4-Methylcathinone

4-Methylcathinone
Legal status
Legal status	DE: NpSG (Industrial and scientific use only); UK: Class B;
Identifiers
	IUPAC name 2-amino-1-(4-methylphenyl)propan-1-one;
CAS Number	31952-47-3; HCl: 6941-17-9;
PubChem CID	414532;
ChemSpider	367058;
UNII	CY9HK59OK6;
CompTox Dashboard (EPA)	DTXSID801032529 ;
Chemical and physical data
Formula	C10H13NO
Molar mass	163.220 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC=C(C=C1)C(=O)C(C)N;
	InChI InChI=1S/C10H13NO/c1-7-3-5-9(6-4-7)10(12)8(2)11/h3-6,8H,11H2,1-2H3; Key:OHULHWHSUJEYIT-UHFFFAOYSA-N;

4-Methylcathinone (also known as Nor-Mephedrone, 4-MC and NSC-60487), is a stimulant drug of the cathinone chemical class. It is a metabolite of the better known drug mephedrone (4-methylmethcathinone).^[1]^[2]^[3]^[4]

4-Methylcathinone displays a 2.4-fold selectivity to promote monoamine release via DAT over SERT as opposed to 309-fold selectivity for cathinone.^[5] It also releases norepinephrine.^[5]

References

^ "nor-Mephedrone". Cayman Chemical. Retrieved 27 June 2015.
^ Meyer MR, Wilhelm J, Peters FT, Maurer HH (June 2010). "Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry". Analytical and Bioanalytical Chemistry. 397 (3): 1225–33. doi:10.1007/s00216-010-3636-5. PMID 20333362. S2CID 21471611.
^ Pedersen AJ, Reitzel LA, Johansen SS, Linnet K (June 2013). "In vitro metabolism studies on mephedrone and analysis of forensic cases". Drug Testing and Analysis. 5 (6): 430–8. doi:10.1002/dta.1369. PMID 22573603.
^ Dargan PI, Sedefov R, Gallegos A, Wood DM (July–August 2011). "The pharmacology and toxicology of the synthetic cathinone mephedrone (4-methylmethcathinone)". Drug Testing and Analysis. 3 (7–8): 454–63. doi:10.1002/dta.312. PMID 21755604.
^ ^a ^b Hutsell BA, Baumann MH, Partilla JS, Banks ML, Vekariya R, Glennon RA, Negus SS (February 2016). "Abuse-related neurochemical and behavioral effects of cathinone and 4-methylcathinone stereoisomers in rats". European Neuropsychopharmacology. 26 (2): 288–297. doi:10.1016/j.euroneuro.2015.12.010. PMC 5331761. PMID 26738428.