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Paper | Regular issue | Vol 98, No. 5, 2019, pp.637-649
Published online, 7th May, 2019
DOI: 10.3987/COM-19-14067
Design, Synthesis and Insecticidal Activity of 1-Methyl-3-(5-aryl-4,5-dihydroisoxazol-3-yl)-1H-pyrazole-5-carboxamides

Liangkun Zhong, Fan Zhang, Tao Jiang, Xinghai Liu, Tianming Xu, Chengrong Ding, Jie Chen, Jing Yuan,* and Chengxia Tan*

*College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China

Abstract

Pyrazole and its derivatives are a kind of important heterocyclic compounds used in agrochemicals development. In this research, a series of novel 1-methyl-3-(5-aryl-4,5-dihydroisoxazol-3-yl)-1H-pyrazole-5-carboxamides were synthesized and confirmed by 1H NMR, 13C NMR and ESI-MS. The preliminary bioactivity indicated that most title compounds showed excellent potency against Mythimna separate (Walker) at 500 mg/L, compounds ZJ4, ZJ12, ZJ16, ZJ17 showed moderate insecticidal activity against Aphis craccivora at 500 mg/L. Especially, compounds ZJ4, ZJ12, ZJ17 exhibited around 60% insecticidal activities against M. separate at 100 mg/L. The results indicated that the potential of these pyrazole-5-carboxamides containing arylisoxazoline fragment to be utilized in pesticide discovery through further development.