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Synthesis and Biological Activities of 2,2-Dichloro-1-(4-ethoxyphenyl)-N-Substituted Phenyl Cyclopropanecarboxamide
Corresponding Author(s) : Na-Bo Sun
Asian Journal of Chemistry,
Vol. 25 No. 7 (2013): Vol 25 Issue 7
Abstract
Some new amide-type compounds are synthesized from 1-(4-ethyoxyphenyl)-2,2- dichlorocyclopropane-1-carboxylic acid and substituted anilline. Their structures were confirmed by 1H NMR, MS and elemental analysis. The bioassay results indicated that they showed moderate fungicidal and insecticidal activities.
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- a) X.H. Liu, C.X. Tan, J.Q. Weng and H.J. Liu, Acta Cryst., E68, o493(2012); b) X.H. Liu, P.Q. Chen, B.L. Wang, Y.H. Li and Z.M. Li, Bioorg. Med. Chem. Lett., 17, 3784 (2007); c) X.H. Liu, P.Q. Chen, F.Q. He, Y.H. Li, S.H. Wang and Z.M. Li, Struct. Chem., 5, 563 (2007); d) X.H. Liu, C.Y. Zhang, W.C. Guo, Y.H. Li, P.Q. Chen, T. Wang, W.L. Dong, B.L. Wang, H.W. Sun and Z.M. Li, J. Enzym. Inhib. Med. Chem., 24, 545 (2009); e) X.H. Liu, Y.X. Shi, Y. Ma, G.R. He, W.L. Dong, C.Y. Zhang, B.L. Wang, S.H. Wang, B.J. Li and Z.M. Li, Chem. Biol. Drug Des., 73, 320 (2009); f) X.H. Liu, Y.X. Shi, Y. Ma, C.Y. Zhang, W.L. Dong, P. Li, B.L. Wang, B.J. Li and Z.M. Li, Eur. J. Med. Chem., 44, 2782 (2009); g) X.H. Liu, J.Q. Weng, C.X. Tan, L. Pan, B.L. Wang and Z.M. Li, Asian J. Chem., 23, 4031 (2011); h) H.J. Liu, J.Q. Weng, C.X. Tan and X.H. Liu, Acta Cryst., E67, o1940 (2011).
- a) X.H. Liu, L. Pan, J.Q. Weng, C.X. Tan, Y.H. Li, B.L. Wang and Z.M. Li, Mol. Divers., 16, 251 (2012); b) C.X. Tan, Y.X. Shi, J.Q. Weng, X.H. Liu, B.J. Li and W.G. Zhao, Lett. Drug Des. Discov., 9, 431 (2012); c) X.H. Liu, L. Pan, C.X. Tan, J.Q. Weng, B.L. Wang and Z.M. Li, Pestic. Biochem. Physiol., 101, 143 (2011); d) C.X. Tan, Y.X. Shi, J.Q. Weng, X.H. Liu, B.J. Li and W.G. Zhao, J. Heterocycl. Chem., DOI:10.1002/jhet.1656; e) X.H. Liu, W.G. Zhao, B.L. Wang and Z.M. Li, Res. Chem. Intermed., 38, 1999 (2012).
- K. Matsuda, K. Iharada, K.H. Suzuki, M. Yamashita, H. Okimoto, K. Nishimura, K.T. Ueno and K. Komai, J. Pestic. Sci., 20, 487 (1995).
- a) X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 552 (2011); b) X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 558 (2011); c) X.H. Liu, L. Pan, Y. Ma, J.Q. Weng, C.X. Tan, Y.H. Li, Y.X. Shi, B.J. Li, Z.M. Li and Y.G. Zhang, Chem. Biol. Drug Des., 78, 689 (2011); d) P.Q. Chen, C.X. Tan, J.Q. Weng and X.H. Liu, Asian J. Chem., 24, 2808 (2012); e) J.Q. Weng, C.X. Tan, L. Wang and X.H. Liu, J. Chem. Soc. Pak., 34, 1248 (2012); f) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 3016 (2012); g) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 1571 (2012); h) X.F. Liu and X.H. Liu, Acta Cryst., E67, o202 (2011).
References
a) X.H. Liu, C.X. Tan, J.Q. Weng and H.J. Liu, Acta Cryst., E68, o493(2012); b) X.H. Liu, P.Q. Chen, B.L. Wang, Y.H. Li and Z.M. Li, Bioorg. Med. Chem. Lett., 17, 3784 (2007); c) X.H. Liu, P.Q. Chen, F.Q. He, Y.H. Li, S.H. Wang and Z.M. Li, Struct. Chem., 5, 563 (2007); d) X.H. Liu, C.Y. Zhang, W.C. Guo, Y.H. Li, P.Q. Chen, T. Wang, W.L. Dong, B.L. Wang, H.W. Sun and Z.M. Li, J. Enzym. Inhib. Med. Chem., 24, 545 (2009); e) X.H. Liu, Y.X. Shi, Y. Ma, G.R. He, W.L. Dong, C.Y. Zhang, B.L. Wang, S.H. Wang, B.J. Li and Z.M. Li, Chem. Biol. Drug Des., 73, 320 (2009); f) X.H. Liu, Y.X. Shi, Y. Ma, C.Y. Zhang, W.L. Dong, P. Li, B.L. Wang, B.J. Li and Z.M. Li, Eur. J. Med. Chem., 44, 2782 (2009); g) X.H. Liu, J.Q. Weng, C.X. Tan, L. Pan, B.L. Wang and Z.M. Li, Asian J. Chem., 23, 4031 (2011); h) H.J. Liu, J.Q. Weng, C.X. Tan and X.H. Liu, Acta Cryst., E67, o1940 (2011).
a) X.H. Liu, L. Pan, J.Q. Weng, C.X. Tan, Y.H. Li, B.L. Wang and Z.M. Li, Mol. Divers., 16, 251 (2012); b) C.X. Tan, Y.X. Shi, J.Q. Weng, X.H. Liu, B.J. Li and W.G. Zhao, Lett. Drug Des. Discov., 9, 431 (2012); c) X.H. Liu, L. Pan, C.X. Tan, J.Q. Weng, B.L. Wang and Z.M. Li, Pestic. Biochem. Physiol., 101, 143 (2011); d) C.X. Tan, Y.X. Shi, J.Q. Weng, X.H. Liu, B.J. Li and W.G. Zhao, J. Heterocycl. Chem., DOI:10.1002/jhet.1656; e) X.H. Liu, W.G. Zhao, B.L. Wang and Z.M. Li, Res. Chem. Intermed., 38, 1999 (2012).
K. Matsuda, K. Iharada, K.H. Suzuki, M. Yamashita, H. Okimoto, K. Nishimura, K.T. Ueno and K. Komai, J. Pestic. Sci., 20, 487 (1995).
a) X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 552 (2011); b) X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 558 (2011); c) X.H. Liu, L. Pan, Y. Ma, J.Q. Weng, C.X. Tan, Y.H. Li, Y.X. Shi, B.J. Li, Z.M. Li and Y.G. Zhang, Chem. Biol. Drug Des., 78, 689 (2011); d) P.Q. Chen, C.X. Tan, J.Q. Weng and X.H. Liu, Asian J. Chem., 24, 2808 (2012); e) J.Q. Weng, C.X. Tan, L. Wang and X.H. Liu, J. Chem. Soc. Pak., 34, 1248 (2012); f) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 3016 (2012); g) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 1571 (2012); h) X.F. Liu and X.H. Liu, Acta Cryst., E67, o202 (2011).