2C-T

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2C-T
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Clinical data
Other names2C-T-1; 2,5-Dimethoxy-4-methylthiophenethylamine; 4-Methylthio-2,5-dimethoxyphenethylamine
Routes of
administration 		Oral
Drug class Serotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action 3–5 hours [1]
Identifiers
  • 2-[2,5-dimethoxy-4-(methylsulfanyl)phenyl]ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.215.648 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C11H17NO2S
Molar mass 227.32 g·mol−1
3D model (JSmol)
  • CSc1cc(OC)c(cc1OC)CCN
  • 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 Yes check.svgY
  • Key:UPZMYCMLLQTYEM-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

2C-T, or 2C-T-1, also known as 4-methylthio-2,5-dimethoxyphenethylamine, 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.

Contents

Effects

In TiHKAL , Alexander Shulgin lists a dose range of 60 to 100 mg and a duration of 3 to 5 hours for 2C-T. [1] It produces psychedelic and MDMA-like effects. [1]

Interactions

Pharmacology

2C-T shows affinity for the serotonin 5-HT2 receptors and is known to act as an agonist of the serotonin 5-HT2A and 5-HT2B receptors. [2] The mechanism that produces 2C-T's hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from serotonin 5-HT2A receptor activation in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines for which the mechanism of action is known. 2C-T shows no affinity for the monoamine transporters. [2]

Chemistry

2C-T is in a class of compounds commonly known as phenethylamines, and is the 4-methyl thio 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-(methyl thio)phenyl)ethanamine. The CAS number of 2C-T is 61638-09-3.

Derivatives

A large number of derivatives of 2C-T have been developed and described. These include 2C-T-2, 2C-T-3, 2C-T-4, 2C-T-7, and 2C-T-16, among others.

History

2C-T was first synthesized and studied through a collaboration between David E. Nichols and Alexander Shulgin. [3] It was first described in the scientific literature in 1976. [3]

Society and culture

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 . [1]

Canada

As of October 31, 2016; 2C-T is a controlled substance (Schedule III) in Canada. [4]

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. [5]

See also

References

  1. 1 2 3 4 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
  2. 1 2 Luethi D, Trachsel D, Hoener MC, Liechti ME (May 2018). "Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs)". Neuropharmacology. 134 (Pt A): 141–148. doi:10.1016/j.neuropharm.2017.07.012. PMID   28720478.
  3. 1 2 Nichols DE, Shulgin AT (October 1976). "Sulfur Analogs of Psychotomimetic Amines". J Pharm Sci. 65 (10): 1554–1556. doi:10.1002/jps.2600651040. PMID   978423.
  4. ↑ "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
  5. ↑ "Erowid Psychoactive Vaults : Research Chemicals : DEA Announces Arrests and Investigation, July 22, 2004".
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