Title: Cathinone
CAS Registry Number: 71031-15-7
CAS Name: (2S)-2-Amino-1-phenyl-1-propanone
Additional Names: (-)-a-aminopropiophenone; norephedrone
Molecular Formula: C9H11NO
Molecular Weight: 149.19
Percent Composition: C 72.46%, H 7.43%, N 9.39%, O 10.72%
Literature References: Psychoactive alkaloid found in the leaves of the khat plant, Catha edulis Forsk., Celastraceae. Prepn of racemic compd: L. Behr-Bergowski, Ber. 30, 1515 (1897); S. Gabriel, ibid. 41, 1127 (1908). Isoln from C. edulis: X. Schorno, E. Streinegger, Experientia 35, 572 (1979); and identification as active constituent of khat: D. W. Peterson et al., Life Sci. 27, 2143 (1980). Stereospecific synthesis from norephedrine: B. D. Berrang et al., J. Org. Chem. 47, 2643 (1982). Metabolism in humans: R. Brenneisen et al., J. Pharm. Pharmacol. 38, 298 (1986). HPLC determn in urine: K. Mathys, R. Brenneisen, J. Chromatogr. 593, 79 (1992). Quantitative determn in khat: A. M. Al-Obaid et al., J. Pharm. Biomed. Anal. 17, 321 (1998). Review of pharmacology: P. Kalix, Pharmacol. Toxicol. 70, 77-86 (1992).
Properties: Sol in methanol (with racemization), methylene chloride. [a]D -46.8° (c = 0.24 in methanol).
Optical Rotation: [a]D -46.8° (c = 0.24 in methanol)
Derivative Type: Hydrochloride
CAS Registry Number: 76333-53-4
Molecular Formula: C9H11NO.HCl
Molecular Weight: 185.65
Percent Composition: C 58.23%, H 6.52%, N 7.54%, O 8.62%, Cl 19.10%
Properties: Crystals from isopropanol-THF, mp 189-190°.
Melting point: mp 189-190°
NOTE: This is a controlled substance (stimulant): 21 CFR, 1308.11. |