Oxacillin Sodium
Oxacillin Sodium
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Oxacillin Sodium

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Catalog Number PR1173882
CAS 1173-88-2
Structure
Synonyms Sodium 5-methyl-3-phenyl-4-isoxazolyl penicillin
IUPAC Name sodium;(2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Molecular Weight 423.42
Molecular Formula C19H18N3NaO5S
InChI InChI=1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17-;/m1./s1
InChI Key VDUVBBMAXXHEQP-SLINCCQESA-M
EC Number 214-636-3
Isomeric SMILES CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]
MDL Number MFCD00082382
Case Study

Synergistic Antibacterial Effect of Baicalin Combined with Oxacillin Sodium

Meng, Xin, et al. FEBS Open Bio., 2024.

This study explored the combined antibacterial effects of baicalin, an extract from traditional Chinese medicine, and the narrow-spectrum β-lactam antibiotic oxacillin sodium, both of which exhibit limited in vitro efficacy against methicillin-resistant Staphylococcus aureus (MRSA). The results demonstrated that the combination of baicalin and oxacillin sodium produced a synergistic effect, evidenced by a fractional inhibitory concentration index of 0.5. This approach allows for reduced dosages of conventional antibiotics while preserving antibacterial efficacy, which can help mitigate the development of drug resistance.
Mechanism of synergistic antibacterial action
Mechanistically, baicalin enhanced the permeability of bacterial cell walls and membranes, facilitating the entry and bactericidal action of oxacillin sodium. Furthermore, the combination significantly inhibited biofilm formation by MRSA USA300, likely by suppressing the production of polysaccharide intercellular adhesin, a key component of the biofilm matrix.

Intravenous Suitability and Stability Studies of Oxacillin Sodium Solutions

Kim, Min-Jeong, et al. Pharmacology & Pharmacy, 2011, 2(03), 189-193.

Two commonly used oxacillin sodium solutions, 0.9% sodium chloride (NS) or 5% dextrose in water (D5W) at a concentration of 5.0 mg/mL, were compared for suitability for intravenous administration after six weeks of storage at two different controlled temperatures and for the stability of the active compound over time.
· Evaluation methods
Both solutions were stored in commercially available intravenous infusion sets and maintained continuously at 4 ± 2°C (CT) or 25 ± 2°C (RT). Suitability for intravenous administration was evaluated by measuring changes in macroscopic transparency and pH over time, and drug stability was evaluated by measuring changes in oxacillin concentration over time using high-performance liquid chromatography (HPLC).
· Results
After 6 weeks, oxacillin concentrations in the CT solution remained unchanged, while oxacillin concentrations in both RT solutions decreased significantly after only two weeks. After 6 weeks at room temperature, the final concentration in NS was 36.57% compared to the starting concentration, while oxacillin was barely detectable in D5W.
In addition, pH measurements showed a slight decrease in pH at 2 weeks at room temperature, and significant changes in pH at 6 weeks in both NS and D5W. None of these oxacillin solutions showed significant changes in color, clarity, or appearance after 6 weeks.
Overall, ready-to-use oxacillin sodium solutions in infusion sets can be safely stored at CT for up to 6 weeks but should not be stored at room temperature due to loss of potency and changes in pH.

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