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    Cefuroxime Sodium
    Also known as: Sodium cefuroxime, Zinacef, Cefuroxime sodium salt, Biociclin, 56238-63-2, Anaptivan
    Molecular Formula
    C16H15N4NaO8S
    Molecular Weight
    446.4  g/mol
    InChI Key
    URDOHUPGIOGTKV-JTBFTWTJSA-M
    FDA UNII
    R8A7M9MY61
    Broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, GONORRHEA, and HAEMOPHILUS.
    1 2D Structure

    Cefuroxime Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C16H16N4O8S.Na/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20;/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24);/q;+1/p-1/b19-9-;/t10-,14-;/m1./s1
    2.1.3 InChI Key
    URDOHUPGIOGTKV-JTBFTWTJSA-M
    2.1.4 Canonical SMILES
    CON=C(C1=CC=CO1)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)[O-].[Na+]
    2.1.5 Isomeric SMILES
    CO/N=C(/C1=CC=CO1)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    R8A7M9MY61
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cefuroxime

    2. Cephuroxime

    3. Ketocef

    4. Zinacef

    2.3.2 Depositor-Supplied Synonyms

    1. Sodium Cefuroxime

    2. Zinacef

    3. Cefuroxime Sodium Salt

    4. Biociclin

    5. 56238-63-2

    6. Anaptivan

    7. Kefurox

    8. Cefuroxime (sodium)

    9. Cefumax

    10. Cefurex

    11. Medoxim

    12. Kesint

    13. Chebi:3517

    14. R8a7m9my61

    15. Colifossim

    16. Sodium (6r,7r)-7-(2-(2-furyl)glyoxylamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate, 7(sup 2)-(z)-(o-methyloxime), Carbamate (ester)

    17. Spectrazolr

    18. Bioxima

    19. Cefofix

    20. Curoxim

    21. Curoxima

    22. Curoxime

    23. Furoxil

    24. Ketocef

    25. Ultroxim

    26. Cefuroxim Hexal

    27. Cefuroxim Lilly

    28. Cefuroxima Fabra

    29. Cefuroxim Aj

    30. Cefuroxim Mn

    31. Cefuroxim Curasan

    32. Cefuroxima Richet

    33. Cetroxil [inj.]

    34. Cefuroxim Fresenius

    35. Cefuroxim Genericsn

    36. Froxal [inj.]

    37. Sharox [inj.]

    38. Zinnat [inj.]

    39. Cetroxil

    40. Froxal

    41. Cefuroxim Norcox

    42. Cefuroxim Norcox [inj.]

    43. Cefuroxime Na

    44. Kefurox In Plastic Container

    45. Zinacef In Plastic Container

    46. Zinacef (tn)

    47. Einecs 260-073-1

    48. Cefuroxime And Dextrose In Duplex Container

    49. Unii-r8a7m9my61

    50. Mls000069576

    51. Cefuroxime Sodium [usp:ban:jan]

    52. Cefuroxime For Injection And Dextrose For Injection In Duplex Container

    53. Sodium;(6r,7r)-3-(carbamoyloxymethyl)-7-[[(2z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    54. Ks-1040

    55. Smr000058808

    56. Mls001332625

    57. Mls001332626

    58. Sodium (6r-(6alpha,7beta(z)))-3-(((aminocarbonyl)oxy)methyl)-7-(2-furyl(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    59. Cefuroxime Sodium (jan/usp)

    60. Schembl719536

    61. Cefuroxime Sodium [jan]

    62. Chembl2146124

    63. Cefuroxime Sodium [vandf]

    64. Cefuroxime Sodium [mart.]

    65. Dtxsid201015616

    66. Hms2097o21

    67. Hms3714o21

    68. Cefuroxime Sodium [usp-rs]

    69. Cefuroxime Sodium [who-dd]

    70. Cefuroxime Sodium Salt [mi]

    71. Hy-b1256

    72. Mfcd09878727

    73. S4620

    74. Akos015961772

    75. Ccg-220720

    76. Cefuroxime Sodium [ep Impurity]

    77. Cefuroxime Sodium [orange Book]

    78. Cs-4733

    79. Nsc 758166

    80. Cefuroxime Sodium [ep Monograph]

    81. Cefuroxime Sodium [usp Impurity]

    82. Cefuroxime Sodium [usp Monograph]

    83. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-, Monosodium Salt (6r-(6alpha,7beta(z)))-

    84. Ac-15028

    85. C08108

    86. D00915

    87. Cefuroxime Sodium 100 Microg/ml In Acetonitrile/water

    88. Cefuroxime Sodium 100 Microg/ml In Acetonitrile:water

    89. Cefuroxime Sodium, European Pharmacopoeia (ep) Reference Standard

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

    91. (6r,7r)-3-(carbamoyloxymethyl)-7-[[(2z)-2-(2-furyl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    92. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-, Monosodium Salt (6r-(6.alpha.,7.beta.(z)))-

    93. Sodium (6r,7r)-3-(carbamoyloxymethyl)-7-((e)-2-(furan-2-yl)-2-(methoxyimino)acetamido)-8-oxo-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 446.4 g/mol
    Molecular Formula C16H15N4NaO8S
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count8
    Exact Mass446.05082891 g/mol
    Monoisotopic Mass446.05082891 g/mol
    Topological Polar Surface Area202 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity804
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameCefuroxime and dextrose in duplex container
    Active IngredientCefuroxime sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 750mg base/vial; eq 1.5gm base/vial
    Market StatusPrescription
    CompanyB Braun

    2 of 6  
    Drug NameCefuroxime sodium
    Active IngredientCefuroxime sodium
    Dosage FormInjectable
    RouteIntramuscular, intravenous; Im-iv; Injection
    Strengtheq 750mg base/vial; eq 7.5gm base/vial; eq 1.5gm base/vial
    Market StatusPrescription
    CompanyTeva Pharms; Hospira; Steri Pharma; Hikma Farmaceutica

    3 of 6  
    Drug NameZinacef in plastic container
    Drug LabelCefuroxime is a sterile semisynthetic, broad-spectrum, cephalosporin antibiotic for parenteral administration. It is the sodium salt of (6R, 7R)-3-carbamoyloxymethyl-7-[Z-2-methoxyimino-2-(fur-2-yl)acetamido]ceph-3-em-4-carboxylate, and it has the fo...
    Active IngredientCefuroxime sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 30mg base/ml
    Market StatusPrescription
    CompanyCovis Injectables

    4 of 6  
    Drug NameCefuroxime and dextrose in duplex container
    Active IngredientCefuroxime sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 750mg base/vial; eq 1.5gm base/vial
    Market StatusPrescription
    CompanyB Braun

    5 of 6  
    Drug NameCefuroxime sodium
    Active IngredientCefuroxime sodium
    Dosage FormInjectable
    RouteIntramuscular, intravenous; Im-iv; Injection
    Strengtheq 750mg base/vial; eq 7.5gm base/vial; eq 1.5gm base/vial
    Market StatusPrescription
    CompanyTeva Pharms; Hospira; Steri Pharma; Hikma Farmaceutica

    6 of 6  
    Drug NameZinacef in plastic container
    Drug LabelCefuroxime is a sterile semisynthetic, broad-spectrum, cephalosporin antibiotic for parenteral administration. It is the sodium salt of (6R, 7R)-3-carbamoyloxymethyl-7-[Z-2-methoxyimino-2-(fur-2-yl)acetamido]ceph-3-em-4-carboxylate, and it has the fo...
    Active IngredientCefuroxime sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 30mg base/ml
    Market StatusPrescription
    CompanyCovis Injectables

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

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

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cephalosporins [CS]; Cephalosporin Antibacterial [EPC]
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    • INJECTABLE;INJECTION - EQ 1.5GM BASE/VIAL
    • INJECTABLE;INJECTION - EQ 7.5GM BASE/VIAL
    • INJECTABLE;INTRAMUSCULAR, INTRAVENOUS - EQ 750MG BASE/VIAL
    • INJECTABLE;INJECTION - EQ 30MG BASE/ML
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