| Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives | |
| Alternative Title | Design, 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 Publication | CHINESE JOURNAL OF ORGANIC CHEMISTRY
 |
| ISSN | 0253-2786 |
| Volume | 39Issue:2Pages:397-405 |
| Abstract | Rice 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 Abstract | Rice 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). |
| Keyword | phenylpyrazoloxyl propionic acid derivatives intermediate derivatization method fungicidal activity Rhizoctonia solani structure-activity relationship |
| Indexed By | CSCD |
| Language | 英语 |
| Funding Project | [Liaoning Provincal Science and Technology Plan Projects] |
| CSCD ID | CSCD:6442607 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.imr.ac.cn/handle/321006/153461 |
| 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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