Nitrofurazone

Nitrofurazone
Clinical data
Trade names	Aldomycin, Amifur, Chemfuran, Coxistat, Furacin, Furan-2, Furacinetten, Furaplast, Furazol W, Furesol Furracoccid, Mammex, Nefco, Nifuzon, Nitrofural, Vabrocid
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	B05CA03 (WHO) D08AF01 (WHO) D09AA03 (WHO) (dressing) P01CC02 (WHO) S01AX04 (WHO) S02AA02 (WHO) QG01AX90 (WHO) QP51AC02 (WHO);
Legal status
Legal status	US: Discontinued;
Pharmacokinetic data
Elimination half-life	5 hours
Identifiers
	IUPAC name (2E)-2-[(5-Nitro-2-furyl)methylene]hydrazine; carboxamide;
CAS Number	59-87-0 ;
PubChem CID	5447130;
DrugBank	DB00336 ;
ChemSpider	4566720 ;
UNII	X8XI70B5Z6;
KEGG	C08042 ;
ChEBI	CHEBI:44368;
ChEMBL	ChEMBL869 ;
CompTox Dashboard (EPA)	DTXSID5020944 ;
ECHA InfoCard	100.000.403
Chemical and physical data
Formula	C6H6N4O4
Molar mass	198.138 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=[N+]([O-])c1oc(/C=N/NC(=O)N)cc1;
	InChI 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+ ; Key:IAIWVQXQOWNYOU-FPYGCLRLSA-N ;
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Nitrofurazone (INN, trade name Furacin) is an antimicrobial organic compound belonging to the nitrofuran class. It is most commonly used as a topical antibiotic ointment. It is effective against gram-positive bacteria, gram-negative bacteria, and can be used in the treatment of trypanosomiasis. Its use in medicine has become less frequent, as safer and more effective products have become available. Nitrofurazone is listed under California Prop 65, and has demonstrated clear evidence to be mutagenic and carcinogenic during animal studies, and has been discontinued for human use in the USA. The substance is pale yellow and crystalline. It was once widely used as an antibiotic for livestock.