2C-T-8

Names
Preferred IUPAC name 2-{4-[(Cyclopropylmethyl)sulfanyl]-2,5-dimethoxyphenyl}ethan-1-amine
Identifiers
CAS Number	207740-27-0 N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL127995 Y
ChemSpider	21106234 Y
PubChem CID	44350055
UNII	50U317Z43G
CompTox Dashboard (EPA)	DTXSID70658375
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 InChI=1/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 Key: AHMSSHCYIDBVQB-UHFFFAOYAR
SMILES COc2cc(SCC1CC1)c(cc2CCN)OC
Properties
Chemical formula	C14H21NO2S
Molar mass	267.39 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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

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]}

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]

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]}

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

The mechanism that produces 2C-T-8'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.

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^[3][4] and in one case an unknown oral dose was combined with 200 mg MDMA.^[5]

2C-T-8 is unknown on the black market. Limited accounts of 2C-T-8 can be found in the book PiHKAL.