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    Navelbine Tartrate

    ACTIVE PHARMA INGREDIENTS

    MARKET PLACE

    PharmaCompass
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    2D Structure
    Also known as: Vinorelbine tartrate, 125317-39-7, Vinorelbine ditartrate, 5'-noranhydrovinoblastine tartrate, Vinorelbine ditartrate salt hydrate, Vinorelbinetartrate
    Molecular Formula
    C53H66N4O20
    Molecular Weight
    1079.1  g/mol
    InChI Key
    CILBMBUYJCWATM-LNLXBTRNSA-N
    A vinca alkaloid related to VINBLASTINE that is used as a first-line treatment for NON-SMALL CELL LUNG CANCER, or for advanced or metastatic BREAST CANCER refractory to treatment with ANTHRACYCLINES.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R)-2,3-dihydroxybutanedioic acid;methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(12S,14S)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
    2.1.2 InChI
    InChI=1S/C45H54N4O8.2C4H6O6/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7;2*5-1(3(7)8)2(6)4(9)10/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3;2*1-2,5-6H,(H,7,8)(H,9,10)/t28-,37+,38-,39-,42-,43-,44+,45+;2*1-,2-/m111/s1
    2.1.3 InChI Key
    CILBMBUYJCWATM-LNLXBTRNSA-N
    2.1.4 Canonical SMILES
    CCC1=CC2CC(C3=C(CN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC.C(C(C(=O)O)O)(C(=O)O)O.C(C(C(=O)O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    CCC1=C[C@@H]2C[C@@](C3=C(CN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 5' Nor Anhydrovinblastine

    2. 5'-nor-anhydrovinblastine

    3. Kw 2307

    4. Kw-2307

    5. Kw2307

    6. Navelbine

    7. Vinorelbine

    8. Vinorelbine Tartrate

    2.2.2 Depositor-Supplied Synonyms

    1. Vinorelbine Tartrate

    2. 125317-39-7

    3. Vinorelbine Ditartrate

    4. 5'-noranhydrovinoblastine Tartrate

    5. Vinorelbine Ditartrate Salt Hydrate

    6. Vinorelbinetartrate

    7. 1217449-57-4

    8. Vinorelbine, Ditartrate

    9. Vinorelbine Ditartaric Acid

    10. 317v397

    11. Q-100110

    12. (2r,3r)-2,3-dihydroxybutanedioic Acid;methyl (1r,9r,10s,11r,12r,19r)-11-acetyloxy-12-ethyl-4-[(12s,14s)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

    13. Methyl (3ar,3a1r,4r,5s,5ar,10br)-4-acetoxy-3a-ethyl-9-((6s,8s)-4-ethyl-8-(methoxycarbonyl)-1,3,6,7,8,9-hexahydro-2,6-methanoazecino[4,3-b]indol-8-yl)-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1h-indolizino[8,1-cd]carbazole-5-carboxylate Bis((2r,3r)-2,3-dihydroxysuccinate)

    2.3 Create Date
    2010-03-29
    3 Chemical and Physical Properties
    Molecular Weight 1079.1 g/mol
    Molecular Formula C53H66N4O20
    Hydrogen Bond Donor Count10
    Hydrogen Bond Acceptor Count23
    Rotatable Bond Count16
    Exact Mass1078.42704051 g/mol
    Monoisotopic Mass1078.42704051 g/mol
    Topological Polar Surface Area364 Ų
    Heavy Atom Count77
    Formal Charge0
    Complexity1820
    Isotope Atom Count0
    Defined Atom Stereocenter Count12
    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 NameVINORELBINE TARTRATE
    Active IngredientVINORELBINE TARTRATE
    CompanyACTAVIS TOTOWA (Application Number: A078011); DR REDDYS LABS LTD (Application Number: A202017); FRESENIUS KABI USA (Application Number: A076849); HOSPIRA (Application Number: A076827); JIANGSU HANSOH PHARM (Application Number: A091106); TEVA PHARMS USA (Application Number: A076028); WEST-WARD PHARMS INT (Application Number: A075992); WEST-WARD PHARMS INT (Application Number: A076461)

    2 of 2  
    Drug NameNAVELBINE
    Active IngredientVINORELBINE TARTRATE
    CompanyPIERRE FABRE (Application Number: N020388)

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antineoplastic Agents, Phytogenic

    Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)

    Tubulin Modulators

    Agents that interact with TUBULIN to inhibit or promote polymerization of MICROTUBULES. (See all compounds classified as Tubulin Modulators.)