Flucloxacillin
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| Category | Others |
| Catalog number | BBF-01716 |
| CAS | 5250-39-5 |
| Molecular Weight | 453.87 |
| Molecular Formula | C19H17ClFN3O5S |
| Purity | >98% |
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Description
Flucloxacillin is a semi-synthetic isoxazole penicillin. The antibacterial effect is stronger than oxacillin, the antibacterial activity against penicillinase-producing Staphylococcus aureus is slightly higher than cloxacillin, and the oral absorption rate is twice as high as cloxacillin.
Specification
| Related CAS | 1847-24-1 (sodium salt) |
| Synonyms | Floxapen; flucloxacilina; Flucloxacillinum; 3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolylpenicillin; BRL 2039 |
| Storage | -20°C |
| IUPAC Name | (2S,5R,6R)-6-[[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| Canonical SMILES | CC1=C(C(=NO1)C2=C(C=CC=C2Cl)F)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O |
| 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 |
| InChI Key | UIOFUWFRIANQPC-JKIFEVAISA-N |
Properties
| Appearance | White to Off-White Powder |
| Application | Flucloxacillin is used to treat infections caused by susceptible Gram-positive bacteria and has activity against beta-lactamase-producing organisms. |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 677.3°C at 760 mmHg |
| Density | 1.59 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1.[A neonate with blisters on his upper legs].
Molenaar-Hoogendijk M1, Boute FJ, Loots MA. Ned Tijdschr Geneeskd. 2015;160(0):A9666.
A 10-days-old male neonate presented with multiple bullae, mostly in the diaper region, without signs of illness. We diagnosed this condition as neonatal bullous impetigo and treated the patient orally with flucloxacillin. Bullous impetigo is caused by Staphylococcus aureus toxins that break down intercellular proteins.
2.Lab on a chip sensor for rapid detection and antibiotic resistance determination of Staphylococcus aureus.
Abeyrathne CD1, Huynh DH1, Mcintire TW2, Nguyen TC1, Nasr B1, Zantomio D3, Chana G4, Abbott I5, Choong P6, Catton M5, Skafidas E7. Analyst. 2016 Mar 7;141(6):1922-9. doi: 10.1039/c5an02301g.
The Gram-positive bacterium, Staphylococcus aureus (S. aureus), is a major pathogen responsible for a variety of infectious diseases ranging from cellulitis to more serious conditions such as septic arthritis and septicaemia. Timely treatment with appropriate antibiotic therapy is essential to ensure clinical defervescence and to prevent further complications such as infective endocarditis or organ impairment due to septic shock. To date, initial antibiotic choice is empirical, using a "best guess" of likely organism and sensitivity- an approach adopted due to the lack of rapid identification methods for bacteria. Current culture based methods take up to 5 days to identify the causative bacterial pathogen and its antibiotic sensitivity. This paper provides proof of concept for a biosensor, based on interdigitated electrodes, to detect the presence of S. aureus and ascertain its sensitivity to flucloxacillin rapidly (within 2 hours) in a cost effective manner.
3.Different spectrophotometric methods applied for the analysis of binary mixture of flucloxacillin and amoxicillin: A comparative study.
Attia KA1, Nassar MW1, El-Zeiny MB2, Serag A3. Spectrochim Acta A Mol Biomol Spectrosc. 2016 May 15;161:64-9. doi: 10.1016/j.saa.2016.02.028. Epub 2016 Mar 2.
Three different spectrophotometric methods were applied for the quantitative analysis of flucloxacillin and amoxicillin in their binary mixture, namely, ratio subtraction, absorbance subtraction and amplitude modulation. A comparative study was done listing the advantages and the disadvantages of each method. All the methods were validated according to the ICH guidelines and the obtained accuracy, precision and repeatability were found to be within the acceptable limits. The selectivity of the proposed methods was tested using laboratory prepared mixtures and assessed by applying the standard addition technique. So, they can be used for the routine analysis of flucloxacillin and amoxicillin in their binary mixtures.
4.Prophylactic use of gentamicin/flucloxacillin versus cefuroxime in surgery: a meta analysis of clinical studies.
Luo S1, Lai Y2, Liu C1, Chen Y3, Qiao X1. Int J Clin Exp Med. 2015 Oct 15;8(10):17856-67. eCollection 2015.
PURPOSE: To conduct meta-analyses of all available studies comparing efficacies of prophylactic cefuroxime and prophylactic gentamicin/flucloxacillin (Gen/Flu) in preventing post-operative wound infections and their association with risks of Clostridium difficile infections and post-operative renal impairment.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
