Chemistry:2C-T

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2C-T
2C-T-Chemdraw.png
2C-T animation.gif
Names
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)
ChEMBL
ChemSpider
UNII
Properties
C11H17NO2S
Molar mass 227.32 g/mol
Hazards
GHS pictograms GHS07: Harmful
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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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