Sulfamethizole

Sulfamethizole
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a682231
ATC code	B05CA04 (WHO) D06BA04 (WHO) J01EB02 (WHO) S01AB01 (WHO) QJ01EQ02 (WHO);
Pharmacokinetic data
Protein binding	98–99%
Elimination half-life	3–8 hours
Identifiers
	IUPAC name 4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)- benzenesulfonamide;
CAS Number	144-82-1 ;
PubChem CID	5328;
DrugBank	DB00576 ;
ChemSpider	5137 ;
UNII	25W8454H16;
KEGG	D00870 ;
ChEBI	CHEBI:9331 ;
ChEMBL	ChEMBL1191 ;
CompTox Dashboard (EPA)	DTXSID5023615 ;
ECHA InfoCard	100.005.129
Chemical and physical data
Formula	C9H10N4O2S2
Molar mass	270.33 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	208 °C (406 °F)
	SMILES O=S(=O)(Nc1nnc(s1)C)c2ccc(N)cc2;
	InChI InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13) ; Key:VACCAVUAMIDAGB-UHFFFAOYSA-N ;
	(verify)

Sulfamethizole is a sulfonamide antibiotic.^[1]

References

^ Ayankojo, Akinrinade George; Tretjakov, Aleksei; Reut, Jekaterina; Boroznjak, Roman; Öpik, Andres; Rappich, Jörg; Furchner, Andreas; Hinrichs, Karsten; Syritski, Vitali (2016). "Molecularly Imprinted Polymer Integrated with a Surface Acoustic Wave Technique for Detection of Sulfamethizole". Anal. Chem. 88 (2): 1476–1484. doi:10.1021/acs.analchem.5b04735. PMID 26704414.

Ratanajamit C, Skriver M, Nørgaard M, Jepsen P, Schønheyder H, Sørensen H (2003). "Adverse pregnancy outcome in users of sulfamethizole during pregnancy: a population-based observational study". J Antimicrob Chemother. 52 (5): 837–41. doi:10.1093/jac/dkg438. PMID 14519675.
Kerrn M, Frimodt-Møller N, Espersen F (2003). "Effects of Sulfamethizole and Amdinocillin against Escherichia coli Strains (with Various Susceptibilities) in an Ascending Urinary Tract Infection Mouse Model". Antimicrob Agents Chemother. 47 (3): 1002–9. doi:10.1128/AAC.47.3.1002-1009.2003. PMC 149286. PMID 12604534.
Watanabe H, Hastings J (1990). "Inhibition of bioluminescence in Photobacterium phosphoreum by sulfamethizole and its stimulation by thymine". Biochim Biophys Acta. 1017 (3): 229–34. doi:10.1016/0005-2728(90)90189-B. PMID 2372557.