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Flomoxef

Basic information Safety Supplier Related

Flomoxef Basic information

Product Name:
Flomoxef
Synonyms:
  • FLOMOXEF
  • 5-OXA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID, 7-[[[(DIFLUOROMETHYL)THIO]ACETYL]AMINO]-3-[[[1-(2-HYDROXYETHYL)-1H-TETRAZOL-5-YL]THIO]METHYL]-7-METHOXY-8-OXO-, (6R-CIS)-
  • FLOMOXEF [5-OXA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID, 7-[[[(DIFLUOROMETHYL)THIO]ACETYL]AMINO]-3-[[[1-(2-HYDROXYETHYL)-1H-TETRAZOL-5-YL]THIO]METHYL]-7-METHOXY-8-OXO-, (6R-CIS)- ]
  • 5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[(difluoromethyl)thio]acetyl]amino]-3-[[[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]thio]methyl]-7-methoxy-8-oxo-, (6R,7R)-
  • Flumarin
  • FMOX
  • (-)-(6R,7R)-7-(2-((Difluoromethyl)thio)acetamido)-3-(((1-(2-hydroxyethyl)-1H-tetrazol-5-yl)thio)methyl)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7α-[[(Difluoromethyl)thio]acetylamino]-7-methoxy-8-oxo-3-[[[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]thio]methyl]-1-aza-5-oxabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS:
99665-00-6
MF:
C15H18F2N6O7S2
MW:
496.47
Product Categories:
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
99665-00-6.mol
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Flomoxef Chemical Properties

Melting point:
82.5-87.5°
CAS DataBase Reference
99665-00-6(CAS DataBase Reference)
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Flomoxef Usage And Synthesis

Description

Flomoxef sodium is a P-lactamase resistant oxacephalosporin. Its spectrum of activity is similar to that of cefazolin and moxalactam, but with better efficacy against Staphylococcus aureus and Bacteroides fragilis. Flomoxef is reported effective in the treatment of post-operative, urinary tract and abdominal cavity infections.

Originator

Shionogi (Japan)

Uses

Flomoxef is an oxacephem derived beta-lactam antibiotic that is particularly effective against gram-positive bacteria.

brand name

Flumari

Antimicrobial activity

An oxa-cephem which differs from latamoxef in the side chains carried at the 7-amino and C-3 positions, but which retains the 7-methoxy group that confers β-lactamase stability. The methyl group of the methylthiotetrazole side chain of latamoxef has been modified to hydroxymethyl in an attempt to avoid the undesirable side effects, while the side chain at the 7-amino position is F2-CH-S-CH2-.
Activity is similar to that of latamoxef, but activity against Staph. aureus is improved and it is claimed to be a poor inducer of penicillin-binding protein 2′, which is associated with resistance in methicillin-resistant strains.
Intravenous injection of 2 g achieves a peak plasma concentration of around 50 mg/L, falling to 2.6 mg/L after 6 h. The plasma half-life is about 50 min. It appears to be well distributed and penetrates moderately well into lung, mucosal tissue of the middle ear and bone.
Flomoxef does not seem to be prone to the effects on platelet function of latamoxef and it has a less marked effect on vitamin K metabolism. It does not cause a disulfiram-like reaction with alcohol.
It is available in Japan, where it appears safe and effective in a wide range of infections.

FlomoxefSupplier

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