2C-T

2C-T


IUPAC name	4-Methylthio-2,5-dimethoxyphenethylamine
Identifiers
CAS number	61638-09-3
SMILES	`COc1cc(SC)c(OC)cc1CCN`
Properties
Molecular formula	C₁₁H₁₇NO₂S
Molar mass	227.32 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

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]

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

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 full name of the chemical is 4-methyl thio-2,5-dimethoxyphenethylamine. The CAS number of 2C-T is 61638-09-3.

Effects

2C-T's active dosage is around 75-150mg 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-HT_2A 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.

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 hard 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]

References

^ Nichols DE, Shulgin AT (October 1976). "Sulfur analogs of psychotomimetic amines". J Pharm Sci 65 (10): 1554–6. PMID 978423.
^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
^ "Erowid Psychoactive Vaults : Research Chemicals : DEA Announces Arrests and Investigation, July 22 2004".

External links

2C-T Entry in PiHKAL

v • d • e 2Cs

Halogenated	2C-B • 2C-C • 2C-F • 2C-I

Alkylated	2C-D • 2C-E • 2C-G • 2C-P • 2C-YN

Alkoxylated	2C-O • 2C-O-4

Alkylthiolated	2C-T • 2C-T-2 • 2C-T-4 • 2C-T-7 • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21

Other	2C-H • 2C-N • 2C-SE • 2C-TFM