Synthesis and Biological Activities of Novel Pyrazole Oximes Containing Substituted Oxadiazole Moiety
- Corresponding author: Shi Yujun, yjshi2015@163.com
Citation:
Dai Hong, Ding Ying, Du Xianchao, Yao Wei, Chen Qingwen, Wang Xianglong, Zhong Sulin, Cao Xiongfei, Shi Yujun. Synthesis and Biological Activities of Novel Pyrazole Oximes Containing Substituted Oxadiazole Moiety[J]. Chinese Journal of Organic Chemistry,
;2018, 38(7): 1755-1762.
doi:
10.6023/cjoc201802015
Li, Y.; Zhang, H. Q.; Liu, J.; Yang, X. P.; Liu, Z. J. J. Agric. Food Chem. 2006, 54, 3636.
doi: 10.1021/jf060074f
Dai, H.; Zhuang. H. Y.; Shi, L.; Li, G.; Zhang, H. J.; Fang, Y.; Dai, B. J. Chin. J. Org. Chem. 2015, 35, 2399 (in Chinese).
Dai, H.; Li, H.; Jin. Z. C.; Liu, W. Y.; Xiao, Y.; He, H. B.; Wang, Q. M.; Shi, Y. J. Chin. J. Org. Chem. 2016, 36, 185 (in Chinese).
Motoba, K.; Nishizawa, H.; Suzuki, T.; Hamaguchi, H.; Uchida, M.; Funayama, S. Pestic. Biochem. Physiol. 2000, 67, 73.
doi: 10.1006/pest.2000.2477
Park, H. J.; Lee, K.; Park, S. J.; Ahn, B.; Lee, J. C.; Cho, H. Y.; Lee, K. I. Bioorg. Med. Chem. Lett. 2005, 15, 3307.
doi: 10.1016/j.bmcl.2005.03.082
Chen, L.; Ou, X. M.; Mao, C. H.; Shang, J.; Huang, R. Q.; Bi, F. C.; Wang, Q. M. Bioorg. Med. Chem. 2007, 15, 3678.
doi: 10.1016/j.bmc.2007.03.049
Ouyang, G. P.; Chen, Z.; Cai, X. J.; Song, B. A.; Bhadury, P. S.; Yang, S.; Jin, L. H.; Xue, W.; Hu, D. Y.; Zeng, S. Bioorg. Med. Chem. 2008, 16, 9699.
doi: 10.1016/j.bmc.2008.09.070
Wang, S. L.; Shi, Y. J.; He, H. B.; Li, Y.; Li, Y.; Dai, H. Chin. Chem. Lett. 2015, 26, 672.
doi: 10.1016/j.cclet.2015.04.017
Hamaguchi, H.; Kajihara, O.; Katoh, M. J. Pestic. Sci. 1995, 20, 173.
doi: 10.1584/jpestics.20.173
Fu, C. R.; Peng, J.; Ning, Y.; Liu, M.; Shan, P. C.; Liu, J.; Li, Y. Q.; Hu, F. Z.; Zhu, Y. Q.; Yang, H. Z.; Zou, X. M. Pest Manage. Sci. 2014, 70, 1207.
doi: 10.1002/ps.2014.70.issue-8
Dai, H.; Xiao, Y. S.; Li, Z.; Xu, X. Y.; Qian, X. H. Chin. Chem. Lett. 2014, 25, 1014.
doi: 10.1016/j.cclet.2014.06.011
Dai, H.; Chen, J.; Li, H.; Dai, B. J.; He, H. B.; Fang, Y.; Shi, Y. J. Molecules 2016, 21, 276.
doi: 10.3390/molecules21030276
Huang, Q. C.; Qian, X. H.; Song, G. H.; Cao, S. Pest Manage. Sci. 2003, 59, 933.
doi: 10.1002/ps.704
Formagio, A. S. N.; Tonin, L. T. D.; Foglio, M. A.; Madjarof, C.; Carvalho. J. E. D.; Costa, W. F. D.; Cardoso, F. P.; Sarragiotto, M. H. Bioorg. Med. Chem. 2008, 16, 9660.
doi: 10.1016/j.bmc.2008.10.008
Ruan, L. L.; Fan, R. J.; Liu, X. H.; Chen, J.; Weng, J. Q. Chin. J. Org. Chem. 2015, 35, 1166 (in Chinese).
Shi, Y. J.; Ye, L. Y.; Zhong, S. L.; Cao, X. F.; Dai, H.; Hong, Y.; Li, C. J.; Shi, J.; Wu, J. M. Chin. J. Org. Chem. 2017, 37, 1844 (in Chinese).
Suzuki, J.; Okamura, D.; Gushikawa, T.; Hirai, K.; Ando, T. J. Pestic. Sci. 2011, 36, 392.
doi: 10.1584/jpestics.G11-28
Liu, A. C.; Feng, J. L.; He, X. L.; Chen, L.; Zou, X. D. Chin. J. Pestic. 2014, 53, 561 (in Chinese).
Li, Y. H.; Zhu, H. J.; Chen, K.; Liu, R.; Khallaf, A.; Zhang, X. N.; Ni, J. P. Org. Biomol. Chem. 2013, 11, 3979.
doi: 10.1039/c3ob40345a
Liu, Q.; Zhu, R.; Gao, S.; Ma, S. H.; Tang, H. J.; Yang, J. J.; Diao, Y. M.; Wang, H. L.; Zhu, H. J. Pest Manage. Sci. 2017, 73, 917.
doi: 10.1002/ps.2017.73.issue-5
Zhao, Q. Q.; Liu, S. H.; Li, Y. H.; Wang, Q. M. J. Agric. Food Chem. 2009, 57, 2849.
doi: 10.1021/jf803632t
Park, M. S.; Park, H. J.; Park, K. H.; Lee, K. I. Synth. Commun. 2004, 34, 1541.
doi: 10.1081/SCC-120030741
Dai, H.; Ge, S. S.; Li, G.; Chen, J.; Shi, Y. J.; Ye, L. Y.; Ling, Y. Bioorg. Med. Chem. Lett. 2016, 26, 4504.
doi: 10.1016/j.bmcl.2016.07.068
Dai, H.; Ye, L. Y.; Zhuang, H. Y.; Dai, B. J.; Fang, Y.; Shi, Y. J. Molecules 2015, 20, 21870.
doi: 10.3390/molecules201219811
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