Synthesis and herbicidal activities of novel 3-N-substituted amino-6-methyl-4-(3-trifluoromethylphenyl)pyridazine derivatives.
4-(3-Trifluoromethylphenyl)pyridazine is a new series of compounds with bleaching and herbicidal activities. Starting from ethyl 2-(3-trifluoromethylphenyl)acetate, an important intermediate 7 was synthesized in five steps with a moderate total yield of 51.5% in a safe and practical way. Twenty-six novel 3-N-substituted amino-6-methyl-4-(3-trifluoromethylphenyl)pyridazine derivatives were synthesized and evaluated through a Spirodela polyrrhiza test and greenhouse test. Some compounds can completely inhibit Chl at 1 microg/mL and exhibit equal or higher herbicidal activities with the commercial bleaching herbicide diflufenican against dicotyledonous plants at a rate of 75 g/ha.
Xu
Han
H
State Key Laboratory of Elemento-organic Chemistry, Research Institute of Elemento-organic Chemistry, and Department of Biology, College of Life Sciences, Nankai University, Tianjin 300071, China.
Hu
Xu-Hong
XH
Zou
Xiao-Mao
XM
Liu
Bin
B
Zhu
You-Quan
YQ
Wang
Yong
Y
Hu
Fang-Zhong
FZ
Yang
Hua-Zheng
HZ
D029064:Araceae / Q000187:drug effects; D006540:Herbicides / Q000138:chemical synthesis* / Q000494:pharmacology*; D011724:Pyridazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D006540:Herbicides; D011724:Pyridazines