Nitrofurazone
Title: Nitrofurazone
CAS Registry Number: 59-87-0
CAS Name: 2-[(5-Nitro-2-furanyl)methylene]hydrazinecarboxamide
Additional Names: 5-nitro-2-furaldehyde semicarbazone
Trademarks: Amifur (Norwich); Furacin (Eaton); Chemofuran; Furesol; Nifuzon; Nitrofural; Nitrozone (Century); Furacinetten; Furacoccid; Furazol W; Mammex; Furaplast; Coxistat; Aldomycin; Nefco; Vabrocid
Molecular Formula: C6H6N4O4
Molecular Weight: 198.14
Percent Composition: C 36.37%, H 3.05%, N 28.28%, O 32.30%
Literature References: Prepd from 2-formyl-5-nitrofuran and semicarbazide hydrochloride: Stillman, Scott, US 2416234 (1947 to Eaton Labs.). Alternate route: Gever, O'Keefe, US 2927110 (1960 to Norwich Pharmacal). LC-MS/MS determn of residues in meat: P. Mottier et al., J. Chromatogr. A 1067, 85 (2005). Toxicity: J. Godwin et al., J. Am. Med. Assoc. 133, 299 (1947). Tumorigenic activity: Morris et al., Cancer Res. 29, 2145 (1969); Ertürk et al., ibid. 30, 1409 (1970).
Properties: Pale yellow needles, dec 236-240°. Bitter aftertaste. Darkens on prolonged exposure to light. uv max: 260, 375 nm. Very slightly sol in water (1:4200); slightly sol in alcohol (1:590), in propylene glycol (1:350). Sol in alkaline solns with dark orange color. Insol in ether. pH of satd water soln 6.0 to 6.5. LD50 in rats (g/kg): 0.59 orally; 3.0 s.c. (Godwin).
Absorption maximum: uv max: 260, 375 nm
Toxicity data: LD50 in rats (g/kg): 0.59 orally; 3.0 s.c. (Godwin)
Therap-Cat: Anti-infective (topical).
Therap-Cat-Vet: Antimicrobial.
Keywords: Antiseptic/Disinfectant; Nitrofurans.

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