2C-T-15

2C-T-15, also known as 4-cyclopropylthio-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family.^[1] It was presumably first synthesized by Alexander Shulgin and reported in his book PiHKAL (Phenethylamines i Have Known And Loved).^[1]

2C-T-15

Clinical data
Other names	4-Cyclopropylthio-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-cyclopropylthiophenethylamine; SESQUI
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	"Several hours"[1]
Identifiers
IUPAC name 2-[4-(cyclopropylsulfanyl)-2,5-dimethoxyphenyl]ethan-1-amine
CAS Number	952006-95-0 Y[chemspider]
PubChem CID	44719534
ChemSpider	21106229 Y
UNII	4DC109467K
CompTox Dashboard (EPA)	DTXSID90660359
Chemical and physical data
Formula	C13H19NO2S
Molar mass	253.36 g·mol−1
3D model (JSmol)	Interactive image
Melting point	203.5 to 204.5 °C (398.3 to 400.1 °F)
SMILES COc2cc(SC1CC1)c(cc2CCN)OC
InChI InChI=1S/C13H19NO2S/c1-15-11-8-13(17-10-3-4-10)12(16-2)7-9(11)5-6-14/h7-8,10H,3-6,14H2,1-2H3 Y Key:HHAPMOUVSYQKLK-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Use and effects

The dose range of 2C-T-15 is typically 30 mg or more. Its duration is unspecified by Shulgin, and its entry in PiHKAL says it lasts for "several hours."^[1] The effects are not prominent, and 2C-T-15 is not very potent.

Toxicity

The toxicity of 2C-T-15 is not well documented. 2C-T-15 is much less potent than 2C-T-7, but it may be expected that at very high doses it would display similar toxicity to that of other phenethylamines of the 2C-T family.^{[citation needed]}

Interactions

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

Pharmacology

Pharmacodynamics

The mechanism that produces 2C-T-15'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.^{[citation needed]}

Chemistry

2C-T-15 is the 2 carbon homologue of Aleph-15, which has not been synthesized.^[1] The full chemical name is 2-[4-(2-cyclopropylthio)-2,5-dimethoxyphenyl]ethanamine.^[1] The drug has structural properties similar to 2C-T-2 and other drugs in the 2C-T series.^[1]

History

2C-T-15 was first described in the scientific literature by Alexander Shulgin and colleagues in 1991.^[2]

Society and culture

Legal status

Canada

As of October 31, 2016, 2C-T-15 is a controlled substance (Schedule III) in Canada.^[3]

United Kingdom

2C-T-15 is a class A drug in the UK under the Misuse of Drugs act.

United States

2C-T-15 is not explicitly illegal in the USA, but possession and sales of 2C-T-15 could be prosecuted under the Federal Analog Act because of its structural similarities to 2C-T-7.

See also

• 2C (psychedelics)