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Flucloxacillin

CAS No.
5250-39-5
Chemical Name:
Flucloxacillin
Synonyms
Flopen;Flucil;Culpen;FK 900;Flupen;Penplus;Floxapen;Abboflox;BRL 2039;Staphylex
CBNumber:
CB8690991
Molecular Formula:
C19H17ClFN3O5S
Molecular Weight:
453.87
MDL Number:
MFCD00864886
MOL File:
5250-39-5.mol
Last updated:2023-05-15 10:43:31

Flucloxacillin Properties

Boiling point 677.3±55.0 °C(Predicted)
Density 1.59±0.1 g/cm3(Predicted)
solubility soluble in Methanol, Water
pka pKa 2.7 (Uncertain)
form Solid
color White
CAS DataBase Reference 5250-39-5(CAS DataBase Reference)
FDA UNII 43B2M34G2V
ATC code J01CF05

Pharmacokinetic data

Protein binding 95%
Excreted unchanged in urine 66-76%
Volume of distribution 0.13
Biological half-life 53-60 minutes / 135-173 minutes

Flucloxacillin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 257312 Flucloxacillin 5250-39-5 500mg $1982 2021-12-16 Buy
AK Scientific C572 Floxacillin 5250-39-5 2g $4316 2021-12-16 Buy
AK Scientific C572 Floxacillin 5250-39-5 500mg $1670 2021-12-16 Buy
AvaChem 2014A Flucloxacillin 5250-39-5 10mg $39 2021-12-16 Buy
AvaChem 2014A Flucloxacillin 5250-39-5 25mg $49 2021-12-16 Buy
Product number Packaging Price Buy
257312 500mg $1982 Buy
C572 2g $4316 Buy
C572 500mg $1670 Buy
2014A 10mg $39 Buy
2014A 25mg $49 Buy

Flucloxacillin Chemical Properties,Uses,Production

Description

Chemically this is 3(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl penicillin; this differs from dicloxacillin only by the substitution of a fluorine for a chlorine atom (Sutherland et al., 1970). It comes as oral capsules of 250 and 500 mg, as a suspension of 25 and 50 mg/ml, and in an injectable formulation of 500 mg and 1 g.

Originator

Floxapen,Beecham,UK,1970

Uses

Antibacterial.

Definition

ChEBI: A penicillin compound having a 6beta-[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxamido] side-chain.

Manufacturing Process

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylicacid, MP 206° to 207°C, was obtained by chlorinating 2-chloro-6-fluorobenzaldoxime, then condensing the resulting hydroxamoyl chloride with methyl acetoacetate in methanolic sodium methoxide and hydrolyzing the resulting ester with hot alkali. The acid chloride resulted from treatment of the acid with thionyl chloride
A suspension of 6-aminopenicillanic acid (36.4 grams) in water was adjusted to pH 7.2 by the addition of N aqueous sodium hydroxide and the resulting solution was treated with a solution of 3-(2-chloro-6-fluorophenyl)-5- methylisoxazole-4-carbonyl chloride (46.1 grams) in isobutyl methyl ketone. The mixture was stirred vigorously for 1? hours and then filtered through Dicalite. The layers were separated and the isobutyl methyl ketone layer was shaken with saturated brine. Then, precipitation of the sodium salt only took place after dilution of the mixture with ether. In this way there was obtained 60.7 grams of the penicillin sodium salt having a purity of 88% as determined by alkalimetric assay.

Therapeutic Function

Antibacterial

Antimicrobial activity

There is complete cross-resistance with other penicillinase-stable penicillins.

General Description

Flucloxacillin was synthesized by Beecham Research Laboratories in 1962 as a penicillinase-stable and orally active semisynthetic penicillin. It shows almost the same activity as dicloxacillin, and it has slightly higher serum and tissue concentrations than dicloxacillin. This drug has been used to treat pyoderma, sepsis, and postoperative infections as well as ear and nose, respiratory tract, and other infections caused by Staphylococcus and Streptococcus, including benzylpenicillin-resistant strains.

Pharmacokinetics

Oral absorption: c. 80%
Cmax 250 mg (oral): 11 mg/L after 0.5–1 h
Plasma half-life: 2 h
Plasma protein binding: 95%
Absorption and distribution
It is well absorbed after oral administration and penetrates rapidly into extravascular exudates. Its high protein binding limits its diffusion, notably into the normal CSF.
Metabolism and excretion
Flucloxacillin is partly metabolized in the liver and about 10% of the plasma concentration is made up of metabolites. It is more slowly eliminated than cloxacillin. Some appears in the bile but about 50–80% of an oral dose is recovered from the urine, about 20% as metabolites.

Clinical Use

Uses are those of group 3 penicillins.

Side effects

In patients treated by intravenous infusion, about 5% developed phlebitis by the first and 15% by the second day, after which the proportion rose dramatically. Side effects are otherwise those common to penicillins.

Drug interactions

Potentially hazardous interactions with other drugs
Reduces excretion of methotrexate.

Metabolism

In normal subjects approximately 10% of the flucloxacillin administered is metabolised to penicilloic acid. Excretion occurs mainly through the kidney. Between 65.5% (oral route) and 76.1% (parenteral route) of the dose administered is recovered in unaltered active form in the urine within 8 hours. A small portion of the dose administered is excreted in the bile.

Flucloxacillin Preparation Products And Raw materials

Global( 83)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3537 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9320 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29220 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58

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View Lastest Price from Flucloxacillin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Flucloxacillin USP/EP/BP pictures 2021-06-25 Flucloxacillin USP/EP/BP
5250-39-5
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Flucloxacillin  pictures 2020-05-10 Flucloxacillin
5250-39-5
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
Flucloxacillin pictures 2019-12-26 Flucloxacillin
5250-39-5
US $1.00 / g 1g ≥98% g/kg/Ton Career Henan Chemical Co
(2S,5R,6R)-6-[[3-(2-chloro-6-fluoro-phenyl)-5-methyl-1,2-oxazol-4-yl]carbonylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-[[3-(2-chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]amino]-7-keto-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Fluchlxacillin Flopen Floxapen Flucil Flucloxcillin Staphylex FLOXACILLIN FLUCLOXACILLIN [3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]penicillin 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)- 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-(2α,5α,6β)]- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo- (8CI) 6-[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 6-[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxamido]penicillanic acid Abboflox BRL 2039 Culpen FK 900 Fluoxacillin Flupen Penplus Staphlipen (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 Flucloxacillin USP/EP/BP (2S,5R,6R)-6-(3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (Cloxacillin Impurity) Phenylbutazone Impurity 34 5250-39-5 C19H16CLFN3NaO5SH2O API's