CAS 5250-39-5

Flucloxacillin

Description:

Flucloxacillin is a semisynthetic antibiotic belonging to the penicillin class, primarily used to treat infections caused by Gram-positive bacteria, particularly Staphylococcus aureus. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. Flucloxacillin is resistant to the action of penicillinase, an enzyme produced by some bacteria that can inactivate other penicillins, making it effective against penicillin-resistant strains. The substance is typically administered orally or intravenously and is known for its relatively short half-life, necessitating multiple doses throughout the day for optimal therapeutic effect. Common side effects may include gastrointestinal disturbances, allergic reactions, and, in rare cases, liver toxicity. Flucloxacillin is often used in clinical settings for skin and soft tissue infections, respiratory tract infections, and bone infections. Its effectiveness and safety profile make it a valuable option in the treatment of bacterial infections, although it should be used judiciously to prevent the development of antibiotic resistance.

Formula: C₁₉H₁₇ClFN₃O₅S

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: InChIKey=UIOFUWFRIANQPC-JKIFEVAISA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(=O)C=3C(=NOC3C)C4=C(Cl)C=CC=C4F)C2=O)(SC1(C)C)[H]

Synonyms:

• (2S,5R,6R)-6-[[[3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 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-
• 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)]-
• 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
• Flopen
• Floxacillin
• Floxapen
• Flucil
• Flucloxacilina
• Flucloxacilline
• Flucloxcillin
• Fluoxacillin
• Flupen
• Penplus
• Staphlipen
• Staphylex
• [3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]penicillin

(2S,5R,6R)-6-[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

CAS: 5250-39-5

Formula: C₁₉H₁₇ClFN₃O₅S

Molecular weight: 453.8718

Ref: IN-DA00DE78

Flucloxacillin

CAS: 5250-39-5

Flucloxacillin, an antibiotic, effectively combats both gram-positive and gram-negative bacteria [1] [2].

Formula: C₁₉H₁₇ClFN₃O₅S

Color and Shape: Solid

Molecular weight: 453.87

Ref: TM-T75277

Flucloxacillin

CAS: 5250-39-5

Flucloxacillin is a beta-lactam antibiotic, which is derived from the penicillin family. It is synthetically produced through chemical modification to enhance its stability against beta-lactamase enzymes. The mode of action of flucloxacillin involves inhibiting bacterial cell wall synthesis. It binds to penicillin-binding proteins (PBPs) located inside the bacterial cell wall, which in turn inhibits the transpeptidation or cross-linking of peptidoglycan chains. This action leads to cell lysis and ultimately, bacterial death.

Formula: C₁₉H₁₇ClFN₃O₅S

Purity: Min. 95%

Molecular weight: 453.87 g/mol

Ref: 3D-AF45048