Oxacillin Sodium, also known as Benzathine Oxacillin or New Penicillin II, is a semi-synthetic penicillin antibiotic. It possesses a broad spectrum of antibacterial activity similar to penicillin but is notable for its resistance to penicillinase. This characteristic makes it effective against penicillin-resistant Staphylococcus aureus. However, its efficacy against other penicillin-sensitive bacteria is inferior to that of penicillin G. It is stable to acids and resistant to gastric acid destruction, allowing for effective oral administration.
Primarily used for infections caused by penicillin-resistant Staphylococcus aureus, including respiratory infections, endocarditis, burns, osteomyelitis, meningitis, and sepsis, it can be administered through intramuscular injection, intravenous infusion, or oral ingestion. The dosage varies depending on the patient's age, weight, and severity of infection.
Despite its therapeutic benefits, it may cause adverse reactions such as gastrointestinal disturbances, allergic reactions, and potential hepatic or renal toxicity when used in large doses. Therefore, it is crucial to conduct a sensitivity test before administration and monitor patients closely during treatment.

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Chemical Formula |
C19H21ClN3NaO6S |
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Exact Mass |
477.07 |
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Molecular Weight |
477.89 |
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m/z |
477.07 (100.0%), 479.07 (32.0%), 478.08 (20.5%), 480.07 (6.6%), 479.07 (4.5%), 479.08 (2.0%), 481.07 (1.4%), 479.08 (1.2%), 478.07 (1.1%) |
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Elemental Analysis |
C, 47.75; H, 4.43; Cl, 7.42; N, 8.79; Na, 4.81; O, 20.09; S, 6.71 |

Clinical Applications
Indications
- Primarily used for the treatment of infections caused by penicillinase-producing Staphylococcus aureus, including sepsis, endocarditis, pneumonia, and skin and soft tissue infections.
- It can also be used for mixed infections caused by Streptococcus pyogenes, Streptococcus pneumoniae, or penicillin-resistant Staphylococcus aureus.
Mechanism of Action
- The antibacterial action is similar to that of penicillin. It binds to the primary penicillin-binding proteins (PBPs) on the bacterial cell membrane, affecting the synthesis of the bacterial cell wall, leading to swelling, rupture, and death of the bacteria.
- It demonstrates good antibacterial activity against penicillinase-producing Staphylococcus aureus and is stable against the penicillinase produced by Staphylococcus aureus.
Pharmacokinetic Properties
- After oral administration, it is not destroyed by gastric acid and is easily absorbed, with a bioavailability of 30%.
- Peak blood concentrations are reached within 0.5 to 1 hour after oral administration of 0.5g, and effective concentrations can be maintained for about 6 hours.
- Most of the drug is metabolized in the liver, and about 30% to 40% is excreted in the urine in its original form.

As a representative drug of penicillin antibiotics, oxacillin sodium (sodium benzylpenicillin) plays an important role in clinical treatment due to its unique chemical structure and antibacterial mechanism.
The application of benzylpenicillin in the field of surgery is based on its rapid onset and short half-life (about 0.5-1 hour). It can be administered intravenously 30 minutes before surgery to form an effective drug concentration barrier at the surgical incision.
1. Standard prevention for high-risk surgeries
Cardiac surgery: For surgeries such as artificial valve replacement and coronary artery bypass grafting, benzylpenicillin can reduce the risk of postoperative infective endocarditis, and its preventive effect is better than cefuroxime.
Orthopedic surgery: In implant surgeries such as joint replacement and spinal fusion, the combination of benzylpenicillin and aminoglycosides can reduce the deep infection rate from 3% to below 0.5%.
Plastic surgery: For burn wound debridement, skin flap transplantation, and other procedures, external use of benzylpenicillin can reduce the colonization of Staphylococcus aureus in the wound and promote healing.
2. Individualized prevention for special populations
Neonatal surgery: The half-life of benzylpenicillin in newborns is extended to 2-3 hours, and the dosage needs to be adjusted to 50-100mg/kg per day, administered in three doses.
Elderly patients: For those with renal dysfunction, the dosage should be adjusted according to creatinine clearance rate to avoid drug accumulation leading to neurotoxicity.
The immunomodulatory effects of benzylpenicillin are reflected in two aspects:
Inhibiting the release of inflammatory mediators: By reducing the production of pro-inflammatory factors such as TNF - α and IL-6 induced by bacterial endotoxins, alleviating excessive inflammatory response in sepsis patients.
Promoting phagocytic function: Experimental studies have shown that benzylpenicillin can enhance the phagocytic activity of neutrophils against Staphylococcus aureus and improve bacterial clearance efficiency.

Penicillinase-producing Staphylococcus aureus, commonly referred to as MRSA (Methicillin-resistant Staphylococcus aureus), is a bacterium that has developed resistance to beta-lactam antibiotics, including penicillin and its derivatives like methicillin. This resistance is primarily mediated by the production of an enzyme called penicillinase, which effectively breaks down and inactivates these antibiotics, rendering them ineffective against the infection.
Oxacillin Sodium infections can be severe and challenging to treat due to this antibiotic resistance. They can manifest in various forms, ranging from skin and soft tissue infections like boils, abscesses, and wound infections, to more life-threatening conditions such as pneumonia, bloodstream infections, and even endocarditis, which involves the inflammation of the inner lining of the heart chambers or heart valves.
The transmission of MRSA often occurs through direct contact with infected individuals or contaminated surfaces and objects. Hospitalized patients, especially those with weakened immune systems or underlying medical conditions, are particularly vulnerable to acquiring these infections. Proper hand hygiene, use of gloves and masks by healthcare workers, and thorough cleaning and disinfection of medical equipment and surfaces are crucial in preventing the spread of MRSA.
Treatment of MRSA infections typically involves the use of alternative antibiotics that the bacterium has not developed resistance to, such as vancomycin, linezolid, or daptomycin. Early identification and prompt initiation of appropriate antibiotic therapy are essential for successful management and to prevent complications associated with MRSA infections.
- Has an antibacterial spectrum similar to that of penicillin.
- It is notable for its resistance to penicillinase, making it effective against penicillin-resistant Staphylococcus.
- However, its efficacy against other penicillin-sensitive bacteria is less than that of penicillin.
- Stable to acid and is not destroyed by gastric acid, making it effective when administered orally.
- It is readily absorbed, enhancing its oral bioavailability.
- For intramuscular injection, 0.5g should be mixed with 2.8ml of sterile water for injection.
- The recommended dosage for adults is 4~6g per day for intramuscular injection, divided into 4 doses. For intravenous infusion, the dosage is 4~8g per day, divided into 2~4 doses. In severe infections, the daily dosage can be increased to 12g.
- For children, the dosage is based on body weight and age, with adjustments made for those weighing less than 40kg, more than 40kg, and newborns.
- When combined with probenecid, the blood concentration may increase.
- It should not be administered in the same container with aminoglycosides, phenylephrine, metaraminol, phenobarbital, vitamins B and C, among others, due to potential incompatibility.
- Drugs such as aspirin and sulfonamides may inhibit the binding to serum proteins, increasing its free plasma concentration.
- Before using, a detailed inquiry about drug allergy history and a penicillin skin test should be conducted.
- Patients with allergies to one penicillin may be allergic to other penicillin drugs or penicillamine.
- Patients with allergic diseases such as asthma, eczema, hay fever, and urticaria, as well as those with liver disease, should use this drug with caution.
- Common side effects include various types of skin rashes such as urticaria. Less common side effects include leukopenia, interstitial nephritis, asthma attacks, and serum sickness-like reactions. Anaphylactic shock is rarely seen but requires immediate medical attention if it occurs.

In the context of antimicrobial research, oxacillin sodium has demonstrated its utility in studying mechanisms of penicillinase resistance and antimicrobial susceptibility. Its ability to inhibit the biosynthesis of bacterial cell walls during the peptidoglycan transpeptidation stage makes it a valuable tool in understanding how bacteria develop resistance to antibiotics.
Future research on it is likely to focus on several fronts. Firstly, there is a growing need to address the rising incidence of antibiotic resistance, and product could play a crucial role in developing new strategies to combat resistant strains. Researchers may explore its potential in combination therapies or as part of novel antibiotic regimens.
Secondly, advancements in biotechnology and synthetic biology could enable the modification and enhancement of its properties, making it more effective and less prone to resistance. Genetic engineering techniques could be employed to optimize its structure for better targeting and reduced toxicity.
Moreover, the development of new drug delivery systems, such as nanotechnology-based carriers, could improve the bioavailability and targeting, enhancing its therapeutic efficacy.
Frequently Asked Questions
What is oxacillin sodium used for?
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Oxacillin (ox" a sil' in) is a second generation penicillin that is highly resistant to inactivation by penicillinases and is used to treat moderate-to-severe bacterial infections caused by penicillinase-producing bacteria, particularly staphylococcal infections.
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