2,5-dimethoxy-4-chlorophenethylamine

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Structural formula
Structure of 2C-C
General
Surname 2,5-dimethoxy-4-chlorophenethylamine
other names
  • 2C-C
  • 2- (4-chloro-2,5-dimethoxyphenyl) ethanamine ( IUPAC )
  • Flour (scene name)
Molecular formula C 10 H 14 ClNO 2
Brief description

white crystals (hydrochloride)

External identifiers / databases
CAS number 88441-14-9
PubChem 29979100
ChemSpider 21106221
Wikidata Q114905
properties
Molar mass 215.68 g mol −1
Physical state

firmly

Melting point

220–221 ° C (hydrochloride)

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,5-Dimethoxy-4-chlorophenethylamine (abbreviated 2C-C ) is a psychedelically effective hallucinogen , which, due to its structure, belongs to the substance groups of phenol ethers , phenethylamines , as well as to the substance group of 2Cs .

history

The American chemist Alexander Shulgin synthesized 2C-C for the first time and mentions synthesis, effect and dose in his book PiHKAL .

synthesis

Several synthetic routes are known. Two possible ones are described in PiHKAL.

Pharmacodynamics

2C-C acts (among other things) as a serotonin-noradrenaline reuptake inhibitor (IC 50 5-HT: 31 ± 7.8 μM NE: 63 ± 18 μM). Its effects are described as hallucinogenic .

Pharmacokinetics

Shulgin indicates the orally effective dose in the range of 20 to 40 mg, the duration of action is four to eight hours.

Legal status

2C-C was not subject to the Narcotics Act in Germany until 2014 , but has been prohibited since the twenty-eighth ordinance amending the narcotics law on December 5, 2014 ( Federal Law Gazette I, p. 1999 ).

literature

  • Alexander Shulgin, Ann Shulgin: PIHKAL - A Chemical Love Story Transform Press, ISBN 0-9630096-0-5 .

Web links

Individual evidence

  1. a b c d e PiHKAL # 22 2C-C
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. F. Nagai, R. Nonaka, K. Satoh Hisashi Kamimura: The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain. In: European journal of pharmacology. Volume 559, Number 2-3, March 2007, pp. 132-137, doi : 10.1016 / j.ejphar.2006.11.075 . PMID 17223101 .