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    Carbenicillin

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    Carbenicillin
    Also known as: 4800-94-6, Carbenicillin disodium salt, Carbenicillin sodium, Carbecin, Geopen, Microcillin
    Molecular Formula
    C17H16N2Na2O6S
    Molecular Weight
    422.4  g/mol
    InChI Key
    RTYJTGSCYUUYAL-YCAHSCEMSA-L
    FDA UNII
    9TS4B3H261
    Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function.
    1 2D Structure

    Carbenicillin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    disodium;(2S,5R,6R)-6-[(2-carboxylato-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1
    2.1.3 InChI Key
    RTYJTGSCYUUYAL-YCAHSCEMSA-L
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)[O-])C(=O)[O-])C.[Na+].[Na+]
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)[O-])C(=O)[O-])C.[Na+].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    9TS4B3H261
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Anabactyl

    2. Carbapen

    3. Carbecin

    4. Carbenicillin

    5. Carboxybenzyl Penicillin

    6. Disodium, Carbenicillin

    7. Geopen

    8. Microcillin

    9. Penicillin, Carboxybenzyl

    10. Pyopen

    2.3.2 Depositor-Supplied Synonyms

    1. 4800-94-6

    2. Carbenicillin Disodium Salt

    3. Carbenicillin Sodium

    4. Carbecin

    5. Geopen

    6. Microcillin

    7. Pyopen

    8. Pyocianil

    9. Hyoper

    10. Disodium Carbenicillin

    11. Alpha-carboxybenzylpenicillin Disodium Salt

    12. Brl-2064

    13. Cp-15-639-2

    14. Sodium Carbenicillin

    15. Nsc-111071

    16. Alpha-carboxybenzylpenicillin Sodium Salt

    17. Disodium Alpha-carboxybenzylpenicillin

    18. Anabactyl

    19. Fugacillin

    20. Gripenin

    21. Piopen

    22. Carbenicilline Disodium

    23. N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)-hept-6-yl)-2-phenylmalonamic Acid Disodium Salt

    24. Chebi:34609

    25. 9ts4b3h261

    26. Cp 15639-2

    27. Gs 3159 Disodium Salt

    28. Pyoclox

    29. Carbenicillin Sodium (jan)

    30. Dsstox_cid_25820

    31. Dsstox_rid_81153

    32. Dsstox_gsid_45820

    33. Carbenicillin (disodium)

    34. Carboxybenzylpenicillin Sodium

    35. Brl 2064

    36. Carbenicillin Sodium [jan]

    37. Carbenicillin, Disodium Salt

    38. Sodium (2s,5r,6r)-6-(2-carboxylato-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    39. Cas-4800-94-6

    40. Carbenicillin Disodium [usan]

    41. Einecs 225-360-8

    42. Nsc 111071

    43. Unii-9ts4b3h261

    44. Prestwick_29

    45. Carbencillin Sodium

    46. Ncgc00094607-01

    47. Carbenicillin Disodium [usan:usp]

    48. Geopen (tn)

    49. Mfcd00077683

    50. Schembl54797

    51. Carbenicillin Disodium (usp)

    52. Spectrum1500160

    53. Chembl606260

    54. Dtxsid6045820

    55. Hms502e17

    56. Hms1920i19

    57. Hms2091o21

    58. Tox21_111304

    59. Carbenicillin Sodium [mart.]

    60. Ccg-38928

    61. S3179

    62. Carbenicillin Disodium [vandf]

    63. Akos016001461

    64. Tox21_111304_1

    65. Carbenicillin Disodium [who-dd]

    66. Carbenicillin Disodium Salt [mi]

    67. Ncgc00022579-05

    68. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, Disodium Salt, (2s-(2alpha,5alpha,6beta))-

    69. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, Disodium Salt, (6s-(2alpha,5alpha,6beta))-

    70. As-11636

    71. Disodium (2s-(2alpha,5alpha,6beta))-6-(carboxylatophenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

    72. Malonamic Acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-, Disodium Salt

    73. Carbenicillin Disodium [orange Book]

    74. Carbenicillin Disodium [usp Impurity]

    75. Sw220220-1

    76. D02190

    77. F14953

    78. Q27116177

    79. Carbenicillin Disodium, Meets Usp Testing Specifications

    80. Carbenicillin Disodium Salt, 89.0-100.5% Anhydrous Basis

    81. Carbenicillin Disodium Salt, Bioreagent, Plant Cell Culture Tested

    82. Carbenicillin Sodium, European Pharmacopoeia (ep) Reference Standard

    83. Disodium 6beta-(2-carboxylato-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylate

    84. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, Disodium Salt, (2s-(2.alpha.,5.alpha.,6.beta.))

    85. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-, Sodium Salt, (2s,5r,6r)- (1:2)

    86. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid,6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, Disodium Salt,(2s,5r,6r)-

    87. Disodium (2s,5r,6r)-6-{[carboxylato(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    88. Disodium;(2s,5r,6r)-6-[(2-carboxylato-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    89. Sodium(2s,5r,6r)-6-(2-carboxylato-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 422.4 g/mol
    Molecular Formula C17H16N2Na2O6S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass422.05244597 g/mol
    Monoisotopic Mass422.05244597 g/mol
    Topological Polar Surface Area155 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity634
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    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.)

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