Determination of chlorpheniramine enantiomers in pharmaceutical formulations by HPLC on chiral column with PDA detection

Year 2020, Volume: 50 Issue: 2, 149 - 152, 27.08.2020

Gizem Erensoy Duygu Taşkın Gamze Özgül Artuç Elif Özdemir Sumru Özkırımlı

Abstract

Background and Aims: An HPLC method with photodiode array detector on a chiral column was proposed for enantioselective determination of chlorpheniramine (CLP) enantiomers in dosage forms. Methods: The enantioselective determination was achieved on amylose tris(3,5-dimethylphenylcarbamate) column, using n-hexane-(propan-2-ol)-diethylamine (97.5:2.5:0.025, v/v/v) mobile phase. The peaks were detected at 258 nm. Diphenhydramine was used as an internal standard (IS). A new sample preparation procedure was developed to avoid the interference of the other ingredients present in the formulations. Results: Limit of quantification of the proposed method was 0.88 and 1.31 μg/mL for S-(+)-CLP and R-(-)-CLP, respectively. Conclusion: The method is linear, sensitive, specific and can be used for the enantioselective assay of CLP enantiomers in pharmaceutical formulations.

Keywords

Chlorpheniramine, amylose tris(3,5-dimethyl phenylcarbamate), enantioselective determination, HPLC-PDA, chirality

References

• Calcaterra, A., & D’Acquarica I. (2018). The market of chiral drugs: Chiral switches versus de novo enantiomerically pure compounds Journal of Pharmaceutical and Biomedical Analysis, 147, 323–340.
• Chen, Q., Jeong, S., Hwang, G., Kim, K., & Kang, J. (2008). Enantioselective determination of chlorpheniramine in various formulations by HPLC using carboxymethyl-β-cyclodextrin as a chiral additive. Archives of pharmacal research, 31, 523-529.
• Fried, K. M., Young, A. E., Yasuda, U. S., & Wainer, I. W. (2001). The enantioselective determination of chlorpheniramine and its major metabolites in human plasma using chiral chromatography on a β-cyclodextrin chiral stationary phase and mass spectrometric detection. Journal of Pharmaceutical and Biomedical Analysis, 27, 479–488.
• Granberg, R. A., & Rasmuson, A. C. (1999). Solubility of paracetamol in pure solvents. Journal of Chemical & Engineering Data, 44, 1391– 1395.
• Hiep, B. T., Khanh, V., Hung, N. K., Thuillier, A., & Gimenez, F. (1998). Determination of enantiomers of chlorpheniramine and its main monodesmethyl metabolite in urine using achiral-chiral liquid chromatography. Journal of Chromatography B. 707, 235–240.
• International Conference on Harmonization. ICH. 2005. Validation of Analytical Procedures: Text and Methodology Q2 R1. Geneva: International Conference on Harmonization. Available from: https://www.gmp-compliance.org/guidemgr/files/Q2(R1).pdf
• Tagawa, M., Kano, M., Okamura, N., Higuchi, M., Matsuda, M., Mizuki, Y., Yanai, K. (2002). Differential cognitive effects of ebastine and (+)-chlorpheniramine in healthy subjects: Correlation between cognitive impairment and plasma drug concentration. British Journal of Clinical Pharmacology, 53, 296–304.
• Tanda, G., Kopajtic, T. A., & Katz, J. L. (2008). Cocaine-like neurochemical effects of antihistaminic medications. Journal of Neuro- Chemistry, 106, 147–157.