2C-T-8

2C-T-8, also known as 4-cyclopropylmethylthio-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen.

2C-T-8

Clinical data
Other names	4-Cyclopropylmethylthio-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-cyclopropylmethylthiophenethylamine
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	10–15 hours[1]
Identifiers
IUPAC name 2-{{#parsoidfragment:1}}{4-[(cyclopropylmethyl)sulfanyl]-2,5-dimethoxyphenyl}ethan-1-amine
CAS Number	207740-27-0
PubChem CID	44350055
ChemSpider	21106234 Y
UNII	50U317Z43G
ChEMBL	ChEMBL127995 Y
CompTox Dashboard (EPA)	DTXSID70658375
Chemical and physical data
Formula	C14H21NO2S
Molar mass	267.39 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc2cc(SCC1CC1)c(cc2CCN)OC
InChI InChI=1S/C14H21NO2S/c1-16-12-8-14(18-9-10-3-4-10)13(17-2)7-11(12)5-6-15/h7-8,10H,3-6,9,15H2,1-2H3 Y Key:AHMSSHCYIDBVQB-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Use and effects

In his book PiHKAL, Shulgin lists the dosage range as 30 to 50 mg.^[1] 2C-T-8 is generally taken orally and effects typically last 10 to 15 hours. Experiences have varied between insight and creativity at low doses to hypersensitivity and paranoia at higher doses. A "thinking-connection" that is characteristic of the 2C-T group is evident in this chemical in stark contrast to the "pure euphoria" of phenethylamines such as MDMA.^[1]

Toxicity

The toxicity of 2C-T-8 is not well documented. 2C-T-8 is somewhat less potent than 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.

There have been no confirmed deaths due to 2C-T-8,^{[citation needed]} though this may in part be due to its rarity and limited usage. Of the 2C-T family, there have been a few confirmed deaths due to 2C-T-7, which involved either insufflating large (>30 mg) doses^[2][3] and in one case an unknown oral dose was combined with 200 mg MDMA.^[4]

Interactions

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

Chemistry

The full name of the chemical is 2,5-dimethoxy-4-cyclopropylmethylthiophenethylamine. The compound is reported to have a bad taste and smell.^{[citation needed]}

Society and culture

Legal status

2C-T-8 is unscheduled and uncontrolled in the United States, but possession and sales of 2C-T-8 will probably be prosecuted under the Federal Analog Act because of its structural similarities to 2C-T-7. However, 2C-T-8, unlike many other phenethylamines has not been sold by internet retailers. In the wake of Operation Web Tryp in July 2004, the issue of possession and sales of 2C-T-8 and other similar chemicals will probably be resolved in the courtroom as will the fate of this rare but unique psychedelic.^{[needs update]}

Canada

As of October 31, 2016, 2C-T-8 is a controlled substance (Schedule III) in Canada.^[5]

See also

• 2C (psychedelics)
• 2C-T-33