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Flucloxacillin

Product Name
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
Formula Weight
453.87
MOL File
5250-39-5.mol
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Flucloxacillin Property

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)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
257312
Product name
Flucloxacillin
Packaging
500mg
Price
$1982
Updated
2021/12/16
AK Scientific
Product number
C572
Product name
Floxacillin
Packaging
2g
Price
$4316
Updated
2021/12/16
AK Scientific
Product number
C572
Product name
Floxacillin
Packaging
500mg
Price
$1670
Updated
2021/12/16
AvaChem
Product number
2014A
Product name
Flucloxacillin
Packaging
10mg
Price
$39
Updated
2021/12/16
AvaChem
Product number
2014A
Product name
Flucloxacillin
Packaging
25mg
Price
$49
Updated
2021/12/16
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Flucloxacillin Chemical Properties,Usage,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

Raw materials

Preparation Products

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Flucloxacillin Suppliers

Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
XiaoGan ShenYuan ChemPharm co,ltd
Tel
0712-0712-2580635 15527768850
Email
1791901229@qq.com
Country
China
ProdList
8849
Advantage
52
Shanghai G&K Biomedical Scientific Inc.
Tel
021-34502253 13391330186
Fax
+86-21-23027826
Email
info@gksci.com
Country
China
ProdList
134
Advantage
52
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7815
Advantage
57
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14059
Advantage
65
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3750
Advantage
55
Hubei XinyuanShun Chemical Co., Ltd.
Tel
13971561712, 13995564702, 027-50664929
Fax
027-50664927
Email
hbeixys2001@163.com
Country
China
ProdList
3123
Advantage
55
Raw material medicin reagent co.,Ltd
Tel
025-57798860
Email
sales@njromanme.com
Country
China
ProdList
4534
Advantage
58
Conier Chem & Pharma Limited
Tel
13368167990
Email
sales@conier.com
Country
China
ProdList
2809
Advantage
58
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View Lastest Price from Flucloxacillin manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Flucloxacillin 5250-39-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-09
Dideu Industries Group Limited
Product
Flucloxacillin 5250-39-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-24
Career Henan Chemical Co
Product
Flucloxacillin 5250-39-5
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

5250-39-5, FlucloxacillinRelated Search:


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  • (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
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