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	Serotonin5-HT2 receptoragonist;Serotonergic psychedelic;Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	3–5 hours[1]
Identifiers
IUPAC name 2-[2,5-dimethoxy-4-(methylsulfanyl)phenyl]ethan-1-amine
CAS Number	61638-09-3 N
PubChemCID	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, or2C-T-1, also known as4-methylthio-2,5-dimethoxyphenethylamine, is apsychedelic andhallucinogenic drug of the2C family. It is used by some as anentheogen. It has structural and pharmacodynamic properties similar to the drugsmescaline and2C-T-2.

InTiHKAL,Alexander Shulgin lists a dose range of 60 to 100 mg and aduration of 3 to 5 hours for 2C-T.^[1] It producespsychedelic andMDMA-like effects.^[1]

2C-T showsaffinity for theserotonin5-HT₂ receptors and is known to act as anagonist of the serotonin5-HT_2A and5-HT_2B 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-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 themonoamine transporters.^[2]

2C-T is in a class of compounds commonly known asphenethylamines, and is the 4-methylthioanalogue of2C-O, apositional isomer of mescaline. It is also the2C analog ofAleph. The systematic name of the chemical is 2-(2,5-dimethoxy-4-(methylthio)phenyl)ethanamine. TheCAS number of 2C-T is 61638-09-3.

A large number ofderivatives of 2C-T have been developed and described. These include2C-T-2,2C-T-3,2C-T-4,2C-T-7, and2C-T-16, among others.

2C-T was firstsynthesized and studied through a collaboration betweenDavid E. Nichols andAlexander Shulgin.^[3] It was first described in thescientific literature in 1976.^[3]

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 bookPiHKAL.^[1]

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

2C-T is unscheduled and unregulated in theUnited States; however its close similarity in structure and effects to2C-T-7 could potentially subject possession and sale of 2C-T to prosecution under theFederal Analog Act. This seems to be the tack the federal government is taking in the wake of the DEA'sOperation 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]

• CYB-210010
• Substituted methoxyphenethylamine

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

• Drugs not assigned an ATC code
• 5-HT2A agonists
• 5-HT2B agonists
• 2C (psychedelics)
• Alexander Shulgin
• David E. Nichols
• Methylthio compounds
• Psychedelic phenethylamines
• Serotonin receptor agonists

• Articles with short description
• Short description is different from Wikidata
• Articles with changed CASNo identifier
• ECHA InfoCard ID from Wikidata
• Chemical pages without DrugBank identifier
• Articles without KEGG source
• Drugs with no legal status
• Drugboxes which contain changes to verified fields
• Drugboxes which contain changes to watched fields