title: Design, Synthesis, Acaricidal Activity, and Mechanism of Oxazoline Derivatives Containing an Oxime Ether Moiety.
abstract: Two series of novel 2,4-diphenyl-1,3-oxazolines containing an oxime ether moiety were designed and synthesized via the key intermediate N-(2-chloro-1-(p-tolyl)ethyl)-2,6-difluorobenzamide. The bioassay results showed that the target compounds with an oxime ether substituent at the para position of 4-phenyl exhibited excellent acaricidal activity against Tetranychus cinnabarinus in the laboratory. Moreover, all of the target compounds had much higher activities than etoxazole, as the ovicidal and larvicidal activities of the target compounds I-a-I-l and II-a-II-n against T. cinnabarinus were all over 90% at 0.001 mg L-1, but etoxazole gave only 30% and 40% respectively at the same concentration. The activity order of compounds with regard to acaricidal activity in vivo was almost consistent with their affinity activity with sulfonylurea receptor (SUR) of Blattella germanica in vitro, hence, it was supposed that the acaricidal mechanism of action of the target compounds was that they can bind with the site of SUR and therefore inhibit chitin synthesis. Moreover, the eminent effect of the compound II-l, [2-(trifluoromethyl)benzaldehyde O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime], against Panonychus citri and T. cinnabarinus in the field indicated that II-l exhibited a promising application prospect as a new candicate for controlling spider mites in the field.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.|Key Laboratory of Pesticide Chemistry and Application, MOA, Department of Applied Chemistry, College of Science, China Agricultural University , The People's Republic of China.
authors.forename: Yongqiang
authors.initials: Y
authors.lastname: Li
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Chaojie
authors.initials: C
authors.lastname: Li
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Yanlong
authors.initials: Y
authors.lastname: Zheng
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Xingcun
authors.initials: X
authors.lastname: Wei
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Qiaoqiao
authors.initials: Q
authors.lastname: Ma
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Peng
authors.initials: P
authors.lastname: Wei
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Yuxiu
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Key Laboratory of Pesticide Chemistry and Application, MOA, Department of Applied Chemistry, College of Science, China Agricultural University , The People's Republic of China.
authors.forename: Yaoguo
authors.initials: Y
authors.lastname: Qin
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Na
authors.initials: N
authors.lastname: Yang
authors.affiliation: Key Laboratory of Pesticide Chemistry and Application, MOA, Department of Applied Chemistry, College of Science, China Agricultural University , The People's Republic of China.
authors.forename: Yufeng
authors.initials: Y
authors.lastname: Sun
authors.affiliation: Key Laboratory of Pesticide Chemistry and Application, MOA, Department of Applied Chemistry, College of Science, China Agricultural University , The People's Republic of China.
authors.forename: Yun
authors.initials: Y
authors.lastname: Ling
authors.affiliation: Key Laboratory of Pesticide Chemistry and Application, MOA, Department of Applied Chemistry, College of Science, China Agricultural University , The People's Republic of China.
authors.forename: Xinling
authors.initials: X
authors.lastname: Yang
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, The People's Republic of China.
authors.forename: Qingmin
authors.initials: Q
authors.lastname: Wang
keywords: 2,4-diphenyl-1,3-oxazoline; acaricidal activity; mechanism; oxime ether; sulfonylurea receptor