Pyrazofurin

Pyrazofurin

File:Pyrazofurin.svg
Clinical data
Trade names	Pyrazofurin
Legal status
Legal status	US: Investigational New Drug
Identifiers
IUPAC name 3-[(2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1H-pyrazole-5-carboxamide
CAS Number	30868-30-5
PubChem CID	135413551
ChemSpider	10570780
UNII	4B15044GQZ
KEGG	D05658
ChEBI	CHEBI:90284
ChEMBL	ChEMBL2105330
E number	{{#property:P628}}
CompTox Dashboard (EPA)	{{#property:P3117}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C9H13N3O6
Molar mass	259.218 g·mol−1
3D model (JSmol)	Interactive image
SMILES C([C@@H]1[C@H]([C@H]([C@@H](O1)C2=NNC(=C2O)C(=O)N)O)O)O
InChI InChI=1S/C9H13N3O6/c10-9(17)4-6(15)3(11-12-4)8-7(16)5(14)2(1-13)18-8/h2,5,7-8,13-16H,1H2,(H2,10,17)(H,11,12)/t2-,5-,7-,8+/m1/s1 Key:XESARGFCSKSFID-FLLFQEBCSA-N

Pyrazofurin (pyrazomycin) is a natural product found in Streptomyces candidus, which is a nucleoside analogue related to ribavirin. It has antibiotic, antiviral and anti-cancer properties but was not successful in human clinical trials due to severe side effects. Nevertheless, it continues to be the subject of ongoing research as a potential drug of last resort, or a template for improved synthetic derivatives.

See also

• Acadesine
• EICAR (antiviral)
• Sangivamycin