Skip to main content
SpringerLink
Log in

Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

The title compound 2-(pyridin-4-yl)-5-(undecylthio)-1,3,4-oxadiazole (C18H27ON3S) is synthesized, and its structure is confirmed by 1H NMR, MS, elemental analyses and X-ray diffraction. It crystallizes in the monoclinic system, space group P2(1)/c with a = 24.453(17) Å, b = 10.604(7) Å, c = 7.095(5) Å, β = 91.60(2)°, V = 1839(2) Å3, Z = 4, and R = 0.086 for 2295 observed reflections with I > 2σ(I). The preliminary biological test shows that the title compound has good activity against Pythium ultimum with inhibitory to be 77.78%.

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. A. Mumtaz, A. Saeed, and I. Malik. J. Chem. Soc. Pak., 2014, 36(5), 852–857.

    CAS  Google Scholar 

  2. X. H. Liu, Z. W. Zhai, X. Y. Xu, et al. Bioorg. Med. Chem. Lett., 2015, 25(23), 5524–5528.

    Article  CAS  PubMed  Google Scholar 

  3. L. J. Zhang, M. Y. Yang, Z. H. Sun, et al. Lett. Drug Des. Discovery, 2014, 11(9), 1107–1111.

    Article  CAS  Google Scholar 

  4. N. R. Kode, J. J. Vanden Eynde, A. Mayence, et al. Molecules, 2013, 18(9), 11250–11263.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. A. R. Saundane, V. A. Verma, and V. T. Katkar. J. Chem., 2013, 2013(2), 148412.

    Google Scholar 

  6. M. J. Ahsan, J. Sharma, M. Singh, et al. Biomed. Res. Int., 2013, 2013(2), 814984.

    Google Scholar 

  7. Y. Q. Zhu, W. M. Liu, B. Liu, et al. Chin. J. Org. Chem., 2009, 29(4), 638–642.

    CAS  Google Scholar 

  8. Aziz–ur–Rehman, S. Gul, and M. A. Abbasi. J. Chem. Soc. Pak., 2014, 36(3), 503–511.

    Google Scholar 

  9. Y. Y. Zhou, B. L. Wang, F. J. Di, et al. Bioorg. Med. Chem. Lett., 2014, 24(10), 2295–2299.

    Article  CAS  PubMed  Google Scholar 

  10. B. L. Wang, H. W. Zhu, Y. Ma, et al. J. Agric. Food Chem., 2013, 61(23), 5483–5493.

    Article  CAS  PubMed  Google Scholar 

  11. Z. H. Shen, Y. X. Shi, M. Y. Yang, et al. Chin. J. Struct. Chem., 2016, 35(3), 457–464.

    CAS  Google Scholar 

  12. X. H. Liu, W. Zhao, Z. H. Shen, et al. Bioorg. Med. Chem. Lett., 2016, 26(15), 3626–3628.

    Article  CAS  PubMed  Google Scholar 

  13. W. Zhao, Z. H. Shen, T. M. Xu, et al. J. Heterocycl. Chem., 2017, 54(3), 1751–1756.

    Article  CAS  Google Scholar 

  14. W. Zhao, Z. H. Shen, J. H. Xing, et al. Chem. Pap., 2017, 71(5), 921–928.

    Article  CAS  Google Scholar 

  15. T. I. El–Emary and S. A. El–Mohsen. Molecules, 2012, 17(12), 14464–14483.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  16. X.H. Liu, X.Y. Xu, C.X. Tan et al. Pest Manag. Sci., 2015, 71(2), 292–301.

    Article  CAS  PubMed  Google Scholar 

  17. A. Kojima, S. Takita, T. Sumiya, et al.Bioorg. Med. Chem. Lett., 2013, 23(19), 5311–5316.

    Article  CAS  PubMed  Google Scholar 

  18. W. Zhao, J. H. Xing, T. M. Xu, et al. Front. Chem. Sci. Eng., 2017, 11(3), 363–368.

    Article  CAS  Google Scholar 

  19. W. Zhao, Z. H. Shen, T. M. Xu, et al. Lett. Drug Des. Discovery, 2017, 14(3), 323–329.

    Article  CAS  Google Scholar 

  20. X. H. Liu, W. Zhao, Z. H. Shen, et al. Eur. J. Med. Chem., 2017, 125(1), 881–889.

    Article  CAS  PubMed  Google Scholar 

  21. S. L. Yan, M. Y. Yang, Z. H. Sun, et al. Lett. Drug Des. Discovery, 2014, 11(7), 940–943.

    Article  CAS  Google Scholar 

  22. X. H. Liu, L. Pan, Y. Ma, et al. Chem. Biol. Drug Des., 2011, 78(4), 689–694.

    Article  CAS  PubMed  Google Scholar 

  23. K. P. Harish, K. N. Mohana, L. Mallesha, et al. Lett. Drug Des. Discovery, 2013, 10(8), 783–791.

    Article  CAS  Google Scholar 

  24. X. H. Liu, Z. H. Sun, M. Y. Yang, et al. Chem. Biol. Drug Des., 2014, 84(3), 342–347.

    Article  CAS  PubMed  Google Scholar 

  25. Q. Wang, Z. W. Zhai, Z. H. Sun, et al. Chin. J. Struct. Chem., 2016, 35(4), 651–655.

    Article  CAS  Google Scholar 

  26. Z. H. Sun, Z. W. Zai, M. Y. Yang, et al. Chin. J. Struct. Chem., 2014, 33(12), 1779–1783.

    CAS  Google Scholar 

  27. J. Q. Weng, L. Wang, and X. H. Liu. J. Chem. Soc. Pak., 2012, 34(5), 1248–1252.

    CAS  Google Scholar 

  28. X. H. Liu, C. X. Tan, and J. Q. Wenig. Phosphorus Sulfur Silicon Relat. Elem., 2011, 186(3), 558–564.

    Article  CAS  Google Scholar 

  29. M. Y. Yang, W. Zhao, X. H. Liu, et al. Chin. J. Struct. Chem., 2015, 34(2), 203–207.

    CAS  Google Scholar 

  30. Z. W. Zhai, Y. X. Shi, M. Y. Yang, et al. Chin. J. Struct. Chem., 2016, 35(1), 25–33.

    CAS  Google Scholar 

  31. G. X. Sun, Y. X. Shi, Z. W. Zhai, et al. Chin. J. Struct. Chem., 2016, 35(4), 640–644.

    CAS  Google Scholar 

  32. X. H. Liu, Q. Wang, Z. H. Sun, et al. Pest Manage. Sci., 2017, 73(5), 953–959.

    Article  CAS  Google Scholar 

  33. G. X. Sun, Y. X. Shi, Z. H. Sun, et al. Lett. Drug Des. Discovery, 2014, 11(9), 1119–1123.

    Article  CAS  Google Scholar 

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

    Google Scholar 

  35. M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al. Gaussian 03, revision C.01 Gaussian, Inc.: Wallingford, CT, USA, 2014.

    Google Scholar 

  36. X. H. Liu, C. X. Tan, and J. Q. Wenig. Phosphorus Sulfur Silicon Relat. Elem., 2011, 186(3), 552–557.

    Article  CAS  Google Scholar 

  37. Z. W. Zhai, Y. X. Shi, M. Y. Yang, et al. Lett. Drug Des. Discovery, 2014, 13(6), 521–525.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, Zhejiang, P. R. China

    Z.-H. Shen, Q. Wang, Z.-H. Sun, H.-K. Wu, C.-X. Tan, J.-Q. Weng & X.-H. Liu

Authors
  1. Z.-H. Shen
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Q. Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Z.-H. Sun
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. H.-K. Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. C.-X. Tan
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. J.-Q. Weng
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. X.-H. Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to X.-H. Liu.

Additional information

Original Russian Text © 2018 Z.-H. Shen, Q. Wang, Z.-H. Sun, H.-K. Wu, C.-X. Tan, J.-Q. Weng, X.-H. Liu.

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 59, No. 5, pp. 1275–1279, June-July, 2018.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shen, ZH., Wang, Q., Sun, ZH. et al. Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole. J Struct Chem 59, 1236–1240 (2018). https://doi.org/10.1134/S0022476618050323

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476618050323

Keywords

Search

Navigation