|Systematic (IUPAC) name|
|ATC code||J01 QJ51|
|Mol. mass||401.436 g/mol|
|Boiling point||686.8 °C (1268 °F)|
Oxacillin is a penicillinase-resistant β-lactam. It is similar to methicillin, and has replaced methicillin in clinical use. Another related compound is nafcillin. Since it is resistant to penicillinase enzymes, such as that produced by Staphylococcus aureus, it is widely used clinically in the US to treat penicillin-resistant Staphylococcus aureus. However, with the introduction and widespread use of both oxacillin and methicillin, antibiotic-resistant strains called methicillin-resistant and oxacillin-resistant Staphylococcus aureus (MRSA/ORSA) have become increasingly prevalent worldwide. MRSA/ORSA is treated using vancomycin.
Side effects include hypersensitivity and local reactions. In high doses, renal, hepatic, or nervous system effects can occur.