Chemistry:2C-T
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| Preferred IUPAC name
2-[2,5-Dimethoxy-4-(methylsulfanyl)phenyl]ethan-1-amine | |
| Other names
2-[2,5-Dimethoxy-4-(methylthio)phenyl]ethan-1-amine
2-[2,5-Dimethoxy-4-(methylthio)phenyl]ethanamine | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C11H17NO2S | |
| Molar mass | 227.32 g/mol |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H302 | |
| P264, P270, P301+312, P330, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
2C-T (or 4-methylthio-2,5-DMPEA) is a psychedelic and hallucinogenic drug of the 2C family. It is used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs mescaline and 2C-T-2.
It was first synthesized and studied through a collaboration between David E. Nichols and Alexander Shulgin.[1]
Chemistry
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.
Effects
2C-T's active dosage is around 75–150 mg and produces mescaline and MDMA-like effects that may last up to 6 hours.[2]
Pharmacology
The mechanism that produces 2C-T’s hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from action as a 5-HT2A 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 is almost unknown on the black market although it has rarely been sold by "research chemical" companies. Limited accounts of 2C-T can be found in the book PiHKAL.[2]
Legality
Canada
As of October 31, 2016; 2C-T is a controlled substance (Schedule III) in Canada.[3]
United States
2C-T is unscheduled and unregulated in the United States ; however its close similarity in structure and effects to 2C-T-7 could potentially subject possession and sale of 2C-T to prosecution under the Federal Analog Act. This seems to be the tack the federal government is taking in the wake of the DEA's Operation Web Tryp. A series of court cases in the US involving the prosecution of several online vendors were commenced in 2004 and resulted in a number of convictions.[4]
See also
References
- ↑ Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". J Pharm Sci 65 (10): 1554–6. doi:10.1002/jps.2600651040. PMID 978423.
- ↑ 2.0 2.1 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml. 2C-T Entry in PiHKAL
- ↑ "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016. http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php.
- ↑ "Erowid Psychoactive Vaults : Research Chemicals : DEA Announces Arrests and Investigation, July 22, 2004". http://www.erowid.org/psychoactives/research_chems/research_chems_info1.shtml.
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