Flucloxacillin

From Citizendium, the Citizens' Compendium
Jump to: navigation, search
This article is a stub and thus not approved.
Main Article
Talk
Related Articles  [?]
Bibliography  [?]
External Links  [?]
Citable Version  [?]
 
This editable Main Article is under development and not meant to be cited; by editing it you can help to improve it towards a future approved, citable version. These unapproved articles are subject to a disclaimer.
(CC) Image: David E. Volk
flucloxacillin
IUPAC name: see chemistry section
Synonyms: see below
Formula: C19H17ClFN3O5S

 Uses: antibiotic drug

 Properties: beta-lactam

 Hazards: see drug interactions

Mass (g/mol): CAS #:
453.8718 5250-39-5



Flucloxacillin is a pencillin-like beta-lactam antibiotic that is an analog of cloxacillin. It is used to treat bacterial infections, mostly from aerobic Gram-positive bacteria. Flucloxacillin, and all penicillin-like drugs, may cause anaphylactic shock.

Mechanism of action

Like other penicillin drugs, it inhibits the last stage of bacterial cell wall synthesis by binding to penicillin binding proteins, which inhibits the cross-linking needed to form stable cell walls. This leads to autolysis of the bacteria by autolysins.

Chemistry

Its IUPAC chemical name is (2S,5R,6R)-6-[[3-(2-chloro-6-fluorophenyl)-5-methyl1,2-oxazole-4-carbonyl]amino]-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid and it has molecular formula C19H17ClFN3O5S, giving it a molecular mass of 453.8718 g/mol. Flucloxacillin is stable against degradation by beta-lactamases, including penicillinases, and cephalosporinases.

Drug interactions

Several drugs, including demeclocycline, doxyclycline, methacycline, minocycline. oxytetracycline, rolitetracycline and tetracycline may be antagonists of flucloxacillin. Flucloxacillin may decrease the effects of the contraceptive drugs ethinyl estradiol and mestranol.

Synonyms and brand names

Synonyms

  • Flucloxacilina
  • Flucloxacillin
  • Flucloxacillin
  • Flucloxacilline
  • Flucloxacillinum
  • Floxacillin

Brand names

  • Floxapen®
  • Fluclox®
  • Sesamol®


External links

The most up-to-date information about Flucloxacillin and other drugs can be found at the following sites.