Design, Synthesis, and Bioactivity Evaluation of Novel 3-(Substituted Phenoxy)-6-Methyl-4-(3-Trifluoromethylphenyl) Pyridazine Derivatives
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Using line-library/content/render" xmlns:mml="http://www.w3.org/1998/Math/MathML" id="jhet2640-eo-0002">3-(4-cyano phenoxy)-6-methyl-4-(3-trifluoromethylphenyl) pyridazine (compound ) as a leading compound, a total of 24 novel 3-(substituted phenoxy)-6-methyl-4-(3-trifluoromethylphenyl) pyridazine derivatives containing two electron-withdrawing groups on the benzene ring (acylamine and oxime ether) were synthesized. Their herbicidal, insecticidal activities were bioassayed, and the herbicidal activity of compound against Brassica campestris was 97.6% at 300 g/ha, which was better than the commercial herbicide line-library/content/render" xmlns:mml="http://www.w3.org/1998/Math/MathML" id="jhet2640-eo-2001">diflufenican at the this concentration and is equal to the activity of the leading compound . Compound , , , and displayed excellent insecticidal activity against Aphis laburni Kaltenbach (>95%). The results show that the oxime ether substitutions exhibit better bleaching and herbicidal activity than the acylamine ones. The bleaching and herbicidal activity of para-position substitutions is better than the meta-position ones. It seems that the para-position on the benzene ring of oxime ether pyridazine derivatives is one of the key active sites that affect their herbicidal activities.
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