Cloxacillin

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Cloxacillin
Cloxacillin.svg
Cloxacillin ball-and-stick.png
Names
Trade namesCloxapen, others
Clinical data
Pregnancy
category
  • US: B (No risk in non-human studies)
Routes of
use
By mouth, IM
Defined daily dose2 gm[1]
External links
AHFS/Drugs.comMicromedex Detailed Consumer Information
Pharmacokinetics
Bioavailability37 to 90%
Protein binding95%
Elimination half-life30 minutes to 1 hour
ExcretionKidney and biliary
Chemical and physical data
FormulaC19H18ClN3O5S
Molar mass435.88 g·mol−1
3D model (JSmol)
  (verify)

Cloxacillin is an antibiotic useful for the treatment of a number of bacterial infections.[2] This includes impetigo, cellulitis, pneumonia, septic arthritis, and otitis externa.[2] It is not effective for methicillin-resistant Staphylococcus aureus (MRSA).[3] It is used by mouth and by injection.[2]

Side effects include nausea, diarrhea, and allergic reactions including anaphylaxis.[2] Clostridium difficile diarrhea may also occur.[3] It is not recommended in people who have previously had a penicillin allergy.[2] Use during pregnancy appears to be relatively safe.[2] Cloxacillin is in the penicillin family of medications.[3]

Cloxacillin was patented in 1960 and approved for medical use in 1965.[4] It is on the World Health Organization's List of Essential Medicines, the safest and most effective medicines needed in a health system.[5] The wholesale cost in the developing world is about US$0.16 per day for the pills.[6] It is not commercially available in the United States.[3]

Medical uses

Dosage

The defined daily dose is 2 gm by mouth and by injection.[1] In adults the typical dose is 1 gram three times per day by mouth while in children over the age of 10 the dose is 15 mg/kg three times per day.[7] Treatment duration for impetigo is 7 days.[7]

The injectable form is typically given as 2 gm every 6 hours in adults, though 3 grams every 6 hours may be used for certain cases.[8] In children over a month the dose is 25 to 50 mg/kg by injection every six hours.[8] People should be switched from the injectable treatment to either cephalexin or amoxicillin/clavulanic acid as soon as possible.[8]

Mechanism of action

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.

Society and culture

Cloxacillin was discovered and developed by Beecham (now GlaxoSmithKline).[9]

It is sold under a number of trade names, including Cloxapen, Cloxacap, Tegopen and Orbenin.

See also

References

  1. 1.0 1.1 "WHOCC - ATC/DDD Index". www.whocc.no. Retrieved 30 August 2020.
  2. 2.0 2.1 2.2 2.3 2.4 2.5 World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. pp. 98, 100, 110–111, 586, 602, 614, 623. hdl:10665/44053. ISBN 9789241547659.
  3. 3.0 3.1 3.2 3.3 "Cloxacillin (Professional Patient Advice)". www.drugs.com. Archived from the original on 20 December 2016. Retrieved 10 December 2016.
  4. Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 490. ISBN 9783527607495. Archived from the original on 2016-12-20.
  5. World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  6. "Cloxacillin Sodium". International Drug Price Indicator Guide. Retrieved 8 December 2016.
  7. 7.0 7.1 "CLOXACILLIN oral - Essential drugs". medicalguidelines.msf.org. Retrieved 30 August 2020.
  8. 8.0 8.1 8.2 "CLOXACILLIN injectable - Essential drugs". medicalguidelines.msf.org. Retrieved 1 September 2020.
  9. David Greenwood (2008). Antimicrobial drugs: chronicle of a twentieth century medical triumph. Oxford University Press US. pp. 124–. ISBN 978-0-19-953484-5. Archived from the original on 6 June 2013. Retrieved 18 November 2010.

External links

External sites:
Identifiers: