2,4-Dichloroamphetamine

Last updated
2,4-Dichloroamphetamine
2,4-Dichloroamphetamine.svg
Clinical data
Other names2,4-DCA
Drug class Psychostimulant; Serotonergic neurotoxin; Monoamine oxidase inhibitor
Identifiers
  • 1-(2,4-dichlorophenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
Formula C9H11Cl2N
Molar mass 204.09 g·mol−1
3D model (JSmol)
  • CC(CC1=C(C=C(C=C1)Cl)Cl)N
  • InChI=1S/C9H11Cl2N/c1-6(12)4-7-2-3-8(10)5-9(7)11/h2-3,5-6H,4,12H2,1H3
  • Key:WFXOKSCQUWGEEH-UHFFFAOYSA-N

2,4-Dichloroamphetamine (2,4-DCA) is a psychostimulant of the amphetamine family and a potent serotonergic neurotoxin related to para-chloroamphetamine (PCA; 4-chloroamphetamine). [1] [2] It is also a potent monoamine oxidase inhibitor in addition to the aforementioned activities. [1] [3] [2]

See also

Related Research Articles

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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.

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

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References

  1. 1 2 Biel, J. H.; Bopp, B. A. (1978). "Amphetamines: Structure-Activity Relationships". Stimulants. Boston, MA: Springer US. p. 1–39. doi:10.1007/978-1-4757-0510-2_1. ISBN   978-1-4757-0512-6.
  2. 1 2 Fuller, R.W.; Snoddy, H.D.; Roush, Betty W.; Molloy, B.B. (January 1973). "Further structure-activity studies on the lowering of brain 5-hydroxyindoles by 4-chloroamphetamine". Neuropharmacology. 12 (1). Elsevier BV: 33–42. doi:10.1016/0028-3908(73)90129-9. ISSN   0028-3908. PMID   4687274.
  3. Conde, S.; Madronero, R.; Fernandez-Tome, M. P.; Del Rio, J. (September 1978). "Effects of thiophene analogs of chloroamphetamines on central serotonergic mechanisms". Journal of Medicinal Chemistry. 21 (9). American Chemical Society (ACS): 978–981. doi:10.1021/jm00207a024. ISSN   0022-2623. PMID   722762.