Cefprozil

Cefprozil
Clinical data
Trade names	Cefzil, Cefproz, others
Other names	Cefproxil
AHFS/Drugs.com	Monograph
MedlinePlus	a698022
License data	US FDA: Cefprozil;
Routes of; administration	Oral
ATC code	J01DC10 (WHO) ;
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Bioavailability	95%
Protein binding	36%
Elimination half-life	1.3 hours
Identifiers
	IUPAC name 7-[2-amino-2-(4-hydroxyphenyl)-acetyl]amino-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;
CAS Number	92665-29-7 ;
PubChem CID	9887643;
DrugBank	DB01150 ;
ChemSpider	8063315 ;
UNII	1M698F4H4E;
KEGG	D07651 ;
ChEBI	CHEBI:3506 ;
ChEMBL	ChEMBL1742 ;
CompTox Dashboard (EPA)	DTXSID10873545 ;
Chemical and physical data
Formula	C18H19N3O5S
Molar mass	389.43 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2N1/C(=C(/C=C/C)CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccc(O)cc3)N)C(=O)O.O;
	InChI InChI=1S/C18H19N3O5S.H2O/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9;/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26);1H2/b3-2-;/t12-,13-,17-;/m1./s1 ; Key:ALYUMNAHLSSTOU-HERYOFLYSA-N ;
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Cefprozil is a second-generation cephalosporin antibiotic.^[1] Originally discovered in 1983, and approved in 1992,^[2] it was sold under the tradename Cefzil by Bristol Meyers Squibb until 2010 when the brand name version was discontinued.^[3] It continues to be available from various companies in its generic form.^[4] It is used in the treatment of pharyngitis, tonsillitis, ear infections, acute sinusitis, bacterial exacerbation of chronic bronchitis, and skin and skin structure infections.^[5] It is currently available as a tablet and as a liquid suspension.