nitrofurazone (59-87-0)

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Suppliers

• Sigma-Aldrich - Search for nitrofurazone
• Fisher Scientific - Search for nitrofurazone
• TCI - Search for nitrofurazone

Most-cited Publications

• Increased cell killing by metronidazole and nitrofurazone of hypoxic compared to aerobic mammalian cells. (Cancer Research, 1976)
• Mode of Action of Nitrofurazone (Journal of Bacteriology, 1970)
• Development of polyvinyl alcoholsodium alginate gel-matrix-based wound dressing system containing nitrofurazone (International Journal of Pharmaceutics, 2008)
• Structural and mechanistic studies of Escherichia coli nitroreductase with the antibiotic nitrofurazone. Reversed binding orientations in different redox states of the enzyme. (Journal of Biological Chemistry, 2005)
• Activities of a Nitrofurazone-Containing Urinary Catheter and a Silver Hydrogel Catheter against Multidrug-Resistant Bacteria Characteristic of Catheter-Associated Urinary Tract Infection (Antimicrobial Agents and Chemotherapy, 1999)
• Genetics of Nitrofurazone Resistance in Escherichia coli (Journal of Bacteriology, 1978)

Areas of Application

Safety

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Alternate Names

• Furacin
• Furacilin
• Nitrofurazone, Calcium (2:1) Salt
• Nitrofural
• Furacillin
• SMILES
  C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=O)N
• InChIKey
  IAIWVQXQOWNYOU-UHFFFAOYSA-N

External Links

• Pubchem - nitrofurazone
• Wikipedia - nitrofurazone
  Nitrofural (INN, trade name Furacin) is a bactericidal compound used as an antibiotic most commonly in the form of ointments. Its use in medicine has become less frequent as safer and more effective products have become available, and it has been discontinued in the US. The substance is pale yellow and crystalline.

Synthesis

5-Nitrofurfural  +  Semicarbazide (Imine formation from aldehyde)

Isocyanic acid  +  2-FURANCARBOXALDEHYDE,5-NITRO-, HYDRAZONE (Thiourea)

Carbamyl chloride  +  2-FURANCARBOXALDEHYDE,5-NITRO-, HYDRAZONE (Schotten-Baumann amide from acid)

Synthesis of nitrofurazone ›

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