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    Also known as: 56796-39-5, Zefazone, Cefmetazole sodium salt, Cefmetazon, Cmz sodium, Cs 1170 sodium
    Molecular Formula
    C15H16N7NaO5S3
    Molecular Weight
    493.5  g/mol
    InChI Key
    BITQGIOJQWZUPL-PBCQUBLHSA-M
    FDA UNII
    37Y9VR4W7A
    Cefmetazole Sodium
    A semisynthetic cephamycin antibiotic with a broad spectrum of activity against both gram-positive and gram-negative microorganisms. It has a high rate of efficacy in many types of infection and to date no severe side effects have been noted.
    1 2D Structure

    Cefmetazole Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(6R,7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C15H17N7O5S3.Na/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25;/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25);/q;+1/p-1/t13-,15+;/m1./s1
    2.1.3 InChI Key
    BITQGIOJQWZUPL-PBCQUBLHSA-M
    2.1.4 Canonical SMILES
    CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)[O-].[Na+]
    2.1.5 Isomeric SMILES
    CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    37Y9VR4W7A
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cefmetazole

    2. Cefmetazole Monosodium Salt

    3. Cefmetazon

    4. Cs 1170

    5. Cs-1170

    6. Cs1170

    7. Monosodium Salt, Cefmetazole

    8. Salt, Cefmetazole Monosodium

    9. Sodium, Cefmetazole

    10. U 72791a

    11. U-72791a

    12. U72791a

    13. Zefazone

    2.3.2 Depositor-Supplied Synonyms

    1. 56796-39-5

    2. Zefazone

    3. Cefmetazole Sodium Salt

    4. Cefmetazon

    5. Cmz Sodium

    6. Cs 1170 Sodium

    7. Skf 83088 Sodium

    8. Cefmetazole (sodium)

    9. Cefmetazone

    10. Chebi:3490

    11. Metafar

    12. U-72791a

    13. 37y9vr4w7a

    14. Sodium Cefmetazole

    15. Nsc-758171

    16. Sodium (6r,7s)-7-(2-((cyanomethyl)thio)acetamido)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    17. Dsstox_cid_25590

    18. Dsstox_rid_80985

    19. Dsstox_gsid_45590

    20. Cmz

    21. Sodium;(6r,7s)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    22. Zefazone In Plastic Container

    23. U 72791a

    24. Unii-37y9vr4w7a

    25. Prestwick_21

    26. Ncgc00017120-01

    27. Zefazone (tn)

    28. Sodium (6r,7s)-7-(2-((cyanomethyl)thio)acetamido)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    29. Cefmetazole Sodium [usan:usp:jan]

    30. Cas-56796-39-5

    31. Mfcd00214260

    32. Epitope Id:116656

    33. Mls000028660

    34. Schembl193751

    35. Chembl1201118

    36. Dtxsid5045590

    37. Cefmetazole Sodium (jp17/usp)

    38. Cefmetazole Sodium [usan]

    39. Cefmetazole Sodium [vandf]

    40. Hms1570k21

    41. Hms2097k21

    42. Hms2230g19

    43. Hms3260f14

    44. Hms3714k21

    45. Cefmetazole Sodium [mart.]

    46. Bcp11979

    47. Cefmetazole Sodium [who-dd]

    48. Hy-b1257

    49. Tox21_110788

    50. Tox21_500266

    51. Cefmetazole Sodium Salt [mi]

    52. Akos025392167

    53. Tox21_110788_1

    54. Ccg-220700

    55. Ccg-221570

    56. Cs-4966

    57. Ks-1415

    58. Lp00266

    59. Nsc 758171

    60. Cefmetazole Sodium [orange Book]

    61. Ncgc00023016-07

    62. Ncgc00093724-01

    63. Ncgc00260951-01

    64. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((((cyanomethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Monosodium Salt, (6r-cis)-

    65. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((((cyanomethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Sodium Salt, (6r-cis)-

    66. Cefmetazole Sodium [usp Monograph]

    67. Smr000058923

    68. Sodium (6r,7s)-7-(2-(cyanomethylthio)acetamido)-7-methoxy-3-((1-methyl-1h-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    69. Sodium (6r,7s)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    70. Cs-1170; Skf-83088

    71. Eu-0100266

    72. C 6048

    73. C-2472

    74. C08104

    75. C75664

    76. D00911

    77. A831179

    78. Q27106105

    79. Cefmetazole Sodium Salt, Antibiotic For Culture Media Use Only

    80. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((((cyanomethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Monosodium Salt, (6r-cis)

    81. Sodium (6r,7s)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanyl

    82. Sodium 6beta-{[(cyanomethyl)sulfanyl]acetamido}-6alpha-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 493.5 g/mol
    Molecular Formula C15H16N7NaO5S3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count9
    Exact Mass493.02727444 g/mol
    Monoisotopic Mass493.02727444 g/mol
    Topological Polar Surface Area242 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity824
    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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