Liquid Chromatographic Chiral Stationary Phases in Pharmaceutical Analysis: Determination of Trace Amounts of the (-)-Enantiomer in (+)-Amphetamine

• Published in: Journal of pharmaceutical sciences 1984-08, Vol.73 (8), p.1162-1164
• Main Authors: Wainerx, Irving W., Doyle, Thomas D., Adams, William M.
• Format: Article
• Language: English
• Subjects: amphetamine; Amphetamine-(+)- and (minus; Amphetamine—(+)- and (minus; )-enantiomers, HPLC, trace amounts; Analysis; Biological and medical sciences; Chiral stationary phases-HPLC; Chiral stationary phases—HPLC, determination of trace amounts of (+)- and (minus; )-amphetamine; Chromatography, High Pressure Liquid - methods; determination of trace amounts of (+)- and (minus; Dextroamphetamine - analysis; enantiomers; Enantiomers-(+)- and (minus; Enantiomers—(+)- and (minus; )-amphetamine, HPLC, trace amounts; General pharmacology; HPLC; Magnetic Resonance Spectroscopy; Medical sciences; Pharmacology. Drug treatments; Stereoisomerism; trace amounts
• ISSN: 0022-3549; 1520-6017
• DOI: 10.1002/jps.2600730835

A rapid and accurate method was developed for the determination of the enantiomeric composition of amphetamine preparations. Amide derivatives of the amphetamine enantiomers are first formed by using achiral 2-naphthoyl chloride. The resulting enantiomeric amides are then chromatographed on a commercially available chiral stationary phase. The capacity factors (k′) of (minus;)- and (+)-2-naphthoylamphetamine are 20 and 22, respectively, and the separation factor (α) for the two enantiomers is 1.08. The method allows detection of as little as 0.5% of the (minus;)-enantiomer in (+)-amphetamine and is applicable to both bulk drug and single-tablet analyses.