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Efficient Determination of Trace Thionyl Chloride in the Antiepileptic Levetiracetam by Pyrolysis Combined with Ion Chromatography

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Abstract

A method involving pyrolysis pretreatment followed by ion chromatography was developed to determine the residual thionyl chloride in levetiracetam. Levetiracetam was combusted at high temperature. After the pyrolysis gas was absorbed, the sulfur in thionyl chloride was converted to sulfate, which were determined by ion chromatography with conductivity detector using potassium hydroxide as the mobile phase. The linearity, limits of detection and quantification, and recovery of the method were evaluated. The average rate of conversion of thionyl chloride to sulfate was 98.2%, indicating good conversion efficiency. The limit of detection for sulfate was 8.85 μg/L. The relative standard deviation of the amount of SOCl2 calculated based on the concentration of sulfate was 2.70%, indicating good repeatability. The recovery for sulfate was 96.0–104%. The results suggest that pyrolysis combined with ion chromatography is an effective method to determine residual thionyl chloride in levetiracetam.

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References

  1. Kasteleijn-NolstTrenite DG, Marescaux C, Stodieck S, Edelbroek PM, Oosting J (1996) Photosensitive epilepsy: a model to study the effects of antiepileptic drugs, evaluation of the piracetam analogue, levetiracetam. Epilepsy Res 25:225–230

    Article  CAS  Google Scholar 

  2. Rhee SJ, Shin JW, Lee S, Moon J, Kim TJ, Jung KY, Park KI, Lee ST, Jung KH, Yu KS, Jang IJ, Chu K, Lee SK (2010) Population pharmacokinetics and dose-response relationship of levetiracetam in adult patients with epilepsy. Epilepsy Res 132:8–14

    Article  Google Scholar 

  3. Sheinberg R, Heyman E, Dagan Z, Youngster I, Kohn E, Gandelman-Marton R, Berkovitch M (2010) Correlation between efficacy of levetiracetam and serum levelsamong children with refractory epilepsy. Pediatr Neurol 52:624–628

    Article  Google Scholar 

  4. Patsalos PN (2000) Pharmacokinetic profile of levetiracetam: toward ideal characteristics. Pharmacol Ther 85:77–85

    Article  CAS  Google Scholar 

  5. Sunees J, Marmon V, Differding E, Zimmermann V (2004) 2-Oxo-1-pyrrolidine derivatives, process for preparing them and their uses. US 6713635 B2, 2004–3–30

  6. Wang HH, Wei YF, Chen WJ (2011) Optimization of synthesis of levetiracetam. Anhui Med Pharm J15:681-682,683 (In Chinese)

    Google Scholar 

  7. Ates C, Surtees J, Burteau AC, Marmon V, Cavoy E (2006) Oxopyrrolidine compounds, preparation of said compounds and their use in the manufacturing of levetiracetam and analogues. US 7122682 B2, 2006–10–17

  8. Liu N, Huang CJ, Zhou HY (2007) Application of thionyl chloride in organic synthesis. Chin J Pharm 38:156–163 (In Chinese)

    CAS  Google Scholar 

  9. Bilenko NS, Lisetskaya GS, Sinkevich SM, Borovikov A (1991) Rapid determination of thionyl chloride in the air of industrial premises. Gig Sanit 4:76

    Google Scholar 

  10. Lisetskaya GS, Kozeiko TA, Bilenko NS, Sinkevich SM, Plotnitskaya AN (1986) Determination of thionyl chloride in the air of industrial workplaces. Gig Sanit 4:64–66

    Google Scholar 

  11. Czerwinski W, Gromotowicz W (1990) Determination of impurities in thionyl chloride by gasChromatography. J Chromatogr A 520:163–168

    Article  CAS  Google Scholar 

  12. Hu JF, Zou M (2003) Thedetermintion of thionylthloride by gas chromalography. Jiangxi Chem Ind 4:143–145 (In Chinese)

    Google Scholar 

  13. Li JY, Li J, Li H (2016) Determination of thionyl chloride by gas chromatography/mass spectrometry. Chin J Forensic Med 31:81–82 (In Chinese)

    CAS  Google Scholar 

  14. Pereira JSF, Diehl LO, Duarte FA, Santos MFP, Guimarães RCL, Dressler VL, Flores EM (2008) Chloride determination by ion chromatography in petroleum coke after digestion by microwave-induced combustion. J Chromatogr A 1213:249–252

    Article  CAS  Google Scholar 

  15. Buldini PL, Ferri D, Sharma JL (1997) Determination of some inorganic species in edible vegetable oils and fats by ion chromatography. J Chromatogr A 89:549–555

    Article  Google Scholar 

  16. Buldini PL, Cavalli S, Mevoli A, Sharma JL (2001) Ion Chromatography and voltammetric determination of heavy and transition metals in honey. Food Chem 73:487–495

    Article  CAS  Google Scholar 

  17. Dugo G, Pellicano TM, Pera L, Turco VL, Tamborrino A, Clodoveo ML (2007) Determination of inorganic anions in commercial seed oils and in virgin olive oils produced from de-stoned olives and traditional extraction methods, using suppressed ion exchange chromatography (IEC). Food Chem 102:599–605

    Article  CAS  Google Scholar 

  18. Park Y, Kim Y, Lee DW, Lee S, Lee K (2002) Ion chromatographic determination method for the determination of inorganic anions in environmental samples of Korea. Anal Sci 18:343–346

    Article  CAS  Google Scholar 

  19. Lopez-Moreno C, Viera I, Urbano AM (2010) Validation of an ion chromatographic method for the quantification of anions in water. Desalination 261:111–116

    Article  CAS  Google Scholar 

  20. Wagner A, Raue B, Brauch HJ, Worch E, Lange FT (2013) Determination of adsorbable organic fluorine from aqueous environmental samples by adsorption to polystyrene-divinylbenzene based activated carbon and combustion ion chromatography. J Chromatogr A1295:82–89

    Article  Google Scholar 

  21. Miyake Y, Kato M, Urano K (2007) A method for measuring semi- and non-volatile organic halogens by combustion ion chromatography. J Chromatogr A 1139:63–69

    Article  CAS  Google Scholar 

  22. Miyake Y, Yamashita N, So MK, Rostkowski P, Taniyasu S, Lam PK, Kannan K (2007) Determination of trace levels of total fluorine in water using combustion ion chromatography for fluorine: a mass balance approach to determine individual perfluorinated chemicals in water. J Chromatogr A 1143:98–104

    Article  CAS  Google Scholar 

  23. Miyake Y, Yamashita N, So MK, Rostkowski P, Taniyasu S, Lam PK, Kannan K (2007) Trace analysis of total fluorine in human blood using combustion ion chromatography for fluorine: a mass balance approach for the determination of known and unknown organofluorinecompounds. J Chromatogr A1154:214–221

    Article  Google Scholar 

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Acknowledgements

This work was supported by the Project of Shanghai Science and Technology Innovation Action Plan in China (NO. 19391902400).

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Authors and Affiliations

  1. School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China

    Shaorong Luan, Pengyu Liu & Lijun Ni

  2. Shanghai Key Lab of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, China

    Qingchun Huang

  3. Thermo Fisher Scientific (China) Co. Ltd., Shanghai, 201203, China

    Fangfang Zhang

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  1. Shaorong Luan
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  2. Pengyu Liu
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Correspondence to Shaorong Luan.

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Luan, S., Liu, P., Zhang, F. et al. Efficient Determination of Trace Thionyl Chloride in the Antiepileptic Levetiracetam by Pyrolysis Combined with Ion Chromatography. Chromatographia 83, 1391–1395 (2020). https://doi.org/10.1007/s10337-020-03951-7

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  • DOI: https://doi.org/10.1007/s10337-020-03951-7

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