Furoxan

Furoxan
Names

IUPAC name 1,2,5-Oxadiazole 2-oxide
Other names Furazan N-oxide; Furazan 2-oxide
Identifiers
CAS Registry Number	497-27-8^Y
ChemSpider	4482868^N
InChI InChI=1S/C2H2N2O2/c5-4-2-1-3-6-4/h1-2H^N Key: KCMCIQNPQUSQKQ-UHFFFAOYSA-N^N InChI=1/C2H2N2O2/c5-4-2-1-3-6-4/h1-2H Key: KCMCIQNPQUSQKQ-UHFFFAOYAH
Jmol-3D images	Image
MeSH	C528141
PubChem	5325374
SMILES [O-][N+]1=CC=NO1
Properties
Molecular formula	C₂H₂N₂O₂
Molar mass	86.05 g·mol⁻¹
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
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.

Furoxanes can be formed by dimerization of nitrile oxides.

References

↑ Clara Cena, Massimo Bertinaria, Donatella Boschi, Marta Giorgis, and 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.