title: Design, synthesis, and bioactivities of novel oxadiazole-substituted pyrazole oximes.
abstract: A series of novel pyrazole oxime derivatives containing a substituted oxadiazole group were designed and synthesized. The bioassay results indicated that some title compounds displayed good acaricidal and insecticidal activities against Tetranychus cinnabarinus, Aphis medicaginis, Oriental armyworm, and Nilaparvata lugens. Especially, compounds 7a, 7b, and 7c had 80%, 90%, and 90% insecticidal activities against A. medicaginis at 20μg/mL, respectively. Interestingly, some of the designed compounds displayed wonderful fungicidal activities in vivo against cucumber Pseudoperonospora cubensis. Furthermore, compounds 7a (EC50=4.97μg/mL) and 7h (EC50=0.51μg/mL) showed excellent fungicidal activity against P. cubensis comparable or better than that of the control Pyraclostrobin (EC50=4.59μg/mL).
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China.
authors.forename: Hong
authors.initials: H
authors.lastname: Dai
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China.
authors.forename: Jia
authors.initials: J
authors.lastname: Chen
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China.
authors.forename: Gang
authors.initials: G
authors.lastname: Li
authors.affiliation: School of Pharmacy, Nantong University, Nantong 226001, People's Republic of China.
authors.forename: Shushan
authors.initials: S
authors.lastname: Ge
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China. Electronic address: yjshi2015@163.com.
authors.forename: Yujun
authors.initials: Y
authors.lastname: Shi
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Fang
authors.affiliation: School of Pharmacy, Nantong University, Nantong 226001, People's Republic of China. Electronic address: yling2015@aliyun.com.
authors.forename: Yong
authors.initials: Y
authors.lastname: Ling
mesh_terms: D000818:Animals; D015195:Drug Design; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010069:Oxadiazoles / Q000737:chemistry*; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011720:Pyrazoles / Q000737:chemistry*
chemical_list: D007306:Insecticides; D010069:Oxadiazoles; D010091:Oximes; D011720:Pyrazoles
keywords: Biological activity; Oxadiazole; Pyrazole oxime; Synthesis