Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 7,N,N-TMT: Difference between pages

{{Short description|Chemical compound}}

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid =

| IUPAC_name = 2-(7-methyl--indol-3-yl)-N,N-dimethylethanamine

| image = 7-N,N-Trimethyltryptamine-2D-skeletal.svg

| = {{cascite||}}

| CAS_number = 65882-39-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = F9R59MT42E

'''7,''N'',''N''-trimethyltryptamine''' ('''7-methyl-DMT''', '''7-TMT'''), is a [[tryptamine]] [[chemical derivative|derivative]] which acts as an [[agonist]] of [[5-HT2 receptor|5-HT₂ receptors]].<ref name="pmid278843">{{cite journal | vauthors = Glennon RA, Liebowitz SM, Mack EC | title = Serotonin receptor binding affinities of several hallucinogenic phenylalkylamine and N,N-dimethyltryptamine analogues | journal = Journal of Medicinal Chemistry | volume = 21 | issue = 8 | pages = 822–5 | date = August 1978 | pmid = 278843 | doi = 10.1021/jm00206a022 }}</ref><ref name="pmid430481">{{cite journal | vauthors = Glennon RA, Gessner PK | title = Serotonin receptor binding affinities of tryptamine analogues | journal = Journal of Medicinal Chemistry | volume = 22 | issue = 4 | pages = 428–32 | date = April 1979 | pmid = 430481 | doi = 10.1021/jm00190a014 }}</ref><ref name="pmid3350047">{{cite journal | vauthors = Lyon RA, Titeler M, Seggel MR, Glennon RA | title = Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens | journal = European Journal of Pharmacology | volume = 145 | issue = 3 | pages = 291–7 | date = January 1988 | pmid = 3350047 | doi = 10.1016/0014-2999(88)90432-3 }}</ref> In animal tests, both 7-TMT and its 5-methoxy derivative [[5-MeO-7-TMT]] produced behavioural responses similar to those of [[Psychedelic drug|psychedelic]] drugs such as [[Dimethyltryptamine|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]]).<ref name="pmid6779006">{{cite journal | vauthors = Glennon RA, Schubert E, Jacyno JM, Rosecrans JA | title = Studies on several 7-substituted N,N-dimethyltryptamines | journal = Journal of Medicinal Chemistry | volume = 23 | issue = 11 | pages = 1222–6 | date = November 1980 | pmid = 6779006 | doi = 10.1021/jm00185a014 }}</ref> 7-TMT also weakly inhibits [[SSRI|reuptake of serotonin]] but with little effect on dopamine or noradrenaline reuptake.<ref name="pmid625585">{{cite journal | vauthors = Glennon RA, Martin B, Johnson KM, End D | title = 7,N,N-Trimethyltryptamine: a selective inhibitor of synaptosomal serotonin uptake | journal = Research Communications in Chemical Pathology and Pharmacology | volume = 19 | issue = 1 | pages = 161–4 | date = January 1978 | pmid = 625585 }}</ref>

== See also ==

* [[2,N,N-TMT]]

* [[5,N,N-TMT]]

* [[7-Methyl-αET]]

* [[7-Chloro-AMT]]

== References ==

{{Reflist}}

{{Hallucinogens}}

{{Serotonergics}}

{{Tryptamines}}

[[Category:Serotonin receptor agonists]]

[[Category:Tryptamines]]

[[Category:Dimethylamino compounds]]

{{nervous-system-drug-stub}}