除草活性を有する4-ピリドン-3-カルボン酸アミド誘導体の研究 : 第2報 2',6'-ジ置換アニリド類の畑地除草活性と生理作用

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To identify a new effective upland herbicide, 4-pyridone-3-carboxamide derivatives were synthesized and their herbicidal activity against several upland weeds and safety for soybean and corn were estimated. Among these compounds, DLH-1777, which exhibited the highest activity and selectivity to corn, was also investigated for its physiolosical action. 1) Results of Greenhouse pot tests showed that the 2',6'-diethylanilide moiety in the structure was important for the demonstration of the pre-emergence herbicidal activity against both grass and broadleaf weeds (Table 1). For increasing this activity, it was found essential that the 1-, 2-, and 6-positions (R_3. R_4, and R_5) and 5-position (X) of the 4-pyridone ring be substituted by C_1-C_4 alkyl groups and a methyl, chloro or bromo group, respectively (Tables 2〜4) . 2) Ten 2',6'-diethylanilides with high potency, were selected and examined for their herbicidal activity and safety for soybean and corn in pre- and post-emergence treatments. They exhibited higher activities in the pre-emergence than in the post-emergence treatment at the rates of 2.5-10g a.i./a and were safer for corn than soybean at the rate of 20g a.i./a (Table 5). 3) From the results obtained, 5-bromo-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridinecarboxamide (code number, DLH-1777) was found to be most suitable (Table 6). Investigations on the physiological action of DLH-1777 suggest that the chemical can be classified as a photo-dependent herbicide like diphenylethers and cyclic-imides (Table 7, Figs. 1, 2).
日本雑草学会の論文
1990-10-30

除草活性を有する4-ピリドン-3-カルボン酸アミド誘導体の研究 : 第2報 2',6'-ジ置換アニリド類の畑地除草活性と生理作用

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