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    Chemistry

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    Also known as: Cefapirin sodium, 24356-60-3, Sodium cefapirin, Cefadyl, Cephapirin sodium salt, Bl-p 1322
    Molecular Formula
    C17H16N3NaO6S2
    Molecular Weight
    445.4  g/mol
    InChI Key
    VGEOUKPOQQEQSX-OALZAMAHSA-M
    FDA UNII
    431LFF7I7J
    Cephapirin Sodium
    Cephalosporin antibiotic, partly plasma-bound, that is effective against gram-negative and gram-positive organisms.
    1 2D Structure

    Cephapirin Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+1/p-1/t13-,16-;/m1./s1
    2.1.3 InChI Key
    VGEOUKPOQQEQSX-OALZAMAHSA-M
    2.1.4 Canonical SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)[O-].[Na+]
    2.1.5 Isomeric SMILES
    CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    431LFF7I7J
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bl P 1322

    2. Bl-p 1322

    3. Blp 1322

    4. Brisfirina

    5. Cfaloject

    6. Cefadyl

    7. Cefapirin

    8. Cephapirin

    9. Cephapirin Monosodium Salt

    10. Cephapirin, Sodium

    11. Monosodium Salt, Cephapirin

    12. Salt, Cephapirin Monosodium

    13. Sodium Cephapirin

    2.3.2 Depositor-Supplied Synonyms

    1. Cefapirin Sodium

    2. 24356-60-3

    3. Sodium Cefapirin

    4. Cefadyl

    5. Cephapirin Sodium Salt

    6. Bl-p 1322

    7. Cefatrexyl

    8. Ambrocef

    9. Cefatrex

    10. Sodium Cephapirin

    11. Bl-p-1322

    12. Cefaloject

    13. Sodium 7-(pyrid-4-ylthioacetamido)cephalosporanate

    14. 431lff7i7j

    15. Chebi:3545

    16. Cephatrexil

    17. Nsc-179171

    18. Cefa Lak

    19. Brisfirina

    20. Blp 1322

    21. Cefapirin Sodium (jan)

    22. Cela-lak/today

    23. Dsstox_cid_25574

    24. Dsstox_rid_80971

    25. Dsstox_gsid_45574

    26. Monosodium (6r,7r)-3-(hydroxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate Acetate (ester)

    27. Cefapirin Sodium [jan]

    28. Cephatrexyl

    29. Brisporin

    30. Bristocef

    31. Cefapirina Sodica

    32. Cefadyl Im/iv

    33. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-((acetyloxy)methyl)-8-oxo-7-(((4-pyridylthio)acetyl)amino)-, Monosodium Salt, (6r-trans)-

    34. Sodium (6r-trans)-3-(acetoxymethyl)-8-oxo-7-((4-pyridylthio)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    35. Sodium (6r-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    36. Sodium;(6r,7r)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    37. Cefapirin Sodium Salt

    38. Cefa-lak (veterinary)

    39. Cephapirin Sodium [usan]

    40. Antibiotic Bl-p 1322

    41. Unii-431lff7i7j

    42. 356c603

    43. Cephapirin Sodium [usan:usp]

    44. Prestwick_27

    45. Ncgc00017093-01

    46. Cefadyl (tn)

    47. Einecs 246-194-2

    48. Cas-24356-60-3

    49. Nsc 179171

    50. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid,3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-,monosodium Salt, (6r,7r)-

    51. 7-(alpha-(4-pyridylthio)acetamido)cephalosporanic Acid Sodium Salt

    52. Cephapirin Sodium (usp)

    53. Cephapirin Sodium, >=96%

    54. Schembl64430

    55. 3-[(acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Monosodium Salt

    56. Spectrum1500167

    57. Chembl1201043

    58. Dtxsid7045574

    59. Hms500c04

    60. Cefapirin Sodium [mart.]

    61. Cefapirin Sodium [who-dd]

    62. Hms1570l03

    63. Hms1920k13

    64. Hms2091a16

    65. Cephapirin Sodium [usp-rs]

    66. Cephapirin Sodium Salt [mi]

    67. Tox21_110772

    68. Ccg-38912

    69. Cefapirin Sodium, Analytical Standard

    70. Akos024282660

    71. Cephapirin Sodium [green Book]

    72. Tox21_110772_1

    73. Cefapirin Sodium [ep Monograph]

    74. Cephapirin Sodium [orange Book]

    75. Cephapirin Sodium [usp Impurity]

    76. Cephapirin Sodium [usp Monograph]

    77. Ncgc00093735-01

    78. Ncgc00162116-04

    79. (7r,7ar)-3-(acetyloxymethyl)-6-oxo-7-(2-(4-pyridylthio)acetylamino)-2h,7h-azet Idino[2,1-b]1,3-thiazine-4-carboxylic Acid, Sodium Salt

    80. As-83522

    81. Eu-0100279

    82. C 8270

    83. C08101

    84. C74249

    85. D00908

    86. A924266

    87. Q27106128

    88. Cefapirin Sodium, European Pharmacopoeia (ep) Reference Standard

    89. 7-(.alpha.-(4-pyridylthio)acetamido)cephalosporanic Acid Sodium Salt

    90. Cephapirin Sodium, United States Pharmacopeia (usp) Reference Standard

    91. 5-thia-1-azabicyclo(4,2,0)oct-2-ene-2-carboxylic Acid, 3-(hydroxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamido)-, Acetate (ester), Monosodium Salt

    92. Monosodium (6r,7r)-3-(hydroxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate Acetate

    93. Sodium (6r,7r)-3-(acetoxymethyl)-8-oxo-7-(2-(pyridin-4-ylthio)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    94. Sodium (6r,7r)-3-[(acetyloxy)methyl]-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 445.4 g/mol
    Molecular Formula C17H16N3NaO6S2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count8
    Exact Mass445.03782187 g/mol
    Monoisotopic Mass445.03782187 g/mol
    Topological Polar Surface Area179 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity713
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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.)

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