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    Cefcapene Pivoxil

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    MARKET PLACE

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    2D Structure
    Also known as: 105889-45-0, Cefcapene piroxil, Cefcapene-pivoxil, Flomox, 8i8mj56xfq, 2,2-dimethylpropanoyloxymethyl (6r,7r)-7-[[(z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    Molecular Formula
    C23H29N5O8S2
    Molecular Weight
    567.6  g/mol
    InChI Key
    WVPAABNYMHNFJG-QDVBXLKVSA-N
    FDA UNII
    8I8MJ56XFQ
    Cefcapene Pivoxil is the pivalate ester prodrug form of cefcapene, a semi-synthetic third-generation cephalosporin with antibacterial activity. After oral administration of cefcapene pivoxil, the ester bond is cleaved, releasing active cefcapene.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C23H29N5O8S2/c1-5-6-12(13-9-38-21(24)26-13)16(29)27-14-17(30)28-15(11(7-34-22(25)33)8-37-18(14)28)19(31)35-10-36-20(32)23(2,3)4/h6,9,14,18H,5,7-8,10H2,1-4H3,(H2,24,26)(H2,25,33)(H,27,29)/b12-6-/t14-,18-/m1/s1
    2.1.3 InChI Key
    WVPAABNYMHNFJG-QDVBXLKVSA-N
    2.1.4 Canonical SMILES
    CCC=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C
    2.1.5 Isomeric SMILES
    CC/C=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    8I8MJ56XFQ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. S 1108

    2. S-1108

    2.3.2 Depositor-Supplied Synonyms

    1. 105889-45-0

    2. Cefcapene Piroxil

    3. Cefcapene-pivoxil

    4. Flomox

    5. 8i8mj56xfq

    6. 2,2-dimethylpropanoyloxymethyl (6r,7r)-7-[[(z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    7. S-1108

    8. Cefcamate Pivoxil

    9. Unii-8i8mj56xfq

    10. 2,2-dimethylpropanoyloxymethyl (6r,7r)-7-(((z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl)amino)-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    11. Schembl155121

    12. Schembl155122

    13. Chembl2431072

    14. Dtxsid7049134

    15. Cefcapene Pivoxil [who-dd]

    16. Zinc3924558

    17. Akos015841961

    18. Akos015896113

    19. Hy-135221a

    20. Cefcapene Pivaloyloxymethyl Ester

    21. As-12938

    22. Cs-0111083

    23. Cefcapene Pivaloyloxymethyl Ester [mi]

    24. 889c450

    25. A801331

    26. Q27270575

    27. 2,2-dimethylpropanoyloxymethyl (6r,7r)-7-[[(z)-2-(2-aminothiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;cefcapene Pivoxil

    28. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-(((2z)-2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl)amino)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r,7r)-

    29. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl)amino)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r-(6alpha,7beta(z)))-

    2.4 Create Date
    2005-10-11
    3 Chemical and Physical Properties
    Molecular Weight 567.6 g/mol
    Molecular Formula C23H29N5O8S2
    XLogP31.5
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count13
    Exact Mass567.14575525 g/mol
    Monoisotopic Mass567.14575525 g/mol
    Topological Polar Surface Area247 Ų
    Heavy Atom Count38
    Formal Charge0
    Complexity1060
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1