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

来源：

MENDELEEV COMMUNICATIONS | 2021年 / 31卷 / 01期

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

页码：42 / 45

页数：4

共 2 条

[1] Synthesis of 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine and its application for the construction of a pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidine system
Komkov, A. V.
Shashkov, A. S.
Baranin, S. V.
Dorokhov, V. A.
RUSSIAN CHEMICAL BULLETIN, 2013, 62 (05) : 1248 - 1254
[2] Synthesis of 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine and its application for the construction of a pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidine system
A. V. Komkov
A. S. Shashkov
S. V. Baranin
V. A. Dorokhov
Russian Chemical Bulletin, 2013, 62 : 1248 - 1254

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