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    Deoxyuridine

    ACTIVE PHARMA INGREDIENTS

    REF. STANDARDS & IMPURITIES

    ANALYTICAL

    PharmaCompass
    $ API Ref.Price (USD/KG) : 2,052Xls

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    2D Structure
    Also known as: 951-78-0, Deoxyuridine, Uracil deoxyriboside, Uridine, 2'-deoxy-, 2-deoxyuridine, 1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1h,3h)-dione
    Molecular Formula
    C9H12N2O5
    Molecular Weight
    228.20  g/mol
    InChI Key
    MXHRCPNRJAMMIM-SHYZEUOFSA-N
    FDA UNII
    W78I7AY22C
    2'-Deoxyuridine. An antimetabolite that is converted to deoxyuridine triphosphate during DNA synthesis. Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
    2.1.2 InChI
    InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1
    2.1.3 InChI Key
    MXHRCPNRJAMMIM-SHYZEUOFSA-N
    2.1.4 Canonical SMILES
    C1C(C(OC1N2C=CC(=O)NC2=O)CO)O
    2.1.5 Isomeric SMILES
    C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)O
    2.2 Other Identifiers
    2.2.1 UNII
    W78I7AY22C
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (beta 1-(2-deoxyribopyranosyl))thymidine

    2. Deoxyuridine

    2.3.2 Depositor-Supplied Synonyms

    1. 951-78-0

    2. Deoxyuridine

    3. Uracil Deoxyriboside

    4. Uridine, 2'-deoxy-

    5. 2-deoxyuridine

    6. 1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1h,3h)-dione

    7. Deoxyribose Uracil

    8. 2'-desoxyuridine

    9. Durd

    10. 2'-deoxyuridine-1'-d

    11. 1-(2-deoxy-beta-d-ribofuranosyl)uracil

    12. W78i7ay22c

    13. Chebi:16450

    14. 1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

    15. Ccris 2832

    16. Nsc 23615

    17. Desoxyuridine

    18. 1-(2-deoxy-beta-d-erythro-pentofuranoxyl)uracil

    19. Uracil Desoxyuridine

    20. Mfcd00006527

    21. 1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)pyrimidine-2,4(1h,3h)-dione

    22. Dur

    23. 2,4(1h,3h)-pyrimidinedione, 1-(2-deoxy-beta-d-ribofuranosyl)-

    24. 2,4(1h,3h)-pyrimidinedione, 1-(2-deoxy-beta-d-erythro-ribofuranosyl)-

    25. Einecs 213-455-7

    26. Brn 0024433

    27. Unii-w78i7ay22c

    28. Nsc-23615

    29. 1-(2-deoxy-d-erythro-pentofuranosyl)uracil

    30. Uridinie, 2'-deoxy-

    31. 2yb0

    32. Deoxyuridine [mi]

    33. Bmse000320

    34. 1-(2-deoxy-beta-d-erythro-pentofuranosyl)uracil

    35. Schembl28844

    36. Mls001066344

    37. 2'-du

    38. Chembl353955

    39. 2'-deoxyuridine, >=98.5%

    40. Amy6955

    41. Dtxsid30883621

    42. Hms2267d16

    43. Zinc155696

    44. Hy-d0186

    45. S5505

    46. Zinc00155696

    47. Akos015833069

    48. Akos015896792

    49. 1-(2-deoxy-ss-d-ribofuranosyl)uracil

    50. Ccg-247504

    51. Cs-w019820

    52. Db02256

    53. Ps-7750

    54. 1-[(4s,2r,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropyrimidine-2, 4-dione

    55. Ncgc00142492-01

    56. Smr000112296

    57. D0060

    58. 1-(2-deoxy-delta-erythro-pentofuranosyl)uracil

    59. C00526

    60. O10766

    61. 951d780

    62. Q419140

    63. J-700048

    64. 1-(2-deoxy-.beta.-d-erythro-pentofuranosyl)uracil

    65. E73b1553-a13a-4989-b045-a589a8f2b9dc

    66. 1-(2-deoxy-beta-d-ribofuranosyl)-2,4(1h,3h)-pyrimidinedione

    67. 1-(2-deoxy-beta-delta-ribofuranosyl)-2,4(1h,3h)-pyrimidinedione

    68. 1-(2-deoxy-beta-d-erythro-pentofuranosyl)-2,4(1h,3h)-pyrimidinedione

    69. 1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2,4(1h,3h)-pyrimidinedione

    70. 1-((2r,4s,5r)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-h-pyrimidine-2,4-dione

    71. 1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 228.20 g/mol
    Molecular Formula C9H12N2O5
    XLogP3-1.6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass228.07462149 g/mol
    Monoisotopic Mass228.07462149 g/mol
    Topological Polar Surface Area99.1 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity343
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antimetabolites

    Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)