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    Flomoxef

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    PharmaCompass
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    2D Structure
    Also known as: 99665-00-6, Flomoxefum, Fmox, Flomoxef [inn], Flomoxef sodium, V9e5u5xf42
    Molecular Formula
    C15H18F2N6O7S2
    Molecular Weight
    496.5  g/mol
    InChI Key
    UHRBTBZOWWGKMK-DOMZBBRYSA-N
    FDA UNII
    V9E5U5XF42
    Flomoxef is a cephamycin antibiotic with a difluoromethylthio-acetamido group at the 7-beta position of the cephem nucleus, commonly used for postoperative prophylaxis. Flomoxef has activity against epidermides, streptococci, propionibacteria, and both methicillin-resistant and -susceptible Staphylococcus aureus.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (6R,7R)-7-[[2-(difluoromethylsulfanyl)acetyl]amino]-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C15H18F2N6O7S2/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27)/t12-,15+/m1/s1
    2.1.3 InChI Key
    UHRBTBZOWWGKMK-DOMZBBRYSA-N
    2.1.4 Canonical SMILES
    COC1(C2N(C1=O)C(=C(CO2)CSC3=NN=NN3CCO)C(=O)O)NC(=O)CSC(F)F
    2.1.5 Isomeric SMILES
    CO[C@@]1([C@@H]2N(C1=O)C(=C(CO2)CSC3=NN=NN3CCO)C(=O)O)NC(=O)CSC(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    V9E5U5XF42
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Oxacephem 6315-s

    2. S 6315

    2.3.2 Depositor-Supplied Synonyms

    1. 99665-00-6

    2. Flomoxefum

    3. Fmox

    4. Flomoxef [inn]

    5. Flomoxef Sodium

    6. V9e5u5xf42

    7. (6r,7r)-7-[[2-(difluoromethylsulfanyl)acetyl]amino]-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

    8. Flomoxef (inn)

    9. Flomoxefo

    10. 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)-

    11. 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)-

    12. Flomoxefum [latin]

    13. Flomoxefo [spanish]

    14. Unii-v9e5u5xf42

    15. Ncgc00182999-01

    16. Flomoxef [mi]

    17. Flomoxef [who-dd]

    18. Schembl49438

    19. Chembl15413

    20. Dtxsid5048845

    21. Chebi:135813

    22. Bcp20920

    23. Hy-b0706

    24. Zinc3874302

    25. Akos015896442

    26. Db11935

    27. Ac-15832

    28. Cs-0009596

    29. D07963

    30. 665f006

    31. A846063

    32. Q5459999

    33. (-)-(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

    34. (6r,7r)-7-[[2-(difluoromethylthio)-1-oxoethyl]amino]-3-[[[1-(2-hydroxyethyl)-5-tetrazolyl]thio]methyl]-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

    35. (6r,7r)-7-[2-[bis(fluoranyl)methylsulfanyl]ethanoylamino]-3-[[1-(2-hydroxyethyl)-1,2,3,4-tetrazol-5-yl]sulfanylmethyl]-7-methoxy-8-oxidanylidene-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

    36. (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

    37. (7r)-7-(2-(difluoromethylthio)acetamido)-3-((1-(2-hydroxyethyl)-1h-tetrazol-5-ylthio)methyl)-7-methoxy-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 496.5 g/mol
    Molecular Formula C15H18F2N6O7S2
    XLogP3-1.3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count14
    Rotatable Bond Count11
    Exact Mass496.06464561 g/mol
    Monoisotopic Mass496.06464561 g/mol
    Topological Polar Surface Area220 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity793
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01D - Other beta-lactam antibacterials

    J01DC - Second-generation cephalosporins

    J01DC14 - Flomoxef