The Full Wiki

2C-T-21: Wikis

  

Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.

Encyclopedia

From Wikipedia, the free encyclopedia

2C-T-21
2C-T-21.svg
2C-T-21-3d-sticks.png
IUPAC name
Identifiers
CAS number 207740-33-8
SMILES
InChI
InChI key ZBUUUKBTOCTOPW-UHFFFAOYAH
ChemSpider ID 21106231
Properties
Molecular formula C12H18FNO2S
Molar mass 259.34 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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.

Contents

Chemistry

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

Dosage

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

Effects

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.

Pharmacology

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.

As the 2,5-desmethoxy derivative of 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]

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.

Dangers

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 following the death of a New York man who had taken unspecified chemicals purchased from David Linder (aka Pondman or Dr. Benway, the latter a reference to a character created by William S. Burroughs). 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.

Legality

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.

References

  1. ^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml.  
  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. doi:10.1021/jm0493109.  
  3. ^ "News from DEA, News Releases, 07/22/04". http://www.dea.gov/pubs/pressrel/pr072204.html.  

External links








Got something to say? Make a comment.
Your name
Your email address
Message