World Library  
Flag as Inappropriate
Email this Article


Article Id: WHEBN0000690821
Reproduction Date:

Title: 2c-t-21  
Author: World Heritage Encyclopedia
Language: English
Subject: 2C-T-7, 2C-T-2, 2C (psychedelics), 2C-E, 2C-I
Collection: 2C (Psychedelics), Designer Drugs, Monoamine Oxidase Inhibitors, Organofluorides, Phenol Ethers, Thioethers
Publisher: World Heritage Encyclopedia


IUPAC name
ChemSpider  Y
Jmol-3D images Image
Molar mass 259.34 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N  (: Y/N?)

2C-T-21 is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen. It was the first psychedelic drug known to contain six different chemical elements in the structure.


  • Chemistry 1
  • Dosage 2
  • Effects 3
  • Pharmacology 4
  • Dangers 5
  • Legality 6
  • References 7
  • External links 8


The full name of 2C-T-21 is 4-(2-fluoroethylthio)-2,5-dimethoxyphenethylamine.


In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin lists the dosage range as 8–12 mg.[1]


2C-T-21 is generally taken orally, and effects typically last 7 to 14 hours. The potential psychotherapeutic applications of this chemical were explored by Myron Stolaroff who found it a very promising substance in his experiments.


The mechanism that produces 2C-T-21’s hallucinogenic and entheogenic effects has not been specifically established, however it is most likely to result from action as a 5-HT2A 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. Based on the relatively high potency of 2C-T-21, it is likely that this compound binds quite strongly to the 5HT2A receptor target.

Because 2C-T-7, a related drug, has been shown to be a moderate monoamine oxidase-A inhibitor, 2C-T-21 may likewise have MAO-A inhibitory effects. This could indicate 2C-T-21 is more likely to induce serotonin syndrome than other serotonergic hallucinogens, as at high doses it may slow the degradation of serotonin, a potentially life-threatening condition.[2]

Fluoroacetate is produced by S-dealkylation of 2C-T-21.

Overdose with 2C-T-21 has been responsible for at least one fatality, so it is likely that this drug is a relatively strong MAO-A inhibitor in addition to its action as a 5HT2A agonist.


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 degrees Fahrenheit (42 degrees Celsius),[3] 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.


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 "research chemical" distributor faced charges as a consequence of the death of James Downs from 2C-T-21 overdose.


  1. ^  
  2. ^ Gallardo-Godoy, A; Fierro A; McLean TH; Castillo M; Cassels BK; Reyes-Parada M; Nichols DE. (April 7, 2005). "Sulfur-substituted alpha-alkyl phenethylamines as selective and reversible MAO-A inhibitors: biological activities, CoMFA analysis, and active site modeling". Journal of Medicinal Chemistry 48 (7): 2407–19.  
  3. ^ "News from DEA, News Releases, 07/22/04". 

External links

  • 2C-T-21 Entry in PiHKAL
  • 2C-T-21 Entry in PiHKAL • info
  • Erowid 2C-T-21 Vault
This article was sourced from Creative Commons Attribution-ShareAlike License; additional terms may apply. World Heritage Encyclopedia content is assembled from numerous content providers, Open Access Publishing, and in compliance with The Fair Access to Science and Technology Research Act (FASTR), Wikimedia Foundation, Inc., Public Library of Science, The Encyclopedia of Life, Open Book Publishers (OBP), PubMed, U.S. National Library of Medicine, National Center for Biotechnology Information, U.S. National Library of Medicine, National Institutes of Health (NIH), U.S. Department of Health & Human Services, and, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for and content contributors is made possible from the U.S. Congress, E-Government Act of 2002.
Crowd sourced content that is contributed to World Heritage Encyclopedia is peer reviewed and edited by our editorial staff to ensure quality scholarly research articles.
By using this site, you agree to the Terms of Use and Privacy Policy. World Heritage Encyclopedia™ is a registered trademark of the World Public Library Association, a non-profit organization.

Copyright © World Library Foundation. All rights reserved. eBooks from Project Gutenberg are sponsored by the World Library Foundation,
a 501c(4) Member's Support Non-Profit Organization, and is NOT affiliated with any governmental agency or department.