Chinese Journal of Organic Chemistry >
Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives
Received date: 2018-07-04
Revised date: 2018-09-05
Online published: 2018-10-12
Supported by
Project supported by the Liaoning Provincal Science and Technology Plan Projects (No. 2015306001).
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) (EC50=1.05 mg/L) and 2-((1-(4-chlorophenyl)-1H-pyrazol-3-yl)oxy)-N-(pyridin-2-yl)propanamide (22) (EC50=1.02 mg/L) showing a com-parable activity to the commercial contrast tebuconazole (EC50=1.02 mg/L), and 2-((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).
Yu Fuqiang , Guan Aiying , Sun Xufeng , Li Huichao , Li Xiaowu . 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 . DOI: 10.6023/cjoc201807009
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