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    Tiazofurin

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: Tiazofurine, 60084-10-8, Riboxamide, 2-b-d-ribofuranosyl-4-thiazolecarboxamide, Tiazofurinum, Tiazofurina
    Molecular Formula
    C9H12N2O5S
    Molecular Weight
    260.27  g/mol
    InChI Key
    FVRDYQYEVDDKCR-DBRKOABJSA-N
    FDA UNII
    ULJ82834RE
    Tiazofurine has potential clinical use in cancer treatment as it is a potential inhibitor of Inosine- 5-monophosphate (IMP) dehydrogenase.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide
    2.1.2 InChI
    InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1
    2.1.3 InChI Key
    FVRDYQYEVDDKCR-DBRKOABJSA-N
    2.1.4 Canonical SMILES
    C1=C(N=C(S1)C2C(C(C(O2)CO)O)O)C(=O)N
    2.1.5 Isomeric SMILES
    C1=C(N=C(S1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    ULJ82834RE
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-beta-d-ribofuranosylthiazole-4-carboxamide

    2. 2-ribofuranosylthiazole-4-carboxamide

    3. Nsc 286193

    4. Riboxamide

    5. Tiazofurin, (alpha-d)-isomer

    6. Tiazole

    2.3.2 Depositor-Supplied Synonyms

    1. Tiazofurine

    2. 60084-10-8

    3. Riboxamide

    4. 2-b-d-ribofuranosyl-4-thiazolecarboxamide

    5. Tiazofurinum

    6. Tiazofurina

    7. Tiazofurin [usan]

    8. Tcar

    9. Nsc-286193

    10. Ci-909

    11. Tiazofurine (inn)

    12. Tiazofurine [inn]

    13. Tiazofurin (usan)

    14. 2-beta-d-ribofuranosyl-4-thiazolecarboxamide

    15. Ulj82834re

    16. Chebi:90239

    17. 2-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)thiazole-4-carboxamide

    18. Tiazofurinum [latin]

    19. Tiazofurina [spanish]

    20. 2-(beta-d-ribofuranosyl)-4-thiazolecarboxamide

    21. (1r)-1,4-anhydro-1-(4-carbamoyl-1,3-thiazol-2-yl)-d-ribitol

    22. (1r)-1-[4-(aminocarbonyl)-1,3-thiazol-2-yl]-1,4-anhydro-d-ribitol

    23. 2-.beta.-d-ribofuranosyl-4-thiazolecarboxamide

    24. Brn 1084555

    25. Unii-ulj82834re

    26. Cpd-5825

    27. 2-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]thiazole-4-carboxamide

    28. Tiazofurin [mi]

    29. 2-beta-d-ribofuranosylthiazole-4-carboxamide

    30. 4-thiazolecarboxamide, 2-beta-d-ribofuranosyl-

    31. Schembl4287

    32. 2-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide

    33. Tiazofurine [who-dd]

    34. Dibutylaminehydrochloride

    35. Chembl108358

    36. Dtxsid00208827

    37. Zinc4217560

    38. Bdbm50368057

    39. Mfcd00866494

    40. Db13243

    41. Bs-17271

    42. Hy-114570

    43. Cs-0063433

    44. C22196

    45. D06130

    46. W18798

    47. Q7800305

    2.4 Create Date
    2005-08-01
    3 Chemical and Physical Properties
    Molecular Weight 260.27 g/mol
    Molecular Formula C9H12N2O5S
    XLogP3-1.7
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass260.04669266 g/mol
    Monoisotopic Mass260.04669266 g/mol
    Topological Polar Surface Area154 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity305
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    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, Antineoplastic

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

    Antineoplastic Agents

    Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

    4.2 ATC Code

    L - Antineoplastic and immunomodulating agents

    L01 - Antineoplastic agents

    L01X - Other antineoplastic agents

    L01XX - Other antineoplastic agents

    L01XX18 - Tiazofurine