Straightforward chemoselective 4-nitration of 5-aminoisoxazoles

doi:10.1016/j.mencom.2020.07.027

Paper

Straightforward chemoselective 4-nitration of 5-aminoisoxazoles

Published Jul 1, 2020 · K. Sadovnikov, D. Vasilenko, K. Sedenkova

Mendeleev Communications

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Abstract

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Study Snapshot

Chemoselective 4-nitration of 5-aminoisoxazoles yields 4-nitro derivatives with moderate antibacterial activity, making them promising candidates for pharmaceutical applications.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Straightforward chemoselective 4-nitration of 5-aminoisoxazoles

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References

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This study developed a straightforward approach for the synthesis of 4-nitroisoxazoles with high efficiency and wide substrate tolerance using NO/NO2-mediated heterocyclization of aryl/hetaryl-substituted,-unsaturated ketones under simple reaction conditions.

A convenient synthesis of cis-restricted combretastatin analogues with pyrazole and isoxazole cores

Combretastatin analogues, diarylpyrazoles and diarylisoxazoles, show potent antimitotic activity, with a minimum effective concentration of 1-10 nmol dm 3.

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This review provides a comprehensive overview of synthetic approaches to 3-, 4-, and 5-nitroisoxazoles, highlighting their importance for organic synthesis and drug development.

Parecoxib, a selective blocker of cyclooxygenase‐2, directly inhibits neuronal delayed‐rectifier K+ current, M‐type K+ current and Na+ current

Parecoxib directly inhibits neuronal delayed-rectifier K+ current, M-type K+ current, and Na+ current, potentially contributing to its effects on neuronal function in vivo.

The recent progress of isoxazole in medicinal chemistry.

Isoxazole compounds show broad biological activities and potential for treating various diseases, including anticancer, antimicrobial, and anti-inflammatory treatments.

Citations

Improvement of Thermal Stability and Sensitivity of Furazan/Furoxan via Ring Closure Generation of Vicinal Amino-Nitro Structure.

This study developed a novel 4-nitro-5-aminoisoxazole energetic moiety that enhances thermal stability and decreases sensitivity in furazan/furoxan analogues, offering a new way to design and synthesize highly thermally stable compounds for special applications.

A Facile Approach to Bis(isoxazoles), Promising Ligands of the AMPA Receptor

This study presents a convenient synthetic approach to novel functionalized bis(isoxazoles) that show potential as potent positive modulators of the AMPA receptor, with 1,4-phenylenedi(methylene)bis(5-aminoisoxazole-3-carboxylate) showing up to 70%

5-Nitroisoxazoles in SNAr reactions: access to polysubstituted isoxazole derivatives.

This study presents an efficient method for functionalizing isoxazole rings, enabling the synthesis of 3,5- and 3,4,5-substituted isoxazoles with excellent chemical yields and operability.