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Product Description
Mechanism of action
Cefapirine sodium is the water-soluble sodium salt of cephapirin, a first-generation cephalosporin antibiotic. Like other β-lactams, it exerts its bactericidal activity by binding to penicillin-binding proteins (PBPs) and inhibiting the final transpeptidation step in peptidoglycan synthesis. This weakens the bacterial cell wall, causing osmotic instability and lysis. The sodium salt improves solubility and facilitates parenteral or intramammary administration.
Benefits and advantages
Used primarily in veterinary research, especially bovine mastitis models, cefapirine sodium is valuable for studying gram-positive pathogens, β-lactam PBP specificity, cephalosporin stability in milk, and antimicrobial-resistance dynamics in livestock. It is frequently employed to evaluate intramammary formulation performance and withdrawal-time pharmacokinetics.
Side effects and risks
Risks include β-lactam hypersensitivity, local irritation at injection or infusion sites, alteration of gut flora and, at high doses, potential nephrotoxicity. Appropriate antimicrobial safety precautions and allergy-awareness measures are required.
Datasheet
| Molecular Formula | C18H18N3NaO6S2 |
|---|---|
| Molecular Weight | 475.47 g/mol |
| CAS Number | 24353-61-5 |
| Storage Condition | Store in a cool, dry place; protected from light |
| Solubility | Soluble in water |
| Purity | Purity information is available upon request (COA). |
| Synonym | Isocarbophos; 24353-61-5; Optunal; Isopropyl 2-((aminomethoxyphosphinothioyl)oxy)benzoate; O-Methylphosphoramidothioate, O-ester with isopropyl salicylate |
| IUPAC/Chemical Name | Sodium (6R,7R)-7-[[(2-carbamothioylcarbamoyl)acetyl]amino]-3-(phenylsulfanyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate |
| InChl Key | KXQQXMHRVZWFCU-RUZDIDTESA-M |
| InChl Code | InChI=1S/C11H16NO4PS/c1-8(2)15-11(13)9-6-4-5-7-10(9)16-17(12,18)14-3/h4-8H,1-3H3,(H2,12,18) |
| References | PubChem; ChemBL; FDA substance registry; |
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