For research use only. Not for therapeutic Use.
Flucloxacillin（Cat No.:I006808）is a semi-synthetic beta-lactam antibiotic used primarily to treat infections caused by Gram-positive bacteria, particularly Staphylococcus aureus (including methicillin-sensitive strains). It works by inhibiting bacterial cell wall synthesis through binding to penicillin-binding proteins, ultimately causing bacterial cell lysis. Flucloxacillin is effective against skin, soft tissue, and respiratory tract infections. It is resistant to beta-lactamase enzymes, which makes it particularly useful in treating penicillin-resistant staphylococcal infections. It is often administered orally or intravenously and is commonly used in clinical settings for infections requiring broad-spectrum beta-lactam antibiotics.
| Catalog Number | I006808 |
| CAS Number | 5250-39-5 |
| Synonyms | Flucloxacillin, Floxacillin, Floxapen, Fluorochloroxacillin;(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 |
| Molecular Formula | C19H17ClFN3O5S |
| Purity | ≥95% |
| Target | Antibiotic |
| Solubility | Soluble in DMSO, not in water |
| Storage | 0 - 4°C for short term or -20 °C for long term |
| 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 |
| 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 |
| InChIKey | UIOFUWFRIANQPC-JKIFEVAISA-N |
| SMILES | CC1=C(C(=NO1)C2=C(C=CC=C2Cl)F)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O |
| Reference | </br>1:Adjunctive clindamycin for cellulitis: a clinical trial comparing flucloxacillin with or without clindamycin for the treatment of limb cellulitis. Brindle R, Williams OM, Davies P, Harris T, Jarman H, Hay AD, Featherstone P.BMJ Open. 2017 Mar 17;7(3):e013260. doi: 10.1136/bmjopen-2016-013260. PMID: 28314743 Free PMC Article</br>2:Bone penetration of intravenous flucloxacillin and gentamicin as antibiotic prophylaxis during total hip and knee arthroplasty. Torkington MS, Davison MJ, Wheelwright EF, Jenkins PJ, Anthony I, Lovering AM, Blyth M, Jones B.Bone Joint J. 2017 Mar;99-B(3):358-364. doi: 10.1302/0301-620X.99B3.BJJ-2016-0328.R1. PMID: 28249976 </br>3:Advanced Age and Female Sex As Risk Factors for High Anion Gap Metabolic Acidosis After a Drug Interaction Between Paracetamol and Flucloxacillin: A Case Series. Jessurun N, van Marum R, Hermens W, van Puijenbroek E.J Am Geriatr Soc. 2016 Oct;64(10):e90-e93. doi: 10.1111/jgs.14332. Epub 2016 Sep 2. No abstract available. PMID: 27590524 </br>4:A mixed methods study of the administration of flucloxacillin oral liquid; identifying strategies to overcome administration issues of medicines with poor palatability. Rouse C, Mistry P, Rayner O, Nickless J, Wan M, Southern KW, Batchelor HK.Int J Pharm Pract. 2016 Sep 16. doi: 10.1111/ijpp.12308. [Epub ahead of print] PMID: 27633317 </br>5:CHILDREN WITH CYSTIC FIBROSIS: UNDERSTANDING ISSUES RELATED TO ORAL ADMINISTRATION OF LIQUID FLUCLOXACILLIN. Batchelor H, Rayner O, Nickless J, Wan M, Southern K, Rose C.Arch Dis Child. 2016 Sep;101(9):e2. doi: 10.1136/archdischild-2016-311535.33. PMID: 27540213 </br>6:Metabolic acidosis and 5-oxoprolinuria induced by flucloxacillin and acetaminophen: a case report. Lanoy C, Bouckaert Y.J Med Case Rep. 2016 Jun 23;10(1):184. doi: 10.1186/s13256-016-0964-x. PMID: 27339215 Free PMC Article</br>7:Understanding flucloxacillin prescribing trends and treatment non-response in UK primary care: a Clinical Practice Research Datalink (CPRD) study. Francis NA, Hood K, Lyons R, Butler CC.J Antimicrob Chemother. 2016 Jul;71(7):2037-46. doi: 10.1093/jac/dkw084. Epub 2016 Apr 18. PMID: 27090629 Free PMC Article</br>8:Bile Nephropathy in Flucloxacillin-Induced Cholestatic Liver Dysfunction. Alnasrallah B, Collins JF, Zwi LJ.Case Rep Nephrol. 2016;2016:4162674. doi: 10.1155/2016/4162674. Epub 2016 Feb 24. PMID: 27006842 Free PMC Article</br>9:Different spectrophotometric methods applied for the analysis of binary mixture of flucloxacillin and amoxicillin: A comparative study. Attia KA, Nassar MW, El-Zeiny MB, Serag A.Spectrochim Acta A Mol Biomol Spectrosc. 2016 May 15;161:64-9. doi: 10.1016/j.saa.2016.02.028. Epub 2016 Mar 2. PMID: 26950503 </br>10:Flucloxacillin does not achieve therapeutic cerebrospinal fluid levels against meticillin-sensitive Staphylococcus aureus in adults: A case report and review of the literature. Chew R, Woods ML.Int J Antimicrob Agents. 2016 Mar;47(3):229-31. doi: 10.1016/j.ijantimicag.2015.12.009. Epub 2016 Jan 15. Review. PMID: 26915477 |
