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

Alexander Sergeyevich Kulikov 1
Alexander Sergeyevich Kulikov
, 
Margarita Alekseevna Epishina 1
Margarita Alekseevna Epishina
, 
Egor Sergeyevich Zhilin 1
Egor Sergeyevich Zhilin
, 
Alexander Dmitrievich Shuvaev 1, 2
Alexander Dmitrievich Shuvaev
,  , 
Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
10.1016/j.mencom.2021.01.012
Published 2020-12-30
Communication , Volume 31, Issue 1, 42-45
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Kulikov A. S. et al. Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 42-45.
GOST all authors (up to 50) Copy
Kulikov A. S., Epishina M. A., Zhilin E. S., Shuvaev A. D., Fershtat L. L., Makhova N. N. Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 42-45.
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TY - JOUR
DO - 10.1016/j.mencom.2021.01.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.012
TI - Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors
T2 - Mendeleev Communications
AU - Kulikov, Alexander Sergeyevich
AU - Epishina, Margarita Alekseevna
AU - Zhilin, Egor Sergeyevich
AU - Shuvaev, Alexander Dmitrievich
AU - Fershtat, Leonid Leonidovich
AU - Makhova, Nina Nikolaevna
PY - 2020
DA - 2020/12/30
PB - Mendeleev Communications
SP - 42-45
IS - 1
VL - 31
ER -
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@article{2020_Kulikov,
author = {Alexander Sergeyevich Kulikov and Margarita Alekseevna Epishina and Egor Sergeyevich Zhilin and Alexander Dmitrievich Shuvaev and Leonid Leonidovich Fershtat and Nina Nikolaevna Makhova},
title = {Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors},
journal = {Mendeleev Communications},
year = {2020},
volume = {31},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.012},
number = {1},
pages = {42--45},
doi = {10.1016/j.mencom.2021.01.012}
}
MLA
Cite this
MLA Copy
Kulikov, Alexander Sergeyevich, et al. “Design and synthesis of pyrazolo[3,4-d]pyridazine 5,6-dioxides as novel NO-donors.” Mendeleev Communications, vol. 31, no. 1, Dec. 2020, pp. 42-45. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.012.

Keywords

1,2,5-oxadiazoles
dinitrogen tetraoxide
NO-donors
oxidative cyclization
pharmacologically oriented compounds
pyrazolo[3,4-d]pyridazine 5,6-dioxides

Abstract

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.

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