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Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives

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 (1)H-NMR, (13)C-NMR and...

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Autores principales: Dai, Hong, Ye, Linyu, Zhuang, Huiyang, Dai, Baojiang, Fang, Yuan, Shi, Yujun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332197/
https://www.ncbi.nlm.nih.gov/pubmed/26670221
http://dx.doi.org/10.3390/molecules201219811
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author Dai, Hong
Ye, Linyu
Zhuang, Huiyang
Dai, Baojiang
Fang, Yuan
Shi, Yujun
author_facet Dai, Hong
Ye, Linyu
Zhuang, Huiyang
Dai, Baojiang
Fang, Yuan
Shi, Yujun
author_sort Dai, Hong
collection PubMed
description 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 (1)H-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.
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spelling pubmed-63321972019-01-24 Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives Dai, Hong Ye, Linyu Zhuang, Huiyang Dai, Baojiang Fang, Yuan Shi, Yujun Molecules Article 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 (1)H-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. MDPI 2015-12-08 /pmc/articles/PMC6332197/ /pubmed/26670221 http://dx.doi.org/10.3390/molecules201219811 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons by Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Dai, Hong
Ye, Linyu
Zhuang, Huiyang
Dai, Baojiang
Fang, Yuan
Shi, Yujun
Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
title Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
title_full Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
title_fullStr Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
title_full_unstemmed Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
title_short Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
title_sort design, synthesis and bioactivities of novel dichloro-allyloxy-phenol-containing pyrazole oxime derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332197/
https://www.ncbi.nlm.nih.gov/pubmed/26670221
http://dx.doi.org/10.3390/molecules201219811
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