Jump to content

DALT: Difference between revisions

Page 1
Page 2
Content deleted Content added
CheMoBot (talk | contribs)
Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia talk:WikiProject
Tagged unsourced claim for other editors to review
Tags: Visual edit Mobile edit Mobile web edit
 
(27 intermediate revisions by 21 users not shown)
Line 1: Line 1:
{{short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 450480466
| verifiedrevid = 451559106
| IUPAC_name = ''N''-allyl-''N''-[2-(1''H''-indol-3-yl)ethyl]prop-2-en-1-amine
| IUPAC_name = ''N''-Allyl-''N''-[2-(1''H''-indol-3-yl)ethyl]prop-2-en-1-amine
| image = DALT-structure.png
| image = DALT-structure.png


Line 7: Line 9:
| tradename =
| tradename =
| pregnancy_category =
| pregnancy_category =
| legal_DE = NpSG
| legal_status = Uncontrolled <small>(but may be covered under the [[Federal Analogue Act]] in the [[United States]] and under similar bills in other countries)</small>
| legal_UK = Class A
| routes_of_administration = [[Mouth|Oral]], [[Insufflated]], [[Rectal]], [[Smoked]], [[Intramuscular|IM]], [[Intravenous|IV]]
| legal_US = Analogue
| legal_US_comment = (possibly)
| legal_status = May be covered under similar Analogue bills in other countries
| routes_of_administration = {{citation needed span|text=[[Mouth|Oral]], [[Insufflation (medicine)|insufflated]], [[Rectal (medicine)|rectal]], [[smoking|smoked]], [[Intramuscular injection|IM]], [[Intravenous therapy|IV]]|date=October 2014}}


<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
Line 14: Line 20:
| metabolism =
| metabolism =
| elimination_half-life =
| elimination_half-life =
| excretion =
| excretion =


<!--Identifiers-->
<!--Identifiers-->
| CAS_number =
| CAS_number = 60676-77-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 85113MO9BC
| ATC_prefix = none
| ATC_prefix = none
| ATC_suffix =
| ATC_suffix =
Line 26: Line 34:
<!--Chemical data-->
<!--Chemical data-->
| C=16 | H=20 | N=2
| C=16 | H=20 | N=2
| smiles = C=CCN(CC=C)CCc2c[nH]c1ccccc12
| molecular_weight = 240.34 g/mol
| smiles = C=CCN(CC=C)CCc2cnc1ccccc12
| InChI = 1/C16H20N2/c1-3-10-18(11-4-2)12-9-14-13-17-16-8-6-5-7-15(14)16/h3-8,13,17H,1-2,9-12H2
| InChIKey = LQEATNFJCMVKAC-UHFFFAOYAB
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C16H20N2/c1-3-10-18(11-4-2)12-9-14-13-17-16-8-6-5-7-15(14)16/h3-8,13,17H,1-2,9-12H2
| StdInChI = 1S/C16H20N2/c1-3-10-18(11-4-2)12-9-14-13-17-16-8-6-5-7-15(14)16/h3-8,13,17H,1-2,9-12H2
Line 36: Line 41:
}}
}}


'''''N'',''N''-Diallyltryptamine''' ('''DALT''') is a [[tryptamine]] [[derivative (chemistry)|derivative]] which has been identified as a new psychoactive substance.<ref name="pmid26297461">{{cite journal | vauthors = Michely JA, Helfer AG, Brandt SD, Meyer MR, Maurer HH | title = Metabolism of the new psychoactive substances N,N-diallyltryptamine (DALT) and 5-methoxy-DALT and their detectability in urine by GC-MS, LC-MSn, and LC-HR-MS-MS | journal = Analytical and Bioanalytical Chemistry | volume = 407 | issue = 25 | pages = 7831–42 | date = October 2015 | pmid = 26297461 | doi = 10.1007/s00216-015-8955-0 | s2cid = 26086597 | url = http://researchonline.ljmu.ac.uk/id/eprint/3406/1/ABC-01148-2015.R1.pdf }}</ref><ref name="pmid27933361">{{cite journal | vauthors = Michely JA, Brandt SD, Meyer MR, Maurer HH | title = n, and LC-HR-MS/MS | journal = Analytical and Bioanalytical Chemistry | volume = 409 | issue = 6 | pages = 1681–1695 | date = February 2017 | pmid = 27933361 | doi = 10.1007/s00216-016-0117-5 | s2cid = 206920201 | url = http://researchonline.ljmu.ac.uk/id/eprint/4885/1/ABC_5F_7Me_5%2C6MD-DALT_accepted.pdf }}</ref> It has been used as an intermediate in the preparation of [[radiolabeled]] [[diethyltryptamine]].<ref>{{cite journal | vauthors = Brandt SD, Tirunarayanapuram SS, Freeman S, Dempster N, Barker SA, Daley PF, Cozzi NV, Martins CP | display-authors = 6 | title = Microwave-accelerated synthesis of psychoactive deuterated N,N-dialkylated-[α,α,β,β-d4]-tryptamines | journal = Journal of Labelled Compounds and Radiopharmaceuticals | date = 2008 | volume = 51 | issue = 14 | pages = 423–429 | doi = 10.1002/jlcr.1557}}</ref>
'''''N'',''N''-Diallyltryptamine''' ('''DALT''') is a [[psychedelic drug|psychedelic]] [[drug]] of the [[tryptamine]] class.<ref name="urlThe Psychedelic Index - DALT (ahead of print)">{{cite web | url = http://www.bluelight.ru/vb/showpost.php?p=2104770&postcount=15 | title = The Psychedelic Index - DALT (ahead of print) | author = Alexander Shulgin | coauthor = Ann Shulgin | accessdate = April 2010}}</ref> [[Alexander Shulgin]] reports that DALT is active at 42 mg [[mouth|orally]], producing a +1 on the [[Shulgin scale]], and being back to baseline by 4 hours.<ref name="urlThe Psychedelic Index - DALT (ahead of print)">{{cite web | url = http://www.bluelight.ru/vb/showpost.php?p=2104770&postcount=15 | title = The Psychedelic Index - DALT (ahead of print) | author = Alexander Shulgin | coauthor = Ann Shulgin | accessdate = April 2010}}</ref> It is said to have a similar [[potency (pharmacology)|potency]] to [[N,N-dimethyltryptamine|DMT]], being [[activity (chemistry)|active]] at doses of approximately 40-100 mg, and to have a duration of about 2-4 hours.<ref name="urlThe Psychedelic Index - DALT (ahead of print)">{{cite web | url = http://www.bluelight.ru/vb/showpost.php?p=2104770&postcount=15 | title = The Psychedelic Index - DALT (ahead of print) | author = Alexander Shulgin | coauthor = Ann Shulgin | accessdate = April 2010}}</ref> Relative to the other tryptamine psychedelics, DALT and [[5-MeO-DALT]] are said to be much weaker and far more gentle in comparison.<ref name="urlThe Psychedelic Index - DALT (ahead of print)">{{cite web | url = http://www.bluelight.ru/vb/showpost.php?p=2104770&postcount=15 | title = The Psychedelic Index - DALT (ahead of print) | author = Alexander Shulgin | coauthor = Ann Shulgin | accessdate = April 2010}}</ref><ref name="urlBluelight Forums - The Big & Dandy 5-MeO-DALT Thread - Page 1">{{cite web | url = http://www.bluelight.ru/vb/showthread.php?t=146249 | title = Bluelight Forums - The Big & Dandy 5-MeO-DALT Thread - Page 1 | format = HTML | accessdate = April 2010}}</ref>{{Verify credibility|date=September 2011}} However, if [[smoked]], they may be more comparable to DMT and the like, potentially capable of producing 'breakthrough' experiences.<ref name="urlBluelight Forums - The Big & Dandy 5-MeO-DALT Thread - Page 4">{{cite web | url = http://www.bluelight.ru/vb/showthread.php?t=146249&page=4 | title = Bluelight Forums - The Big & Dandy 5-MeO-DALT Thread - Page 4 | format = HTML | accessdate = April 2010}}</ref>{{Verify credibility|date=September 2011}}

One of the more pronounced effects of this substance is a sharp increase in body temperature, similar to the effects of 2,4-Dinitrophenol (DNP). Unlike DNP, DALT is suggested to be safer, as it belongs to the tryptamine family. DALT exhibits weak psychoactive properties, particularly among tryptamines.
The metabolic effects of this substance on body temperature, and its non-toxic nature, leads to the viability of this substance being used for emergency situations in cold weather environments, or as a weight loss supplement.{{Citation needed|date=August 2023}}


== See also ==
== See also ==
* [[4-AcO-DALT]]
* [[5-MeO-DALT]]
* [[5-MeO-DALT]]


== References ==
== References ==
{{Reflist}}
{{Reflist}}

== External links ==
* [http://isomerdesign.com/PiHKAL/explore.php?domain=tk&id=5372 isomerdesign.com - N,N-Diallyltryptamine (DALT)]



{{Hallucinogens}}
{{Hallucinogens}}
Line 53: Line 58:


[[Category:Psychedelic tryptamines]]
[[Category:Psychedelic tryptamines]]
[[Category:Designer drugs]]
[[Category:Entheogens]]
[[Category:Entheogens]]
[[Category:Alkenes]]
[[Category:Allyl compounds]]