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Cefprozil: Difference between revisions

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Updating {{drugbox}} (no changed fields - added verified revid - updated 'UNII_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoBot
Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChemSpiderID PubChem InChI1 InChIKey1 SMILES1.
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| 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
| 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
| image = Cefprozil.svg
| image = Cefprozil.svg
| UNII_Ref = {{fdacite}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 1M698F4H4E
| UNII = 1M698F4H4E
| InChI = 1/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
| InChI = 1/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
| 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
| 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
| InChIKey = ALYUMNAHLSSTOU-CIRGZYLNBD
| InChIKey = ALYUMNAHLSSTOU-CIRGZYLNBD
| CASNo_Ref = {{cascite}}
| CASNo_Ref = {{cascite|correct|CAS}}
| InChI1 = 1/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
| smiles1 = 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
| CAS_number = 92665-29-7
| CAS_number = 92665-29-7
| ATC_prefix = J01
| ATC_prefix = J01
| ATC_suffix = DC10
| ATC_suffix = DC10
| ATC_supplemental =
| ATC_supplemental =
| PubChem = 5281006
| PubChem = 9887643
| DrugBank = APRD00461
| DrugBank = APRD00461
| ChemSpiderID = 4941253
| ChemSpiderID = 8063315
| C=18 | H=19 | N=3 | O=5 | S=1
| C=18 | H=19 | N=3 | O=5 | S=1
| molecular_weight = 389.427 g/mol
| molecular_weight = 389.427 g/mol

Revision as of 11:34, 29 October 2010

Cefprozil
Clinical data
Pregnancy
category
  • Category-B
Routes of
administration
ORAL
ATC code
Pharmacokinetic data
Bioavailability95%
Protein binding36%
Elimination half-life1.3 hours
Identifiers
  • 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
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H19N3O5S
Molar mass389.427 g/mol g·mol−1
3D model (JSmol)
  • 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
  (verify)

Cefprozil, sometimes spelled cefproxil and sold under the brand name Cefzil, is a second-generation cephalosporin type antibiotic. In Europe, it is sold by the name Procef and Cronocef. It can be used to treat bronchitis, ear infections, skin infections, and other bacterial infections. It comes as a tablet and as a liquid suspension.

Although there is a widely quoted cross-allergy risk of 10% between cephalosporins and penicillin, an article in the Journal of Family Practice (February 2006)[1] has shown no increased risk for cross-allergy for cefprozil and several other 2nd generation or later cephalosporins.

References