CEFPROZIL
Cefprozil is a broad‑spectrum cephalosporin used for sinusitis, otitis media, and skin infections. Side effects include GI discomfort and hypersensitivity.
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Product Description
Mechanism of Action
Cefprozil is a second‑generation oral cephalosporin that inhibits bacterial cell‑wall synthesis through high‑affinity binding to penicillin‑binding proteins (PBPs). This blocks transpeptidation reactions necessary for peptidoglycan crosslinking. Its structural side chain provides improved β‑lactamase stability relative to first‑generation agents, enhancing its effect against respiratory and soft‑tissue pathogens. Cefprozil displays balanced gram‑positive and gram‑negative coverage.
Benefits and Advantages
Used in respiratory‑pathogen modelling, β‑lactam SAR research, oral‑absorption pharmacokinetics, PBP‑affinity testing and evaluation of community‑acquired infection resistance trends. Also applied in biofilm‑formation studies and comparative cephalosporin‑potency profiling.
Side Effects and Risks
Risks include hypersensitivity reactions, GI upset, dysbiosis, rare hepatic enzyme changes, and moderate risk of C. difficile overgrowth. Handle following standard antimicrobial precautions.
Datasheet
| Molecular Formula | C18H19N3O5S |
|---|---|
| Molecular Weight | 389.4 g/mol |
| CAS Number | 92665-29-7 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance. |
| Purity | Purity information is available upon request (COA). |
| Synonym | Cefzil; 92665-29-7; DTXSID6022767; BMY 28100; BMY-28100 |
| IUPAC/Chemical Name | (6R,7R)-7-[[(2R)-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 |
| InChl Key | WDLWHQDACQUCJR-PBFPGSCMSA-N |
| InChl 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)/t12-,13-,17-/m1/s1 |
| References |
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