Skip to main content
Log in

Synthesis of acyclic nucleosides based on 1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A new class of acyclic nucleosides based on 6-phenyl-1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones was synthesized and structurally characterized for the first time.

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. E. De Clercq, Nature Rev., 2002, 1, 13.

    Article  Google Scholar 

  2. E. De Clercq, J. Antimicrob. Chemother., 2003, 51, 1079.

    Article  Google Scholar 

  3. P. S. Jones, Antiviral Chem. Chemother., 1998, 9, 283.

    CAS  Google Scholar 

  4. E. De Clercq, Nature Rev., 2006, 5, 1015.

    Article  Google Scholar 

  5. B. Golankiewicz, T. Ostrowski, G. Andrei, R. Snoek, E. De Clercq, J. Med. Chem., 1994, 37, 3187.

    Article  CAS  Google Scholar 

  6. T. Goslinski, B. Golankiewicz, E. De Clercq, J. Balzarini, J. Med. Chem., 2002, 45, 5052.

    Article  CAS  Google Scholar 

  7. T. Miyasaka, H. Tanaka, M. Bada, H. Hayakawa, R. T. Walker, J. Balzarini, E. De Clercq, J. Med. Chem., 1989, 32, 2507.

    Article  CAS  Google Scholar 

  8. H. Tanaka, H. Takashima, M. Ubasawa, K. Sekiya, I. Nitta, M. Baba, S. Shigeta, R. T. Walker, E. De Clercq, T. Miyasaka, J. Med. Chem., 1992, 35, 4713.

    Article  CAS  Google Scholar 

  9. W. Semaine, M. Johar, D. L. J. Tyrrell, R. Kumar, B. Agrawal, J. Med. Chem., 2006, 49, 2049.

    Article  CAS  Google Scholar 

  10. R. Kumar, W. Semaine, M. Johar, D. L. J. Tyrrell, B. Agrawal, J. Med. Chem., 2006, 49, 3693.

    Article  CAS  Google Scholar 

  11. F. Amblard, V. Aucagne, P. Guenot, R. F. Schinazi, L. A. Agrofoglio, Bioorg. Med. Chem., 2005, 13, 1239.

    Article  CAS  Google Scholar 

  12. V. L. Rusinov, E. N. Ulomskii, O. N. Chupakhin, M. M. Zubairov, A. B. Kapustin, N. I. Mitin, M. I. Zhirovetskii, I. A. Vinograd, Khim.-farm. Zh., 1990, No. 9, 41 [Pharm. Chem. J., 1990, 24, No. 9, 646 (Engl. Transl.)].

  13. Pat. RF 2294936; Chem. Abstrs., 2007, 146, 316946.

    Google Scholar 

  14. J. Farrás, E. Fos, R. Ramos, J. Vilarrasa, J. Org. Chem., 1988, 53, 887.

    Article  Google Scholar 

  15. E. H. Ulomskii, V. L. Rusinov, O. N. Chupakhin, G. L. Rusinov, A. I. Chernyshev, G. G. Aleksandrov, Khim. Geterotsikl. Soedin., 1987, 1543 [Chem. Heterocycl. Compd., 1987, 23, 1236 (Engl. Transl.)].

    Google Scholar 

  16. C. K. Chu, S. J. Cutler, J. Heterocycl. Chem., 1986, 23, 289.

    Article  CAS  Google Scholar 

  17. A. Larsson, S. Alenius, N.-G. Johansson, B. Oberg, Antiviral Res., 1983, 3, 77.

    Article  CAS  Google Scholar 

  18. D. R. Borcherding, S. Narayanan, M. Hasobe, J. G. McKee, B. T. Keller, R. T. Borchardt, J. Med. Chem., 1988, 31, 1729.

    Article  CAS  Google Scholar 

  19. S. Phadtare, D. Kessel, T. H. Corbett, H. E. Renis, B. A. Court, J. Zemlicka, J. Med. Chem., 1991, 34, 421.

    Article  CAS  Google Scholar 

  20. H. Günther, NMR Spectroscopy an Introduction, John Wiley & Sons, Chichester, 1980, 436 pp.

    Google Scholar 

  21. F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpin, R. Taylor, J. Chem. Soc., Perkin Trans. 2, 1987, S1–S19.

    Google Scholar 

  22. G. M. Sheldrick, SHELXS97, Program for the Solution of Crystal Structures, Götingen University, Götingen, Germany, 1997.

    Google Scholar 

  23. G. M. Sheldrick, SHELXL97, Program for the Refinement of Crystal Structures, Göttingen University, Göttingen, Germany, 1997.

    Google Scholar 

  24. E. N. Ulomskii, S. L. Deev, T. S. Shestakova, V. L. Rusinov, O. N. Chupakhin, Izv. Akad. Nauk, Ser. Khim., 2002, 1594 [Russ. Chem. Bull., Int. Ed., 2002, 51, 1737].

    Google Scholar 

  25. M. Senkus, J. Am. Chem. Soc., 1946, 68, 734.

    Article  CAS  Google Scholar 

  26. M. M. Smorgonskii, Ya. L. Gol’dfarb, Zh. Obshch. Khim., 1940, 10, 1113 [J. Gen. Chem. USSR, 1940, 10, 1113 (Engl. Transl.)].

    CAS  Google Scholar 

  27. Y. Kabaj, H. B. Lazrek, J. L. Barascut, J. L. Imbach, Nucleosides, Nucleotides and Nucleic Acids, 2005, 24, 161.

    Article  Google Scholar 

  28. L. Henry, Ber., 1874, 7, 67.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. L. Deev.

Additional information

Dedicated to Professor A. F. Pozharskii on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2374–2380, November, 2008.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shestakova, T.S., Luk’yanova, L.S., Tseitler, T.A. et al. Synthesis of acyclic nucleosides based on 1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones. Russ Chem Bull 57, 2423–2430 (2008). https://doi.org/10.1007/s11172-008-0346-7

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-008-0346-7

Key words

Navigation