Sulfapyridine

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Sulfapyridine

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a682204
ATC code	J01EB04 (WHO) QJ01EQ04 (WHO)
Identifiers
IUPAC name 4-Amino-N-pyridin-2-ylbenzenesulfonamide
CAS Number	144-83-2 N
PubChem CID	5336
DrugBank	DB00891 Y
ChemSpider	5145 Y
UNII	Y5V2N1KE8U
KEGG	D02434 Y
ChEBI	CHEBI:132842 Y
ChEMBL	ChEMBL700 Y
CompTox Dashboard (EPA)	DTXSID3026067
ECHA InfoCard	100.005.130
Chemical and physical data
Formula	C11H11N3O2S
Molar mass	249.29 g·mol−1
3D model (JSmol)	Interactive image
Melting point	191 to 193 °C (376 to 379 °F)
SMILES O=S(=O)(Nc1ncccc1)c2ccc(N)cc2
InChI InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14) Y Key:GECHUMIMRBOMGK-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Sulfapyridine (INN; also known as sulphapyridine) is a sulfanilamide antibacterial medication. At one time, it was commonly referred to as M&B 693. Sulfapyridine is no longer prescribed for treatment of infections in humans. However, it may be used to treat linear IgA disease and has use in veterinary medicine.^[1] It is a good antibacterial drug, but its water solubility is very pH dependent. Thus there is a risk of crystallization within the bladder or urethra, which could lead to pain or blockage. As with other sulfonamides, there is a significant risk of agranulocytosis, and this, rather than the development of resistance by bacteria, is the main reason for its decline in use.