Chinese Journal of Organic Chemistry >
Design, Synthesis, Insecticidal Activity and Structure-Activity Relationship of Aryl Pyrazole 5-Fluorouracil Derivatives
Received date: 2014-03-15
Revised date: 2014-05-05
Online published: 2014-06-03
Supported by
Project supported by the Key Technology R&D Program of the Science and Technology Department of Jiangsu Province (No. BE2011352).
On the basis of the key structure of γ-amino butyric acid (GABA) receptor inhibitor aryl pyrazole pesticides, a series of novel aryl pyrazole derivatives containing 5-fluorouracil were designed and synthesized via the key intermediate 5-amino-3-cyano-1-(substituted phenyl)pyrazole. The structures of target compounds were confirmed by 1H NMR, FTIR and elemental analysis, and their insecticidal activities were evaluated against diamondback moth (Plutella xylostella) and mosquito (Culex pipiens). The results of bioassays indicated that aryl pyrazole 5-fluorouracil derivatives exhibited satisfactory insecticidal activities. The insecticidal activities of compounds 5a～5c, 5e, 5m and 5u against mosquito were all 100% at 1000 mg·L-1. Moreover, the compound 5p exhibited good lethal activity (94.45%) against P. xylostella at the concentration of 400 mg·L-1. The results also indicated that the type and position of substituent on the phenyl ring play crucial roles on the biological activities of the compounds.
Key words： aryl pyrazole; 5-fluorouracil; synthesis; insecticidal activity
Fu Xiaodong , Chen Yue , Yang Yang , He Shuzhe , Shen Chen , Wan Ronga . Design, Synthesis, Insecticidal Activity and Structure-Activity Relationship of Aryl Pyrazole 5-Fluorouracil Derivatives[J]. Chinese Journal of Organic Chemistry, 2014 , 34(10) : 2090 -2098 . DOI: 10.6023/cjoc201403035
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