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    Cefteram Pivoxil

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    MARKET PLACE

    PharmaCompass
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    2D Structure
    Also known as: Tomiron, 82547-81-7, Cefteram pivaloyloxymethyl ester, T 2588, T-2588, 0od86rt58c
    Molecular Formula
    C22H27N9O7S2
    Molecular Weight
    593.6  g/mol
    InChI Key
    UIYAXIPXULMHAI-JLGRZTKVSA-N
    FDA UNII
    0OD86RT58C
    Cefteram Pivoxil is the pivalate ester prodrug of cefteram, a semi-synthetic, broad-spectrum, third-generation cephalosporin with antibacterial activity. After oral administration of cefteram pivoxil, the ester bond is cleaved, releasing active cefteram.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(5-methyltetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C22H27N9O7S2/c1-10-26-29-30(27-10)6-11-7-39-18-14(25-16(32)13(28-36-5)12-8-40-21(23)24-12)17(33)31(18)15(11)19(34)37-9-38-20(35)22(2,3)4/h8,14,18H,6-7,9H2,1-5H3,(H2,23,24)(H,25,32)/b28-13-/t14-,18-/m1/s1
    2.1.3 InChI Key
    UIYAXIPXULMHAI-JLGRZTKVSA-N
    2.1.4 Canonical SMILES
    CC1=NN(N=N1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)OCOC(=O)C(C)(C)C
    2.1.5 Isomeric SMILES
    CC1=NN(N=N1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)OCOC(=O)C(C)(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    0OD86RT58C
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ro 19-5248

    2. Ro-19-5248

    3. T 2588

    4. T-2588

    5. Tomiron

    2.3.2 Depositor-Supplied Synonyms

    1. Tomiron

    2. 82547-81-7

    3. Cefteram Pivaloyloxymethyl Ester

    4. T 2588

    5. T-2588

    6. 0od86rt58c

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

    8. Ro-19-5248

    9. Antibiotic T 2588

    10. Tomiron (tn)

    11. Unii-0od86rt58c

    12. Brn 4223783

    13. Cftm-pi

    14. Starbld0016558

    15. Cefteram Pivoxil (jp17)

    16. Chembl3137676

    17. Schembl22718900

    18. Chebi:31381

    19. Uiyaxipxulmhai-jlgrztkvsa-

    20. Cefteram Pivoxil [mart.]

    21. Cefteram Pivoxil [who-dd]

    22. Dtxsid401316612

    23. Act06271

    24. Zinc3871962

    25. S5354

    26. Hy-106571

    27. Cefteram Pivaloyloxymethyl Ester [mi]

    28. Cs-0026074

    29. D01686

    30. 547c817

    31. (7r)-7beta-[(2-aminothiazol-4-yl)(methoxyimino)acetylamino]-3-(5-methyl-2h-tetrazol-2-yl)methylcepham-3-ene-4-carboxylic Acid Pivaloyloxymethyl Ester

    32. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-((5-methyl-2h-tetrazol-2-yl)methyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r-(6-alpha,7-beta(z)))-

    33. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl)amino)-3-((5-methyl-2h-tetrazol-2-yl)methyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r,7r)-

    34. Pivaloyloxymethyl (z)-7-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)-3-(5-methyl-2h-tetrazol-2-ylmethyl)-3-cephem-4-carboxylate

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 593.6 g/mol
    Molecular Formula C22H27N9O7S2
    XLogP33.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count15
    Rotatable Bond Count12
    Exact Mass593.14748658 g/mol
    Monoisotopic Mass593.14748658 g/mol
    Topological Polar Surface Area260 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity1100
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)