Skip to main content
SpringerLink
Log in

Synthesis of New 3-(Alkylsulfanyl)pyrano[3,4-c]-[1,2,4]triazolo[4,3-a]pyridines

  • Review
  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

A new method has been developed for the synthesis of 8-hydrazinylpyrano[3,4-c]pyridines via pyridine ring rearrangement. New 3-(alkylsulfanyl)pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines have been obtained.

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

Access this article

Log in via an institution

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. East, S.P., White, C.B., Barker, O., Barker, S., Bennett, J., Brown, D., Boyd, E.A., Brennan, Ch., Chowdhury, Ch., Collins, I., Convers-Reignier, E., Dymock, B.W., Fletcher, R., Haydon, D.J., Gardiner, M., Hatcher, S., Ingram, P., Lancett, P., Mortenson, P., Papadopoulos, K., Smee, C., Thomaides-Brears, H.B., Tye, H., Workman, J., and Czaplewski, L.G., Bioorg. Med. Chem. Lett., 2009, vol. 19, p. 894. doi https://doi.org/10.1016/j.bmcl.2008.11.102

    Article  CAS  PubMed  Google Scholar 

  2. Guba, W., Nettekoven, M., Pullmann, B., Riemer, C., and Schmidt, S., Bioorg. Med. Chem. Lett., 2004, vol. 14, p. 3307. doi https://doi.org/10.1016/j.bmcl.2004.03.104

    Article  CAS  PubMed  Google Scholar 

  3. Dugan, B.J., Gingrich, D.E., Mesaros, E.F., Milkiewicz, K.L., Curry, M.A., Zulli, A.L., Dobrzanski, P., Serdikoff, C., Jan, M., Angeles, T.S., Albom, M.S., Mason, J.L., Aimone, L.D., Meyer, Sh.L., Huang, Z., Wells-Knecht, K.J., Ator, M.A., Ruggeri, B.A., and Dorsey, B.D., J. Med. Chem., 2012, vol. 55, p. 5243. doi https://doi.org/10.1021/jm300248q

    Article  CAS  PubMed  Google Scholar 

  4. Coupland, C., Hill, T., Morriss, R., Moore, M., Arthur, A., and Hippisley-Cox, J., BMC Med., 2018, vol. 16, p. 1. doi https://doi.org/10.1186/s12916-018-1022-x

    Article  CAS  Google Scholar 

  5. Kamal, A.M., Radval, S.M., and Zaki, R.M., Eur. J. Med. Chem., 2011, vol. 46, p. 567. doi https://doi.org/10.1016/j.ejmech.2010.11.036

    Article  CAS  PubMed  Google Scholar 

  6. Zaki, R.M., El Dean, A.M.K., El Monem, M.I.A., and Seddik, M.A., Heterocycl. Commun., 2016, vol. 22, p. 103. doi https://doi.org/10.1515/hc-2015-0204

    Article  CAS  Google Scholar 

  7. Kumar, N.V. and Mashelkar, U.C., Heterocycl. Commun., 2007, vol. 13, p. 211. doi https://doi.org/10.1515/HC.2007.13.4.211

    CAS  Google Scholar 

  8. Kumar, N.V. and Mashelkar, U.C., Indian J. Chem., Sect. B, 2008, vol. 47, p. 764. doi https://doi.org/10.1002/chin.200836159

    Google Scholar 

  9. Noravyan, A.S., Mkrtchyan, A.P., Dzhagatspanyan, I.A., Akopyan, R.A., Akopyan, R.A., and Vartanyan, S.A., Pharm. Chem. J., 1977, vol. 11, p. 1195. doi https://doi.org/10.1007/BF00777734

    Article  Google Scholar 

  10. Paronikyan, E.G., Dashyan, Sh.Sh., Noravyan, A.S., Tamazyan, R.A., Ayvazyan, A.G., and Panosyan, H.A., Tetrahedron, 2015, vol. 71, p. 2686. doi https://doi.org/10.1016/j.tet.2015.03.040

    Article  CAS  Google Scholar 

  11. Paronikyan, E.G., Dashyan, Sh.Sh., Minasyan, N.S., Stepanyan, G.M., Ayvazyan, A.G., and Tamazyan, R.A., Chem. Heterocycl. Compd., 2016, vol. 52, p. 1078. doi https://doi.org/10.1007/s10593-017-2009-9

    Article  CAS  Google Scholar 

  12. Karataeva, F.N. and Klochkov, V.V., Spektroskopiya YaMR v organicheskoi khimii (NMR Spectroscopy in Organic Chemistry), Kazan: Kazan. Fed. Univ., 2013, vol. 1, p. 49.

    Google Scholar 

  13. Pozharskii, A.F., Teoreticheskie osnovy khimii geterotsiklov (Theoretical Foundations of the Chemistry of Heterocycles), Moscow: Khimiya, 1985, p. 159.

    Google Scholar 

  14. Drug Discovery and Evaluation: Pharmacological Assays, Vogel, H.G., Ed., Berlin: Springer, 2008, 3rd ed., p. 565.

    Google Scholar 

Download references

Funding

This study was performed under financial support by the State Science Committee of the Ministry of Education and Science of Armenia (project no. 18T-1D066).

Author information

Authors and Affiliations

  1. Mnjoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, Yerevan, Armenia

    E. G. Paronikyan, Sh. Sh. Dashyan & R. G. Paronikyan

Authors
  1. E. G. Paronikyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sh. Sh. Dashyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. G. Paronikyan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Sh. Sh. Dashyan.

Additional information

Conflict of Interests

The authors declare no conflict of interests.

Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 6, pp. 923–929.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Paronikyan, E.G., Dashyan, S.S. & Paronikyan, R.G. Synthesis of New 3-(Alkylsulfanyl)pyrano[3,4-c]-[1,2,4]triazolo[4,3-a]pyridines. Russ J Org Chem 55, 818–823 (2019). https://doi.org/10.1134/S1070428019060113

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428019060113

Keywords

Search

Navigation