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    Ceftriaxone

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: Ceftriaxone sodium, Ceftriaxone, 74578-69-1, 104376-79-6, Ro-139904, Ceftriaxone sodium salt
    Molecular Formula
    C18H17N8NaO7S3
    Molecular Weight
    576.6  g/mol
    InChI Key
    YOBPSXOHCHDCMU-VKZZUTNHSA-M
    A broad-spectrum cephalosporin antibiotic and cefotaxime derivative with a very long half-life and high penetrability to meninges, eyes and inner ears.
    1 2D Structure

    2D Structure

    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]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C18H18N8O7S3.Na/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7;/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32);/q;+1/p-1/b24-8-;/t9-,15-;/m1./s1
    2.1.3 InChI Key
    YOBPSXOHCHDCMU-VKZZUTNHSA-M
    2.1.4 Canonical SMILES
    CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)[O-].[Na+]
    2.1.5 Isomeric SMILES
    CN1C(=NC(=O)C(=O)N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)[O-].[Na+]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Anhydrous Ceftriaxone Sodium

    2. Benaxona

    3. Cefatriaxone

    4. Cefaxona

    5. Ceftrex

    6. Ceftriaxon

    7. Ceftriaxon Curamed

    8. Ceftriaxon Hexal

    9. Ceftriaxona Andreu

    10. Ceftriaxona Ldp Torlan

    11. Ceftriaxone

    12. Ceftriaxone Irex

    13. Ceftriaxone Sodium

    14. Ceftriaxone Sodium, Anhydrous

    15. Ceftriaxone, Disodium Salt

    16. Ceftriaxone, Disodium Salt, Hemiheptahydrate

    17. Lendacin

    18. Longacef

    19. Longaceph

    20. Ro 13 9904

    21. Ro 13-9904

    22. Ro 139904

    23. Ro-13-9904

    24. Ro13 9904

    25. Ro13-9904

    26. Ro139904

    27. Rocefalin

    28. Rocefin

    29. Rocephin

    30. Rocephine

    31. Tacex

    32. Terbac

    2.2.2 Depositor-Supplied Synonyms

    1. Ceftriaxone Sodium

    2. Ceftriaxone

    3. 74578-69-1

    4. 104376-79-6

    5. Ro-139904

    6. Ceftriaxone Sodium Salt

    7. Octx

    8. Ceftriaxone Sodium Trihydrate

    9. Schembl537013

    10. Chembl1200995

    11. Mfcd00941454

    12. Akos015961150

    13. Ac-1851

    14. Disodium;(6r,7r)-7-[[(2e)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-6-oxido-5-oxo-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    15. Sodium (6r,7r)-7-((e)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-((6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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

    2.3 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 576.6 g/mol
    Molecular Formula C18H17N8NaO7S3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count13
    Rotatable Bond Count8
    Exact Mass576.02800271 g/mol
    Monoisotopic Mass576.02800271 g/mol
    Topological Polar Surface Area291 Ų
    Heavy Atom Count37
    Formal Charge0
    Complexity1120
    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 2  
    Drug NameRocephin
    PubMed HealthCeftriaxone (Injection)
    Drug ClassesAntibiotic
    Drug LabelRocephin is a sterile, semisynthetic, broad-spectrum cephalosporin antibiotic for intravenous or intramuscular administration. Ceftriaxone sodium is (6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-as-t...
    Active IngredientCeftriaxone sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 500mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyHoffmann La Roche

    2 of 2  
    Drug NameRocephin
    PubMed HealthCeftriaxone (Injection)
    Drug ClassesAntibiotic
    Drug LabelRocephin is a sterile, semisynthetic, broad-spectrum cephalosporin antibiotic for intravenous or intramuscular administration. Ceftriaxone sodium is (6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-as-t...
    Active IngredientCeftriaxone sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 500mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyHoffmann La Roche

    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]
    5.3 ATC Code

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01D - Other beta-lactam antibacterials

    J01DD - Third-generation cephalosporins

    J01DD04 - Ceftriaxone