Synthesis and fungicidal activities of phenoxyphenyl alkoxyiminoacetamide derivatives
1998
Kataoka, T. (Shionogi and Co. Ltd., Koga, Shiga (Japan). Aburahi Lab.) | Hayase, Y. | Masuko, M. | Niikawa, M. | Ichinari, M. | Takenaka, H. | Tanimoto, N. | Hayashi, Y. | Takeda, R.
A number of alkoxyiminophenylacetamide derivatives were synthesized and their fungicidal activities were examined. Studies of structure-activity relationships revealed strongest fungicidal activity when the alkoxyimino moiety and the acetamide moiety were each substituted with a methyl group. When the 2-position of the benzene ring on the phenylacetamide moiety was substituted with a phenoxy or phenoxymethyl group, good fungicidal activity was obtained. Introduction of other substituents on the benzene ring of the phenylacetamide moiety resulted in decrease of the fungicidal activity. However, introduction of some substituents on the benzene ring of the 2-phenoxy group increased the activity to some extent. Between the two oxime geometrical isomers, the activity of the E-from was much stronger than that of the Z-form. Consequently, (E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide was selected as a candidate fungicide for rice diseases
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