Synthesis, Structure and Biological Activities of Novel Triazole Compounds Containing Ester Group

Shuang-Hua Yang; Zhi-Wei Zhai; Shao-Wen Zhang

doi:10.14233/ajchem.2014.16088

Issue

Vol. 26 No. 3 (2014): Vol 26 Issue 3

Issue Published : January 30, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Structure and Biological Activities of Novel Triazole Compounds Containing Ester Group

https://doi.org/10.14233/ajchem.2014.16088

Shuang-Hua Yang

Department of Environment Engineering and Chemistry, Luoyang Institute of Science and Technology, Luoyang 471023, P.R. China

Zhi-Wei Zhai

Department of Environment Engineering and Chemistry, Luoyang Institute of Science and Technology, Luoyang 471023, P.R. China

Shao-Wen Zhang

Department of Environment Engineering and Chemistry, Luoyang Institute of Science and Technology, Luoyang 471023, P.R. China

Corresponding Author(s) : Shuang-Hua Yang

ysh1102@126.com

Asian Journal of Chemistry, Vol. 26 No. 3 (2014): Vol 26 Issue 3
Article Published : January 30, 2014

Abstract

Novel triazole compounds containing ester group were synthesized. Their structure were confirmed by means of IR, ¹H NMR and elemental analysis. The single crystal structure of compound (1H-1,2,4-triazol-1-yl)methyl 3-(2,4-dichlorophenyl)propanoate (compound 3c) was determined via X-ray diffraction. It crystallizes in a monoclinic system with space group P2(1)/c, a = 1.0814(2) nm, b = 0.64514(13) nm, c = 1.8698(4) nm, b = 101.05(3)°, Z = 4, V = 1.2802(5) nm³, D_c = 1.557 Mg/m³, μ = 0.508 mm^-1, F(000) = 616 and final R₁ = 0.0700. Intermolecular hydrogen-bond and p-p stacking interactions exit in the lattice, facilitating the stabilization of crystal structure. The results of the biological test show that these compounds have some fungicidal activity.

Keywords

Triazole Ester group Crystal structure p-p Stacking Biological activity

Yang, S.-H., Zhai, Z.-W., & Zhang, S.-W. (2014). Synthesis, Structure and Biological Activities of Novel Triazole Compounds Containing Ester Group. Asian Journal of Chemistry, 26(3), 883–886. https://doi.org/10.14233/ajchem.2014.16088

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References

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References

N. Ergenc, N. Ulusoy, G. Capan, G.Ö. Sanis and M. Kiraz, Arch. Pharm, 329, 427 (1996); doi:10.1002/ardp.19963290811.

K.A. Metwally, S.H. Yaseen, E.M. Lashine, H.M. El-Fayomi and M.E. El-Sadek, Eur. J. Med. Chem., 42, 152 (2007); doi:10.1016/j.ejmech.2006.09.001.

L.Z. Xu, F.F. Jian, J.G. Shi, P.-P. Sun and K. Jiao, Chin. J. Chem., 22, 698 (2004); doi:10.1002/cjoc.20040220717.

L.-Z. Xu, W. Guo, S.-Q. Sun and Z.-W. Zhai, Chinese J. Struct. Chem., 28, 963 (2009).

X. Zhao, B.W. Lu, J.R. Lu, C.W. Xin, J.F. Li and Y. Liu, Chin. Chem. Lett., 23, 933 (2012); doi:10.1016/j.cclet.2012.06.014.

Y.P. Hou, J. Sun, Z.H. Pang, P.-C. Lv, D.-D. Li, L. Yan, H.-J. Zhang, E.X. Zheng, J. Zhao and H.-L. Zhu, Bioorg. Med. Chem., 19, 5948 (2011); doi:10.1016/j.bmc.2011.08.063.

H.-Y. Mao, H. Song and D.-Q. Shi, J. Heterocycl. Chem., 49, 5l1 (2012);doi: 10.1002/jhet.783.

K.A. Eliazyan, L.V. Shahbazyan, V.A. Pivazyan and A.P. Yengoyan, J. Heterocycl. Chem., 48, 188 (2011);doi:10.1002/jhet.514.

Y.-M. Xu and Z.-F. Zeng, Hubei Agric. Sci., 51, 67 (2012).

Q.V. Xiao-li, J. Northwest Uni. National. (Nat. Sci.), 31, 12 (2010).

C. Hong and X. Jian-ying and S.-Q. Huang, Chem. Res. Appl., 17, 799 (2006).

K. Sun and L.Z. Lu, Chinese J. Pestic., 35, 17 (1996).

P.A. Coutrot and A. Ghribi, Synthesis, 1986, 661 (1986); doi:10.1055/s-1986-31739.

G.M. Sheldrick, SHELXTL V5.1, Software Reference Manual, Brucker AXS, Inc, Madision (1997).

A.J. Wilson, International Table for X-ray Crystallography., Vol. C, Kluwer Academic Publisher, Dordrecht, Tables 6.1.1.4 (pp. 500-502) and 4.2.6.8 (pp. 219-222) (1992).

G.-Y. Jin, Z.-F. Liu and Y.-C. Li, Chinese J. Appl. Chem., 14, 9 (1997).

S. Yang, B.A. Song, Z.M. Li and R.A. Liao, Chinese J. Pestic. Sci., 4, 23 (2002).

W.-D. Liu, Y. Deng and Z.-L. Lan, Chinese J. Pestic. Sci., 6, 13 (2002).

J. Wang, F.L. Bei, R.Y. Li, X.J. Yang and X. Wang, Chinese J. Org. Chem., 24, 550 (2004).

B. Yang, S.S. Zhang, Y.F. Wang, X.-M. Li and K. Jiao, Chem. Res. Chinese Univ., 21, 163 (2005).

R.B. Patel, P.S. Desai, K.R. Desai and K.H. Chikhalia, J. Indian Chem. Soc., 80, 138 (2003).

Issue

Vol. 26 No. 3 (2014): Vol 26 Issue 3

Synthesis, Structure and Biological Activities of Novel Triazole Compounds Containing Ester Group

Corresponding Author(s) : Shuang-Hua Yang

Abstract

Keywords

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