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Saving copy of the {{chembox}} taken from revid 467128279 of page 2C-T-4 for the Chem/Drugbox validation project (updated: 'CASNo').
 
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{{more citations needed|date=November 2013}}
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:2C-T-4|oldid=467128279}} 467128279] of page [[2C-T-4]] with values updated to verified values.}}
{{chembox
{{chembox
| Verifiedfields = changed
| verifiedrevid = 413115403
| Watchedfields = changed
| ImageFile1 = 2C-T-4-MS.png
| verifiedrevid = 477216693
| ImageFile1 = 2C-T-4 2DACS.svg
| ImageSize1 = 200px
| ImageSize1 = 200px
| ImageFile2 = 2C-T-4-3d-sticks.png
| ImageFile2 = 2C-T-4-3d-sticks.png
| ImageSize2 = 200px
| ImageSize2 = 200px
| PIN = 2-<nowiki/>{2,5-Dimethoxy-4-[(propan-2-yl)sulfanyl]phenyl}ethan-1-amine
| IUPACName = 2-[4-(Isopropylthio)-2,5-dimethoxyphenyl]ethanamine
| OtherNames =
| OtherNames =
| Section1 = {{Chembox Identifiers
| Section1 = {{Chembox Identifiers
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| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 338259
| ChEMBL = 338259
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C22735
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C13H21NO2S/c1-9(2)17-13-8-11(15-3)10(5-6-14)7-12(13)16-4/h7-9H,5-6,14H2,1-4H3
| StdInChI = 1S/C13H21NO2S/c1-9(2)17-13-8-11(15-3)10(5-6-14)7-12(13)16-4/h7-9H,5-6,14H2,1-4H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HDYZSVKZKDPLDT-UHFFFAOYSA-N
| StdInChIKey = HDYZSVKZKDPLDT-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo_Ref = {{cascite|correct|chemspider}}
| CASNo = <!-- blanked - oldvalue: 207740-25-8 -->
| CASNo = 207740-25-8
| UNII_Ref = {{fdacite|changed|FDA}}
| PubChem =
| UNII = 558WSD71D4
| PubChem = 44350070
| SMILES = CC(C)Sc1cc(OC)c(cc1OC)CCN
| SMILES = CC(C)Sc1cc(OC)c(cc1OC)CCN
}}
}}
| Section2 = {{Chembox Properties
| Section2 = {{Chembox Properties
| C=13
| Formula = C<sub>13</sub>H<sub>21</sub>NO<sub>2</sub>S
| H=21
| MolarMass = 255.38 g/mol
| N=1
| O=2
| S=1
| Appearance =
| Appearance =
| Density =
| Density =
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| MainHazards =
| MainHazards =
| FlashPt =
| FlashPt =
| Autoignition = }}
| AutoignitionPt = }}
}}
}}

'''2C-T-4''' ('''2,5-dimethoxy-4-isopropylthiophenethylamine''') is a [[psychedelic drug|psychedelic]] [[phenethylamine]] of the [[2C (psychedelics)|2C family]]. It was first synthesized by [[Alexander Shulgin]] and is used as [[entheogen]]ic [[recreational drug]].

==Chemistry==

2C-T-4 is the [[2C (psychedelics)|2-carbon]] [[homologous series|homolog]] of [[Aleph (psychedelic)|aleph-4]]. The full chemical name is 2-[4-([[isopropyl]][[Thio-|thio]])-2,5-di[[methoxy]][[phenyl]]]-[[ethyl group|ethan]][[amine]]. The drug has [[structure|structural]] and [[pharmacodynamic]] properties similar to [[2C-T-7]] and [[2C-T-19]].{{citation needed|date=March 2015}}

==Effects==
2C-T-4 produces psychedelic and entheogenic effects that develop slowly and can last 8–16 hours.{{medcn|date=March 2015}} While users may experience virtually no effects for the first hour after ingestion, results vary drastically between individuals and range from [[hallucination]] and [[euphoria]] to intense sickness and anxiety.<ref name="CitePiHKAL">{{CitePiHKAL}}</ref> Shulgin devoted a chapter in the first part of his book ''[[PiHKAL]]'' to this compound, describing an intense [[Shulgin Rating Scale|"plus-four"]] psychedelic experience mediated by a twelve milligram dose.

==Pharmacology==
{{OR section|date=March 2015}}
The mechanism that produces 2C-T-4's hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from action as a [[5-HT2A receptor|5-HT<sub>2A</sub>]] [[5-HT receptor|serotonin receptor]] [[agonist]] in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines for which the mechanism of action is known.

==Popularity==

2C-T-4 is relatively unknown on the black market, but has been sold to a limited extent on the [[research chemical]] market.

==Drug prohibition laws==

===Canada===
As of October 31, 2016, 2C-T-4 is a controlled substance (Schedule III) in Canada.<ref>{{Cite web|url=http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php|title=Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)|date=4 May 2016}}</ref>

===China===
As of October 2015 2C-T-4 is a controlled substance in China.<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=zh | access-date=1 October 2015 | archive-url=https://web.archive.org/web/20151001222554/http://www.sfda.gov.cn/WS01/CL0056/130753.html | archive-date=1 October 2015 | url-status=dead }}</ref>

===Denmark===
2C-T-4 is added to the list of Schedule B controlled substances.<ref>{{cite web |url=https://www.retsinformation.dk/Forms/R0710.aspx?id=137169 |title = Retsinformation}}</ref>

===Sweden===
[[Riksdag|''Sveriges riksdags'']] health ministry [[:sv:Statens folkhälsoinstitut|''Statens folkhälsoinstitut'']] classified 2C-T-4 as "health hazard" under the act [[:sv:Lagen om förbud mot vissa hälsofarliga varor|''Lagen om förbud mot vissa hälsofarliga varor'']] (translated ''Act on the Prohibition of Certain Goods Dangerous to Health'') as of Jul 15, 2007, in their regulation '''SFS 2007:600''' listed as '''2,5-dimetoxi-4-isopropyltiofenetylamin (2C-T-4)''', making it illegal to sell or possess.<ref>{{cite web |last=Larsson |first=Maria |url=http://www.notisum.se/rnp/sls/sfs/20070600.pdf |title=Svensk författningssamling |access-date=January 24, 2022}}</ref>

===United States===
As of July 9, 2012, 2C-T-4 is a Schedule I substance in the United States, under the Synthetic Drug Abuse Prevention Act of 2012.<ref>{{cite web|last=Portman|title=Synthetic Drug Abuse Prevention Act of 2012|url=http://www.govtrack.us/congress/bills/112/s3190/text|publisher=Govtrack|access-date=22 July 2012}}</ref>

==Homologue==

[[Image:Psi-2C-T-4.png|thumb|200px|right|Ψ-2C-T-4, the homologue of 2C-T-4]]

2C-T-4 has one homologue, the structural isomer Ψ-2C-T-4 (2,6-dimethoxy-4-(i)-propylthiophenethylamine). This compound was tested by [[Alexander Shulgin]] at a dose of 12&nbsp;mg.

At this dosage its duration was very short and it produced few effects, however based on the research into the better characterized compound [[Psi-DOM|Ψ-DOM]], the potency of Ψ-2C-T-4 is likely to be around 1/3 that of 2C-T-4 itself, so a more effective dosage of Ψ-2C-T-4 might be in the region of 20–60&nbsp;mg;<ref name="CitePiHKAL"/> however high doses such as this might well be associated with toxic side effects, and so extreme caution would be advised.

==References==
{{reflist}}

==External links==
*[http://www.erowid.org/library/books_online/pihkal/pihkal041.shtml PiHKAL #41 2C-T-4]
* [http://pihkal.info/read.php?domain=pk&id=41 2C-T-4 Entry in PiHKAL • info]
* [http://pihkal.info/read.php?domain=pk&id=42 Ψ-2C-T-4 Entry in PiHKAL • info]

{{2C's}}
{{Hallucinogenic phenethylamines}}

[[Category:2C (psychedelics)]]
[[Category:Thioethers]]
[[Category:Designer drugs]]
[[Category:Isopropyl compounds]]