Sulfanilamide

Sulfanilamide
Clinical data
AHFS/Drugs.com	salonemide Consumer Drug Information
ATC code	J01EB06 (WHO) D06BA05 (WHO) QJ01EQ06 (WHO);
Identifiers
	IUPAC name 4-amino benzene sulfonamide...;
CAS Number	63-74-1 ;
PubChem CID	5333;
DrugBank	DB00259 ;
ChemSpider	5142 ;
UNII	21240MF57M;
KEGG	D08543 ;
ChEBI	CHEBI:45373 ;
ChEMBL	ChEMBL21 ;
NIAID ChemDB	019103;
CompTox Dashboard (EPA)	DTXSID4023622 ;
ECHA InfoCard	100.000.513
Chemical and physical data
Formula	C6H8N2O2S
Molar mass	172.20 g·mol−1
3D model (JSmol)	Interactive image;
Density	1.08 g/cm3
Melting point	165 °C (329 °F)
	SMILES O=S(=O)(c1ccc(N)cc1)N;
	InChI InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10) ; Key:FDDDEECHVMSUSB-UHFFFAOYSA-N ;
	(verify)

Sulfanilamide (also spelled sulphanilamide) is a sulfonamide antibacterial drug. Chemically, it is an organic compound consisting of an aniline derivatized with a sulfonamide group. Powdered sulfanilamide was used by the Allies in World War II to reduce infection rates and contributed to a dramatic reduction in mortality rates compared to previous wars. Sulfanilamide is rarely if ever used systemically due to toxicity and because more effective sulfonamides are available for this purpose. Modern antibiotics have supplanted sulfanilamide on the battlefield; however, sulfanilamide remains in use today in the form of topical preparations, primarily for treatment of vaginal yeast infections--mainly vulvovaginitis, which is caused by Candida albicans.

The term "sulfanilamides" is also sometimes used to describe a family of molecules containing these functional groups. Examples include:

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