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2C-T

From Wikipedia, the free encyclopedia
2C-T
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
ECHA InfoCard100.215.648Edit this at Wikidata
UNII
  • InChI=1S/C11H17NO2S/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3 checkY
    Key: UPZMYCMLLQTYEM-UHFFFAOYSA-N checkY
  • InChI=1/C11H17NO2S/c1-13-9-7-11(15-3)10(14-2)6-8(9)4-5-12/h6-7H,4-5,12H2,1-3H3
    Key: UPZMYCMLLQTYEM-UHFFFAOYAU
  • CSc1cc(OC)c(cc1OC)CCN
Properties
C11H17NO2S
Molar mass227.32 g/mol
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302
P264,P270,P301+P312,P330,P501
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

2C-T (or4-methylthio-2,5-DMPEA) is apsychedelic andhallucinogenic drug of the2C family. It is used by some as anentheogen. It has structural and pharmacodynamic properties similar to the drugsmescaline and2C-T-2.

It was first synthesized and studied through a collaboration betweenDavid E. Nichols andAlexander Shulgin.[1]

Chemistry

[edit]

2C-T is in a class of compounds commonly known asphenethylamines, and is the 4-methylthioanalogue of2C-O, apositional isomer of mescaline. It is also the2C analog ofAleph. The systematic name of the chemical is 2-(2,5-dimethoxy-4-(methylthio)phenyl)ethanamine. TheCAS number of 2C-T is 61638-09-3.

Effects

[edit]

2C-T's activedosage is around 75–150 mg and produces mescaline andMDMA-like effects that may last up to 6 hours.[2]

Interactions

[edit]
See also:Psychedelic drug § Interactions, andTrip killer § Serotonergic psychedelic antidotes

Pharmacology

[edit]

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 a5-HT2Aserotonin receptoragonist 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

[edit]

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 bookPiHKAL.[2]

Legality

[edit]

Canada

[edit]

As of October 31, 2016; 2C-T is a controlled substance (Schedule III) in Canada.[3]

United States

[edit]

2C-T is unscheduled and unregulated in theUnited States; however its close similarity in structure and effects to2C-T-7 could potentially subject possession and sale of 2C-T to prosecution under theFederal Analog Act. This seems to be the tack the federal government is taking in the wake of the DEA'sOperation 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

[edit]

References

[edit]
  1. ^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.
  2. ^abShulgin, Alexander;Shulgin, Ann (September 1991).PiHKAL: A Chemical Love Story.Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.2C-T Entry in PiHKAL
  3. ^"Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
  4. ^"Erowid Psychoactive Vaults : Research Chemicals : DEA Announces Arrests and Investigation, July 22, 2004".
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