4300. Furazolidone

Nomenclature

CAS number: 67-45-8
3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone; 3-(5-nitrofurfurylideneamino)-2-oxazolidinone; N-(5-nitro-2-furfurylidene)-3-amino-2-oxazolidone; NF-180; Furovag; Furoxane; Furoxone (Eaton); Giarlam; Giardil; Medaron; Neftin; Nicolen; Nifulidone; Ortazol; Roptazol; Tikofuran; Topazone.
C8H7N3O5; mol wt 225.16.
C 42.67%, H 3.13%, N 18.66%, O 35.53%.

Description and references

Prepn: GB 735136; G. Gever, US 2742462; G. D. Drake et al., US 2759931; G. Gever, C. J. O'Keefe, US 2927110 (1955, 1956, 1956, 1960 all to Norwich); G. Gever et al., J. Am. Chem. Soc. 77, 2277 (1955). LC-MS/MS determn of residues in meat: P. Mottier et al., J. Chromatogr. A 1067, 85 (2005). Antimicrobial spectrum and toxicity: J. A. Yurchenco et al., Antibiot. Chemother. 3, 1035 (1953); G. S. Rogers et al., ibid. 6, 231 (1956). Pharmacology and toxicology: B. H. Ali, Vet. Res. Commun. 6, 1 (1983).

Chemical structure

Properties

Yellow crystals from DMF, mp 256-257°. Darkens under strong light. Soly in water (pH 6): approx 40 mg/l. Dec by alkali.

Therapeutic Category

Anti-infective (topical); topical antiprotozoal (Trichmonas).

Therapeutic Category (Veterinary)

Antimicrobial.

Keywords

Antiprotozoal (Trichomonas); Antiseptic/Disinfectant; Nitrofurans