Skip to content
Surf Wiki
Save to docs
general/5-ht2a-agonists

From Surf Wiki (app.surf) — the open knowledge base

2C-T-21

Psychedelic phenethylamine drug


Psychedelic phenethylamine drug

FieldValue
Verifiedfieldschanged
Watchedfieldschanged
verifiedrevid477216649
image2C-T-21 2DACS.svg
image_classskin-invert-image
width250px
image22C-T-21-3d-sticks.png
image_class2bg-transparent
width2225px
routes_of_administrationOral
classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC_prefixNone
legal_statusIn general unscheduled
onset15 min–1 hour
duration_of_action7–10 hours
CAS_number_Ref
CAS_number207740-33-8
PubChem44349972
ChemSpiderID_Ref
ChemSpiderID21106231
UNII720O3Q04GA
ChEMBL_Ref
ChEMBL126582
synonyms4-(2-Fluoroethylthio)-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-(2-fluoroethylthio)phenethylamine; 2C-T-FE
IUPAC_name2-{4-[(2-fluoroethyl)sulfanyl]-2,5-dimethoxyphenyl}ethan-1-amine
C12H=18F=1N=1O=2S=1
SMILESCOc1cc(SCCF)c(cc1CCN)OC
StdInChI_Ref
StdInChI1S/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
StdInChIKey_Ref
StdInChIKeyZBUUUKBTOCTOPW-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

2C-T-21, also known as 4-(2-fluoroethylthio)-2,5-dimethoxyphenethylamine, is a psychedelic phenethylamine of the 2C family. It is taken orally.

2C-T-21 was first described in the scientific literature by Alexander Shulgin and colleagues in 1991. Shortly after this, Shulgin described 2C-T-21 in greater detail in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved). The drug has been encountered as a novel designer drug.

Use and effects

In his book PiHKAL (Phenethylamines I Have Known And Loved), Alexander Shulgin lists the dose range as 8 to 12mg orally and its duration as 7 to 10hours. Its onset is described as 15minutes to 1hour and peak effects occur after 1 to 2hours. The effects of 2C-T-21 have been described.

Toxicity

On March 9, 2004, a 22-year-old quadriplegic 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, had a tonic-clonic seizure, and slipped into a coma. Four days later, on March 13, Downs died at Lane Memorial Hospital in Zachary, LA.

This death became part of a two-year DEA investigation called Operation 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 of controlled substance analogues and the death of James Edwards Downs. Little is known about the toxicity of 2C-T-21 beyond this incident.

Interactions

Pharmacology

Pharmacodynamics

2C-T-21 shows high affinity for the serotonin 5-HT2A receptor (Ki = 27nM). It produces the head-twitch response, a behavioral proxy of psychedelic-like effects, in rodents.

Chemistry

Synthesis

The chemical synthesis of 2C-T-21 has been described.

Analogues

Analogues of 2C-T-21 include 2C-T-2, 2C-T-21.5, and 2C-T-22, among others.

History

2C-T-21 was first described in the scientific literature by Alexander Shulgin and colleagues in a journal article in 1991. Shortly thereafter, it was described in greater detail by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved). The potential applications of 2C-T-21 in psychedelic-assisted psychotherapy were explored by Myron Stolaroff. The drug was encountered as a novel designer drug online in 2014 and in the Netherlands in 2019.

Society and culture

Canada

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

United States

2C-T-21 is unscheduled and uncontrolled in the United States, but possession and sales of 2C-T-21 would probably be prosecuted under the Federal Analog Act because of its structural similarities to 2C-T-7 and its known potential to cause death. In the wake of Operation 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.

References

References

  1. {{CitePiHKAL https://erowid.org/library/books_online/pihkal/pihkal049.shtml
  2. "2C-T-21".
  3. "News from DEA, News Releases, 07/22/04".
  4. (January 2023). "Use of the head-twitch response to investigate the structure-activity relationships of 4-thio-substituted 2,5-dimethoxyphenylalkylamines". Psychopharmacology.
  5. (2013). "Phenethylamine: von der Struktur zur Funktion". Nachtschatten-Verlag.
  6. (January 1991). "Central nervous system (CNS) activity of two new psychoactive compounds". Journal of Psychoactive Drugs.
  7. (1994). "Thanatos To Eros, 35 Years of Psychedelic Exploration". Multidisciplinary Association for Psychedelic Studies (MAPS).
  8. [http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)]
  9. (January 2026). "Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026)". U.S. [[Department of Justice]]: [[Drug Enforcement Administration]] (DEA): Diversion Control Division.
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

Want to explore this topic further?

Ask Mako anything about 2C-T-21 — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report