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Merck
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  • Synthesis, crystal structure and biological activity of novel anthranilic diamide insecticide containing alkyl ether group.

Synthesis, crystal structure and biological activity of novel anthranilic diamide insecticide containing alkyl ether group.

Molecular diversity (2012-11-01)
Yu Zhao, Li-ping Xu, Jun Tong, Yong-qiang Li, Li-xia Xiong, Fang Li, Li-na Peng, Zheng-ming Li
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.

MATERIALS
Product Number
Brand
Product Description

Supelco
Diisopropyl ether, analytical standard
Sigma-Aldrich
Diisopropyl ether, anhydrous, 99%, contains either BHT or hydroquinone as stabilizer
Sigma-Aldrich
Diethyl maleate, 97%
Sigma-Aldrich
Diethyl maleate, ≥96%, FG
Sigma-Aldrich
Diisopropyl ether, ReagentPlus®, 99%, contains either BHT or hydroquinone as stabilizer
Sigma-Aldrich
Diisopropyl ether, contains either BHT or hydroquinone as stabilizer, ACS reagent, ≥99.0%
Sigma-Aldrich
Diisopropyl ether, puriss. p.a., ≥98.5% (GC)
Sigma-Aldrich
Anthranil, 99%
Sigma-Aldrich
Diamide