Nitrofurantoin

• Catalog No.: Bio-0352
• CAS Number: 67-20-9
• M. F.: C8H6N4O5
• M. W.: 238.15704

SYNONYMS

• IUPAC name: 1-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]imidazolidine-2,4-dione
• IUPAC Traditional name: 1-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]imidazolidine-2,4-dione
• Synonyms: Macrodantin; Urantoin; Berkfurin; Furadantin

DATABASE IDS

• CAS Number: 67-20-9

PROPERTIES

• Application(s): Antibacterial agent used to treat urinary-tract infections and Staphylococcus aureus
• Application(s): Staphylococcus saprophyticus
• Application(s): bactericidal at high-dose
• Application(s): some strains of Klebsiella; some strains of Enterobacter.
• Application(s): activity against: Escherichia coli; Enterococcus
• Application(s): Antiseptic
• Mechanism of Action: Damaging bacterial DNA, ribosomal proteins, DNA, effecting respiration, pyruvate metabolism and other macromolecules within the cell

REFERENCES

• U.S. Pat., 1952, 2 610 181; CA, 47, 6980i, (synth)
• Swirska, A. et al., CA, 1958, 52, 14079, (synth)
• U.S. Pat., 1959, 2 898 335; CA, 54, 2356i, (synth)
• Cadwallader, D.E. et al., Anal. Profiles Drug Subst., 1976, 5, 345, (rev)
• Chamberlain, R.E., J. Antimicrob. Chemother., 1976, 2, 325, (pharmacol, rev)
• Bryan, G.T., Carcinog. - Compr. Surv., (Ed. Bryan, G.T.), Vol 4. Nitrofurans, Raven Press, N.Y., 1978, (book)
• Gleckman, R. et al., Am. J. Hosp. Pharm., 1979, 36, 342, (rev)
• Baeva, V. et al., CA, 1983, 98, 125968, (synth)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 824, (synonyms)
• IARC Monog., 1990, 50, 211, (rev, tox)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 187
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, NGE000