Sulfafurazole

Sulfafurazole (INN, also known as sulfisoxazole) is a sulfonamide antibacterial with a dimethyl-isoxazole substituent. It possesses antibiotic activity against a wide range of Gram-negative and Gram-positive organisms.^[1] It is sometimes given in combination with erythromycin (see erythromycin/sulfafurazole) or phenazopyridine. It is used locally in a 4% solution or ointment.

Not to be confused with sulfadiazine.

Sulfafurazole

Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a601049
Pregnancy category	To be avoided within two months of term
Routes of administration	Oral
ATC code	J01EB05 (WHO) S01AB02 (WHO) QJ01EQ05 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Excretion	Excreted unchanged in urine
Identifiers
IUPAC name 4-Amino-N-(3,4-dimethyl-1,2-oxazol-5-yl)benzenesulfonamide
CAS Number	127-69-5 Y
PubChem CID	5344
DrugBank	DB00263 N
ChemSpider	5151
UNII	740T4C525W
KEGG	D00450 Y
ChEMBL	ChEMBL453 N
CompTox Dashboard (EPA)	DTXSID6021292
ECHA InfoCard	100.004.418
Chemical and physical data
Formula	C11H13N3O3S
Molar mass	267.30 g·mol−1
3D model (JSmol)	Interactive image
Melting point	194 °C (381 °F)
SMILES Cc1c(C)noc1NS(=O)(=O)c2ccc(N)cc2
InChI InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 Key:NHUHCSRWZMLRLA-UHFFFAOYSA-N
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