Fungicidal activity and chemical constitution. Part XXI: The activity of substituted 1, 4-naphthoquinones and quinoline-5, 8-diones against apple powdery mildew

Several series of alkyl-substituted amino-, bromo-, chloro-, fluoro- and hydroxy-1, 4-naphthoquinones, as well as some 6-alkylaminoquinoline-5, 8-diones and 7-alkyl-6-hydroxyquinoline-5, 8-diones were prepared and tested as protectant fungicides against apple powdery mildew (caused by Podosphaera leucotricha). While most of the compounds did not reduce infection when applied at 10^?3M, several 3-alkyl-2-bromo-and 3-alkyl-2-chloro-1, naphthoquinones were found to have ED₅₀ values below 50 × 10^?5M.