2C-T: Difference between revisions

>Mydriasis
Updated effects, visual. Also grammar.
>David Hedlund
{{Experience reports|erowid_experience_substance_label=2C-T}}
 
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{{SummarySheet}}
{{SummarySheet}}
{{SubstanceBox/2C-T}}
{{SubstanceBox/2C-T}}
'''2,5-Dimethoxy-4-methylthiophenethylamine''' (also known as '''2C-T''') is a lesser-known [[Psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] class. It is a member of the [[2C-x family]] of psychedelic phenethylamines, all of which are close relatives to [[mescaline]]. It is thought to produce its effects by binding to serotonin receptors in the brain, although the precise mechanism is not fully understood.


'''2,5-Dimethoxy-4-methylthiophenethylamine''' (commonly known as '''2C-T''') is a [[Psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] chemical class that produces psychedelic effects when [[Route of administration|administered]].
2C-T was first synthesized as part of a collaboration between researchers [[David E. Nichols]] and [[Alexander Shulgin]].<ref>{{cite journal|last1=Nichols|first1=D. E.|last2=Shulgin|first2=A. T.|author-link1=David E. Nichols|author-link2=Alexander Shulgin|year=1976|title=Sulfur Analogs of Psychotomimetic Amines|journal=Journal of Pharmaceutical Sciences|volume=65|issue=10|pages=1554–1556|doi=10.1002/jps.2600651040|pmid=978423|issn=1520-6017|eissn=0022-3549|oclc=01754726}}</ref>
It is a member of the [[2C-x family]] of psychedelic phenethylamines, all of which were derived from the systematic modification of the [[mescaline]] molecule.  
Its effects and synthesis is described in Shulgin's 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref name="PiHKAL">{{cite book|title=PiHKAL: A Chemical Love Story|title-link=PiHKAL|author-link1=Alexander Shulgin|author1=Alexander Shulgin|author2=Ann Shulgin|year=1991|publisher=Transform Press|location=United States|isbn=0963009605|oclc=1166889264|chapter-url=https://erowid.org/library/books_online/pihkal/pihkal039.shtml|chapter=#39. 2C-T}}</ref>


2C-T It was first synthesized and studied through a collaboration between [[David E. Nichols]] and [[Alexander Shulgin]].<ref>Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". J Pharm Sci. 65 (10): 1554–6. CiteSeerX 10.1.1.687.8486. doi:10.1002/jps.2600651040. PMID 978423.</ref>
2C-T's subjective effects are not well-characterized. Preliminary anecdotal reports appear to indicate it has some of the psychedelic effects of [[2C-T-2]] and [[2C-T-7]]. The effects of 2C-T have been described as being less visual and more tactile.  
It is described in Shulgin's 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref name="pihkal2CT">Shulgin, A., & Shulgin, A. (1991).</ref>


Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-T-2, and it has a relatively short history of human usage. It is highly advised to approach this [[hallucinogenic]] substance with the proper amount of precaution and [[harm reduction practices]] if using it.
Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-T, and it has a relatively short history of human usage. It is highly advised to use [[harm reduction practices]] if using this substance.  


==History and culture==
==History and culture==
{{historyStub}}
{{historyStub}}
2C-T is almost unknown on the black market and is rarely sold online.
It was first synthesized and studied through a collaboration between David E. Nichols and Alexander Shulgin.<ref>Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". ''J Pharm Sci''. '''65''' (10): 1554–6. CiteSeerX 10.1.1.687.8486. doi:10.1002/jps.2600651040. <nowiki>PMID 978423</nowiki>.</ref> However, 2C-T is almost unknown on the black market and is rarely sold online.


==Chemistry==
==Chemistry==
[[File:Phenethylamine.png|thumb|right|250px|thumb|right|250px||Generic structure of a phenethylamine molecule]]
2C-T is in a class of compounds commonly known as phenethylamines, and is the 4-methylthio analogue of 2C-O, a positional isomer of mescaline. It is also the 2C analog of Aleph. The systematic name of the chemical is 2-(2,5-dimethoxy-4-(methylthio)phenyl)ethanamine. The CAS number of 2C-T is 61638-09-3.
 
2C-T, or 2,5-dimethoxy-4-methylthiophenethylamine, is a substituted [[phenethylamines|phenethylamine]] featuring a phenyl ring bound to an amino (NH<sub>2</sub>) group through a methyl chain. 2C-T belongs to the 2C family of phenethylamines which contain methoxy functional groups CH<sub>3</sub>O- attached to carbons R<sub>2</sub> and R<sub>5</sub> of the benzene ring. 2C-T is also substituted at R<sub>4</sub> with an methyl thioether group.  
2C-T, or 2,5-dimethoxy-4-methylthiophenethylamine, is a substituted [[phenethylamines|phenethylamine]] featuring a phenyl ring bound to an amino (NH<sub>2</sub>) group through a methyl chain. 2C-T belongs to the 2C family of phenethylamines which contain methoxy functional groups CH<sub>3</sub>O- attached to carbons R<sub>2</sub> and R<sub>5</sub> of the benzene ring. 2C-T is also substituted at R<sub>4</sub> with an methyl thioether group.  


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However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.


Being similar in structure to 2C-T-2 and 2C-T-7, this compound may have some MAOI properties.
Being similar in structure to [[2C-T-2]] and [[2C-T-7]], this compound may have some [[MAOI]] properties.


==Subjective effects==
==Subjective effects==
{{effectStub}}
The effects of 2C-T have been described as being less visual and more in the body.
The effects of 2C-T have been described as being less visual and more in the body.
{{Preamble/SubjectiveEffects}}  
{{Preamble/SubjectiveEffects}}  
{{effects/base
{{effects/base
|{{effects/physical|
|{{effects/physical|
*'''[[Effect::Spontaneous physical sensations]]''
*'''[[Effect::Spontaneous bodily sensations]]'''
*'''[[Effect::Bodily control enhancement]]'''
*'''[[Effect::Bodily control enhancement]]'''
*'''[[Effect::Tactile enhancement]]''' "Tactile sensitivity"
*'''[[Effect::Tactile enhancement]]''' "Tactile sensitivity"
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{{effects/visual|
{{effects/visual|
The visual component of this substance is reported to be minimal even at higher doses.
The visual component of this substance is reported to be minimal even at higher doses.
====Enhancements====
====Enhancements====
*'''[[Effect::Visual acuity enhancement]]'''
*'''[[Effect::Visual acuity enhancement]]'''
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====Distortions====
====Distortions====
*'''[[Effect::Drifting]]''' ''([[Drifting#Melting|melting]], [[Drifting#Flowing|flowing]], [[Drifting#Breathing|breathing]] and [[Drifting# morphing|morphing]])''  
*'''[[Effect::Drifting]]''' ''([[Drifting#Melting|melting]], [[Drifting#Flowing|flowing]], [[Drifting#Breathing|breathing]] and [[Drifting# morphing|morphing]])'' - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion, static in appearance and extremely realistic in style but with a subtle digital/cartoon-like form.
*'''[[Effect::Tracers]]'''
*'''[[Effect::Tracers]]'''
*'''[[Effect::After images]]'''
*'''[[Effect::After images]]'''
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}}
}}
|{{effects/cognitive|
|{{effects/cognitive|
The head space of 2C-T is described as both insightful and relatively normal in its thought processes even at moderate to high doses.
The head space of 2C-T is described by many as one which is both insightful and relatively normal in its thought processes even at moderate to high doses.


*'''[[Effect::Emotion enhancement]]'''
*'''[[Effect::Emotion enhancement]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Analysis enhancement]]'''
*'''[[Effect::Analysis enhancement]]''' - This effect is consistent in its manifestation and is [[outrospection]] dominant.
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Conceptual thinking]]'''
*'''[[Effect::Conceptual thinking]]'''
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===Experience reports===
===Experience reports===
There are currently no anecdotal reports which describe the effects of this compound within our [[experience index]].
{{Experience reports|erowid_experience_substance_label=2C-T}}


==Toxicity and harm potential==
==Toxicity and harm potential==
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2C-T is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. It is most often self-regulating.  
2C-T is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. It is most often self-regulating.  


Tolerance to the effects of 2C-T are built [[Time to full tolerance::almost immediately after ingestion]]. After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 2C-T presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 2C-T all psychedelics will have a reduced effect.
Tolerance to the effects of 2C-T is built [[Time to full tolerance::almost immediately after ingestion]]. After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 2C-T presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 2C-T all psychedelics will have a reduced effect.


===Dangerous interactions===
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Intro}}


Although only speculative, it is worth noting that if 2C-T does have [[MAOI]] effects this could indicate that 2C-T is more likely to induce [[serotonin syndrome]] or general [[neurotransmitter]] overload (especially at high dosages) than other [[serotonergic psychedelic|serotonergic psychedelics]].<ref>Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors:  Biological Activities, CoMFA Analysis, and Active Site Modeling | http://pubs.acs.org/doi/abs/10.1021/jm0493109</ref> This may make it dangerous to combine it with other [[MAOIs]], [[stimulant]]s and certain substances which promotes the release of neurotransmitters such as [[serotonin]] or [[dopamine]]. These substances include but are not limited to:
Although only speculative, it is worth noting that if 2C-T does have [[MAOI]] effects this could indicate that 2C-T is more likely to induce [[serotonin syndrome]] or general [[neurotransmitter]] overload (especially at high dosages) than other [[serotonergic psychedelic|serotonergic psychedelics]].<ref>{{cite journal|title=Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors:  Biological Activities, CoMFA Analysis, and Active Site Modeling|doi=10.1021/jm0493109|pmid=15801832|url=http://citeseerx.ist.psu.edu/viewdoc/download?doi=10.1.1.689.281&rep=rep1&type=pdf|first1=A.|last1=Gallardo-Godoy|first2=A.|last2=Fierro|first3=T. H.|last3=McLean|first4=M.|last4=Castillo|first5=B. K.|last5=Cassels|first6=M.|last6=Reyes-Parada|first7=D. E.|last7=Nichols|author-link7=David E. Nichols|year=2005|volume=48|issue=7|pages=2407–2419|journal=Journal of Medicinal Chemistry|issn=0022-2623|eissn=1520-4804|oclc=39480771}}</ref> This may make it dangerous to combine it with other [[MAOIs]], [[stimulant]]s and certain substances which promotes the release of neurotransmitters such as [[serotonin]] or [[dopamine]]. These substances include but are not limited to:
{|
{|
|-
|-
|  
|
*'''[[5-MeO-MiPT]]'''
*'''[[5-MeO-MiPT]]'''
*'''[[2C-T-7]]'''
*'''[[2C-T-7]]'''
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==Legal status==
==Legal status==
*'''Canada''': 2C-T would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.<ref>Controlled Drugs and Substances Act (S.C. 1996, c. 19) |http://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html#h-28</ref>
 
*'''United Kingdom''': 2C-T is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.<ref>United Kingdom. (1977). Misuse of Drugs Act 1971 (S.I. 1977/1243). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/1977/1243/made</ref>
*'''Canada''': 2C-T would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.<ref>{{cite web|url=http://isomerdesign.com/Cdsa/schedule.php?schedule=3&section=ALL&structure=C|title=Schedule III|work=Controlled Drugs and Substances Act (CDSA)|publisher=Isomer Design|access-date=October 10, 2020}}</ref>
*'''Germany''': 2C-H is controlled under the NpSG<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/anlage.html|title=Anlage NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> (''New Psychoactive Substances Act'') as of November 26, 2016.<ref>{{cite web|url=http://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl116s2615.pdf|title=Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|pages=2615-2622|issn=0341-1095|oclc=1004462279|publisher=Bundesanzeiger Verlag|date=November 21, 2016|publication-date=November 25, 2016|language=de|work=Bundesgesetzblatt Jahrgang 2016 Teil I Nr. 55}}</ref> Production and import with the aim to place it on the market, administration to another person, placing it on the market and trading is punishable. Possession is illegal but not punishable.<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__4.html|title=§ 4 NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref><ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__3.html|title=§ 3 NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> The legislator considers it possible that orders of 2C-H are punishable as an incitement to place it on the market.<ref>{{cite web|url=http://dip21.bundestag.de/dip21/btd/18/085/1808579.pdf|title=Gesetzentwurf der Bundesregierung: Entwurf eines Gesetzes zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|page=20|date=May 30, 2016|id=Drucksache 18/8579|publisher=Deutscher Bundestag|language=de}}</ref>
*'''United Kingdom''': 2C-T is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.<ref>{{cite web|title=Schedule 2: Part I: Class A Drugs|url=http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I|work="Misuse of Drugs Act 1971"|access-date=August 20, 2020|publisher=UK Government}}</ref>
*'''United States''': 2C-T is a Schedule 1 drug in the U.S., making it illegal to possess, manufacture, or import.{{citation needed}}
*'''United States''': 2C-T is a Schedule 1 drug in the U.S., making it illegal to possess, manufacture, or import.{{citation needed}}


==See also==
==See also==
*[[Responsible use]]
*[[Responsible use]]
**[[Volumetric liquid dosing]]
**[[Volumetric liquid dosing]]
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==External links==
==External links==
*[https://en.wikipedia.org/wiki/2C-T 2C-T (Wikipedia)]
*[https://en.wikipedia.org/wiki/2C-T 2C-T (Wikipedia)]
*[https://isomerdesign.com/PiHKAL/read.php?domain=pk&id=39 2C-T (PiHKAL / Isomer Design)]
*[https://isomerdesign.com/PiHKAL/read.php?domain=pk&id=39 2C-T (PiHKAL / Isomer Design)]
===Discussion===
===Discussion===
*[https://www.bluelight.org/xf/threads/302863 The Big & Dandy 2C-T Thread (Bluelight)]


==References==
==References==
<references/>
<references />


[[Category:Substance]]
[[Category:Psychoactive substance]]
[[Category:Psychoactive substance]]
[[Category:Hallucinogen]]
[[Category:Psychedelic]]
[[Category:Psychedelic]]
[[Category:Phenethylamine]]
[[Category:2C-x]]
[[Category:2C-T-x]]
[[Category:2C-T-x]]
[[Category:Research chemical]]
[[Category:Research chemical]]
Retrieved from "http://psy.st/wiki/2C-T"