2C-T-21

Clinical data
Other names	4-(2-Fluoroethylthio)-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-(2-fluoroethylthio)phenethylamine; 2C-T-FE
Routes of administration	Oral[1]
Drug class	Serotonin receptor modulator;Serotonin 5-HT2A receptor agonist;Serotonergic psychedelic;Hallucinogen
ATC code	None
Legal status
Legal status	In general unscheduled
Pharmacokinetic data
Onset of action	15 min–1 hour[1]
Duration of action	7–10 hours[1]
Identifiers
IUPAC name 2-{4-[(2-fluoroethyl)sulfanyl]-2,5-dimethoxyphenyl}ethan-1-amine
CAS Number	207740-33-8 Y[chemspider]
PubChemCID	44349972
ChemSpider	21106231 Y
UNII	720O3Q04GA
ChEMBL	ChEMBL126582 Y
CompTox Dashboard(EPA)	DTXSID00174851
Chemical and physical data
Formula	C12H18FNO2S
Molar mass	259.34 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1cc(SCCF)c(cc1CCN)OC
InChI InChI=1S/C12H18FNO2S/c1-15-10-8-12(17-6-4-13)11(16-2)7-9(10)3-5-14/h7-8H,3-6,14H2,1-2H3 Y Key:ZBUUUKBTOCTOPW-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

2C-T-21, also known as4-(2-fluoroethylthio)-2,5-dimethoxyphenethylamine, is apsychedelicphenethylamine of the2C family.^[1] It is takenorally.^[1]

2C-T-21 was first described in thescientific literature byAlexander Shulgin and colleagues in 1991.^[2] Shortly after this, Shulgin described 2C-T-17 in greater detail in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).^[1]

In his bookPiHKAL (Phenethylamines I Have Known And Loved),Alexander Shulgin lists the dose range as 8 to 12 mgorally and itsduration as 7 to 10 hours.^[1] Itsonset is described as 15 minutes to 1 hour and peak effects occur after 1 to 2 hours.^[1] The effects of 2C-T-21 have been described.^[1]

On March 9, 2004, a 22-year-oldquadriplegic man named James Edwards Downs in St. Francisville, Louisiana, consumed an unknown dose of 2C-T-21 by sticking his tongue into a vial of powder he had purchased online. He developed a temperature of 108 °F (42 °C),^[3] had atonic-clonic seizure, and slipped into a coma. Four days later, on March 13, Downs died at Lane Memorial Hospital in Zachary, LA.^{[citation needed]}

This death became part of a two-year DEA investigation calledOperation Web Tryp which was launched in 2002. On July 22, 2004, the owners of American Chemical Supply were arrested on federal charges relating to distribution ofcontrolled substance analogues and the death of James Edwards Downs. Little is known about the toxicity of 2C-T-21 beyond this incident.

2C-T-21 shows highaffinity for theserotonin5-HT_2A receptor (K_i = 27 nM).^[4] It produces thehead-twitch response, a behavioral proxy ofpsychedelic-like effects, in rodents.^[4]

Thechemical synthesis of 2C-T-21 has been described.^[1]

Analogues of 2C-T-21 include2C-T-2,2C-T-21.5, and2C-T-22, among others.^[4][1][5]

2C-T-21 was first described in thescientific literature byAlexander Shulgin and colleagues in ajournal article in 1991.^[2] Shortly thereafter, it was described in greater detail by Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).^[1] The potential applications of 2C-T-21 inpsychedelic-assisted psychotherapy were explored byMyron Stolaroff.^[6]

2C-T-21 is unscheduled and uncontrolled in the United States, but possession and sales of 2C-T-21 would probably be prosecuted under theFederal Analog Act because of its structural similarities to2C-T-7 and its known potential to cause death. In the wake ofOperation Web Tryp in July 2004, at least one distributor faced charges as a consequence of the death of James Downs from 2C-T-21 overdose.

As of October 31, 2016, 2C-T-21 is a controlled substance (Schedule III) in Canada.^[7]

• 2C (psychedelics)

• 2C-T-21 - Isomer Design
• 2C-T-21 - PsychonautWiki
• 2C-T-21 - Erowid
• The Big & Dandy 2C-T-21 Thread - Bluelight
• 2C-T-21 - PiHKAL - Erowid
• 2C-T-21 - PiHKAL - Isomer Design

• Drugs not assigned an ATC code
• 5-HT2A agonists
• 2C (psychedelics)
• Designer drugs
• Fluoroethyl compounds
• PiHKAL
• Serotonin receptor modulators
• Thioethers

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• Articles with short description
• Short description is different from Wikidata
• Use mdy dates from June 2013
• Drugs with non-standard legal status
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• Drugboxes which contain changes to verified fields
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