Α,N,N-Trimethyltryptamine: Difference between revisions

α,N,N-Trimethyltryptamine
Identifiers
	IUPAC name (2-(1H-Indol-3-yl)-1-methyl-ethyl)dimethylamine;
CAS Number	4761-32-4 ;
PubChem CID	134080494;
ChemSpider	59718639;
UNII	8AV9QTP9HK;
CompTox Dashboard (EPA)	DTXSID401336121 ;
Chemical and physical data
Formula	C13H18N2
Molar mass	202.301 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)C(C)Cc2c[nH]c1ccccc12;
	InChI InChI=1S/C13H18N2/c1-10(15(2)3)8-11-9-14-13-7-5-4-6-12(11)13/h4-7,9-10,14H,8H2,1-3H3; Key:XQFCCTPWINMCQJ-UHFFFAOYSA-N;
	(verify)

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α,N,N-Trimethyltryptamine (α,N,N-TMT, α-TMT, ATMT) is a psychoactive drug of the tryptamine chemical class which acts as a psychedelic hallucinogen. It is similar in structure to the other psychedelics of the tryptamine class such as dimethyltryptamine (DMT) and α-methyltryptamine (α-MT).

α-TMT has been tested in animals in comparison with α-MT and was found to produce similar effects, but with only around half the potency.^[1]

References

^ Kalir A, Szara S (May 1966). "Synthesis and pharmacological activity of alkylated tryptamines". Journal of Medicinal Chemistry. 9 (3): 341–4. doi:10.1021/jm00321a017. PMID 5960901.

This hallucinogen-related article is a stub. You can help Wikipedia by expanding it.

[1] Kalir A, Szara S (May 1966). "Synthesis and pharmacological activity of alkylated tryptamines". Journal of Medicinal Chemistry. 9 (3): 341–4. doi:10.1021/jm00321a017. PMID 5960901.

[1]

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+{{Short description|Psychoactive drug}}
-{{lowercase|α,N,N-Trimethyltryptamine}}
+{{DISPLAYTITLE:α,''N'',''N''-Trimethyltryptamine}}
+{{Drugbox
+| verifiedrevid = 447733427
+| IUPAC_name = (2-(1''H''-Indol-3-yl)-1-methyl-ethyl)dimethylamine
+| image = A,N,N-TMT.svg
+| image2 = A,A,N-TMT.png
+| drug_name = α,''N'',''N''-Trimethyltryptamine
+<!--Clinical data-->
+| tradename =
+<!--Identifiers-->
+| CAS_number_Ref = {{cascite|correct|CAS}}
+| CAS_number = 4761-32-4
+| PubChem = 	134080494
+| ChemSpiderID = 59718639
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = 	8AV9QTP9HK
+<!--Chemical data-->
-{{drugbox |
-| IUPAC_name = (2-(1H-indol-3-yl)-1-methyl-ethyl)dimethylamine
-| image = α,N,N-TMT.png
-| width = 140
-| CAS_number =
-| ATC_prefix =
-| ATC_suffix =
-| PubChem =
 | C=13 | H=18 | N=2
+| smiles = CN(C)C(C)Cc2c[nH]c1ccccc12
-| molecular_weight = 202.30 g/mol
+| StdInChI = 1S/C13H18N2/c1-10(15(2)3)8-11-9-14-13-7-5-4-6-12(11)13/h4-7,9-10,14H,8H2,1-3H3
-| smiles =
+| StdInChIKey = XQFCCTPWINMCQJ-UHFFFAOYSA-N
-| melting_point =
-| melting_high =
-| bioavailability =
-| protein_bound =
-| metabolism =
-| elimination_half-life =
-| excretion =
-| pregnancy_AU =
-| pregnancy_US =
-| pregnancy_category =
-| legal_AU =
-| legal_CA =
-| legal_UK =
-| legal_US =
-| legal_status =
-| routes_of_administration =
 }}
-'''Alpha,''N'',''N''-trimethyltryptamine''' (α,N,N-TMT; α-TMT) is a [[tryptamine]] derivative that is a [[hallucinogenic]] drug. It is similar in structure to other hallucinogenic tryptamines such as [[dimethyltryptamine|DMT]] and [[Alpha-Methyltryptamine|AMT]].
+'''α,''N'',''N''-Trimethyltryptamine''' ('''α,''N'',''N''-TMT''', '''α-TMT''', '''ATMT''') is a [[psychoactive drug]] of the [[tryptamine]] [[chemical class]] which acts as a [[psychedelic drug|psychedelic]] [[hallucinogen]]. It is similar in [[chemical structure|structure]] to the other psychedelics of the tryptamine class such as [[dimethyltryptamine]] (DMT) and [[alpha-Methyltryptamine|α-methyltryptamine]] (α-MT).
-α-TMT has been animal tested in comparison with AMT, and was found to produce similar effects to AMT but is only around half as potent.<ref>Kalir A, Szara S. Synthesis and pharmacological activity of alkylated tryptamines.
-''Journal of Medicinal Chemistry''. 1966 May;9(3):341-4.</ref> Anecdotal reports from human users suggest that it produces psychadelic effects similar to those of other tryptamine derivatives when taken orally at a dose of around 80–120&nbsp;mg, however it does not appear to have been widely sold or used, and its safety profile has not been studied.
+α-TMT has been tested in animals in comparison with α-MT and was found to produce similar effects, but with only around half the potency.<ref>{{cite journal | vauthors = Kalir A, Szara S | title = Synthesis and pharmacological activity of alkylated tryptamines | journal = Journal of Medicinal Chemistry | volume = 9 | issue = 3 | pages = 341–4 | date = May 1966 | pmid = 5960901 | doi = 10.1021/jm00321a017 }}</ref>
-{{hallucinogen-stub}}
-==References==
+== See also ==
+* [[AAZ-A-154]]
-<references/>
+* [[Ciclindole]]
+* [[MPMI (drug)|MPMI]]
+== References ==
+{{Reflist}}
+{{Hallucinogens}}
-{{Hallucinogenic tryptamines}}
+{{Serotonergics}}
+{{Tryptamines}}
+{{DEFAULTSORT:Trimethyltryptamine, A, N, N-}}
 [[Category:Psychedelic tryptamines]]
+[[Category:Dimethylamino compounds]]
+{{hallucinogen-stub}}