Cloxacillin

Cloxacillin

File:Cloxacillin.svg
Systematic (IUPAC) name
(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
Pregnancy category	US: B (No risk in non-human studies)
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 (WHO) QJ51CF02 QS01AA90
PubChem	CID 6098
DrugBank	APRD00882
ChemSpider	5873
Chemical data
Formula	C19H18ClN3O5S
Molar mass	435.88 g/mol[[]]
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Cloxacillin is a semisynthetic antibiotic in the same class as penicillin. Cloxacillin was discovered and developed by Beecham. It is sold under a number of trade names, including Cloxapen, Cloxacap and Orbenin.

Cloxacillin is used against staphylococci that produce beta-lactamase, due to its large R chain which doesn't 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.

It has been suggested, in one study, that increased use of cloxacillin may permit reduced use of vancomycin.

See also

• Dicloxacillin
• Flucloxacillin
• Nafcillin
• Oxacillin

References

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