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2C-T-7: Difference between revisions
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{{headerpanel|{{Warning/2C-T-7}}}} | {{headerpanel|{{Warning/2C-T-7}}}} | ||
{{SummarySheet}} | {{SummarySheet}} | ||
{{SubstanceBox/ | {{SubstanceBox/2C-T-7}} | ||
'''2,5-Dimethoxy-4-propylthiophenethylamine''' (also known as '''2C-T-7''', '''Blue Mystic''' and ''' | '''2,5-Dimethoxy-4-propylthiophenethylamine''' (also known as '''2C-T-7''', '''Blue Mystic''',<ref name="microgram">{{cite magazine|last1=Zimmerman|first1=M. M.|title=The identification of 2,5-dimethoxy-4-(n)-propylthiophenethylamine (2C-T-7)|work=Microgram|volume=XXXIV|number=7|date=July 2001|pages=169-173|publisher=Drug Enforcement Administration (DEA)}}</ref> and '''Beautiful''',<ref name="microgram" /> among others) is a [[Psychoactive class::psychedelic]] substance of the [[Chemical class::phenethylamine]] chemical class that produces [[psychedelic]] and [[entactogenic]] effects when [[routes of administration|administered]]. | ||
2C-T-7 was first synthesized by [[Alexander Shulgin]] and documented in his book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref>https://erowid.org/library/books_online/pihkal/ | 2C-T-7 was first synthesized by [[Alexander Shulgin]] and documented in his 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/pihkal043.shtml|chapter=#43. 2C-T-7}}</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. | ||
In contrast to other members of the 2C-x family, 2C-T-7 has gained a reputation of being an unpredictable, dose-sensitive psychedelic capable of producing strong visual effects and an intense [[body load]], which can manifest as a dangerous delirium in extreme cases. Many reports indicate that the physical effects are too severe for inexperienced users or those with pre-existing medical conditions. | |||
This particular | This particular compound is part of the so-called "magical half-dozen" which refers to Shulgin's self-rated most important phenethylamine compounds, all of which -- with the exception of [[mescaline]] -- he designed, synthesized and tested on himself. They can be found within the first book of PiHKAL, and are as follows: [[Mescaline]], [[DOM]], [[2C-B]], [[2C-E]], [[2C-T-2]] and [[2C-T-7]].<ref>{{cite book|title=PiHKAL: A Chemical Love Story|author-link1=Alexander Shulgin|author1=Alexander Shulgin|author2=Ann Shulgin|year=1991|publisher=Transform Press|location=United States|isbn=0963009605|oclc=1166889264|url=https://erowid.org/library/books_online/pihkal/pihkal.shtml}}</ref> | ||
==Chemistry== | ==Chemistry== | ||
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2C-T-7 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-7 is also substituted at R<sub>4</sub> with a propyl thioether group. | 2C-T-7 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-7 is also substituted at R<sub>4</sub> with a propyl thioether group. | ||
2C-T-7 is analogous to 2C-T-2; the two differ by the length of the alkane chain in their thioether functional group.<ref | 2C-T-7 is analogous to 2C-T-2; the two differ by the length of the alkane chain in their thioether functional group.<ref name="PiHKAL"/> | ||
==Pharmacology== | ==Pharmacology== | ||
{{Further|Serotonergic psychedelic}} | {{Further|Serotonergic psychedelic}} | ||
2C-T-7's [[psychedelic]] effects have been shown to come from its efficacy at the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]] as a [[Agonist#Agonists|partial agonist]].<ref>Hallucinogen-like actions of 2,5-dimethoxy-4-(n)-propylthiophenethylamine (2C-T-7) in mice and rats | | 2C-T-7's [[psychedelic]] effects have been shown to come from its efficacy at the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]] as a [[Agonist#Agonists|partial agonist]].<ref>{{cite journal|title=Hallucinogen-like actions of 2,5-dimethoxy-4-(n)-propylthiophenethylamine (2C-T-7) in mice and rats|pmid=15983786|doi=10.1007/s00213-005-0009-4|first1=W. E.|last1=Fantegrossi|first2=A. W.|last2=Harrington|first3=J. R.|last3=Eckler|first4=S.|last4=Arshad|first5=R. A.|last5=Rabin|first6=J. C.|last6=Winter|first7=A.|last7=Coop|first8=K. C.|last8=Rice|first9=J. H.|last9=Woods|year=2005|volume=181|issue=3|pages=496-503|journal=Psychopharmacology|issn=0033-3158|eissn=1432-2072|oclc=2409222}}</ref> However, the role of these interactions and how they result in the [[psychedelic]] experience continues to remain elusive. | ||
With serious adverse effects seen on overdoses of this compound (potentially [[Serotonin Syndrome]]) and as the 2,5-desmethoxy derivative of 2C-T-7 has been shown to be a moderate monoamine oxidase A inhibitor<ref name="WagmannBrandt2019">{{cite journal|last1=Wagmann|first1=Lea|last2=Brandt|first2=Simon D.|last3=Stratford|first3=Alexander|last4=Maurer|first4=Hans H.|last5=Meyer|first5=Markus R.|title=Interactions of phenethylamine-derived psychoactive substances of the 2C-series with human monoamine oxidases|journal=Drug Testing and Analysis|volume=11|issue=2|year=2019|pages=318–324|issn=19427603|doi=10.1002/dta.2494}}</ref> and many of the amphetamine-analogs of the [[2C-T-x]] series are highly selective MAO-A inhibitors (with [[ALEPH-7]] being one of the most potent)<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 substance is widely thought to also have [[MAOI]] effects. | |||
==Subjective effects== | ==Subjective effects== | ||
{{effectStub}} | |||
{{Preamble/SubjectiveEffects}} | {{Preamble/SubjectiveEffects}} | ||
{{effects/base | {{effects/base | ||
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*'''[[Effect::Transformations]]''' | *'''[[Effect::Transformations]]''' | ||
*'''[[Effect::Internal | *'''[[Effect::Internal hallucination]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::perspective hallucinations]]'' and ''[[effect::scenarios and plots]]'') - This effect is very consistent in dark environments at appropriately high dosages. They can be comprehensively described through their [[Visual_effects:_Internal_hallucinations#Variations|variations]] as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, [[Geometry|geometry]]-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme. | ||
}} | }} | ||
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The head space of 2C-T-7 is described by many as one which is both insightful and relatively normal in its thought processes even at moderate to high dosages. | The head space of 2C-T-7 is described by many as one which is both insightful and relatively normal in its thought processes even at moderate to high dosages. | ||
*'''[[Effect:: | *'''[[Effect::Emotion enhancement]]''' | ||
*'''[[Effect::Thought acceleration]]''' | *'''[[Effect::Thought acceleration]]''' | ||
*'''[[Effect::Novelty enhancement]]''' | *'''[[Effect::Novelty enhancement]]''' | ||
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*'''[[Effect::Immersion enhancement]]''' | *'''[[Effect::Immersion enhancement]]''' | ||
*'''[[Effect::Thought loops]]''' | *'''[[Effect::Thought loops]]''' | ||
*'''[[Effect:: | *'''[[Effect::Delusion]]''' | ||
*'''[[Effect::Wakefulness]]''' | *'''[[Effect::Wakefulness]]''' | ||
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==Toxicity and harm potential== | ==Toxicity and harm potential== | ||
{{toxicity}} | |||
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}} | {{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}} | ||
As of August 2007, there have been at least three reported deaths associated with the use of 2C-T-7. These incidents occurred with insufflated doses of 30 mg or more<ref>{{cite journal|last1=Curtis|first1=B.|last2=Kemp|first2=P.|last3=Harty|first3=L.|last4=Choi|first4=C.|last5=Christensen|first5=D.|year=2003|title=Postmortem Identification and Quantitation of 2,5-Dimethoxy-4-n-propylthiophenethylamine Using GC-MSD and GC-NPD|journal=Journal of Analytical Toxicology|volume=27|issue=7|pages=493-498|pmid=14607005|doi=10.1093/jat/27.7.493|issn=0146-4760|eissn=1945-2403|oclc=02942106}}</ref>, or in combination with stimulants such as MDMA,{{citation needed}}. There have also been a number of reports describing concerning physical side effects and hospitalizations, typically following insufflation.<ref name="T74">{{cite web|title=2C-T-7 Overdoses & Delirium|url=https://www.erowid.org/chemicals/2ct7/2ct7_effects.shtml#overdose|publisher=Erowid|date=June 15, 2000}}</ref> | |||
It is strongly discouraged to administer 2C-T-7 non-orally because this can cause vomiting, numerous negative side effects, or death at high doses. In Erowid's Fall 2000 2C-T-7 survey, it was reported that the [[insufflation]] of 2C-T-7 resulted in more negative side effects than oral administration.{{citation needed}} | It is strongly discouraged to administer 2C-T-7 non-orally because this can cause vomiting, numerous negative side effects, or death at high doses. In Erowid's Fall 2000 2C-T-7 survey, it was reported that the [[insufflation]] of 2C-T-7 resulted in more negative side effects than oral administration.{{citation needed}} | ||
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2C-T-7 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-7 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-7 | Tolerance to the effects of 2C-T-7 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-7 presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 2C-T-7 all psychedelics will have a reduced effect. | ||
===Dangerous interactions=== | ===Dangerous interactions=== | ||
If 2C-T-7 does have [[MAOI]] effects as commonly speculated, this could indicate that 2C-T-7 is more likely to induce [[serotonin syndrome]] or general [[neurotransmitter]] overload (especially at high dosages) than other [[serotonergic psychedelic]]s.<ref>Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors: Biological Activities, CoMFA Analysis, and Active Site Modeling | http:// | {{DangerousInteractions/Intro}} | ||
If 2C-T-7 does have [[MAOI]] effects as commonly speculated, this could indicate that 2C-T-7 is more likely to induce [[serotonin syndrome]] or general [[neurotransmitter]] overload (especially at high dosages) than other [[serotonergic psychedelic]]s.<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 [[MAOI]]s, [[stimulant]]s and certain substances which releases neurotransmitters such as [[serotonin]] or [[dopamine]]. These substances include but are not limited to: | |||
{| | {| | ||
|- | |- | ||
| | | | ||
*'''[[5-MeO-MiPT]]''' | *'''[[5-MeO-MiPT]]''' | ||
*'''[[ | *'''[[2C-T-2]]''' | ||
*'''[[AMT]]''' | *'''[[AMT]]''' | ||
*'''[[Ayahuasca]]''' | *'''[[Ayahuasca]]''' | ||
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*'''[[Ethylphenidate]]''' | *'''[[Ethylphenidate]]''' | ||
|| | || | ||
*'''[[ | *'''[[N-Methylbisfluoromodafinil]]''' | ||
*'''[[Isopropylphenidate]]''' | *'''[[Isopropylphenidate]]''' | ||
*'''[[MDAI]]''' | *'''[[MDAI]]''' | ||
| Line 163: | Line 167: | ||
|} | |} | ||
== | ==Legal status== | ||
*'''Australia''' | In November 2003, the European Council decided that 2C-T-7 shall be subjected by the Member States to control measures and criminal penalties within three months.<ref>{{cite magazine|url=http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=OJ:L:2003:321:0064:0065:EN:PDF|title=COUNCIL DECISION 2003/847/JHA|date=November 27, 2003|publication-date=December 6, 2003|work=Official Journal of the European Union|pages=64-65|id=L 321|publisher=Office for Official Publications of the European Communites|oclc=52224955}}</ref> | ||
*'''Brazil''' | |||
*'''Canada | *'''Australia''': In Australia, 2C-T-2 and 2C-T-7 are covered by the country's analog drug laws.{{citation needed}} | ||
*'''China''' | *'''Austria''': 2C-T-7 is illegal to possess, produce and sell under the SMG. (Suchtmittelgesetz Österreich){{citation needed}} | ||
*'''Germany''' | *'''Brazil''': Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344.<ref>{{cite web|url=http://portal.anvisa.gov.br/documents/10181/3115436/%281%29RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7|title=RESOLUÇÃO DA DIRETORIA COLEGIADA - RDC N° 130, DE 2 DE DEZEMBRO DE 2016|publication-date=December 5, 2016|publisher=Agência Nacional de Vigilância Sanitária (ANVISA) [Brazilian Health Regulatory Agency (ANVISA)]|language=pt}}</ref> | ||
*'''Latvia''' | *'''Canada''': 2C-T-7 is considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.<ref>{{cite web|url=http://isomerdesign.com/Cdsa/schedule.php?schedule=3§ion=ALL&structure=C|title=Schedule III|work=Controlled Drugs and Substances Act (CDSA)|publisher=Isomer Design|access-date=October 10, 2020}}</ref> | ||
*'''Netherlands''' | *'''China''': As of October 2015 2C-T-7 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=国家食品药品监督管理总局 [China Food and Drug Administration (CFDA)]|date=September 27, 2015|language=zh|archive-url=https://web.archive.org/web/20170906191704/http://www.sfda.gov.cn/WS01/CL0056/130753.html|archive-date=September 6, 2017}}</ref> | ||
*'''Sweden''' | *'''Germany''': 2C-T-7 is controlled under Anlage I BtMG (''Narcotics Act, Schedule I'')<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html|title=Gesetz über den Verkehr mit Betäubungsmitteln: Anlage I|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> as of July 1, 2001.<ref>{{cite web|url=http://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl101s1180.pdf|title=Fünfzehnte Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften|publisher=Bundesanzeiger Verlag|work=Bundesgesetzblatt Jahrgang 2001 Teil I Nr. 28|pages=1180-1201|publication-date=June 25, 2001|language=de|oclc=231871244|issn=0341-1095|date=June 19, 2001}}</ref> It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/__29.html|title=Gesetz über den Verkehr mit Betäubungsmitteln: § 29|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> | ||
*'''Switzerland | *'''Latvia''': 2C-T-7 is a Schedule I controlled substance in Latvia.<ref>{{cite web|url=http://likumi.lv/doc.php?id=121086|title=Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem|publisher=VSIA Latvijas Vēstnesis|access-date=January 1, 2020|publication-date=November 10, 2005|language=lv}}</ref> | ||
*'''United Kingdom''' - | *'''The Netherlands''': The Netherlands was the first country in the world to ban 2C-T-7 after being sold in smart shops for a short period. After 2C-T-2 was first banned, 2C-T-7 quickly appeared on the market but was soon banned as well. 2C-T-7 is a list I drug of the Opium Law.{{citation needed}} | ||
*'''United States''' | *'''Sweden''': The drug is Schedule I in Sweden.<ref>{{cite web|url=http://www.lakemedelsverket.se/upload/lvfs/LVFS_2004-3.pdf|archive-url=https://web.archive.org/web/20180613184606/http://www.lakemedelsverket.se/upload/lvfs/LVFS_2004-3.pdf|archive-date=June 13, 2018|title=Föreskrifter om ändring i Läkemedelsverkets föreskrifter (LVFS 1997:12) om förteckningar över narkotika|date=February 24, 2004|id=LVFS 2004:3|publication-date=March 16, 2004|issn=1101-5225|publisher=Läkemedelsverket [Medical Products Agency]|language=sv}}</ref> 2C-T-7 was first classified as a health hazard under the act "Lagen om förbud mot vissa hälsofarliga varor" (translated as "the Act on the Prohibition of Certain Goods Dangerous to Health") that made it illegal to sell or possess as of April 1, 1999.{{citation needed}} | ||
*'''Switzerland''': 2C-T-7 is a controlled substance specifically named under Verzeichnis D.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref> | |||
*'''United Kingdom''': 2C-T-7 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''': On September 20, 2002, 2C-T-7 was classified as a Schedule I substance in the United States by an emergency ruling by the DEA. On March 18, 2004, the DEA published a final rule in the Federal Register which permanently placed 2C-T-7 in Schedule I.{{citation needed}} | |||
==See also== | ==See also== | ||
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**[[Volumetric dosing]] | **[[Volumetric dosing]] | ||
*[[Research chemical]] | *[[Research chemical]] | ||
*[[ | *[[Psychedelic]] | ||
*[[2C-x]] | *[[2C-x]] | ||
*[[2C-T-2]] | *[[2C-T-2]] | ||
*[[2C-E]] | *[[2C-E]] | ||
*[[2C-P]] | *[[2C-P]] | ||
==Literature== | |||
* Hardison, C. (2000). An amateur qualitative study of 48 2C-T-7 subjective bioassays. MAPS Bulletin, 10(11). | |||
==External links== | ==External links== | ||
*[ | *[https://en.wikipedia.org/wiki/2C-T-7 2C-T-7 (Wikipedia)] | ||
*[ | *[https://erowid.org/chemicals/2ct7/2ct7.shtml 2C-T-7 (Erowid Vault)] | ||
*[https://isomerdesign.com/PiHKAL/read.php?id=43 2C-T-7 (PiHKAL)] | *[https://isomerdesign.com/PiHKAL/read.php?domain=pk&id=43 2C-T-7 (PiHKAL / Isomer Design)] | ||
===Discussion=== | |||
*[http://www.bluelight.org/vb/threads/73196-The-Big-amp-Dandy-2C-T-7-Thread 2C-T-7 (Bluelight)] | *[http://www.bluelight.org/vb/threads/73196-The-Big-amp-Dandy-2C-T-7-Thread The Big & Dandy 2C-T-7 Thread (Bluelight)] | ||
==References== | ==References== | ||
<references/> | <references/> | ||
[[Category:Psychoactive substance]] | [[Category:Psychoactive substance]] | ||
[[Category:Psychedelic]] | |||
[[Category:2C-T-x]] | |||
[[Category:Research chemical]] | [[Category:Research chemical]] | ||
{{#set:Featured=true | {{#set:Featured=true | ||
|RN= | |RN= | ||