Structure and Fungicidal Activities of 2-Methoxyimino-<i>N</i>-methyl-2-[2-(substituted pyridyloxymethyl)phenyl]acetamide Derivatives

Abstract

A number of 2-methoxyimino-N-methyl-2-[2-(substituted 2-pyridyloxymethyl)phenyl] acetamides were synthesized and their fungicidal activities were examined. The activities and fungicidal spectra of the derivatives varied markedly depending upon the substituents on the pyridine ring. Incorporation of either one or two substituent(s) at the 3-, 5-and/or 6-positions of the pyridine ring resulted in increases in fungicidal activity compared with the unsubstituted compound. Among the 2-pyridyl derivatives synthesized in this study, 3-CF3-5-C1, 5-CF3-3-C1 and 3-CF3-6-C1 derivatives exhibited the strongest preventive and curative activities against wide range of diseases. 3, 5, 6-Tri-substituted derivatives demonstrated strong preventive and curative activities against cucumber and wheat powdery mildew, however, they exhibited excellent preventive but weak curative activities against cucumber downy mildew. Between the two geometrical isomers, the E-form exhibited stronger activity than the Z-form.

Fungicidal Activities of 2-Methoxy-2-[2-(benzylideneaminooxymethyl)phenyl]-<i>N</i>-methylacetamide Derivatives

“…Many strobilurin analogues have been synthesized and their fungicidal activities examined. [1][2][3][4][5][6][7][8] As shown in Fig. 1, strobilurin analogues can be divided into three parts: a pharmacophore, a bridging ring and a side chain.…”