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Flucloxacillin

Flucloxacillin Structure
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
MOL File:
5250-39-5.mol
Modify Date:
2023/5/15 10:43:31
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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)

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.

Uses

Antibacterial.

Definition

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

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.

Flucloxacillin Preparation Products And Raw materials

Raw materials

Thionyl chloride Sodium hydroxide Sodium Methoxide Methyl acetoacetate Chlorine
6-Aminopenicillanic acid 2-CHLORO-6-FLUOROBENZALDOXIME
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Preparation Products

Flucloxacillin Suppliers

Global( 82)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Medec Dragon Private Limited +91-9768474716 Maharashtra, India 59 58 Inquiry
Ebenezer Industries Gujarat, India 96 58 Inquiry
PROTECH TELELINKS +91-8571891912 +91-9855060837 Himachal Pradesh, India 62 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21669 55 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
SIMAGCHEM CORP +86-13806087780 China 17367 58 Inquiry
Supplier Advantage
Medec Dragon Private Limited 58
Ebenezer Industries 58
PROTECH TELELINKS 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
SynZeal Research Pvt Ltd 58
Pharma Affiliates 58
Henan Tianfu Chemical Co.,Ltd. 55
CONIER CHEM AND PHARMA LIMITED 58
career henan chemical co 58
SIMAGCHEM CORP 58

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(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