Design, Synthesis and Biological Activities of New Ryanodine Receptor Pesticides Based on Ugi Reaction

doi:10.3969/j.issn.0251-0790.2012.04.017

Abstract

Abstract: Chlorantraniliprole, invented by DuPont company in 2001, is a new type of insecticide with high efficiency, low toxicity, broad-spectrum insecticidal activity which act at Ryanodine receptor of target insects. Both flubendiamide and chlorantraniliprole contain two amide groups in different locations of the structure, and this could be of great significance in insecticidal activity. Referring to their structural composition, a series of novel α-phenyl-α-amide-amide compounds was designed and synthesized. We changed chlorantraniliprole’s β-amino-acid-amide to the α-phenyl-α-amide-amide. The Ugi reaction was carried on to uphold diversity in the molecular. A series of compounds was obtained and bio-assayed and their structure-activity relationship was discussed. Also, their structures were characterized by ¹H NMR, elemental analysis and HRMS. The preliminary results of biological activity experiment show that the compounds at 200 mg/L exhibit some insecticidal activity against Mythimna separate(7h); the compounds also exhibit some fungicidal activity against Physalospora piricola(7q) and Alternaria solani(7e).

Key words: Ugi reaction, Chlorantraniliprole, Insecticidal activity, Fungicidal activity

CLC Number:

O626.3

TrendMD:

LIU Peng-Fei, ZHOU Sha, XIONG Li-Xia, YU Shu-Jing, ZHANG Xiao, LI Zheng-Ming. Design, Synthesis and Biological Activities of New Ryanodine Receptor Pesticides Based on Ugi Reaction[J]. Chem. J. Chinese Universities, 2012, 33(04): 738.

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