1041682-35-2Relevant academic research and scientific papers
Novel protoporphyrinogen oxidase inhibitors: 3H-pyrazolo[3,4-d][1,2,3] triazin-4-one derivatives
Li, Hua-Bin,Zhu, You-Quan,Song, Xiao-Wei,Hu, Fang-Zhong,Liu, Bin,Li, Yong-Hong,Niu, Zi-Xia,Liu, Pei,Wang, Zhi-Hong,Song, Hai-Bin,Zou, Xiao-Mao,Yang, Hua-Zheng
experimental part, p. 9535 - 9542 (2010/03/31)
A series of 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivatives were synthesized as candidate herbicides by diazotization of different 5(3)-amino-N-phenyl-1H-pyrazole-4-carboxamide derivatives prepared by the reaction of substituted 5(3)-amino-pyrazole-4-carbonyl chloride with a substituted aniline. Their structures were identified by 1H NMR and elemental analyses. The isomers D and E were isolated, and their structures were identified by two-dimensional NMR analyses (heteronuclear single quantum coherence and heteronuclear multiple-bond correlation) and single-crystal X-ray diffraction analysis. The bioassay results showed that some of the title compounds exhibited both excellent herbicidal activity at a dose of 93.75 g/ha and strong inhibition against protoporphyrinogen oxidase activity in vitro. The structure-activity relationship showed that D16 possessed the highest activities both in vivo and in vitro when the N-substituted group of the pyrazole ring was allyl and the N-substituted group of benzooxazinone was propargyl.
