Sulfamerazine

Sulfamerazine
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	D06BA06 (WHO) J01ED07 (WHO) QJ01EQ17 (WHO);
Identifiers
	IUPAC name 4-amino-N-(4-methylpyrimidin-2-yl); benzenesulfonamide;
CAS Number	127-79-7 ;
PubChem CID	5325;
DrugBank	DB01581 ;
ChemSpider	5134 ;
UNII	UR1SAB295F;
KEGG	D02435 ;
ChEBI	CHEBI:102130 ;
ChEMBL	ChEMBL438 ;
CompTox Dashboard (EPA)	DTXSID0023612 ;
ECHA InfoCard	100.004.425
Chemical and physical data
Formula	C11H12N4O2S
Molar mass	264.30 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	234 to 238 °C (453 to 460 °F)
	SMILES O=S(=O)(Nc1nc(ccn1)C)c2ccc(N)cc2;
	InChI InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15) ; Key:QPPBRPIAZZHUNT-UHFFFAOYSA-N ;
	(verify)

Sulfamerazine is a sulfonamide antibacterial.

Synthesis

Roblin, R. O.; Williams, J. H.; Winnek, P. S.; English, J. P. (1940). "Chemotherapy. II. Some Sulfanilamido Heterocycles1". Journal of the American Chemical Society. 62 (8): 2002. doi:10.1021/ja01865a027.
Sprague, J. M.; Kissinger, L. W.; Lincoln, R. M. (1941). "Sulfonamido Derivatives of Pyrimidines". Journal of the American Chemical Society. 63 (11): 3028. doi:10.1021/ja01856a046.

Media related to Sulfonamide antibiotics at Wikimedia Commons