Skip to Content
Merck
  • Determination of levamisole and tetramisole in seized cocaine samples by enantioselective high-performance liquid chromatography and circular dichroism detection.

Determination of levamisole and tetramisole in seized cocaine samples by enantioselective high-performance liquid chromatography and circular dichroism detection.

Journal of chromatography. A (2014-08-16)
Carlo Bertucci, Daniele Tedesco, Edoardo Fabini, Anna Maria Di Pietra, Francesca Rossi, Marco Garagnani, Elia Del Borrello, Vincenza Andrisano
ABSTRACT

Levamisole, an anthelmintic drug, has been increasingly employed as an adulterant of illicit street cocaine over the last decade; recently, the use of tetramisole, the racemic mixture of levamisole and its enantiomer dexamisole, was also occasionally observed. A new enantioselective high-performance liquid chromatography (HPLC) method, performed on cellulose tris(3,5-dimethylphenylcarbamate) chiral stationary phases in normal-phase mode, was validated to determine the enantiomeric composition of tetramisole enantiomers in seized cocaine samples. Furthermore, the hyphenation of the validated HPLC method with a circular dichroism (CD) detection system allowed the direct determination of elution order and a selective monitoring of levamisole and dexamisole in the presence of possible interferences. The method was applied to the identification and quantitation of the two enantiomers of tetramisole in seized street cocaine samples.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ethanol Fixative 80% v/v, suitable for fixing solution (blood films)
Procaine hydrochloride, European Pharmacopoeia (EP) Reference Standard
Lidocaine, European Pharmacopoeia (EP) Reference Standard
Benzocaine, European Pharmacopoeia (EP) Reference Standard
USP
Procaine hydrochloride, United States Pharmacopeia (USP) Reference Standard
Supelco
Cocaine solution, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material, Cerilliant®
USP
Dehydrated Alcohol, United States Pharmacopeia (USP) Reference Standard
Supelco
Dehydrated Alcohol, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
Melting point standard 235-237°C, analytical standard
Sigma-Aldrich
Isopropyl alcohol, meets USP testing specifications
Supelco
Phenacetin, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
Phenacetin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Phenacetin, ≥98.0% (HPLC)
Supelco
Procaine hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material
USP
Phenacetin Melting Point Standard, United States Pharmacopeia (USP) Reference Standard
Supelco
Benzocaine, Pharmaceutical Secondary Standard; Certified Reference Material
USP
Benzocaine, United States Pharmacopeia (USP) Reference Standard
Sigma-Aldrich
Ethanol, absolute, reag. ISO, reag. Ph. Eur., ≥99.8% (GC), liquid (clear, colorless)
Caffeine for system suitability, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
2-Propanol, ACS reagent, ≥99.5%
Sigma-Aldrich
2-Propanol, ACS reagent, ≥99.5%
Sigma-Aldrich
Ethanol, purum, fine spirit, denaturated with 4.8% methanol, F25 METHYL1, ~96% (based on denaturant-free substance)
Sigma-Aldrich
Ethanol, purum, absolute ethanol, denaturated with 2% 2-butanone, A15 MEK1, ≥99.8% (based on denaturant-free substance)
Sigma-Aldrich
Ethanol, purum, fine spirit, denaturated with 2% 2-butanone, F25 MEK1, ~96% (based on denaturant-free substance)
Sigma-Aldrich
Ethanol, purum, absolute ethanol, denaturated with 1% cyclohexane, A15 CYCLO1, ≥99.8% (based on denaturant-free substance)
Sigma-Aldrich
Ethanol, absolute, semiconductor grade PURANAL (Honeywell 17833), sales not in Germany, ≥99.8% (vol.)
Sigma-Aldrich
Ethanol, purum, secunda spirit, denaturated with 2% 2-butanone, S15, ~96% (based on denaturant-free substance)
Sigma-Aldrich
Cocaine free base
Sigma-Aldrich
2-Propanol, ACS reagent, ≥99.5%
Supelco
Mettler-Toledo Calibration substance ME 18872, Caffeine, analytical standard, for the calibration of the thermosystem 900, traceable to primary standards (LGC)