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2c-t

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Title: 2c-t  
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Subject: 2C-T-2, 2C (psychedelics), 2,4,5-Trimethoxyphenethylamine, 2C-G, 2C-E
Collection: 2C (Psychedelics), Thioethers
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2c-t

2C-T
Names
IUPAC name
2-(2,5-dimethoxy-4-(methylthio)phenyl)ethanamine
Identifiers
 N
ChEMBL  Y
ChemSpider  Y
Jmol-3D images Image
UNII  N
Properties
C11H17NO2S
Molar mass 227.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N  (: Y/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]

Contents

  • Chemistry 1
  • Effects 2
  • Pharmacology 3
  • Dangers 4
  • Popularity 5
  • Legality 6
  • See also 7
  • References 8
  • External links 9

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 full 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. It also acts as a MAOI.

Dangers

The toxicity of 2C-T is not well documented. 2C-T is considerably less potent than other related drugs such as 2C-T-7, but it may be expected that at higher doses it would display similar toxicity to that of other phenethylamines of the 2C-T family. Other phenethylamine derivatives substituted with an alkylthio group at the 4 position such as 2C-T-7 and 4-MTA are known to act as selective monoamine oxidase A inhibitors, a side effect which can lead to lethal serotonin syndrome when they are combined with stimulant drugs. Most confirmed fatalities involving 2C-T drugs involve their combination with other drugs such as alcohol, ecstasy or cocaine.

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 (Phenethylamines i Have Known And Loved).

Legality

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.[3]

See also

References

  1. ^ Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". J Pharm Sci 65 (10): 1554–6.  
  2. ^  
  3. ^ "Erowid Psychoactive Vaults : Research Chemicals : DEA Announces Arrests and Investigation, July 22, 2004". 

External links

  • 2C-T Entry in PiHKAL
  • 2C-T Entry in PiHKAL • info
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