Product Name

  • Name

    Flucloxacillin

  • EINECS 226-051-0
  • CAS No. 5250-39-5
  • Article Data1
  • CAS DataBase
  • Density 1.59 g/cm3
  • Solubility Soluble
  • Melting Point
  • Formula C19H17 Cl F N3 O5 S
  • Boiling Point 677.3 °C at 760 mmHg
  • Molecular Weight 453.878
  • Flash Point 363.4 °C
  • Transport Information
  • Appearance white to off white free flowing crystalline powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 5250-39-5 (Flucloxacillin)
  • Hazard Symbols UN NO.
  • Synonyms 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-(8CI); 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-,[2S-(2a,5a,6b)]-;6-[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid; 6-[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]penicillanicacid; Abboflox; BRL 2039; Culpen; FK 900; Floxacillin; Flucloxacillin;Fluoxacillin; Flupen; Penplus; Staphlipen;[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]penicillin
  • PSA 138.04000
  • LogP 3.01660

Flucloxacillin Chemical Properties

Molecular Formula: C19H17ClFN3O5S
Molar mass: 453.8718 g/mol
EINECS: 226-051-0
Density: 1.59 g/cm3
Flash Point: 363.4 °C
Index of Refraction: 1.672
Boiling Point: 677.3 °C at 760 mmHg
Vapour Pressure: 2.86E-19 mmHg at 25°C
Product categories of Flucloxacillin (5250-39-5): API's
Structure of Flucloxacillin (5250-39-5):

XLogP3-AA: 2.6
H-Bond Donor: 2
H-Bond Acceptor: 7
Systematic Name: (2S,5R,6R)-6-[[3-(2-Chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 
SMILES: O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)c2c(onc2c1c(F)cccc1Cl)C)[C@H]4SC3(C)C 
InChI: InChI=1/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1 
InChIKey: UIOFUWFRIANQPC-JKIFEVAIBS 
Std. InChI: InChI=1S/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1 
Std. InChIKey: UIOFUWFRIANQPC-JKIFEVAISA-N

Flucloxacillin Uses

 Flucloxacillin (5250-39-5) is used to treat infections caused by susceptible Gram-positive bacteria.It is also available under a variety of trade names including Floxapen (Beecham, now GSK) and Flopen (CSL).

Flucloxacillin Specification

 Flucloxacillin (5250-39-5) is a narrow spectrum beta-lactam antibiotic of the penicillin class, and also can be called Fluorochloroxacillin ; Flucloxacilina ; (2S,5R,6R)-6-({[3-(2-Chloro-6-fluorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ;and 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- .Unlike other penicillins, it has activity against beta-lactamase-producing organisms such as Staphylococcus aureus as it is beta-lactamase stable. However, it is ineffective against MRSA. It is very similar to dicloxacillin and these two agents are considered interchangeable.

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