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Updating {{drugbox}} (changes to watched fields - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipe
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{{Short description|Chemical compound}}
{{drugbox
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 403943262
| verifiedrevid = 428819098
| IUPAC_name = (2-(2-methyl-1''H''-indol-3-yl)-1-methyl-ethyl)dimethylamine
| IUPAC_name = (2-(2-methyl-1''H''-indol-3-yl)-1-methyl-ethyl)dimethylamine
| image = 2-Me-DMT.svg
| image = 2-Me-DMT.svg
| width = 200px
| width = 200px
<!--Clinical data-->
| CAS_number = 1080-95-1
| tradename =
| CASNo_Ref = {{cascite|correct|CAS}}
| ATC_prefix =
| ATC_suffix =
| PubChem =
| C=13 | H=18 | N=2
| molecular_weight = 202.30 g/mol
| smiles =
| melting_point =
| melting_high =
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_AU =
| pregnancy_AU =
| pregnancy_US =
| pregnancy_US =
| pregnancy_category =
| pregnancy_category =
| legal_AU =
| legal_AU =
| legal_CA =
| legal_CA =
| legal_UK =
| legal_DE = NpSG
| legal_US =
| legal_UK = Class A
| legal_status =
| legal_US =
| legal_status =
| routes_of_administration =
| routes_of_administration =
<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
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<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 1080-95-1
| ChEMBL = 7580
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = P15UO6J3FK

| ChemSpiderID = 9994827
| ATC_prefix =
| ATC_suffix =
| PubChem = 11820174
<!--Chemical data-->
| C=13 | H=18 | N=2
| smiles = Cc1c(c2ccccc2[nH]1)CCN(C)C
| StdInChI = 1S/C13H18N2/c1-10-11(8-9-15(2)3)12-6-4-5-7-13(12)14-10/h4-7,14H,8-9H2,1-3H3
| StdInChIKey = NDGCOWDSLVNLGE-UHFFFAOYSA-N
| melting_point =
| melting_high =
}}
}}


'''2,''N,N''-Trimethyltryptamine''', '''2,''N,N''-TMT''', or '''2-Me-DMT''' is a [[tryptamine]] derivative that is a [[hallucinogenic]] drug. It was invented by [[Alexander Shulgin]] and reported in his book [[TiHKAL]] (#34) <ref>[http://www.erowid.org/library/books_online/tihkal/tihkal34.shtml Erowid Online Books : "TIHKAL" - #34 2-ME-DMT<!-- Bot generated title -->]</ref>. It is claimed to show psychoactive effects at a dosage of 50–100&nbsp;mg orally, but these are relatively mild compared to other similar drugs, suggesting that while the 2-methyl group has blocked the binding of metabolic enzymes, it is also interfering with binding to the 5HT<sub>2A</sub> receptor target that mediates the hallucinogenic effects of these drugs.
'''2,''N,N''-trimethyltryptamine''', '''2,''N,N''-TMT''', or '''2-Me-DMT''' is a [[tryptamine]] [[Chemical derivative|derivative]] that is a [[Psychedelic drug|psychedelic]] drug. It was invented by [[Alexander Shulgin]] and reported in his book [[TiHKAL]] (#34).<ref>[https://www.erowid.org/library/books_online/tihkal/tihkal34.shtml Erowid Online Books : "TIHKAL" - #34 2-ME-DMT<!-- Bot generated title -->]</ref> It is claimed to show psychoactive effects at a dosage of 50–100&nbsp;mg orally, but these are relatively mild compared to other similar drugs, suggesting that while the 2-methyl group has blocked the binding of metabolic enzymes, it is also interfering with binding to the 5HT<sub>2A</sub> receptor target that mediates the hallucinogenic effects of these drugs.

== Legal status ==
Sweden's public health agency suggested classifying 2-Me-DMT as a hazardous substance, on May 15, 2019.<ref>{{cite web | url=https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ | title=Folkhälsomyndigheten föreslår att 20 ämnen klassas som narkotika eller hälsofarlig vara | publisher=Folkhälsomyndigheten | language=sv | date=15 May 2019 | access-date=11 November 2019 | archive-date=20 October 2021 | archive-url=https://web.archive.org/web/20211020121058/https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ | url-status=dead }}</ref>


==See also==
==See also==
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== External links ==
== External links ==
* [http://tihkal.info/read.php?domain=tk&id=34 2-Me-DMT entry in TiHKAL • info]
* [https://isomerdesign.com/PiHKAL/read.php?domain=tk&id=34 2-Me-DMT entry in TiHKAL • info]


{{TiHKAL}}
{{hallucinogenic tryptamines}}
{{hallucinogenic tryptamines}}
{{Tryptamines}}


{{DEFAULTSORT:TMT, 2,N,N-}}
{{DEFAULTSORT:TMT, 2, N, N-}}
[[Category:Psychedelic tryptamines]]
[[Category:Psychedelic tryptamines]]
[[Category:Dimethylamino compounds]]