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Enantiomeric separation of amphetamine, methamphetamine and ring substituted amphetamines by means of a β-cyclodextrin-chiral stationary phase

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Summary

The enantioseparation of amphetamine, methamphetamine and various ring-substituted amphetamines by use of a chiral stationary phase carrying immobilized native β-cyclodextrin (β-CyD) selectors is reported. The system is evaluated for resolving the specified compounds directly without any derivatization and after derivatization with phenyl isothiocyanate (PITC), naphthyl isothiocyanate (NITC) and 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate (AQC). This direct enantioseparation is compared with the features of indirect separation of diasteromeric derivatives after reaction with the optically pure Marfey's reagent employing a simple non-chiral alkyl-silica (RP-8) column. A selection of those methods best suited for each single amphetamine is given.

Seventeen different samples of amphetamine, confiscated by the Swedisch police, were analyzed with respect to their enantiomeric composition. Within this set of samples synthesized by the same method no significant deviation from a racemic ratio could be observed.

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Author notes

  1. H. Jonsson

    Present address: Institute of Chemistry, University of Uppsala, Sweden

Authors and Affiliations

  1. Institute of Analytical Chemistry, University of Vienna, Währingerstraße 38, 1090, Vienna, Austria

    A. M. Rizzi, S. Cladrowa-Runge & H. Jonsson

  2. Department of Forensic Sciences, Federal Ministry of Interior, Liechtenwerderplatz, 1090, Vienna, Austria

    R. Hirz

Authors
  1. A. M. Rizzi
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  2. R. Hirz
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  3. S. Cladrowa-Runge
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  4. H. Jonsson
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Rizzi, A.M., Hirz, R., Cladrowa-Runge, S. et al. Enantiomeric separation of amphetamine, methamphetamine and ring substituted amphetamines by means of a β-cyclodextrin-chiral stationary phase. Chromatographia 39, 131–137 (1994). https://doi.org/10.1007/BF02274491

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  • DOI: https://doi.org/10.1007/BF02274491

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