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

https://pubchem.ncbi.nlm.nih.gov/compound/62977;

3D Conformer.

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