Design, Synthesis, and Bioactivity Evaluation of Novel 3-(Substituted Phenoxy)-6-Methyl-4-(3-Trifluoromethylphenyl) Pyridazine Derivatives

详细信息    查看全文

• 作者：Xiaomao Zou ; Cuirong Fu ; Xin Wang ; Pengcheng Shan ; Jun Liu ; Yazhe Yang ; Yonghong Li ; Fangzhu Hu and Huazheng Yang
• 刊名：Journal of Heterocyclic Chemistry
• 出版年：2017
• 出版时间：January 2017
• 年：2017
• 卷：54
• 期：1
• 页码：670-676
• 全文大小：1150K
• ISSN：1943-5193

文摘

Using het2640-eo-0002">3-(4-cyano phenoxy)-6-methyl-4-(3-trifluoromethylphenyl) pyridazine (compound het2640-eo-0002" rel="references:#jhet2640-eo-0002">) 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 het2640-eo-0013" rel="references:#jhet2640-eo-0013"> against Brassica campestris was 97.6% at 300 g/ha, which was better than the commercial herbicide het2640-eo-2001">diflufenican at the this concentration and is equal to the activity of the leading compound het2640-eo-0002" rel="references:#jhet2640-eo-0002">. Compound het2640-eo-0015" rel="references:#jhet2640-eo-0015">, het2640-eo-0016" rel="references:#jhet2640-eo-0016">, het2640-eo-0026" rel="references:#jhet2640-eo-0026">, and het2640-eo-0028" rel="references:#jhet2640-eo-0028"> 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.