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    Chemistry

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    Also known as: Vinorelbine tartrate, 125317-39-7, Kw 2307, Navelbine (tn), Vinorelbine ditartrate (jan), Vinorelbine bitartarate
    Molecular Formula
    C53H66N4O20
    Molecular Weight
    1079.1  g/mol
    InChI Key
    CILBMBUYJCWATM-NPJYPKOYSA-N
    Vinorelbine Tartrate
    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

    Vinorelbine Tartrate

    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)-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-/m011/s1
    2.1.3 InChI Key
    CILBMBUYJCWATM-NPJYPKOYSA-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=CC2C[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. Kw 2307

    4. Navelbine (tn)

    5. Vinorelbine Ditartrate (jan)

    6. Vinorelbine Bitartarate

    7. Vinorelbine Tartrate (usp)

    8. Schembl4334811

    9. Schembl16766511

    10. Amy22244

    11. S4269

    12. Akos037748842

    13. Ccg-270632

    14. As-75352

    15. D01935

    16. Bis((2r,3r)-2,3-dihydroxybutanedioic Acid); Methyl (1r,9r,10s,11r,12r,19r)-11-(acetyloxy)-12-ethyl-4-[(12s)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0(3),(1)(1).0?,?]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0(1),?.0(2),?.0(1)?,(1)?]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

    2.3 Create Date
    2005-06-24
    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 Count11
    Undefined Atom Stereocenter Count1
    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
    Drug LabelVinorelbine Tartrate Injection is for intravenous administration. Each vial contains vinorelbine tartrate equivalent to 10mg (1-mL vial) or 50 mg (5-mL vial) vinorelbine in Water for Injection, USP. No preservatives or other additives are present....
    Active IngredientVinorelbine tartrate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 10mg base/ml
    Market StatusPrescription
    CompanyBedford; Hospira; Jiangsu Hansoh Pharm; Teva Pharms Usa; Actavis Elizabeth; Fresenius Kabi Usa; Hikma Maple; Ebewe Pharma; Dr Reddys Labs

    2 of 2  
    Drug NameVinorelbine tartrate
    Drug LabelVinorelbine Tartrate Injection is for intravenous administration. Each vial contains vinorelbine tartrate equivalent to 10mg (1-mL vial) or 50 mg (5-mL vial) vinorelbine in Water for Injection, USP. No preservatives or other additives are present....
    Active IngredientVinorelbine tartrate
    Dosage FormInjectable
    RouteInjection
    Strengtheq 10mg base/ml
    Market StatusPrescription
    CompanyBedford; Hospira; Jiangsu Hansoh Pharm; Teva Pharms Usa; Actavis Elizabeth; Fresenius Kabi Usa; Hikma Maple; Ebewe Pharma; Dr Reddys Labs

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Tubulin Modulators

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

    Antineoplastic Agents, Phytogenic

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

    API Reference Price

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    13-Jan-2021
    30-Jul-2024
    KGS
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    Average Price (USD/KGS)

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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