Identification and analytical properties of acetyl fentanyl metabolites

Abstract

Acetyl fentanyl is a novel designer drug substance, a derivative of fentanyl. Its major metabolites were identified in samples of urine from consumers of acetyl fentanyl using gas chromatography and high-performance liquid chromatography with mass spectrometry detection. Structures of metabolites were proposed and confirmed by their fragmentation on electron impact and atmospheric pressure chemical ionization. The mass spectral and chromatographic properties of some derivatives of acetyl fentanyl metabolites were determined. The main path of the biotransformation of acetyl fentanyl is the hydroxylation of the phenylethyl moiety in the molecule.

This is a preview of subscription content, log in to check access.

References

  1. 1.

    Higashikawa, Y. and Suzuki, S., Forensic Toxicol., 2008, vol. 26, p. 1.

    CAS  Article  Google Scholar 

  2. 2.

    Goromaru, T., Matsuura, H., Yoshimura, N., Miyawaki, T., Sameshima, T., Miyao, J., Furuta, T., and Baba, S., Anesthesiol., 1984, vol. 61, p. 73.

    CAS  Article  Google Scholar 

  3. 3.

    Moffat, A.C., Osselton, A.D., and Widdop, B., Clarkes`s Analysis of Drugs and Poisons in Pharmaceuticals, Body Fluids and Postmortem Material, London: Pharmaceutical, 2011.

    Google Scholar 

  4. 4.

    Sato, S., Suzuki, S., Lee, X.P., and Sato, K., Forensic Sci. Int., 2010, vol. 195, p. 68.

    CAS  Article  Google Scholar 

  5. 5.

    Strano-Rossi, S., Alvarez, I., Tabernero, M.J., Cabarcos, P., Fernandez, P., and Bermejo, A.M., J. Appl. Toxicol., 2011, vol. 31, p. 649.

    CAS  Article  Google Scholar 

  6. 6.

    Ohta, H. and Suzuki, S., J. Anal. Toxicol., 1999, vol. 23, p. 280.

    CAS  Article  Google Scholar 

  7. 7.

    Luire, I.S. and IiO, R., J. Chromatogr. A, 2009, vol. 1216, p. 515.

    Google Scholar 

  8. 8.

    Wichitnithad, W., McManus, T.J., and Callery, P.S., Rapid Commum. Mass Spectrom., 2010, vol. 24, p. 2547.

    CAS  Article  Google Scholar 

  9. 9.

    Guitton, J., Desage, M., Alamercery, S., Dutruch, L., Dautraix, S., Perdrix, J.P., and Brazier, J.L., J. Chromatogr. B, 1997, vol. 59, p. 59.

    Article  Google Scholar 

Download references

Author information

Affiliations

Authors

Corresponding author

Correspondence to A. B. Melent’ev.

Additional information

Original Russian Text © A.B. Melent’ev, S.S. Kataev, O.N. Dvorskaya, 2015, published in Zhurnal Analiticheskoi Khimii, 2015, Vol. 70, No. 2, pp. 216–224.

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Cite this article

Melent’ev, A.B., Kataev, S.S. & Dvorskaya, O.N. Identification and analytical properties of acetyl fentanyl metabolites. J Anal Chem 70, 240–248 (2015). https://doi.org/10.1134/S1061934815020124

Download citation

Keywords

  • designer drugs
  • acetyl fentanyl
  • metabolism
  • gas chromatography
  • HPLC
  • mass spectrometry detection