2C-T-4

2C-T-4

Clinical data
Other names	4-Isopropylthio-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-isopropylthiophenethylamine
Routes of administration	Oral[1]
Drug class	Serotonin; 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	12–18 hours[1]
Identifiers
IUPAC name 2-{2,5-Dimethoxy-4-[(propan-2-yl)sulfanyl]phenyl}ethan-1-amine
CAS Number	207740-25-8 Y[chemspider]
PubChem CID	44350070
ChemSpider	21106232 Y
UNII	558WSD71D4
KEGG	C22735 Y
ChEMBL	ChEMBL338259 Y
CompTox Dashboard (EPA)	DTXSID60893915
Chemical and physical data
Formula	C13H21NO2S
Molar mass	255.38 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C)Sc1cc(OC)c(cc1OC)CCN
InChI InChI=1S/C13H21NO2S/c1-9(2)17-13-8-11(15-3)10(5-6-14)7-12(13)16-4/h7-9H,5-6,14H2,1-4H3 Y Key:HDYZSVKZKDPLDT-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

2C-T-4, also known as 4-isopropylthio-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family.^[1][2] It was first synthesized by Alexander Shulgin and is used as entheogenic recreational drug.^[1]

2C-T-4 produces psychedelic and entheogenic effects that develop slowly and can last 12 to 18 hours.^[1] While users may experience virtually no effects for the first hour after ingestion, results vary drastically between individuals and range from hallucination and euphoria to intense sickness and anxiety.^[1] Shulgin devoted a chapter in the first part of his book PiHKAL to this compound, describing an intense "plus-four" psychedelic experience mediated by a twelve milligram dose.

2C drugs are metabolized by the monoamine oxidase (MAO) enzymes MAO-A and MAO-B.^[3][4] Monoamine oxidase inhibitors (MAOIs) such as phenelzine, tranylcypromine, moclobemide, and selegiline may potentiate the effects of 2C drugs.^[3][4][5] This may result in overdose and serious toxicity.^[5][3]

2C-T-4 acts as a serotonin 5-HT₂ receptor agonist, including of the serotonin 5-HT_2A receptor.^[8][7] The mechanism that produces 2C-T-4's hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from 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-4 is the 2-carbon homolog of Aleph-4. The full chemical name is 2-[4-(isopropylthio)-2,5-dimethoxyphenyl]-ethanamine. The drug has structural and pharmacodynamic properties similar to 2C-T-7 and 2C-T-19.^{[citation needed]} A notable analogue of 2C-T-4 is the Ψ-PEA compound Ψ-2C-T-4.^[1]

2C-T-4 is relatively unknown on the black market, but has been sold to a limited extent on the research chemical market.^{[citation needed]}

As of October 31, 2016, 2C-T-4 is a controlled substance (Schedule III) in Canada.^[10]

As of October 2015 2C-T-4 is a controlled substance in China.^[11]

2C-T-4 is added to the list of Schedule B controlled substances.^[12]

Sveriges riksdags health ministry Statens folkhälsoinstitut classified 2C-T-4 as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Jul 15, 2007, in their regulation SFS 2007:600 listed as 2,5-dimetoxi-4-isopropyltiofenetylamin (2C-T-4), making it illegal to sell or possess.^[13]

As of July 9, 2012, 2C-T-4 is a Schedule I substance in the United States, under the Synthetic Drug Abuse Prevention Act of 2012.^[14]

• 2C-T-4 - Isomer Design
• 2C-T-4 - Erowid
• The Big & Dandy 2C-T-4 Thread - Bluelight
• 2C-T-4 - PiHKAL - Erowid
• 2C-T-4 - PiHKAL - Isomer Design