21603-77-0Relevant articles and documents
Design, Synthesis, and Biological Activity of Novel Diazabicyclo Derivatives as Safeners
Fu, Ying,Gao, Shuang,Jiang, Wei,Liu, Yong-Xuan,Wang, Chen,Ye, Fei,Zhang, Yuan-Yuan,Zhao, Li-Xia
, (2020/03/23)
Herbicide safeners selectively protect crops from herbicide damage without reducing the herbicidal efficiency on target weed species. The title compounds were designed by the intermediate derivatization approach and fragment splicing to exploit novel potential safeners. A total of 31 novel diazabicyclo derivatives were synthesized by the microwave-assistant method using isoxazole-4-carbonyl chloride and diazabicyclo derivatives. All synthetic compounds were confirmed by infrared, 1H and 13C nuclear magnetic resonance, and high-resolution mass spectrometry. The bioassay results demonstrated that most of the title compounds could reduce the nicosulfuron phytotoxicity on maize. The glutathione S-transferase (GST) activity in vivo was assayed, and compound 4(S15) revealed an inspiring safener activity comparable to commercialized safeners isoxadifen-ethyl and BAS-145138. The molecular docking model exhibited that the competition at the active sites of target enzymes between compound 4(S15) and nicosulfuron was investigated with respect to herbicide detoxification. The current work not only provided a powerful supplement to the intermediate derivatization approach and fragment splicing in design pesticide bioactive molecules but also assisted safener development and optimization.
Synthesis, crystal structure, and bioactivity of N-dichloroacetyl diazabicyclo compounds
Ye, Fei,Li, Guan-Yu,Ding, Li,Fu, Ying,Xing, Zhi-Yong
, p. 75 - 78 (2013/06/04)
A short and efficient route to synthesis of a series of N -dichloroacetyl diazabicyclo derivatives has been developed. The compounds were obtained by cycloaddition of levulinic acid or ester with diamine, followed by acylation with dichloroacetyl chloride. All products were characterized by IR, 1H NMR, 13C NMR, MS, and elemental analysis. The single crystal of compound 4c was determined by X-ray crystallographic analysis. All compounds were tested for their herbicide safeners activity of protecting maize from injury with acetochlor.
