Enantioselective Gas Chromatographic Separation of Racemic N-alkylated Barbiturates: Application of C11-Chirasil-Dex as Chiral Stationary Phase in GC
by Ashraf GhanemChirasil-β-Dex containing an undecamethylene spacer (C11-Chirasil-Dex) was synthesized and used as chiral stationary phase (CSP) in
Enantioselective gas
chromatography (GC). The versatility of the new stationary phase in the simultaneous enantiomeric separation of a set of N-alkylated
Barbiturates is demonstrated. Barbiturates were fi rst introduced for medical use in the early 1900s. More than 2,500 barbiturates have been synthesized, and at the height of their popularity, about 50 were marketed for human use <1>. Yet, about a dozen are in medical use. Barbiturates produce a wide spectrum of central nervous system depression ranging from mild sedation to coma. By virtue of this, they have been used as sedatives, hypnotics, anesthetics, and anticonvulsants <2>. The primary differences among many of these products are how fast they produce an effect and how long those effects last. Barbiturates are classifi ed as ultrashort, short, intermediate, and long-acting. Their
enantiomers should be of particular interest. For example, Knabe et al demonstrated that the narcotic effects of the enantiomers of N-alkylated barbiturates differ markedly <3, 4>. In some instances one of the enantiomers even displays convulsive properties. The enantiomers also showed different pharmacokinetic properties.
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