SpringerLink
Log in

Synthesis and Antiviral Activity of 1-Aryl-3-(3,5-Dioxo-4-Azatetracyclo-[5.3.2.02,6.08,10]Dodec-11-EN-4-YL)Ureas

  • Published:
Pharmaceutical Chemistry Journal Aims and scope

A series of 1-aryl-3-(3,5-dioxo-4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-en-4-yl)urea derivatives were synthesized and studied for antiviral activity against smallpox vaccine virus. 3-(3,5-Dioxo-4-azatetracyclo-[5.3.2.02,6.08,10]dodec-11-en-4-yl)-1-(4-methylphenyl)urea, 3-(3,5-dioxo-4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-en-4-yl)-1-(3-fluorophenyl)urea hydrate, and 3-(3,5-dioxo-4-azatetracyclo[5.3.2.02,6.08,10]dodec-11-en-4-yl)-1-(phenyl)thiourea showed pronounced activity.

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

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. T. R. Bailey, S. R. Rippin, E. Opsitnick, et al., J. Med. Chem., 50(7), 1442 – 1444 (2007).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. R. Jordan, T. R. Bailey, S. R. Rippin, and D. Dai, US Pat. Appl. No. 20120020922, Jan. 26, 2012; Chem. Abstr., 156, 222467 (2012).

  3. B. A. Selivanov, A. Ya. Tikhonov, et al., RU Pat. No. 2,412,168, Feb. 20, 2011; Chem. Abstr., 154, s).

  4. B. A. Selivanov, A. Ya. Tikhonov, et al., RU Pat. No. 2,440,983, Jan. 27, 2012; Chem. Abstr., 156, 230441 (2012).

  5. B. A. Selivanov, A. Ya. Tikhonov, et al., RU Pat. No. 2,423,359, Jun. 10, 2011; Chem. Abstr., 155, 173303 (2011).

  6. B. A. Selivanov, A. Ya. Tikhonov, et al., RU Pat. No. 2,424,800, Jul. 27, 2011; Chem. Abstr., 155, 231116 (2011).

  7. B. A. Selivanov, A. Ya. Tikhonov, et al., RU Pat. No. 2,412,167, Feb. 20, 2011; Chem. Abstr., 154, 276034 (2011).

  8. B. A. Selivanov, E. F. Belanov, N. I. Bormotov, et al., Dokl. Akad. Nauk, 441(3), 414 – 418 (2011).

    Google Scholar 

  9. T. K. Venkatachalam, C. Mao, and F. M. Uckun, Bioorg. Med. Chem., 12(15), 4275 – 4284 (2004).

    Article  CAS  PubMed  Google Scholar 

  10. M. Verma, K. N. Singh and E. D. Clercq, Heterocycles, 68(1), 11 – 22 (2006).

    Article  CAS  Google Scholar 

  11. J. D. Bloom, R. G. Dushin, K. J. Curran, et al., Bioorg. Med. Chem. Lett., 14(13), 3401 – 3406 (2004).

    Article  CAS  PubMed  Google Scholar 

  12. P. P. Seth, R. Ranken, D. E. Robinson, et al., Bioorg. Med. Chem. Lett., 14(22), 5569 – 5572 (2004).

    Article  CAS  PubMed  Google Scholar 

  13. M. S. Mohamed, M. M. Kamel, E. M. M. Kassem, et al., Eur. J. Med. Chem., 45(10), 3311 – 3319 (2010).

    Article  CAS  PubMed  Google Scholar 

  14. M. A. Hassan, A. M. M. Younes, M. M. Taha, et al., Eur. J. Chem., 2(4), 514 – 518 (2011).

    Article  CAS  Google Scholar 

  15. M. Struga, J. Kossakowski, E. Kedzierska, et al., Chem. Pharm. Bull., 55(5), 796 – 799 (2007).

    Article  CAS  PubMed  Google Scholar 

  16. J. Llompart, J. Galvez, and K. Pal, US Pat. Appl. No. 20060014770, Jan. 19, 2006; Chem. Abstr., 144, 121774 (2006).

  17. K. Kojiri, H. Kondo, et al., US Pat. No. 5,591,842, Jan. 7, 1997; Chem. Abstr., 126, 157762 (1997).

  18. P. Yogeeswari, D. Sriram, V. Saraswat, et al., Eur. J. Pharm. Sci., 20(3), 341 – 346 (2003).

    Article  CAS  PubMed  Google Scholar 

  19. M. J. Kornet, W. Beaven, and T. Varia, J. Heterocycl. Chem., 22(4), 1089 – 1091 (1985).

    Article  CAS  Google Scholar 

  20. D. Atukuri, P. Kattimani, and R. Kamble, Org. Commun., 4(4), 94 – 104 (2011).

  21. B. Stanovnik and M. Tisler, Org. Prep. Proced. Int., 5(2), 87 – 93 (1973).

  22. A. N. Mironov, Handbook for Preclinical Drug Trials [in Russian], Part 1, Ministry of Public Health and Social Development of the RF, FGBU Scientific Centre for the Expert Evaluation of Medicinal Products, Moscow (2012).

Download references

Author information

Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences (NIOCh SB RAS), 9 Prosp. Akad. Lavrent’eva, Novosibirsk, 630090, Russia

    B. A. Selivanov & A. Y. Tikhonov

  2. VECTOR State Research Center of Virology and Biotechnology, Kol’tsovo, Novosibirsk Oblast, 630559, Russia

    E. F. Belanov, N. I. Bormotov, A. S. Kabanov, O. Yu. Mazurkov, O. A. Serova, L. N. Shishkina, A. P. Agafonov & A. N. Sergeev

Authors
  1. B. A. Selivanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. Y. Tikhonov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. F. Belanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. N. I. Bormotov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. S. Kabanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. O. Yu. Mazurkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. O. A. Serova
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. L. N. Shishkina
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. A. P. Agafonov
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. A. N. Sergeev
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to B. A. Selivanov.

Additional information

E. F. Belanov is deceased

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 51, No. 6, pp. 13 – 17, June, 2017.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Selivanov, B.A., Tikhonov, A.Y., Belanov, E.F. et al. Synthesis and Antiviral Activity of 1-Aryl-3-(3,5-Dioxo-4-Azatetracyclo-[5.3.2.02,6.08,10]Dodec-11-EN-4-YL)Ureas. Pharm Chem J 51, 439–443 (2017). https://doi.org/10.1007/s11094-017-1629-9

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-017-1629-9

Keywords

Search

Navigation