para-Chloromethamphetamine

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Not to be confused with para-Chloroamphetamine.
Para-Chloromethamphetamine
4-CMA structure.png
Systematic (IUPAC) name
1-(4-Chlorophenyl)-N-methylpropan-2-amine
Clinical data
Legal status
Identifiers
CAS Number 30572-91-9 YesY
PubChem CID: 3128
ChemSpider 3016
Chemical data
Formula C10H14ClN
Molecular mass 183.68 g·mol−1
  • ClC1=CC=C(C=C1)CC(C)NC
  • InChI=1S/C10H14ClN/c1-8(12-2)7-9-3-5-10(11)6-4-9/h3-6,8,12H,7H2,1-2H3
  • Key:XXLWNLKEOWWHDC-UHFFFAOYSA-N

para-Chloromethamphetamine (also known as 4-Chloromethamphetamine and 4-CMA) is a stimulant that is the N-methyl derivative and prodrug of the neurotoxic drug para-Chloroamphetamine.[1][2] It has been found to decrease serotonin in rats.[3][4][5] Further investigation into the long-term effects of chloroamphetamines discovered that administration of 4-CMA caused a prolonged reduction in the levels of 5-HT and the activity of tryptophan hydroxylase in the brain one month after injection of a single dose of the drug.[6]

Another study on rats found that 4-Chloromethamphetamine was more potent at inducing conditioned taste aversion than methamphetamine.[7]

4-Chloromethamphetamine was further investigated in the 1960s along with 4-CA and it was noted that they differed from their parent amphetamine and methamphetamine substances by exhibiting only a slight central stimulant effect in both animals and humans and that they acted like antidepressants rather than stimulants.[8][9][10][11]

See also

References

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