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Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives
Alternative TitleDesign, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives
Yu Fuqiang; Guan Aiying; Sun Xufeng; Li Huichao; Li Xiaowu
2019
Source PublicationCHINESE JOURNAL OF ORGANIC CHEMISTRY
ISSN0253-2786
Volume39Issue:2Pages:397-405
AbstractRice sheath blight disease, one of three most important diseases in rice, can lead to crop production loss seriously. However, the application of fungicides is an effective way to prevent rice from diseases. After being used for a period of time, the plant pathogenic fungi may develop resistance to chemical fungicide, so it is necessary to discover compounds with novel structures and further to address the problem of fungicide resistance. By employing the intermediate derivatisation method (IDM), twenty-five new phenylpyrazoloxyl propionic acid derivatives were designed and synthesized. The biological activities of title compounds were tested against Rhizoctonia solani and their structure-activity relationships (SAR) were discussed as well. The preliminary bioassay results displayed that some compounds exhibited an excellent fungicidal activity against Rhizoctonia solani, especially 24(1-(4-chlorophenyl)-1H-pyrazol-3-yl)oxy)-N-(4-nitrophenyl)propanamide ( 17 ) (EC50 =1.05 mg/L) and 24(1-(4-chlorophenyl)-1H-pyrazol-3-ypoxy)-N-(pyridin-2-yl)propanamide (22) (EC50 =1.02 mg/L) showing a comparable activity to the commercial contrast tebuconazole (EC50 =1.02 mg/L), and 24(1-(4-chlorophenyl)-1H-pyrazol-3-yl)oxy)-N-(3,4-dichlorophenyl)propanamide (20) (EC50 =0.95 mg/L) is a little more active than tebuconazole (EC50 =1.02 mg/L).
Other AbstractRice sheath blight disease, one of three most important diseases in rice, can lead to crop production loss seriously. However, the application of fungicides is an effective way to prevent rice from diseases. After being used for a period of time, the plant pathogenic fungi may develop resistance to chemical fungicide, so it is necessary to discover compounds with novel structures and further to address the problem of fungicide resistance. By employing the intermediate derivatisation method (IDM), twenty-five new phenylpyrazoloxyl propionic acid derivatives were designed and synthesized. The biological activities of title compounds were tested against Rhizoctonia solani and their structure-activity relationships (SAR) were discussed as well. The preliminary bioassay results displayed that some compounds exhibited an excellent fungicidal activity against Rhizoctonia solani, especially 2-((1 -(4-chlorophenyl)-1H-pyrazol-3-yl)oxy)-N-(4-nitrophenyl)propanamide (17) (EC_(50)= 1.05 mg/L) and 2-((1 -(4-chlorophenyl)- 1H-pyrazol-3-yl)oxy)-N-(pyridin-2-yl)propanamide (22) (EC_(50)=1.02 mg/L) showing a comparable activity to the commercial contrast tebuconazole (EC_(50)=1.02 mg/L), and 2-((1 -(4-chlorophenyl)- 1H-pyrazol-3-yl)-oxy)-N-(3,4-dichlorophenyl)propanamide (20) (EC_(50)=0.95 mg/L) is a little more active than tebuconazole (EC_(50)= 1.02 mg/L).
Keywordphenylpyrazoloxyl propionic acid derivatives intermediate derivatization method fungicidal activity Rhizoctonia solani structure-activity relationship
Indexed ByCSCD
Language英语
Funding Project[Liaoning Provincal Science and Technology Plan Projects]
CSCD IDCSCD:6442607
Citation statistics
Document Type期刊论文
Identifierhttp://ir.imr.ac.cn/handle/321006/153459
Collection中国科学院金属研究所
Affiliation中国科学院金属研究所
Recommended Citation
GB/T 7714
Yu Fuqiang,Guan Aiying,Sun Xufeng,et al. Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2019,39(2):397-405.
APA Yu Fuqiang,Guan Aiying,Sun Xufeng,Li Huichao,&Li Xiaowu.(2019).Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives.CHINESE JOURNAL OF ORGANIC CHEMISTRY,39(2),397-405.
MLA Yu Fuqiang,et al."Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives".CHINESE JOURNAL OF ORGANIC CHEMISTRY 39.2(2019):397-405.
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