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    Cefotetan Disodium

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    DRUG PRODUCT COMPOSITIONS

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    2D Structure
    Also known as: Cefotetan sodium, Cefotetan disodium salt, Cefotan, 74356-00-6, Yamatetan, Apatef
    Molecular Formula
    C17H15N7Na2O8S4
    Molecular Weight
    619.6  g/mol
    InChI Key
    ZQQALMSFFARWPK-ZTQQJVKJSA-L
    FDA UNII
    0GXP746VXB
    A semisynthetic cephamycin antibiotic that is administered intravenously or intramuscularly. 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 microorganisms.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    disodium;(6R,7S)-7-[[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietane-2-carbonyl]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/C17H17N7O8S4.2Na/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28;;/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30);;/q;2*+1/p-2/t13?,15-,17+;;/m1../s1
    2.1.3 InChI Key
    ZQQALMSFFARWPK-ZTQQJVKJSA-L
    2.1.4 Canonical SMILES
    CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)[O-])S4)OC)SC2)C(=O)[O-].[Na+].[Na+]
    2.1.5 Isomeric SMILES
    CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)[O-])S4)OC)SC2)C(=O)[O-].[Na+].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    0GXP746VXB
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apacef

    2. Apatef

    3. Cefotan

    4. Cefotetan

    5. Cefotetan Disodium Salt

    6. Ceftotan

    7. Disodium Salt, Cefotetan

    8. Disodium, Cefotetan

    9. Ici 156834

    10. Ici-156834

    11. Ici156834

    12. Salt, Cefotetan Disodium

    13. Ym 09330

    14. Ym-09330

    15. Ym09330

    2.3.2 Depositor-Supplied Synonyms

    1. Cefotetan Sodium

    2. Cefotetan Disodium Salt

    3. Cefotan

    4. 74356-00-6

    5. Yamatetan

    6. Apatef

    7. Cepan

    8. Ym-09330

    9. Ym 09330

    10. 0gxp746vxb

    11. Chebi:34617

    12. 74356-00-6 (sodium)

    13. (6r,7s)-7-(4-(carbamoylcarboxymethylene)-1,3-dithietane-2-carboxamido)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, Disodium Salt

    14. Ceftenon

    15. Darvilen

    16. Cefotetan Sodium (jan)

    17. Ici 156834 Disodium

    18. Cefotetan Sodium [jan]

    19. Cefotetan Disodium [usan]

    20. Sodium (6r,7s)-7-[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

    21. Cefotan In Plastic Container

    22. Einecs 277-834-9

    23. Unii-0gxp746vxb

    24. Cefotetandisodium

    25. Cefotetan Disodium [usan:usp]

    26. Cefotan (tn)

    27. Cefotetan And Dextrose In Duplex Container

    28. Cefotetan Disodium (usp)

    29. Schembl40794

    30. (6r,7s)-4-((2-carboxy-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-7-yl)carbamoyl)-1,3-dithietane-delta(sup 2,alpha)-malonamic Acid, Disodium Salt

    31. Chembl1201098

    32. Cefotetan Disodium [vandf]

    33. Cefotetan Disodium [mart.]

    34. Cefotetan Disodium [who-dd]

    35. Disodium;(6r,7s)-7-[[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    36. Akos025311215

    37. Cefotetan Disodium [orange Book]

    38. Cefotetan Disodium [usp Impurity]

    39. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl)carbonyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Disodium Salt, (6r-(6alpha,7alpha))-

    40. Cefotetan Disodium [usp Monograph]

    41. C-2473

    42. D02228

    43. Cefotetan Disodium, Antibiotic For Culture Media Use Only

    44. (6r,7s)-4-((2-carboxy-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-7-yl)carbamoyl)-1,3-dithietane-.delta.(sup 2,.alpha.)-malonamic Acid, Disodium Salt

    45. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl)carbonyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Disodium Salt, (6r-(6.alpha.,7.alpha.))-

    46. Disodium (6r,7s)-7-({[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino)-7-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    47. Disodium 7beta-({[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino)-7alpha-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylate

    48. Disodium(7r)-7-[[4-(carbamoyl-carboxylato-methylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    49. Sodium (6r,7s)-7-(4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietane-2-carboxamido)-7-methoxy-3-((1-methyl-1h-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 619.6 g/mol
    Molecular Formula C17H15N7Na2O8S4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count15
    Rotatable Bond Count7
    Exact Mass618.96603372 g/mol
    Monoisotopic Mass618.96603372 g/mol
    Topological Polar Surface Area327 Ų
    Heavy Atom Count38
    Formal Charge0
    Complexity1080
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameCefotetan and dextrose in duplex container
    Active IngredientCefotetan disodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyB Braun

    2 of 2  
    Drug NameCefotetan and dextrose in duplex container
    Active IngredientCefotetan disodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyB Braun

    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]