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Basic information
- Standard SMILES
CO[C@@]1(NC(=O)CSC(F)F)C(=O)N2C(C(=O)O)=C(CSc3nnnn3CCO)CO[C@@H]21- InChIKey
UHRBTBZOWWGKMK-DOMZBBRYSA-N- Molecular formula
- C15H18F2N6O7S2
- Average molar mass
- 496.474 g/mol
- Monoisotopic mass
- 496.06464536
Names & identifiers
- Preferred name
- Flomoxef
- IUPAC
- (6R,7R)-7-{2-[(Difluoromethyl)sulfanyl]acetamido}-3-({[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- English name
- Flomoxef
- Molecular formula
- C15H18F2N6O7S2
- Molecular weight
- 496.47
Names & synonyms
Database identifiers
- CAS
99665-00-6- PubChem CID
- 65864
- DTXSID
DTXSID5048845- ChEMBL
CHEMBL15413- ChEBI
CHEBI:135813- UNII
- V9E5U5XF42
- Nikkaji
- J37.274I
Properties
Physicochemical properties
- Melting point
- 82.5 · 82.5-87.5°
- Density
- 1.85 · 1.85±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- soluble in DMSO, Methanol
- form
- Solid
- pka
- 3.26 · 3.26±0.40(Predicted)
- color
- Off-White
- InChIKey
- UHRBTBZOWWGKMK-DOMZBBRYSA-N
- SMILES
- N12[C@@]([H])([C@@](NC(CSC(F)F)=O)(OC)C1=O)OCC(CSC1N(CCO)N=NN=1)=C2C(O)=O
- CAS DataBase Reference
- 99665 · 99665-00-6(CAS DataBase Reference)
- FDA UNII
- 9 E5U5XF42 · V9E5U5XF42
- ATC code
- 1 DC14 · J01DC14
Chemistry & industry
Applications
DescriptionFlomoxef 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.
UsesFlomoxef is an oxacephem derived beta-lactam antibiotic that is particularly effective against gram-positive bacteria.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: Flomoxef is a second-generation oxacephem antibiotic in which the oxazine ring is substituted at C-3 with a hydroxyethyl-substituted tetrazolylthiomethyl group and the azetidinone ring carries 7alpha-methoxy and 7beta-{2-[(difluoromethyl)thiomethyl]acetamido} substituents. It has a role as an antibacterial drug. It is a N-acyl-amino acid, an oxacephem and an organonitrogen heterocyclic antibiotic.
Related reactions
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Linked notes
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