5963. Methcathinone

Nomenclature

CAS number: 5650-44-2
2-(Methylamino)-1-phenyl-1-propanone; α-methylaminopropiophenone; monomethylpropion; ephedrone; Jeff; mulka; cat; cosmos; Jee cocktail.
C10H13NO; mol wt 163.22.
C 73.59%, H 8.03%, N 8.58%, O 9.80%.

Description and references

Oxidation product of ephedrine possessing amphetamine-like central stimulant properties. Prepn: J. F. Hyde et al., J. Am. Chem. Soc. 50, 2287 (1928); K. Y. Zhingel et al., J. Forensic Sci. 36, 915 (1991). Prepn of enantiomers and chromatographic analysis: J. DeRuiter et al., J. Chromatogr. Sci. 32, 552 (1994). Comparative pharmacology: R. Young, R. A. Glennon, Pharmacol. Biochem. Behav. 45, 229 (1993). Pharmacology of enantiomers: R. A. Glennon et al., ibid. 50, 601 (1995). Absorption and metabolism: S. L. Markantonis et al., J. Pharm. Pharmacol. 38, 515 (1986). GLC/MS determn in urine: eidem, Chim. Chron. 14, 211 (1985). Impact on public health: T. S. Emerson, J. E. Cisek, Ann. Emerg. Med. 22, 1897 (1993).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 49656-78-2
C10H13NO.HCl; mol wt 199.68.
C 60.15%, H 7.07%, N 7.01%, O 8.01%, Cl 17.75%.

Properties

Crystals from alcohol-acetone, mp 176-177°.

Derivative

l-Form hydrochloride.
C10H13NO.HCl; mol wt 199.68.
C 60.15%, H 7.07%, N 7.01%, O 8.01%, Cl 17.75%.

Description and references

Prepn: Y. J. L'Italien, M. C. Rebstock, US 2802865 (1957 to Parke, Davis).

Properties

Crystals from ethanol-ether or chloroform-petr ether, mp 182-183°. Pungent taste. [α]D25 53° (c = 1 in water). Sol in water. LD50 in mice, rats (mg/kg): 106, 90 iv; 233, 86 sc; 342, 99 orally (Emerson).

Note

This is a controlled substance (stimulant): 21 CFR, 1308.11.