Cloxacillin is an antibiotic useful for the treatment of a number of bacterial infections. It is semisynthetic and in the same class as penicillin.
Cloxacillin is used against staphylococci that produce beta-lactamase, due to its large R chain, which does not allow the beta-lactamases to bind. This drug has a weaker antibacterial activity than benzylpenicillin, and is devoid of serious toxicity except for allergic reactions.
Cloxacillin was discovered and developed by Beecham. It is sold under a number of trade names, including Cloxapen , Cloxacap , Tegopen and Orbenin . It is on the World Health Organization's List of Essential Medicines, the most important medication needed in a basic health system.

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| (2S,5R,6R)-6-{[3-(2-chlorophenyl)-5-methyl- oxazole-4-carbonyl]amino}-3,3-dimethyl-7-oxo- 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| Trade names | Cloxapen |
|---|---|
| AHFS/Drugs.com | Micromedex Detailed Consumer Information |
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| Routes of administration | Oral, IM |
| Pharmacokinetic data | |
|---|---|
| Bioavailability | 37 to 90% |
| Protein binding | 95% |
| Biological half-life | 30 minutes to 1 hour |
| Excretion | Renal and biliary |
| CAS Number | 61-72-3 |
|---|---|
| ATC code | J01CF02 QJ51CF02 QS01AA90 |
| PubChem | CID: 6098 |
| DrugBank | DB01147 |
| ChemSpider | 5873 |
| UNII | O6X5QGC2VB |
| KEGG | D07733 |
| ChEBI | CHEBI:49566 |
| ChEMBL | CHEMBL891 |
| Formula | C19H18ClN3O5S |
|---|---|
| Molecular mass | 435.88 g/mol |
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