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furoxan

Structure via PubChem · Public domain (PubChem)

EntityQ5509705· pop 8· linked from 86 articles

Also known as furazan N-oxide, furazan 2-oxide

Furoxan (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. As such, furoxan and its derivatives, such as ipramidil, are being actively studied as potential new drugs and insensitive high density explosives (4,4'-Dinitro-3,3'-diazenofuroxan).

Chemical data

Formula
C2H2N2O2
Molecular weight
86.05 g/mol
IUPAC name
2-oxido-1,2,5-oxadiazol-2-ium
SMILES
C1=NO[N+](=C1)[O-]
InChIKey
KCMCIQNPQUSQKQ-UHFFFAOYSA-N
XLogP
0
Polar surface area
51.5 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
86.011627
Show 3 more facts
canonical SMILES
C1=NO[N+](=C1)[O-]
chemical formula
C₂H₂N₂O₂
Commons category
Furoxan
Sources (3)

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Encyclopedic overview

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Contents
  • References

Furoxan (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. As such, furoxan and its derivatives, such as ipramidil, are being actively studied as potential new drugs and insensitive high density explosives (4,4'-Dinitro-3,3'-diazenofuroxan).

Furoxanes can be formed by dimerization of nitrile oxides.

Excerpted from Wikipedia’s “furoxan” article, available under the CC BY-SA 4.0 licence.

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