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    Daunorubicin HCl

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

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    DIGITAL CONTENT

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    $ API Ref.Price (USD/KG) : 583,740Xls

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    2D Structure
    Also known as: 23541-50-6, Daunorubicin hcl, Daunomycin hydrochloride, Cerubidine, Rubidomycin hydrochloride, Rp 13057 hydrochloride
    Molecular Formula
    C27H30ClNO10
    Molecular Weight
    564.0  g/mol
    InChI Key
    GUGHGUXZJWAIAS-QQYBVWGSSA-N
    FDA UNII
    UD984I04LZ
    A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride
    2.1.2 InChI
    InChI=1S/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1
    2.1.3 InChI Key
    GUGHGUXZJWAIAS-QQYBVWGSSA-N
    2.1.4 Canonical SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O.Cl
    2.1.5 Isomeric SMILES
    C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    UD984I04LZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cerubidine

    2. Dauno Rubidomycine

    3. Dauno-rubidomycine

    4. Daunoblastin

    5. Daunoblastine

    6. Daunomycin

    7. Daunorubicin

    8. Hydrochloride, Daunorubicin

    9. Nsc 82151

    10. Nsc-82151

    11. Nsc82151

    12. Rubidomycin

    13. Rubomycin

    2.3.2 Depositor-Supplied Synonyms

    1. 23541-50-6

    2. Daunorubicin Hcl

    3. Daunomycin Hydrochloride

    4. Cerubidine

    5. Rubidomycin Hydrochloride

    6. Rp 13057 Hydrochloride

    7. Daunomycin Hcl

    8. Ndc 0082-4155

    9. Rp-13057 Hydrochloride

    10. Daunorubicin (hydrochloride)

    11. Daunoblastin

    12. Ondena

    13. Rubomycin

    14. Fi 6339 [as The Base]

    15. Daunomycin, Hydrochloride

    16. Ud984i04lz

    17. Daunorubicin (as Hydrochloride)

    18. (8s,10s)-8-acetyl-10-(((2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride

    19. Fi 6339 Hydrochloride

    20. Fi-6339 Hydrochloride

    21. Daunoxome

    22. (8s-cis)-8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione Hydrochloride

    23. Daunoblastina

    24. Nsc-82151

    25. Rp 13057 [as The Base]

    26. Daunomycin Chlorohydrate

    27. Mls000069508

    28. Mfcd04974507

    29. Rp 13057 [as The Base)

    30. Ccris 915

    31. Mls001336042

    32. Smr000058559

    33. Einecs 245-723-4

    34. Unii-ud984i04lz

    35. C27h29no10.hcl

    36. Daunorubicin Hcl (daunomycin Hcl)

    37. Ai3-44887

    38. Sr-01000000033

    39. Sr-05000001600

    40. Cerubidine (tn)

    41. Daunorubicin,(s)

    42. Daunorubicin Hydrochloride(bicins)

    43. (8s,10s)-8-acetyl-10-((2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyltetrahydro-2h-pyran-2-yloxy)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride

    44. (8s,10s)-8-acetyl-10-[[(2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyltetrahydro-2h-pyran-2-yl]oxy]-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride

    45. Smr000768722

    46. Daunorubicin Hydrochloride [usan:usp:jan]

    47. (7s,9s)-9-acetyl-7-[(2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;hydrochloride

    48. Daunorubicin Hcl- Bio-x

    49. Schembl4444

    50. Cas-23541-50-6

    51. Chembl1563

    52. Dsstox_cid_13382

    53. Dsstox_rid_79068

    54. Dsstox_gsid_33382

    55. (1s,3s)-3-acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranoside Hydrochloride

    56. Mls002222263

    57. Dtxsid0033382

    58. Chebi:31456

    59. (8s,10s)-8-acetyl-10-[(3-amino-2,3,6-trideoxy-?-l-lyxo-hexopyransoyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione Hydrochloride

    60. Ex-a2649

    61. Tox21_201159

    62. Ccg-39942

    63. S3035

    64. Akos015920259

    65. Cs-1271

    66. Daunorubicin Hydrochloride (jp17/usp)

    67. Daunorubicin Hydrochloride [mi]

    68. Ks-5149

    69. Daunorubicin Hydrochloride [jan]

    70. Daunorubicin Hydrochloride [usan]

    71. Ncgc00024246-03

    72. Ncgc00258711-01

    73. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl))oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s-cis)-, Hydrochloride

    74. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trhydroxy-1-methoxy-, Hydrochloride, (8s,10s)-

    75. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s-cis)-, Hydrochloride

    76. Bd164356

    77. Daunorubicin Hydrochloride [mart.]

    78. Daunorubicin Hydrochloride [vandf]

    79. Hy-13062

    80. Daunorubicin Hydrochloride [usp-rs]

    81. Daunorubicin Hydrochloride [who-dd]

    82. Daunorubicin Hydrochloride, >=90% (hplc)

    83. D01264

    84. Daunorubicin Hydrochloride [orange Book]

    85. Wp900 Hydrochloride, >=95% (hplc), Solid

    86. Daunorubicin Hydrochloride [ep Monograph]

    87. Daunorubicin Hydrochloride [usp Impurity]

    88. 541d506

    89. A816764

    90. Daunorubicin Hydrochloride [usp Monograph]

    91. Sr-01000000033-6

    92. Sr-05000001600-3

    93. Q27291034

    94. Daunorubicin Hydrochloride, Meets Usp Testing Specifications

    95. Daunorubicin Hydrochloride; Rp 13057 Hydrochloride; Daunomycin

    96. Daunorubicin Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    97. Daunorubicin Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    98. (1s,3s)-3-acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-.alpha.-l-lyxo-hexopyranoside Hydrochloride

    99. (1s,3s)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-a-l-lyxo-hexopyranoside Hydrochloride

    100. (8s,10s)-8-acetyl-10-(((2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dionehydrochloride

    101. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-.alpha.-l-lyxo-hexopyranosyl))oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8s-cis)-, Hydrochloride

    102. 5,12-naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, Hydrochloride, (8s,10s)-

    103. Daunorubicin Hydrochloride;(8s,10s)-8-acetyl-10-[[(2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyltetrahydro-2h-pyran-2-yl]oxy]-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 564.0 g/mol
    Molecular Formula C27H30ClNO10
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count4
    Exact Mass563.1558238 g/mol
    Monoisotopic Mass563.1558238 g/mol
    Topological Polar Surface Area186 Ų
    Heavy Atom Count39
    Formal Charge0
    Complexity960
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    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 2  
    Drug NameDaunorubicin hydrochloride
    Drug LabelDaunorubicin Hydrochloride Injection consists of the hydrochloride salt of an anthracycline cytotoxic antibiotic produced by a strain of Streptomyces coeruleorubidus. It is provided as a deep red sterile liquid in vials for intravenous administration...
    Active IngredientDaunorubicin hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 5mg base/ml; eq 20mg base/vial; eq 5mg base/vial
    Market StatusPrescription
    CompanyFresenius Kabi Usa; Teva Pharms Usa; Eurohlth Intl

    2 of 2  
    Drug NameDaunorubicin hydrochloride
    Drug LabelDaunorubicin Hydrochloride Injection consists of the hydrochloride salt of an anthracycline cytotoxic antibiotic produced by a strain of Streptomyces coeruleorubidus. It is provided as a deep red sterile liquid in vials for intravenous administration...
    Active IngredientDaunorubicin hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 5mg base/ml; eq 20mg base/vial; eq 5mg base/vial
    Market StatusPrescription
    CompanyFresenius Kabi Usa; Teva Pharms Usa; Eurohlth Intl

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Topoisomerase II Inhibitors

    Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)

    Antibiotics, Antineoplastic

    Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Anthracyclines [CS]; Topoisomerase Inhibitors [MoA]; Anthracycline Topoisomerase Inhibitor [EPC]