Cloxacillin
Systematic (IUPAC) name | |
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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 | |
Clinical data | |
Trade names | Cloxapen |
AHFS/Drugs.com | Micromedex Detailed Consumer Information |
Pregnancy category |
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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 |
Identifiers | |
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 |
Chemical data | |
Formula | C19H18ClN3O5S |
Molar mass | 435.88 g/mol |
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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.[1] 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.[2]
See also
References
- ↑ David Greenwood (2008). Antimicrobial drugs: chronicle of a twentieth century medical triumph. Oxford University Press US. pp. 124–. ISBN 978-0-19-953484-5. Retrieved 18 November 2010.
- ↑ "WHO Model List of EssentialMedicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014.
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