Cefotaxime

Cefotaxime
Clinical data
Pronunciation	/ˌsɛfəˈtækˌsiːm/
Trade names	Claforan, others
Other names	cefotaxime sodium
AHFS/Drugs.com	Monograph
MedlinePlus	a682765
License data	US DailyMed: Cefotaxime;
Pregnancy; category	AU: B1;
Routes of; administration	Intravenous and intramuscular
ATC code	J01DD01 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only);
Pharmacokinetic data
Bioavailability	n/a
Metabolism	liver
Elimination half-life	0.8–1.4 hours
Excretion	50–85% kidney
Identifiers
	IUPAC name (6R,7R,Z)-3-(Acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;
CAS Number	63527-52-6 ;
PubChem CID	5479527;
DrugBank	DB00493 ;
ChemSpider	4586392 ;
UNII	N2GI8B1GK7;
KEGG	D07647 ;
ChEMBL	ChEMBL102 ;
CompTox Dashboard (EPA)	DTXSID6022761 ;
ECHA InfoCard	100.058.436
Chemical and physical data
Formula	C16H17N5O7S2
Molar mass	455.46 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)\c3nc(sc3)N)COC(=O)C)C(=O)O;
	InChI InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9+/t10-,14-/m1/s1 ; Key:GPRBEKHLDVQUJE-VINNURBNSA-N ;
	(verify)

Cefotaxime is an antibiotic used to treat a number of bacterial infections in human, other animals and plant tissue culture. Specifically in humans it is used to treat joint infections, pelvic inflammatory disease, meningitis, pneumonia, urinary tract infections, sepsis, gonorrhea, and cellulitis. It is given either by injection into a vein or muscle.

Common side effects include nausea, allergic reactions, and inflammation at the site of injection. Another side effect may include Clostridium difficile diarrhea. It is not recommended in people who have had previous anaphylaxis to a penicillin. It is relatively safe for use during pregnancy and breastfeeding. It is in the third-generation cephalosporin family of medications and works by interfering with the bacteria's cell wall.

Cefotaxime was discovered in 1976, and came into commercial use in 1980. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.