
Formula C13H18N2 
Mol. mass 202.30 g/mol
 N (what is this?)  (verify)

7,N,N-Trimethyltryptamine (7-Methyl-DMT, 7-TMT), is a tryptamine derivative which acts as an agonist at the 5-HT2 serotonin 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-appropriate responding 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.