2,4-Dichloroamphetamine

2,4-Dichloroamphetamine
Clinical data
Other names	2,4-DCA
Drug class	Psychostimulant; Serotonergic neurotoxin; Monoamine oxidase inhibitor
Identifiers
	IUPAC name 1-(2,4-dichlorophenyl)propan-2-amine;
CAS Number	32560-77-3;
PubChem CID	3041175;
ChemSpider	2304480;
Chemical and physical data
Formula	C9H11Cl2N
Molar mass	204.09 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(CC1=C(C=C(C=C1)Cl)Cl)N;
	InChI 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]

^ ^a ^b Biel JH, Bopp BA (1978). "Amphetamines: Structure-Activity Relationships". In Iversen L, Snyder SH, Iversen SD (eds.). Stimulants. Boston, MA: Springer US. p. 1–39. doi:10.1007/978-1-4757-0510-2_1. ISBN 978-1-4757-0512-6.
^ ^a ^b Fuller RW, Snoddy HD, Roush BW, Molloy BB (January 1973). "Further structure-activity studies on the lowering of brain 5-hydroxyindoles by 4-chloramphetamine". Neuropharmacology. 12 (1). Elsevier BV: 33–42. doi:10.1016/0028-3908(73)90129-9. PMID 4687274.
^ Conde S, Madroñero R, Fernández-Tomé MP, del Río J (September 1978). "Effects of thiophene analogues of chloroamphetamines on central serotonergic mechanisms". Journal of Medicinal Chemistry. 21 (9). American Chemical Society (ACS): 978–981. doi:10.1021/jm00207a024. PMID 722762.