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).
Names | |
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Preferred IUPAC name
1,2λ5,5-Oxadiazol-2-one | |
Other names
Furazan N-oxide; Furazan 2-oxide
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
MeSH | C528141 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C2H2N2O2 | |
Molar mass | 86.050 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Furoxanes can be formed by dimerization of nitrile oxides.
References
edit- ^ Clara Cena; Massimo Bertinaria; Donatella Boschi; Marta Giorgis; Alberto Gasco (2006). "Use of the furoxan (1,2,5-oxadiazole 2-oxide) system in the design of new NO-donor antioxidant hybrids" (PDF). Arkivoc (HL-1787GR): 301–309.[permanent dead link ]