2C-T-21

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search

2C-T-21
2C-T-21 2DACS.svg
2C-T-21-3d-sticks.png
Names
IUPAC name
2-[2,5-Dimethoxy-4-(2-fluoroethylthio)phenyl]ethanamine
Identifiers
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL126582 ☑Y
ChemSpider
  • 21106231 ☑Y
PubChem CID
  • 44349972
UNII
  • 720O3Q04GA
Properties
C12H18FNO2S
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 verify (what is ☑Y☒N ?)
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.

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.

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

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),[2] 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.[citation needed]

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.

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.

Canada

As of October 31st, 2016; 2C-T-21 is a controlled substance (Schedule III) in Canada. http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php

References

  1. ^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
  2. ^ "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
Retrieved from "https://en.wikipedia.org/w/index.php?title=2C-T-21&oldid=837682161"
This content was retrieved from Wikipedia : http://en.wikipedia.org/wiki/2C-T-21
This page is based on the copyrighted Wikipedia article "2C-T-21"; it is used under the Creative Commons Attribution-ShareAlike 3.0 Unported License (CC-BY-SA). You may redistribute it, verbatim or modified, providing that you comply with the terms of the CC-BY-SA