2,α-Dimethyltryptamine: Difference between revisions

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+{{short description|Chemical compound}}
-{{Drugbox
+{{Infobox drug
-| verifiedrevid = 443313080
+| Watchedfields = changed
-| IUPAC_name        = 1-(2-methyl-1H-indol-3-yl)propan-2-amine
+| verifiedrevid = 443314047
+| IUPAC_name = 1-(2-methyl-1''H''-indol-3-yl)propan-2-amine
 | image = 2,a-DMT.svg
 | width = 200
 | image2 = 2,alpha-DMT_3d_structure.png
+<!--Clinical data-->
-| width = 200
+| tradename =
-| CASNo_Ref = {{cascite|correct|CAS}}
-| CAS_number        = 4966-28-3
+| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
+| pregnancy_US = <!-- A / B            / C / D / X -->
-| ATC_prefix        =
+| pregnancy_category =
-| ATC_suffix        =
+| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
+| legal_CA = <!--             / Schedule I, II, III, IV, V, VI, VII, VIII -->
+| legal_UK = <!-- GSL         / P       / POM / CD / Class A, B, C -->
+| legal_US = <!-- OTC                   / Rx-only  / Schedule I, II, III, IV, V -->
+| legal_status =
+| routes_of_administration =
+<!--Pharmacokinetic data-->
+| bioavailability =
+| protein_bound =
+| metabolism =
+| elimination_half-life =
+| excretion =
+<!--Identifiers-->
+| CAS_number = 4966-28-3
+| ATC_prefix =
+| ATC_suffix =
+| PubChem =
+| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
+| DrugBank =
+| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
+| ChemSpiderID = 23511903
+<!--Chemical data-->
+| chemical_formula =
+| C=12 | H=16 | N=2
+| molecular_weight =
+| smiles = Cc1c(c2ccccc2[nH]1)CC(C)N
 | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChI = 1S/C12H16N2/c1-8(13)7-11-9(2)14-12-6-4-3-5-10(11)12/h3-6,8,14H,7,13H2,1-2H3
 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChIKey = AXZQFXRPULJFQK-UHFFFAOYSA-N
-| PubChem           =
-|  ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
-| ChemSpiderID = 23511903
-|  smiles = Cc1c(c2ccccc2[nH]1)CC(C)N
-|  InChI = 1S/C12H16N2/c1-8(13)7-11-9(2)14-12-6-4-3-5-10(11)12/h3-6,8,14H,7,13H2,1-2H3
-| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
-| DrugBank          =
-| chemical_formula  =|C=12|H=16|N=2
-| molecular_weight  =
-| bioavailability   =
-| protein_bound     =
-| metabolism        =
-| elimination_half-life =
-| excretion         =
-| pregnancy_AU      =  <!-- A / B1 / B2 / B3 / C / D / X -->
-| pregnancy_US      =  <!-- A / B            / C / D / X -->
-| pregnancy_category=
-| legal_AU          =  <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
-| legal_CA          =  <!--             / Schedule I, II, III, IV, V, VI, VII, VIII -->
-| legal_UK          =  <!-- GSL         / P       / POM / CD / Class A, B, C -->
-| legal_US          =  <!-- OTC                   / Rx-only  / Schedule I, II, III, IV, V -->
-| legal_status      =
-| routes_of_administration =
 }}
-'''2,alpha-DMT''', or '''2,α-dimethyltryptamine''', is a [[tryptamine]] and a lesser-known [[Psychedelics, dissociatives and deliriants|psychedelic drug]].  It is the 2,a-di[[methyl]] [[analog (chemistry)| analog]] of [[dimethyltryptamine|DMT]]. 2,α-DMT was first synthesized by [[Alexander Shulgin]]. In his book ''[[TiHKAL]]'' (''Tryptamines I Have Known and Loved''), Shulgin lists the dosage as 300-500 [[milligram|mg]], and the duration as 7-10 hours.<ref>{{CiteTiHKAL|pages=422}}</ref> 2,α-DMT causes [[mydriasis]] and [[paresthesia]]. It also produces a calm, [[drunk]]-like feeling.  Very little data exists about the pharmacological properties, metabolism, and toxicity of 2,α-DMT.
+'''2,α-Dimethyltryptamine''' ('''2,α-DMT''') is a [[tryptamine]] and a lesser-known [[Psychedelics, dissociatives and deliriants|psychedelic drug]]. It is the 2,α-di[[methyl]] [[analog (chemistry)|analog]] of [[dimethyltryptamine|DMT]]. Its synthesis was first reported in 1965.<ref>{{cite journal | vauthors = Heath-Brown B, Philpott PG |title=Studies in the Indole Series. Part I. Indolylalkylamines |journal=Journal of the Chemical Society |date=1965 |issue=Dec |pages=7165–7178|doi=10.1039/jr9650007165 }}</ref> [[Alexander Shulgin]] lists the dosage as 300-500 [[milligram|mg]], and the duration as 7–10 hours in his book ''[[TiHKAL]]'' (''Tryptamines I Have Known and Loved'').<ref>{{CiteTiHKAL|pages=422|name-list-style = vanc }}</ref> 2,α-DMT causes [[mydriasis]] and [[paresthesia]]. It also produces a calm, [[drunk]]-like feeling. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2,α-DMT.
 ==References==
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 ==External links==
 * [http://www.erowid.org/library/books_online/tihkal/tihkal07.shtml 2,a-DMT Entry in ''TIHKAL'']
 * [http://tihkal.info/read.php?domain=tk&id=7 2,α-DMT Entry in TiHKAL • info]
-{{TiHKAL}}
+{{Tryptamines}}
-{{DEFAULTSORT:DMT, 2,alpha-}}
+{{DEFAULTSORT:DMT, 2, alpha-}}
 [[Category:Psychedelic tryptamines]]
 {{Psychoactive-stub}}