title: Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide.
abstract: On the basis of the sulfonylurea receptor (SUR) protein binding site for diflubenzuron and glibenclamide, 15 new benzoylphenylureas containing amide and sulfonate groups were designed and synthesized. Their structures were characterized by (1)H nuclear magnetic resonance (NMR) and elemental analysis [or high-resolution mass spectrometry (HRMS)]. The larvicidal activities of the new compounds against oriental armyworm and diamondback moth were evaluated. Compound II-3 showed nearly the same level of insecticidal activity against oriental armyworm as commercial insecticide flucycloxuron and, thus, emerged as a new lead compound for the development of new benzoylurea insecticides.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Ranfeng
authors.initials: R
authors.lastname: Sun
authors.forename: Ziwen
authors.initials: Z
authors.lastname: Wang
authors.forename: Yongqiang
authors.initials: Y
authors.lastname: Li
authors.forename: Lixia
authors.initials: L
authors.lastname: Xiong
authors.forename: Yuxiu
authors.initials: Y
authors.lastname: Liu
authors.forename: Qingmin
authors.initials: Q
authors.lastname: Wang
mesh_terms: D000818:Animals; D004132:Diflubenzuron / Q000138:chemical synthesis*; D005905:Glyburide / Q000138:chemical synthesis*; D007306:Insecticides / Q000138:chemical synthesis*; D007814:Larva; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009036:Moths; D010671:Phenylurea Compounds / Q000138:chemical synthesis / Q000737:chemistry; D011485:Protein Binding; D013329:Structure-Activity Relationship; D064233:Sulfonylurea Receptors / Q000235:genetics / Q000378:metabolism
chemical_list: D007306:Insecticides; D010671:Phenylurea Compounds; D064233:Sulfonylurea Receptors; D004132:Diflubenzuron; C499258:flucycloxuron; D005905:Glyburide