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    Chemistry

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    Also known as: Ceftizoxim-natrium, 68401-82-1, Cefizox, Eposerin, Epocelin, Fk 749
    Molecular Formula
    C13H12N5NaO5S2
    Molecular Weight
    405.4  g/mol
    InChI Key
    ADLFUPFRVXCDMO-LIGXYSTNSA-M
    FDA UNII
    26337D5X88
    Ceftizoxime Sodium
    A semisynthetic cephalosporin antibiotic which can be administered intravenously or by suppository. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative organisms. It has few side effects and is reported to be safe and effective in aged patients and in patients with hematologic disorders.
    1 2D Structure

    Ceftizoxime Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C13H13N5O5S2.Na/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18;/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22);/q;+1/p-1/b17-7-;/t8-,11-;/m1./s1
    2.1.3 InChI Key
    ADLFUPFRVXCDMO-LIGXYSTNSA-M
    2.1.4 Canonical SMILES
    CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=CCS3)C(=O)[O-].[Na+]
    2.1.5 Isomeric SMILES
    CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=CCS3)C(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    26337D5X88
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cefizox

    2. Ceftizoxime

    3. Ceftizoxime Monosodium Salt

    4. Fk 749

    5. Fk-749

    6. Fk749

    7. Fr 13749

    8. Fr-13749

    9. Fr13749

    10. Monosodium Salt, Ceftizoxime

    11. Salt, Ceftizoxime Monosodium

    12. Sk And F 88373 2

    13. Sk And F 88373-2

    14. Sk And F 883732

    15. Skf 88373

    16. Skf-88373

    17. Skf88373

    18. Sodium, Ceftizoxime

    2.3.2 Depositor-Supplied Synonyms

    1. Ceftizoxim-natrium

    2. 68401-82-1

    3. Cefizox

    4. Eposerin

    5. Epocelin

    6. Fk 749

    7. Sk&f 88373-z

    8. Sodium Ceftizoxime

    9. Ceftizoxime Sodium Salt

    10. Fr 13749

    11. Chebi:3512

    12. Sk&f-88373-z

    13. Fr-13749

    14. 26337d5x88

    15. Fk-749

    16. Sodium (6r,7r)-7-(2-(2-imino-4-thiazolin-4-yl)glyoxylamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate 7(sup 2)-(z)-(o-methyloxime)

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

    18. Czx

    19. Ceftizoxim-natrium [german]

    20. Unii-26337d5x88

    21. Epocelin (tn)

    22. Cefizox In Plastic Container

    23. Cefizox (tn)

    24. Skf 88373-z

    25. Ceftizoxime Sodium [usan:usp:jan]

    26. Fx 749

    27. Ceftizoxime (sodium)

    28. Ncgc00167460-01

    29. Dsstox_cid_26643

    30. Dsstox_rid_81789

    31. Dsstox_gsid_46643

    32. Schembl41003

    33. Cefizox In Dextrose 5% In Plastic Container

    34. Ceftizoxime Sodium [jan]

    35. Chembl1201019

    36. Dtxsid5046643

    37. Ceftizoxime Sodium (jp17/usp)

    38. Hy-b1596a

    39. Ceftizoxime Sodium [usan]

    40. Ceftizoxime Sodium [vandf]

    41. Ceftizoxime Sodium [mart.]

    42. Ceftizoxime Sodium [who-dd]

    43. Tox21_112464

    44. Ceftizoxime Sodium Salt [mi]

    45. Cs-5309

    46. Ceftizoxime Sodium [orange Book]

    47. Ceftizoxime Sodium [usp Monograph]

    48. Cas-68401-82-1

    49. C-2555

    50. C08118

    51. D00923

    52. Ceftizoxime Sodium Salt, Antibiotic For Culture Media Use Only

    53. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2,3-dihydro-2-imino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxomonosodium Salt, (6r-(6.alpha.,7.beta.(z)))-

    54. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2,3-dihydro-2-imino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxomonosodium Salt, (6r-(6alpha,7beta(z)))-

    55. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)-(methoxyimino)acetyl)amino)-8-oxo-, Monosodium Salt, (6r-(6-alpha,7-beta(z)))-

    56. Sodium 7beta-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2,3-didehydropenam-2-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 405.4 g/mol
    Molecular Formula C13H12N5NaO5S2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count5
    Exact Mass405.01775513 g/mol
    Monoisotopic Mass405.01775513 g/mol
    Topological Polar Surface Area204 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity675
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    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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    07-Jan-2021
    20-Sep-2024
    KGS
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