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2C-T

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 InfoCard 100.215.648 Edit 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 mass 227.32 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 their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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

  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. ^ a b Shulgin, 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".
Quelle: https://en.wikipedia.org/wiki/2C-T