- Synthesis and Insecticidal Evaluation of Novel N-pyridylpyrazole Derivatives Containing Diacylhydrazine/1,3,4-Oxadiazole Moieties
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Two series of novel N-pyridylpyrazole derivatives containing diacylhydrazine/1,3,4-oxadiazole moieties were designed and synthesized based on the structure of chlorantraniliprole and characterized via 1H-NMR, 13C-NMR, IR, MS, and elemental analysis. The preliminary bioassay indicated that some of the title compounds I and II exhibited larvicidal activities against Mythimna separata with 90–100% death rates at 500?mg/L. The further test showed that these compounds had weak insecticidal activity against Mythimna separata and Plutella xylostella at 200?mg/L and might be not suitable as insecticide lead compound for further optimization.
- Wang, Wei,Zheng, Xiao-Rui,Huang, Xiao-Ying,Mao, Ming-Zhen,Liu, Kang-Yun,Xue, Chao,Wang, Lie-Ping,Ning, Bin-Ke
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p. 1330 - 1336
(2019/01/30)
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- Design, Synthesis, Biological Activities, and 3D-QSAR of New N,N'-Diacylhydrazines Containing 2-(2,4-dichlorophenoxy)propane Moiety
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A series of new N,N'-diacylhydrazine derivatives were synthesized efficiently under microwave irradiation. Their structures were characterized by 1H NMR, MS, and elemental analysis. Various biological activities of these compounds were tested. Most of them exhibited higher herbicidal activities against dicotyledonous weeds than monocotyledonous weeds. In addition, favorable in vivo fungicidal activities were also found of these compounds against Cladosporium cucumerinum, Corynespora cassiicola, Sclerotinia sclerotiorum(Lib.)de Bary, Erysiphe cichoracearum, and Colletotrichum orbiculare (Berk aLMont) Arx. All compounds displayed excellent plant growth regulatory activities: 100% inhibition was achieved against the radicle growth of cucumber. To further investigate the structure-activity relationship, comparative molecular field analysis was performed on the basis of herbicidal activity data, resulting in a statistically reliable model with good predictive power (r2=0.913, q2=0.556). Based on the calculation, five additional novel compounds were designed and synthesized. Satisfyingly, compound 4u displayed excellent herbicidal activity (94.7%) at 1500g/ha, although it is less active than 2,4-D. Meanwhile, this compound also exhibited good fungicidal activity against C. orbiculare (Berk aLMont) Arx (82.16%). A series of new N,N'-diacylhydrazine derivatives were synthesized under microwave irraiation. Various biological (herbicidal, plant growth regulatory, fungicidal) activities of these compounds were tested. The structure-activity relationship (CoMFA) was performed.
- Liu, Xing-Hai,Pan, Li,Ma, Yi,Weng, Jian-Quan,Tan, Cheng-Xia,Li, Yong-Hong,Shi, Yan-Xia,Li, Bao-Ju,Li, Zheng-Ming,Zhang, Yong-Gang
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p. 689 - 694
(2012/05/19)
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