title: Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives.
abstract: In this study, in order to find novel biologically active pyrazole oxime compounds, a number of dichloro-allyloxy-phenol-containing pyrazole oximes were designed and synthesized according to the method of active group combination. All of the target compounds were confirmed by ¹H-NMR, (13)C-NMR and elemental analysis. In addition, bioassays showed that all of the newly synthesized compounds had no acaricidal activity against Tetranychus cinnabarinus and low insecticidal activity against Aphis craccivora at tested concentrations. However, most of them displayed excellent insecticidal activity against Oriental armyworm at a concentration of 500 μg/mL, and some designed compounds still exhibited potent insecticidal activity against Oriental armyworm even at the dose of 20 μg/mL, especially compounds 7f, 7n and 7p had 100%, 90% and 90% inhibition rates, respectively, which were comparable to that of the control pyridalyl.
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China. dh123@ntu.edu.cn.
authors.forename: Hong
authors.initials: H
authors.lastname: Dai
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China. lyuye265@aliyun.com.
authors.forename: Linyu
authors.initials: L
authors.lastname: Ye
authors.affiliation: Nantong Nanshen Plant Protection Science and Technology Development Co. Ltd., Nantong 226017, China. hyang6608@aliyun.com.
authors.forename: Huiyang
authors.initials: H
authors.lastname: Zhuang
authors.affiliation: School of Chemical and Biological Engineering, Nantong Vocational University, Nantong 226007, China. dbj20110802@163.com.
authors.forename: Baojiang
authors.initials: B
authors.lastname: Dai
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China. fyuan6586@aliyun.com.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Fang
authors.affiliation: College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China. syj@ntu.edu.cn.
authors.forename: Yujun
authors.initials: Y
authors.lastname: Shi
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry; D000818:Animals; D001042:Aphids / Q000187:drug effects*; D015195:Drug Design; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D009036:Moths / Q000187:drug effects*; D010091:Oximes / Q000737:chemistry* / Q000494:pharmacology; D010636:Phenols / Q000737:chemistry; D011720:Pyrazoles / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D040102:Tetranychidae / Q000187:drug effects*
chemical_list: C000610635:1-methyl-3-methyl-5-(2,4-difluorophenoxy)-1H-pyrazole-4-carbaldehyde-O-(4-(2,6-dichloro-4-(3,3-dichlollyoxy)-phenoxy)-n-butyl)-oxime; C000610636:1-methyl-3-methyl-5-(2-fluorophenoxy)-1H-pyrazole-4-carbaldehyde-O-(4-(2,6-dichloro-4-(3,3-dichloroallyoxy)-phenoxy)-n-butyl)-oxime; D000498:Allyl Compounds; D007306:Insecticides; D010091:Oximes; D010636:Phenols; D011720:Pyrazoles; C031280:pyrazole
keywords: biological activity; dichloro-allyoxy-phenol; pyrazole oxime; synthesis