Synthesis and Insecticidal Evaluation of Novel Anthranilic Diamides Derivatives Containing 4‐Chlorine Substituted N‐Pyridylpyrazole. Issue 1 (23rd December 2020)

• Record Type: Journal Article
• Authors: Li, Huangong; Zhao, Yangyang; Sun, Pengwei; Gao, Li; Li, Yuxin; Xiong, Lixia; Yang, Na; Zhou, Sha; Li, Zhengming
• Is Part Of: Chinese journal of chemistry. Volume 39:Issue 1(2021)
• Page Start: 75
• Page End: 80
• Publication Date: 2020-12-23
• Subjects: Synthesis design -- Anthranilic diamides -- Insecticidal activity -- RyRs -- Structure‐activity relationships; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cjoc.202000013
• Languages: English
• ISSNs: 1001-604X

Abstract

Main observation and conclusion: To search for potent insecticides targeting at ryanodine receptors (RyRs), a series of novel anthranilic diamides analogs containing 4‐chlorine N ‐pyridylpyrazole were designed and synthesized. Their insecticidal activities were evaluated and the preliminary structure‐activity relationships (SARs) were discussed. The insecticidal results showed that some of the compounds (8a—8h, 8m, 8n) exhibited good larvicidal activities against oriental armyworm at 2.5 mg·L –1, and compound 8m possessed 60% insecticidal activity at 0.5 mg·L –1 . For diamondback moth, 8m exhibited better activity than Chlorantraniliprole at a hundred fold preference. The calcium imaging technique experiment results suggested that compound 8m could increase the intracellular [Ca 2+ ]i . With the neurons preincubated experiment, the results confirmed that the target of this series of compounds could be RyRs in the central larvae neurons of oriental armyworm. The results indicated that compound 8m could respond as a potential modulator of the insect ryanodine receptor. Abstract : For diamondback moth, 8m exhibited better activity than Chlorantraniliprole at a hundred fold preference. The calcium imaging technique experiment results suggested that compound 8m could increase the intracellular [Ca 2+ ]i and further experiments confirmed that the target of this series of compounds could be RyRs in the central larvae neurons of oriental armyworm.