Sulfametoxydiazine

Sulfametoxydiazine (INN) or sulfamethoxydiazine (USAN: sulfameter) is a long-acting sulfonamide antibacterial.^[1] It is used as a leprostatic agent and in the treatment of urinary tract infections.^[2]

Sulfametoxydiazine

Clinical data
ATC code	J01ED04 (WHO)
Identifiers
IUPAC name 4-amino-N-(5-methoxy-2-pyrimidinyl)benzenesulfonamide
CAS Number	651-06-9 N
PubChem CID	5326
ChemSpider	5135 Y
UNII	3L179F09D6
KEGG	D02517 Y
ChEBI	CHEBI:53727 Y
ChEMBL	ChEMBL1200359 N
NIAID ChemDB	008164
CompTox Dashboard (EPA)	DTXSID5023613
ECHA InfoCard	100.010.438
Chemical and physical data
Formula	C11H12N4O3S
Molar mass	280.30 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=S(=O)(Nc1ncc(OC)cn1)c2ccc(N)cc2
InChI InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15) Y Key:GPTONYMQFTZPKC-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Sulfamethoxydiazine is also used to treat and prevent diseases in animals. Because of its relatively long persistence, sulfamethoxydiazine residue can be detected in meat, dairy, and eggs, and is considered hazardous to human health. The United States and Japan both prohibit sulfamethoxydiazine residue in food, whereas the Codex Alimentarius Commission states that the maximum limit for sulfonamides in animal tissues is 100 μg/kg.^[1]

References

1. Wu Y, Yu S, Yu F, Yan N, Qu L, Zhang H (October 2011). "Chemiluminescence enzyme immunoassay for the determination of sulfamethoxydiazine". Spectrochimica Acta Part A. 81 (1): 544–547. Bibcode:2011AcSpA..81..544W. doi:10.1016/j.saa.2011.06.047. PMID 21795101.
2. Burros HM, Gillenwater JY (July 1965). "Clinical Experience with Sulfamethoxydiazine* in Urinary Tract Infections". The Journal of Urology. 94 (1): 86–88. doi:10.1016/S0022-5347(17)63576-6. PMID 14319481.