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    Tazobactam

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    2D Structure
    Also known as: Tazobactam sodium salt, 89785-84-2, Tazobactum sodium, Tazobactam sodium [usan], Cl-307579, Tazobactam (sodium)
    Molecular Formula
    C10H11N4NaO5S
    Molecular Weight
    322.28  g/mol
    InChI Key
    RFMIKMMOLPNEDG-QVUDESDKSA-M
    FDA UNII
    UXA545ABTT
    A penicillanic acid and sulfone derivative and potent BETA-LACTAMASE inhibitor that enhances the activity of other anti-bacterial agents against beta-lactamase producing bacteria.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-46-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C10H12N4O5S.Na/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19;/h2-3,7-8H,4-5H2,1H3,(H,16,17);/q;+1/p-1/t7-,8+,10+;/m1./s1
    2.1.3 InChI Key
    RFMIKMMOLPNEDG-QVUDESDKSA-M
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)[O-])CN3C=CN=N3.[Na+]
    2.1.5 Isomeric SMILES
    C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)[O-])CN3C=CN=N3.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    UXA545ABTT
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Tazobactam

    2. Ytr 830

    3. Ytr 830h

    4. Ytr-830

    5. Ytr830

    2.3.2 Depositor-Supplied Synonyms

    1. Tazobactam Sodium Salt

    2. 89785-84-2

    3. Tazobactum Sodium

    4. Tazobactam Sodium [usan]

    5. Cl-307579

    6. Tazobactam (sodium)

    7. Ytr-830

    8. Tazobactam (as Sodium)

    9. Cl 307,579

    10. Uxa545abtt

    11. Chembl1439

    12. Cl 307579

    13. Chebi:85192

    14. 89785-84-2 (sodium)

    15. Ytr 830

    16. 2-alpha-methyl-2-beta-(1,2,3-triazol-1-ylmethyl)penam-3-alpha-carboxylic Acid Sodium Salt

    17. Dsstox_cid_26030

    18. Dsstox_rid_81299

    19. Dsstox_gsid_46030

    20. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, Sodium Salt, (2s,3s,5r)-

    21. Sodium (2s,3s,5r)-3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate, 4,4-dioxide

    22. Sodium;(2s,3s,5r)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    23. Cas-89785-84-2

    24. Unii-uxa545abtt

    25. Tazobactum

    26. Ncgc00159340-02

    27. Schembl259991

    28. Tazobactam Sodium (jan/usan)

    29. Tazobactam Sodium [jan]

    30. Dtxsid8046030

    31. Tazobactam Sodium [vandf]

    32. Tazobactam Sodium [mart.]

    33. Yp-14

    34. Tazobactam Sodium [who-dd]

    35. Sodium (2s,3s,5r)-3-((1h-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

    36. Tazobactam Sodium Salt [mi]

    37. Tox21_111584

    38. Bdbm50157692

    39. Mfcd00917472

    40. Akos015962921

    41. Akos016843926

    42. Tox21_111584_1

    43. Cs-w009884

    44. Hy-w009168

    45. Tazobactam Sodium [orange Book]

    46. Zosyn Component Tazobactam Sodium

    47. Ncgc00159340-05

    48. Ac-18978

    49. Ac-32478

    50. As-56873

    51. Zerbaxa Component Tazobactam Sodium

    52. Tazobactam Sodium Salt, Analytical Standard

    53. Tazobactam Sodium Component Of Zosyn

    54. Tazobactam Sodium Component Of Zerbaxa

    55. D03707

    56. T-1446

    57. Tazobactam Sodium Salt, Beta-lactamase Inhibitor

    58. Q27158392

    59. Tazobactam Sodium Salt, Antibiotic For Culture Media Use Only

    60. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, Sodium Salt, (2s-(2alpha,3beta,5alpha))-

    61. Sodium (2s,3s,5r)-3-methyl-4,4,7-trioxo-3-[(1h-1,2,3-triazol-1-yl)methyl]-4lambda(6)-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    62. Sodium (2s,3s,5r)-3-methyl-4,4,7-trioxo-3-[1,2,3]triazol-1-ylmethyl-4lambda6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

    63. Sodium(2s,3s,5r)-3-((1h-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4,4-dioxide

    64. Sodium; (2s,3s,5r)-3-methyl-4,4,7-trioxo-3-[1,2,3]triazol-1-ylmethyl-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 322.28 g/mol
    Molecular Formula C10H11N4NaO5S
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass322.03478492 g/mol
    Monoisotopic Mass322.03478492 g/mol
    Topological Polar Surface Area134 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity579
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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.)

    beta-Lactamase Inhibitors

    Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. (See all compounds classified as beta-Lactamase Inhibitors.)