Furoxan

Furoxan
Names
	IUPAC name 1,2,5-Oxadiazole 2-oxide
	Other names Furazan N-oxide; Furazan 2-oxide
Identifiers
CAS Number	497-27-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	4482868 ;
MeSH	C528141
PubChem CID	5325374;
	InChI InChI=1S/C2H2N2O2/c5-4-2-1-3-6-4/h1-2H Key: KCMCIQNPQUSQKQ-UHFFFAOYSA-N ; InChI=1/C2H2N2O2/c5-4-2-1-3-6-4/h1-2H Key: KCMCIQNPQUSQKQ-UHFFFAOYAH;
	SMILES [O-][N+]1=CC=NO1;
Properties
Chemical formula	C2H2N2O2
Molar mass	86.05 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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	Infobox references

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 and insensitive high density explosives. Ipramidil is an example.

Furoxanes can be formed by dimerization of nitrile oxides.

References

↑ 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.

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[1] 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.