2C-T

2C-T

Clinical data
Other names	2C-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
Identifiers
IUPAC name 2-[2,5-dimethoxy-4-(methylsulfanyl)phenyl]ethan-1-amine
CAS Number	61638-09-3 N
PubChem CID	12315927
ChemSpider	10438674 Y
UNII	E5X0VFF7S4
ChEMBL	ChEMBL127252 Y
CompTox Dashboard (EPA)	DTXSID60487530
ECHA InfoCard	100.215.648
Chemical and physical data
Formula	C11H17NO2S
Molar mass	227.32 g·mol−1
3D model (JSmol)	Interactive image
SMILES CSc1cc(OC)c(cc1OC)CCN
InChI 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 Y Key:UPZMYCMLLQTYEM-UHFFFAOYSA-N Y
NY (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.

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. It produces psychedelic and MDMA-like effects.

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

2C-T shows affinity for the serotonin 5-HT₂ receptors and is known to act as an agonist of the serotonin 5-HT_2A and 5-HT_2B receptors. 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-HT_2A 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.

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.

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. It was first described in the scientific literature in 1976.

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.

Legal status

Canada

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

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.

See also

• CYB-210010

External links

• 2C-T - Isomer Design
• The Big & Dandy 2C-T Thread - Bluelight
• 2C-T - PiHKAL - Erowid
• 2C-T - PiHKAL - Isomer Design