Cefprozil

Cefprozil is an orally bioavailable, second generation, broad-spectrum cephalosporin antibiotic that inhibits the growth of both Gram-positive and Gram-negative bacteria. It inhibits the growth of E. coli, E. faecalis, E. faecium, N. gonorrhoeae, N. meningitidis, P. mirabilis, S. aureus, S. pyogenes, and S. pneumoniae strains (MICs = 0.013-25 µg/ml) and clinical isolates of penicillin-susceptible, -intermediate, and -resistant S. pneumoniae and methicillin-sensitive S. aureus (MIC90s = 0.12-16 µg/ml). In vivo, cefprozil protects mice challenged with E. coli, S. aureus, S. pyogenes, and P. mirabilis strains with protective doses (PD50s) ranging from 0.07 to 1.3 mg/kg. Cefprozil binds to penicillin-binding proteins (PBPs), which disrupts their ability to cross-link peptidoglycan and leads to weakened bacterial cell walls. Formulations containing cefprozil have been used in the treatment of respiratory tract, skin, and other bacterial infections.Formal Name: (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(1-propen-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. CAS Number: 92665-29-7. Synonyms: BMY-28100. Molecular Formula: C18H19N3O5S. Formula Weight: 389.4. Purity: >95% (mixture of cis and trans). Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 0.3 mg/ml, DMSO: 2.5 mg/ml, PBS (pH 7.2): 1.25 mg/ml. lambdamax: 232, 283 nm. SMILES: O=C(O)C1=C(/C=C/C)CS[C@@]([C@@H]2NC([C@H](N)C3=CC=C(O)C=C3)=O)([H])N1C2=O. InChi Code: InChI=1S/C18H19N3O5S/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)/b3-2+/t12-,13-,17-/m1/s1. InChi Key: WDLWHQDACQUCJR-ZAMMOSSLSA-N.