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Furoxan

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Furoxan
Names

Preferred IUPAC name 1,2λ⁵,5-Oxadiazol-2-one
Other names FurazanN-oxide; Furazan 2-oxide
Identifiers
CAS Number	497-27-8^Y
3D model (JSmol)	Interactive image
ChemSpider	4482868^N
MeSH	C528141
PubChem CID	5325374
CompTox Dashboard(EPA)	DTXSID80416009
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
SMILES [O-][N+]1=CC=NO1
Properties
Chemical formula	C₂H₂N₂O₂
Molar mass	86.050 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Furoxan (1,2,5-oxadiazole 2-oxide) is aheterocycle of theisoxazole family and anamine oxide derivative offurazan. It is anitric oxide donor.^[1] As such, furoxan and its derivatives, such asipramidil, are being actively studied as potential newdrugs and insensitive high density explosives (4,4’-dinitro-3,3’-diazenofuroxan).

Furoxanes can be formed bydimerization ofnitrile oxides.

^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.

sGC	Activators/stimulators:Ataciguat BAY 41-2272 BAY 41-8543 BAY 60-4552 BI-703704 Cinaciguat (BAY 58-2667) GSK-2181236A Praliciguat Riociguat Vericiguat Inhibitors:ODQ

nNOS	3-Bromo-7-nitroindazole 3-Chloroindazole 3-Chloro-5-nitroindazole 5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N^ω-Methyl-L-arginine (L-NMA) N^ω-Propyl-L-arginine (L-NPA) Nitroarginine (NNA, NOARG) Pentamidine isethionate TRIM
iNOS	1-Amino-2-hydroxyguanidine 2-Ethylaminoguanidine 2-Iminopiperidine 1400W AEITU Aminoguanidine (pimagedine) AMT AR-C 102222 BYK-191023 Canavanine Cindunistat (SD-6010) EITU IPTU MITU N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N⁶-(1-Iminoethyl)-L-lysine (L-NIL) N^ω-Methyl-L-arginine (L-NMA) Ronopterin (VAS-203) TRIM
eNOS	Aminoguanidine (pimagedine) N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N^ω-Methyl-L-arginine (L-NMA) Nitroarginine (NNA, NOARG)
Unsorted	Asymmetric dimethylarginine (ADMA) CKD-712 Guanidinoethyldisulfide (GED) GW-273629 Indospicine KD-7040 Nitroarginine methyl ester (NAME) NCX-456 NXN-462 ONO-1714 VAS-2381

Others

See also:Receptor/signaling modulators

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