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    Chemistry

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    Also known as: Cefazolin sodium salt, 27164-46-1, Cefazoline sodium, Ancef, Cefazil, Totacef
    Molecular Formula
    C14H13N8NaO4S3
    Molecular Weight
    476.5  g/mol
    InChI Key
    FLKYBGKDCCEQQM-WYUVZMMLSA-M
    FDA UNII
    P380M0454Z
    Cefazolin Sodium
    A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
    1 2D Structure

    Cefazolin Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C14H14N8O4S3.Na/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21;/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26);/q;+1/p-1/t9-,12-;/m1./s1
    2.1.3 InChI Key
    FLKYBGKDCCEQQM-WYUVZMMLSA-M
    2.1.4 Canonical SMILES
    CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)[O-].[Na+]
    2.1.5 Isomeric SMILES
    CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    P380M0454Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ancef

    2. Cefamedin

    3. Cefamezine

    4. Cefazolin

    5. Cephamezine

    6. Cephazolin

    7. Cephazolin Sodium

    8. Cephazolin, Sodium

    9. Gramaxin

    10. Kefzol

    11. Sodium Cephazolin

    12. Sodium, Cefazolin

    13. Sodium, Cephazolin

    14. Totacef

    2.3.2 Depositor-Supplied Synonyms

    1. Cefazolin Sodium Salt

    2. 27164-46-1

    3. Cefazoline Sodium

    4. Ancef

    5. Cefazil

    6. Totacef

    7. Kefzol

    8. Sodium Cephazolin

    9. Cefamedin

    10. Gramaxin

    11. Zolicef

    12. Sodium Cefazolin

    13. Cefacidal

    14. Cephazolin Sodium

    15. Cefazolin (sodium)

    16. Monosodium Cefazolin

    17. Sk&f 41558

    18. Cefazolin Injection

    19. Cefazolin And Dextrose

    20. Cefazina

    21. Firmacef

    22. Liviclina

    23. Atirin

    24. Acef

    25. Chebi:3483

    26. Mls000028706

    27. Nsc-291561

    28. P380m0454z

    29. Biazolina

    30. Smr000058708

    31. Skf 41558

    32. Sk&f-41558

    33. Sodium Cez

    34. Cefazolin Sodium 100 Microg/ml In Acetonitrile/water

    35. Ancef In Plastic Container

    36. Cefabiozim

    37. Cefalomicina

    38. Lampocef

    39. Neofazol

    40. Zolisint

    41. Recef

    42. Zolin

    43. Bor-cefazol

    44. Cez Sodium

    45. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(((1h-tetrazol-1-yl)acetyl)amino)-, Monosodium Salt (6r-trans)-

    46. Monosodium (6r,7r)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(2-(1h-tetrazol-1-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    47. Lilly 46083

    48. Unii-p380m0454z

    49. Cefazolin Sodium [usan:usp:jan]

    50. Sodium;(6r,7r)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    51. Prestwick_975

    52. Einecs 248-278-4

    53. Monosodium Cephazolin

    54. Mfcd00056883

    55. Ancef (tn)

    56. Nsc 291561

    57. Opera_id_1323

    58. Ancef In Dextrose 5% In Plastic Container

    59. Schembl40735

    60. Spectrum1500164

    61. Cefazolin Sodium [jan]

    62. Cefazolin Sodium (jp17/usp)

    63. Sodium Cez; Skf-41558

    64. Cefazolin Sodium [usan]

    65. Cefazolin Sodium [vandf]

    66. Chembl1200523

    67. Hms500a16

    68. Ancef In Sodium Chloride 0.9% In Plastic Container

    69. Cefazolin Sodium [mart.]

    70. Cefazolin Sodium [who-dd]

    71. Dtxsid901015786

    72. Hms1570c14

    73. Hms1920k07

    74. Hms2091a10

    75. Hms2097c14

    76. Hms2230i22

    77. Hms3260h10

    78. Hms3714c14

    79. Cefazolin Sodium Salt [mi]

    80. Hy-b1078

    81. Tox21_500274

    82. Bdbm50247885

    83. Ccg-40011

    84. S4595

    85. Akos015895533

    86. Cefazolin Sodium [orange Book]

    87. Cefazolin Sodium [ep Monograph]

    88. Cs-4634

    89. Lp00274

    90. Cefazolin Sodium [usp Monograph]

    91. Cefazolin Sodium Salt, 89.1-110.1%

    92. Ncgc00093731-01

    93. Ncgc00260959-01

    94. 3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-7-(2-(1h-tetrazol-1-yl)acetamido)-3-cephem-4-carboxylate

    95. Ac-13166

    96. Ac-31729

    97. As-12230

    98. Sodium (6r,7r)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(2-(1h-tetrazol-1-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    99. Eu-0100274

    100. C 5020

    101. C-2465

    102. C08098

    103. D00905

    104. Q27106104

    105. Cefazolin Sodium Salt, Antibiotic For Culture Media Use Only

    106. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(((1h-tetrazol-1-yl)acetyl)amino)-, (6r-trans)-, Sodium Salt

    107. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[2-(1h-tetrazol-1-yl)acetyl]amino]-, Sodium Salt, (6r,7r)- (1:1)

    108. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, 3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[2-(1h-tetrazol-1-yl)acetyl]amino]-,(6r,7r)-,sodium

    109. Sodium (6r,7r)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1h-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    110. Sodium (6r,7r)-7-(2-(1h-tetrazol-1-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    111. Sodium (6r,7r)-7-(2-(1h-tetrazol-1-yl)acetamido)-3-((5-methyl-1,3,4-thiadiazol-2-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    112. Sodium (6r-trans)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(1h-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    113. Sodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-7beta-[(1h-tetrazol-1-ylacetyl)amino]-3,4-didehydrocepham-4-carboxylate

    114. Sodium 7beta-(1h-tetrazol-1-yl)acetamido-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylate

    115. Sodium 7beta-[2-(1h-tetrazol-1-yl)-acetamido]-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylate

    116. Sodium 7beta-[2-(1h-tetrazol-1-yl)acetamido]-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 476.5 g/mol
    Molecular Formula C14H13N8NaO4S3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count7
    Exact Mass476.01195873 g/mol
    Monoisotopic Mass476.01195873 g/mol
    Topological Polar Surface Area238 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity746
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 8  
    Drug NameAncef in plastic container
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 20mg base/ml; eq 10mg base/ml
    Market StatusPrescription
    CompanyBaxter Hlthcare

    2 of 8  
    Drug NameCefazolin and dextrose
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyB Braun

    3 of 8  
    Drug NameCefazolin sodium
    Drug LabelCEFAZOLIN FOR INJECTION is a semi-synthetic cephalosporin for parenteral administration. It is the sodium salt of 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)thio]-methyl}-8-oxo-7-[2-(1H-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo [4.2.0]oct-2-ene-2-carboxy...
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 20gm base/vial; eq 100gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 300gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyAcs Dobfar; Hospira; Steri Pharma; Hikma Farmaceutica; Samson Medcl; Sandoz

    4 of 8  
    Drug NameKefzol
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyAcs Dobfar

    5 of 8  
    Drug NameAncef in plastic container
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 20mg base/ml; eq 10mg base/ml
    Market StatusPrescription
    CompanyBaxter Hlthcare

    6 of 8  
    Drug NameCefazolin and dextrose
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyB Braun

    7 of 8  
    Drug NameCefazolin sodium
    Drug LabelCEFAZOLIN FOR INJECTION is a semi-synthetic cephalosporin for parenteral administration. It is the sodium salt of 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)thio]-methyl}-8-oxo-7-[2-(1H-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo [4.2.0]oct-2-ene-2-carboxy...
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 20gm base/vial; eq 100gm base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 300gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyAcs Dobfar; Hospira; Steri Pharma; Hikma Farmaceutica; Samson Medcl; Sandoz

    8 of 8  
    Drug NameKefzol
    Active IngredientCefazolin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 500mg base/vial; eq 10gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyAcs Dobfar

    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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    28-Jan-2021
    23-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

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