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    Also known as: 75607-67-9, Fludara, Fludarabine 5'-monophosphate, Oforta, Fludarabine monophosphate, 2-fluoro-ara amp
    Molecular Formula
    C10H13FN5O7P
    Molecular Weight
    365.21  g/mol
    InChI Key
    GIUYCYHIANZCFB-FJFJXFQQSA-N
    FDA UNII
    1X9VK9O1SC
    Fludarabine Phosphate
    1 2D Structure

    Fludarabine Phosphate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(2R,3S,4S,5R)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
    2.1.2 InChI
    InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1
    2.1.3 InChI Key
    GIUYCYHIANZCFB-FJFJXFQQSA-N
    2.1.4 Canonical SMILES
    C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)COP(=O)(O)O)O)O)F)N
    2.1.5 Isomeric SMILES
    C1=NC2=C(N=C(N=C2N1[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)F)N
    2.2 Other Identifiers
    2.2.1 UNII
    1X9VK9O1SC
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 9 Beta-d-arabinofuranosyl-2-fluoroadenine Monophosphate

    2. 9h-purin-6-amine, 2-fluoro-9-(5-o-phosphono-beta-d-arabinofuranosyl)-

    3. Beneflur

    4. F-ara-amp

    5. Faraamp

    6. Fludara

    7. Fludarabine 5'-monophosphate

    8. Fludarabine Monophosphate

    9. Fluoro-ara-amp

    10. Nsc 312887

    11. Nsc-312887

    2.3.2 Depositor-Supplied Synonyms

    1. 75607-67-9

    2. Fludara

    3. Fludarabine 5'-monophosphate

    4. Oforta

    5. Fludarabine Monophosphate

    6. 2-fluoro-ara Amp

    7. 2-f-ara-amp

    8. Fludarabine (phosphate)

    9. Famp

    10. Nsc-312887

    11. 2-fluoro-9-(5-o-phosphono-beta-d-arabinofuranosyl)-9h-purin-6-amine

    12. ((2r,3s,4s,5r)-5-(6-amino-2-fluoro-9h-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl Dihydrogen Phosphate

    13. Chebi:63599

    14. 2-fluoroadenine Arabinoside 5'-monophosphate

    15. 1x9vk9o1sc

    16. 9-beta-arabinofuranosyl-2-fluoroadenine-5'-phosphate

    17. 9-beta-d-arabinofuranosyl-2-fluoroadenine 5'-monophosphate

    18. 75607-67-9 (phosphate)

    19. 9-beta-d-arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen Phosphate)

    20. Fludarabine Phosphate (fludara)

    21. {[(2r,3s,4s,5r)-5-(6-amino-2-fluoro-9h-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic Acid

    22. Nsc 312887

    23. Nsc 328002

    24. [(2r,3s,4s,5r)-5-(6-amino-2-fluoropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl Dihydrogen Phosphate

    25. Nsc-328002

    26. Smr002544683

    27. F-ara-amp

    28. Sr-05000001945

    29. Unii-1x9vk9o1sc

    30. Beneflur

    31. Fludara Phosphate

    32. Fludara (tn)

    33. Fludarabine-phosphate

    34. 2-fluoro-ara-amp

    35. Mfcd00866418

    36. Fludarabine Phosphate [usan:usp:ban]

    37. Fludarabine Phosphate;

    38. 2f-ara-amp

    39. Schembl3511

    40. Nsc 312887 Phosphate

    41. Mls003915617

    42. Mls004774150

    43. 9-bata-d-arabinofuranosyl-2-fluoroadenine Phosphate

    44. Fludarabine Phosphate(fludara)

    45. 9-.beta.-d-arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen Phosphate)

    46. Chembl1096882

    47. Dtxsid2023060

    48. Fludarabine Phosphate (jan/usp)

    49. Sht-586

    50. Fludarabine For System Suitability

    51. Hms2094o11

    52. Pharmakon1600-01505705

    53. Fludarabine Phosphate [jan]

    54. Ex-a2028

    55. Hy-b0028

    56. Nsc-118218h

    57. Zinc3927870

    58. Fludarabine Phosphate [usan]

    59. Bdbm50248004

    60. Fludarabine Phosphate [vandf]

    61. Hg1010

    62. Nsc759194

    63. S1229

    64. Fludarabine Phosphate [mart.]

    65. 9h-purin-6-amine, 2-fluoro-9-(5-o-phosphono-beta-d-arabinofuranosyl)-

    66. Akos024464516

    67. Fludarabine Phosphate [usp-rs]

    68. Fludarabine Phosphate [who-dd]

    69. Bcp9000694

    70. Ccg-213521

    71. Cs-0861

    72. F-ara-a (nsc 312887) Phosphate

    73. Nsc-759194

    74. Sri-5907-04

    75. Sri-5907_05

    76. Sri-5907_07

    77. As-14202

    78. Bcp0726000268

    79. Fludarabine 5'-monophosphate [mi]

    80. Fludarabine Phosphate [orange Book]

    81. Sbi-0206893.p001

    82. Fludarabine Phosphate [ep Monograph]

    83. Fludarabine Phosphate [usp Monograph]

    84. Sw218146-2

    85. D01907

    86. 607f679

    87. A838460

    88. Q185916

    89. Sr-05000001945-1

    90. Sr-05000001945-4

    91. Z2235802254

    92. 9-beta-d-arabinofuranosyl-2-fluoroadenine-5'-monophosphate

    93. 9h-purin-6-amine, 2-fluoro-9-(5-o-phosphono-b-d-arabinofuranosyl)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 365.21 g/mol
    Molecular Formula C10H13FN5O7P
    XLogP3-3.1
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count4
    Exact Mass365.05366293 g/mol
    Monoisotopic Mass365.05366293 g/mol
    Topological Polar Surface Area186 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity514
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameFludarabine phosphate
    Drug LabelFludarabine Phosphate Injection contains fludarabine phosphate, a fluorinated nucleotide analog of the antiviral agent vidarabine, 9- D-arabinofuranosyladenine (ara-A) that is relatively resistant to deamination by adenosine deaminase. Each mL cont...
    Active IngredientFludarabine phosphate
    Dosage FormInjectable
    RouteInjection
    Strength50mg/2ml (25mg/ml); 50mg/vial
    Market StatusPrescription
    CompanyHospira; Teva Pharms Usa; Sandoz; Actavis Elizabeth; Mustafa Nevzat Ilac; Fresenius Kabi Usa; Onco Therapies

    2 of 2  
    Drug NameFludarabine phosphate
    Drug LabelFludarabine Phosphate Injection contains fludarabine phosphate, a fluorinated nucleotide analog of the antiviral agent vidarabine, 9- D-arabinofuranosyladenine (ara-A) that is relatively resistant to deamination by adenosine deaminase. Each mL cont...
    Active IngredientFludarabine phosphate
    Dosage FormInjectable
    RouteInjection
    Strength50mg/2ml (25mg/ml); 50mg/vial
    Market StatusPrescription
    CompanyHospira; Teva Pharms Usa; Sandoz; Actavis Elizabeth; Mustafa Nevzat Ilac; Fresenius Kabi Usa; Onco Therapies

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antimetabolites, Antineoplastic

    Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)

    Immunosuppressive Agents

    Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Nucleoside Metabolic Inhibitor [EPC]; Nucleic Acid Synthesis Inhibitors [MoA]

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