Flucloxacillin sodium is a narrow spectrum β-lactam antibiotic of the penicillin class and similar in structure to cloxacillin.
CAS Number
1847-24-1
Molecular Formula
C19H16ClFN3NaO5S
Molecular Weight
475.85
Mechanism of Action
β-lactams interfere with PBP (penicillin binding protein) activity involved in the final phase of peptidoglycan synthesis. PBP’s are enzymes which catalyze a pentaglycine crosslink between alanine and lysine residues providing additional strength to the cell wall. Without a pentaglycine crosslink, the integrity of the cell wall is severely compromised and ultimately leads to cell lysis and death. Resistance to β-lactams is commonly due to cells containing plasmid encoded β-lactamases. Unlike many penicillins, flucloxacillin is resistant to the degradative effects of β-lactamases.
Storage Conditions
Ambient
Tariff Code
2941.10.3000
Spectrum
Flucloxacillin targets primarily the cell wall of susceptible gram positive bacteria including Staphylococcus aureus.
Form
Powder
Appearance
White or almost White Crystalline Powder
Source
Semi-synthetic
Impurity Profile
Impurity A| [3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl]carbonyl]amino]methyl]-5,5-dimethylthiazolidine-4- carboxylic acid (penicilloic acids of flucloxacillin)||||
Impurity C| (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxylic Acid (6-Aminopenicillanic Acid)||||
Impurity D| 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic Acid||||
Water Content (Karl Fisher)
3.0-4.5%
pH
5.0-7.0
Melting Point
176-178°C
Optical Rotation
+158° to +168°
Assay
(On Dried Basis): 95.0-102.0%
