Furoxan
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Names
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Preferred IUPAC name
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Other names
Furazan N-oxide; Furazan 2-oxide
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Identifiers
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ChemSpider
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MeSH
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C528141
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InChI=1S/C2H2N2O2/c5-4-2-1-3-6-4/h1-2H NKey: KCMCIQNPQUSQKQ-UHFFFAOYSA-N NInChI=1/C2H2N2O2/c5-4-2-1-3-6-4/h1-2H Key: KCMCIQNPQUSQKQ-UHFFFAOYAH
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Properties
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C2H2N2O2
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Molar mass
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86.050 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Furoxan or 1,2,5-oxadiazole 2-oxide is a heterocycle of the isoxazole family and an amine oxide derivative of furazan. It is a nitric oxide donor.[1] As such, furoxan and its derivatives are actively researched as potential new drugs (Ipramidil) and insensitive high density explosives (4,4’-Dinitro-3,3’-diazenofuroxan).
Furoxanes can be formed by dimerization of nitrile oxides.
References
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Forms | |
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Targets | |
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NO donors (prodrugs) | |
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Enzyme (inhibitors) | |
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Others |
- Indirect/downstream NO modulators: ACE inhibitors/AT-II receptor antagonists (e.g., captopril, losartan)
- ETB receptor antagonists (e.g., bosentan)
- L-Type calcium channel blockers (e.g., dihydropyridines: nifedipine)
- Nebivolol (beta blocker)
- PDE5 inhibitors (e.g., sildenafil)
- non-selective PDE inhibitors (e.g., caffeine)
- PDE9 inhibitors (e.g., paraxanthine)
- cGMP preferring PDE inhibitors (e.g., sildenafil, paraxanthine, tadalafil)
- Statins (e.g., simvastatin)
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