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)

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Sulfamethizole is a sulfonamide antibiotic.^[1]

References

^ Ayankojo AG, Tretjakov A, Reut J, Boroznjak R, Öpik A, Rappich J, et al. (January 2016). "Molecularly Imprinted Polymer Integrated with a Surface Acoustic Wave Technique for Detection of Sulfamethizole". Analytical Chemistry. 88 (2): 1476–1484. doi:10.1021/acs.analchem.5b04735. PMID 26704414.

Ratanajamit C, Skriver MV, Nørgaard M, Jepsen P, Schønheyder HC, Sørensen HT (November 2003). "Adverse pregnancy outcome in users of sulfamethizole during pregnancy: a population-based observational study". The Journal of Antimicrobial Chemotherapy. 52 (5): 837–841. doi:10.1093/jac/dkg438. PMID 14519675.
Kerrn MB, Frimodt-Møller N, Espersen F (March 2003). "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. doi:10.1128/AAC.47.3.1002-1009.2003. PMC 149286. PMID 12604534.
Watanabe H, Hastings JW (June 1990). "Inhibition of bioluminescence in Photobacterium phosphoreum by sulfamethizole and its stimulation by thymine". Biochimica et Biophysica Acta (BBA) - Bioenergetics. 1017 (3): 229–234. doi:10.1016/0005-2728(90)90189-B. PMID 2372557.

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[1] Ayankojo AG, Tretjakov A, Reut J, Boroznjak R, Öpik A, Rappich J, et al. (January 2016). "Molecularly Imprinted Polymer Integrated with a Surface Acoustic Wave Technique for Detection of Sulfamethizole". Analytical Chemistry. 88 (2): 1476–1484. doi:10.1021/acs.analchem.5b04735. PMID 26704414.

[1]

v t e Ophthalmologicals: anti-infectives (S01A)
Antibiotics	amphenicols (Chloramphenicol Azidamfenicol) tetracyclines (Tetracycline Chlortetracycline Oxytetracycline) aminoglycosides (Dihydrostreptomycin Neomycin Framycetin Kanamycin Amikacin Tobramycin Gentamicin Netilmicin Micronomicin) macrolides (Erythromycin Natamycin) beta-lactams (Ampicillin Benzylpenicillin) polypeptides (Polymyxin B Tyrothricin) Rifamycin Fusidic acid
Sulfonamides	Sulfamethizole Sulfafurazole Sulfadicramide Sulfacetamide Sulfafenazol
Antivirals	Idoxuridine Trifluridine Aciclovir Interferon Vidarabine Famciclovir Fomivirsen Ganciclovir
Other	Nitrofural Bibrocathol Resorcinol Sodium borate Hexamidine Chlorhexidine Sodium propionate Ofloxacin Norfloxacin Ciprofloxacin Dibrompropamidine Propamidine Picloxydine Lomefloxacin Povidone-iodine Levofloxacin (+dexamethasone) Gatifloxacin

References

Further reading