Cefixime

Cefixime
Clinical data
Trade names	Suprax, others
AHFS/Drugs.com	Monograph
MedlinePlus	a690007
License data	US DailyMed: Cefixime;
Routes of; administration	By mouth
ATC code	J01DD08 (WHO) ;
Legal status
Legal status	CA: ℞-only; UK: POM (Prescription only); US: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	30 to 50%
Protein binding	Approximately 60%
Elimination half-life	Variable; Average 3 to 4 hours
Excretion	Kidney and biliary
Identifiers
	IUPAC name (6R,7R)-7-{[2-(2-Amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;
CAS Number	79350-37-1 ;
PubChem CID	5362065;
DrugBank	DB00671 ;
ChemSpider	4514923 ;
UNII	XZ7BG04GJX;
KEGG	D00258 ;
ChEBI	CHEBI:472657 ;
ChEMBL	ChEMBL1541 ;
CompTox Dashboard (EPA)	DTXSID7022754 ;
ECHA InfoCard	100.119.331
Chemical and physical data
Formula	C16H15N5O7S2
Molar mass	453.44 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2N1/C(=C(/C=C)CS[C@@H]1[C@@H]2NC(=O)C(=N\OCC(=O)O)/c3nc(sc3)N)C(=O)O;
	InChI InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1 ; Key:OKBVVJOGVLARMR-QSWIMTSFSA-N ;
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Cefixime, sold under the brand name Suprax among others, is an antibiotic medication used to treat a number of bacterial infections. These infections include otitis media, strep throat, pneumonia, urinary tract infections, gonorrhea, and Lyme disease. For gonorrhea typically only one dose is required. In the United States it is a second-line treatment to ceftriaxone for gonorrhea. It is taken by mouth.

Common side effects include diarrhea, abdominal pain, and nausea. Serious side effects may include allergic reactions and Clostridioides difficile diarrhea. It is not recommended in people with a history of a severe penicillin allergy. It appears to be relatively safe during pregnancy. It is in the third-generation cephalosporin class of medications. It works by disrupting the bacteria's cell wall resulting in its death.

Cefixime was patented in 1979 and approved for medical use in the United States in 1989. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication in the United States.