Chemistry:Sulfamethizole

Short description: Chemical compound

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 Y
PubChem CID	5328
DrugBank	DB00576 Y
ChemSpider	5137 Y
UNII	25W8454H16
KEGG	D00870 Y
ChEBI	CHEBI:9331 Y
ChEMBL	ChEMBL1191 Y
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) Y Key:VACCAVUAMIDAGB-UHFFFAOYSA-N Y
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Sulfamethizole is a sulfonamide antibiotic.

Further reading

• "Adverse pregnancy outcome in users of sulfamethizole during pregnancy: a population-based observational study". The Journal of Antimicrobial Chemotherapy 52 (5): 837–841. November 2003. doi:10.1093/jac/dkg438. PMID 14519675. 
• "Effects of sulfamethizole and amdinocillin against Escherichia coli strains (with various susceptibilities) in an ascending urinary tract infection mouse model". Antimicrobial Agents and Chemotherapy 47 (3): 1002–1009. March 2003. doi:10.1128/AAC.47.3.1002-1009.2003. PMID 12604534. 
• "Inhibition of bioluminescence in Photobacterium phosphoreum by sulfamethizole and its stimulation by thymine". Biochimica et Biophysica Acta (BBA) - Bioenergetics 1017 (3): 229–234. June 1990. doi:10.1016/0005-2728(90)90189-B. PMID 2372557.