Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors

被引:14
|
作者
Kulikov, Alexander S. [1 ]
Epishina, Margarita A. [1 ]
Zhilin, Egor S. [1 ]
Shuvaev, Alexander D. [1 ,2 ]
Fershtat, Leonid L. [1 ]
Makhova, Nina N. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
NO-donors; oxidative cyclization; pharmacologically oriented compounds; 1,2,5-oxadiazoles; pyrazolo[3,4-d]pyridazine 5,6-dioxides; dinitrogen tetraoxide;
D O I
10.1016/j.mencom.2021.01.012
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and effective protocol for the synthesis of 2H-pyrazolo[3,4-d]pyridazine 5,6-dioxides includes a transformation of accessible 3,4-diacetyl-5-methyl-1H-pyrazoles into the corresponding 1,4-dioximes followed by their N2O4-mediated oxidative cyclization. All transformations proceed under mild conditions in good to high yields. According to the Griess assay, synthesized 2H-pyrazolo[3,4-d]pyridazine 5,6-dioxides showed promising NO-donor profiles producing NO in a wide range of concentrations.
引用
收藏
页码:42 / 45
页数:4
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