title: Synthesis, crystal structure and biological activity of novel anthranilic diamide insecticide containing alkyl ether group.
abstract: In searching for environmentally benign insecticides with high activity, low toxicity and low residue, two series of novel anthranilic diamide containing methyl ether and isopropyl ether group were designed and synthesized. All of the compounds were characterized by (1)H NMR spectroscopy, (13)C NMR spectroscopy and elemental analysis. The single crystal structure of 19j was determined by X-ray diffraction. The insecticidal activities of the new compounds were evaluated. The results showed that some compounds exhibited excellent insecticidal activities against Lepidoptera pests. Among this series, compound, 18l showed 100 % larvicidal activity against Mythimna separate Walker, Plutella xylostella Linnaeus and Laphygma exigua Hubner at the test concentration, which was equal to the available chlorantraniliprole.
authors.affiliation: National Pesticidal Engineering Centre (Tianjin), State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China. zhyzhaoyu@yahoo.com.cn
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhao
authors.forename: Li-ping
authors.initials: LP
authors.lastname: Xu
authors.forename: Jun
authors.initials: J
authors.lastname: Tong
authors.forename: Yong-qiang
authors.initials: YQ
authors.lastname: Li
authors.forename: Li-xia
authors.initials: LX
authors.lastname: Xiong
authors.forename: Fang
authors.initials: F
authors.lastname: Li
authors.forename: Li-na
authors.initials: LN
authors.lastname: Peng
authors.forename: Zheng-ming
authors.initials: ZM
authors.lastname: Li
mesh_terms: D000818:Animals; D003958:Diamide / Q000138:chemical synthesis* / Q000494:pharmacology; D004987:Ethers / Q000032:analysis / Q000737:chemistry; D007306:Insecticides / Q000138:chemical synthesis* / Q000494:pharmacology*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D007814:Larva / Q000187:drug effects; D007915:Lepidoptera / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008298:Maleates / Q000378:metabolism; D008738:Methyl Ethers / Q000032:analysis / Q000737:chemistry; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014961:X-Ray Diffraction / Q000379:methods; D062367:ortho-Aminobenzoates / Q000494:pharmacology
chemical_list: D004987:Ethers; D007306:Insecticides; D007555:Isoxazoles; D008298:Maleates; D008738:Methyl Ethers; D062367:ortho-Aminobenzoates; D003958:Diamide; C033962:anthranil; C517733:chlorantranilipole; C011779:diisopropyl ether; C014476:diethyl maleate