A nitrofuran antibiotic
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Nitrofurazone

Item No. 21656

Technical Information
Formal Name
2-[(5-nitro-2-furanyl)methylene]-hydrazinecarboxamide
CAS Number
59-87-0
Synonyms
  • Furacilin
  • Nitrofural
  • NSC 1602
  • NSC 2100
  • NSC 44009
Molecular Formula
C6H6N4O4
Formula Weight
Purity
≥98%
A crystalline solid
λmax
264, 367 nm
SMILES
NC(N/N=C/C1=CC=C([N+]([O-])=O)O1)=O
InChi Code
InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+
InChi Key
IAIWVQXQOWNYOU-FPYGCLRLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Nitrofurazone is a nitrofuran antibiotic that is active against a variety of Gram-negative and Gram-positive bacteria including laboratory strains of S. aureus, E. faecalis, and E. coli (MICs = 8 μg/ml for all) as well as clinical isolates of several urinary tract pathogens including Enterococcus, coagulase-negative staphylococci, Klebsiella, and P. mirabilis (MICs = 2-64 μg/ml).1,2 Nitrofurazone induces mutagenicity in mammalian and bacterial cell-based assays and carcinogenesis, reproductive effects, and toxicity in rats and mice (LD50s = 590 and 640 mg/kg, respectively).3 Formulations containing nitrofurazone have been used in the topical treatment and prevention of bacterial infections in humans and animals as well as oral treatment of trypanosomiasis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Johnson, J.R., Berggren, T., and Conway, A.J. Activity of a nitrofurazone matrix urinary catheter against catheter-associated uropathogens. Antimicrob. Agents Chemother. 37(9), 2033-2036 (1993).

    2. Guay, D.R. An update on the role of nitrofurans in the management of urinary tract infections. Drugs 61(3), 353-364 (2001).

    3. Kari, F. Toxicology and carcinogenesis studies of nitrofurazone (CAS No. 59-87-0) in F344/N rats and B6C3F1 mice (feed studies). 1-183 (1988).