Skip to main content

Advertisement

Log in

Methods for the synthesis of immunostimulant plerixafor

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

This minireview discusses methods for the synthesis of the immunostimulant plerixafor (Mozobil®, AMD3100). The information presented covers the period from the publication of the first work devoted to the synthesis of plerixafor and the study of the electrochemical properties of its dinickel(II) and dicopper(II) complexes in 1987 to the present.

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

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Grande, F.; Giancotti, G.; Ioele, G.; Occhiuzzi, M. A.; Garofalo, A. Eur. J. Med. Chem.2017, 139, 519.

    Article  CAS  Google Scholar 

  2. Peng, D.; Cao, B.; Zhou, Y.-J.; Long, Y.-Q. Eur. J. Med. Chem.2018, 149, 148.

    Article  CAS  Google Scholar 

  3. Bridger, G. J.; Abrams, M. J.; Henson, G. W.; Macfarland, R. T.; Calandra, G. B. WO Patent 2003011277A2.

  4. De Clercq, E. Nat. Rev. Drug Discovery2003, 2, 581.

    Article  Google Scholar 

  5. De Clercq, E. Antiviral Chem. Chemother.2019, 27. https://doi.org/10.1177/2040206619829382.

    Article  Google Scholar 

  6. Narayana, P. V.; Seelam, N.; Prasanna, B. Org. Prep. Proced. Int.2018, 50, 588.

    Article  CAS  Google Scholar 

  7. Ciampolini, M.; Fabbrizzi, L.; Perotti, A.; Poggi, A.; Seghi, B.; Zanobini, F. Inorg. Chem.1987, 26, 3527.

    Article  CAS  Google Scholar 

  8. Buttafava, A.; Fabbrizzi, L.; Perotti, A.; Poggi, A.; Poli, G.; Seghi, B. Inorg. Chem.1986, 25, 1456.

    Article  CAS  Google Scholar 

  9. Bridger, G. J.; Skerlj, R. T.; Thornton, D.; Padmanabhan, S.; Martellucci, S. A.; Henson, G. W.; Abrams, M. J.; Yamamoto, N.; De Vreese, K.; Pauwels, R.; De Clercq, E. J. Med. Chem.1995, 38, 366.

    Article  CAS  Google Scholar 

  10. Brandès, S.; Gros, C.; Denat, F.; Pullumbi, P.; Guilard, R. Bull. Soc. Chim. Fr.1996, 133, 65.

    Google Scholar 

  11. Dessolin, J.; Galea, P.; Vlieghe, P.; Chermann, J.-C.; Kraus, J.-L. J. Med. Chem.1999, 42, 229.

    Article  CAS  Google Scholar 

  12. Yang, W.; Giandomenico, C. M.; Sartori, M.; Moore, D. A. Tetrahedron Lett.2003, 44, 2481.

    Article  CAS  Google Scholar 

  13. Jacobson, O.; Weiss, I. D.; Szajek, L.; Farber, J. M.; Kiesewetter, D. O. Bioorg. Med. Chem.2009, 17, 1486.

    Article  CAS  Google Scholar 

  14. Yaouanc, J.-J.; Le Bris, N.; Le Gall, G.; Clement, J.-C.; Handel, H.; des Abbayes, H. J. Chem. Soc., Chem. Commun.1991, 206.

  15. Filali, A.; Yaouanc, J.-J.; Handel, H. Angew. Chem., Int. Ed. Engl.1991, 30, 560.

  16. Bernard, H.; Yaouanc, J.-J.; Clément, J. C.; des Abbayes, H.; Handel, H. Tetrahedron Lett.1991, 32, 639.

  17. Gardinier, I.; Roignant, A.; Oget, N.; Bernard, H.; Yaouanc, J. J.; Handel, H. Tetrahedron Lett.1996, 37, 7711.

    Article  CAS  Google Scholar 

  18. Guillaume, D.; Marshall, G. R. Synth. Commun.1998, 28, 2903.

    Article  CAS  Google Scholar 

  19. Le Baccon, M.; Chuburu, F.; Toupet, L.; Handel, H.; Soibinet, M.; Déchamps-Olivier, I.; Barbier, J.-P.; Aplincourt, M. New J. Chem.2001, 25, 1168.

    Google Scholar 

  20. Boschetti, F.; Denat, F.; Espinosa, E.; Tabard, A.; Dory, Y.; Guilard, R. J. Org. Chem.2005, 70, 7042.

    Article  CAS  Google Scholar 

  21. Xu, D.; Mattner, P. G.; Prasad, K.; Repic, O.; Blacklock, T. J. Tetrahedron Lett.1996, 37, 5301.

    Article  CAS  Google Scholar 

  22. Achmatowicz, M.; Hegedus, L. S. J. Org. Chem.2003, 68, 6435.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Igor V. Trushkov.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(1), 30–35

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ratmanova, N.K., Andreev, I.A. & Trushkov, I.V. Methods for the synthesis of immunostimulant plerixafor. Chem Heterocycl Comp 56, 30–35 (2020). https://doi.org/10.1007/s10593-020-02617-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-020-02617-4

Keywords

Navigation