3-Chloromethamphetamine

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3-Chloromethamphetamine
3-Chloromethamphetamine.svg
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
  • 1-(3-Chlorophenyl)-N-methylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C10H14ClN
Molar mass 183.68 g·mol−1
3D model (JSmol)
  • CNC(Cc1cccc(c1)Cl)C
  • InChI=1S/C10H14ClN/c1-8(12-2)6-9-4-3-5-10(11)7-9/h3-5,7-8,12H,6H2,1-2H3
  • Key:QLSSITLVZFHSJT-UHFFFAOYSA-N

3-Chloromethamphetamine (3-CMA, MCMA) is a substituted amphetamine derivative invented in the 1960s. In animal studies it was deemed to be a "hallucinogen" rather than a stimulant, though the assays used at the time did not distinguish between the compounds now termed psychedelics and those now termed empathogens. [1] [2] [3]

See also

Related Research Articles

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<span class="mw-page-title-main">Phenylisobutylamine</span> Stimulant drug of the phenethylamine class

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<span class="mw-page-title-main">5-Chloro-αMT</span> Chemical compound

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<i>para</i>-Chloromethamphetamine Chemical compound

para-Chloromethamphetamine is a stimulant that is the N-methyl derivative and prodrug of the neurotoxic drug para-chloroamphetamine (4-CA). It has been found to decrease serotonin in rats. Further investigation into the long-term effects of chloroamphetamines discovered that administration of 4-CMA caused a prolonged reduction in the levels of serotonin and the activity of tryptophan hydroxylase in the brain one month after injection of a single dose of the drug.

<span class="mw-page-title-main">Substituted benzofuran</span> Class of chemical compounds

The substituted benzofurans are a class of chemical compounds based on the heterocyclyc and polycyclic compound benzofuran. Many medicines use the benzofuran core as a scaffold, but most commonly the term is used to refer to the simpler compounds in this class which include numerous psychoactive drugs, including stimulants, psychedelics and empathogens. In general, these compounds have a benzofuran core to which a 2-aminoethyl group is attached, and combined with a range of other substituents. Some psychoactive derivatives from this family have been sold under the name Benzofury.

<span class="mw-page-title-main">5-Methylmethiopropamine</span> Stimulant designer drugs

5-Methylmethiopropamine is a stimulant drug which is a ring-substituted derivative of methiopropamine. It is not a substituted cathinone derivative like mephedrone, as it lacks a ketone group at the β position of the aliphatic side chain, but instead more closely resembles substituted amphetamines. It has been sold as a designer drug, first being identified in Germany in June 2020.

<span class="mw-page-title-main">3-Chloroamphetamine</span> Serotonergic neurotoxin

3-Chloroamphetamine (3-CA), also known as meta-chloroamphetamine, is a psychostimulant of the amphetamine family and a potent serotonergic neurotoxin related to para-chloroamphetamine (PCA). It is a potent serotonin–norepinephrine–dopamine releasing agent (SNDRA).

References

  1. Knoll J, Vizi ES, Ecseri Z (February 1966). "Psychomimetic methylamphetamine derivatives". Archives Internationales de Pharmacodynamie et de Therapie. 159 (2): 442–51. PMID   5916746.
  2. Brimblecombe RW, Pinder RM (1975). Hallucinogenic agents. Wright-Scientechnica. pp. 71–74. ISBN   978-0-85608-011-1.
  3. Segawa H, T Iwata Y, Yamamuro T, Kuwayama K, Tsujikawa K, Kanamori T, Inoue H (March 2017). "Differentiation of ring-substituted regioisomers of amphetamine and methamphetamine by supercritical fluid chromatography". Drug Testing and Analysis. 9 (3): 389–398. doi:10.1002/dta.2040. PMID   27383263.