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    BUILDING BLOCK

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    Chemistry

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    Also known as: 360-97-4, 4-amino-5-imidazolecarboxamide, 4-amino-1h-imidazole-5-carboxamide, 5-amino-1h-imidazole-4-carboxamide, 5-amino-4-imidazolecarboxamide, Aica
    Molecular Formula
    C4H6N4O
    Molecular Weight
    126.12  g/mol
    InChI Key
    DVNYTAVYBRSTGK-UHFFFAOYSA-N
    FDA UNII
    3V0Y2PDE6K
    CAS 360-97-4
    An imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC. By itself, or as the ribonucleotide, it is used as a condensation agent in the preparation of nucleosides and nucleotides. Compounded with orotic acid, it is used to treat liver diseases.
    1 2D Structure

    CAS 360-97-4

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-amino-1H-imidazole-5-carboxamide
    2.1.2 InChI
    InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
    2.1.3 InChI Key
    DVNYTAVYBRSTGK-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=NC(=C(N1)C(=O)N)N
    2.2 Other Identifiers
    2.2.1 UNII
    3V0Y2PDE6K
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aminoimidazole Carboxamide

    2. Ba 2756

    3. Carboxamide, Aminoimidazole

    2.3.2 Depositor-Supplied Synonyms

    1. 360-97-4

    2. 4-amino-5-imidazolecarboxamide

    3. 4-amino-1h-imidazole-5-carboxamide

    4. 5-amino-1h-imidazole-4-carboxamide

    5. 5-amino-4-imidazolecarboxamide

    6. Aica

    7. Colahepat

    8. 4-aminoimidazole-5-carboxamide

    9. 21299-72-9

    10. 1h-imidazole-4-carboxamide, 5-amino-

    11. Aminoimidazole Carboxamide

    12. 5-amino-3h-imidazole-4-carboxamide

    13. Diazol-c

    14. 4-carbamoyl-5-aminoimidazole

    15. 5-aminoimidazol-4-carboxamide

    16. 4-carboxamido-5-aminoimidazole

    17. Ba 2756

    18. Imidazole-4-carboxamide, 5-amino-

    19. 5-amino-imidazole-4-carboxamide

    20. 4-amino-5-imidazole Carboxamide

    21. 5-imidazolecarboxamide, 4-amino-

    22. Nsc 7784

    23. 4-amino-5-carbamoylimidazole

    24. Aic

    25. Nsc-7784

    26. 4(5)-amino-5(4)-imidazolecarboxamide

    27. 3v0y2pde6k

    28. Chebi:2030

    29. Imidazole-4(or 5)-carboxamide, 5(or 4)-amino-

    30. 5-amino-4-imidazolecarboxyamide

    31. Mfcd02181040

    32. Imidazole-4-carboxamide, 5-amino- (hydrochloride)

    33. 5-aminoimidazolecarboxamide

    34. Einecs 206-641-4

    35. Unii-3v0y2pde6k

    36. Dacarbazine Impurity B

    37. Schembl8024

    38. Chembl1610

    39. Mls000701328

    40. Imidazole C-4,5 Deriv. 2

    41. Wln: T5m Cnj Dvz Ez

    42. Bdbm7957

    43. Dtxsid8059891

    44. Dvnytavybrstgk-uhfffaoysa-

    45. 1h-imidazole-4-carboxamide,5-amino-, Hydrochloride (1:?)

    46. Nsc7784

    47. Aminoimidazole-4-carboxamide, 5-

    48. Imidazole, 5-amino-4-carboxamide

    49. Hms2231d11

    50. Hms3369a01

    51. 5-amino-1h-imidazole4-carboxamide

    52. Act02019

    53. Bcp22943

    54. Zinc3861263

    55. 5-amino-1 H-imidazole4-carboxamide

    56. 4-azanyl-1h-imidazole-5-carboxamide

    57. Imidazole, 4-amino-5-aminocarbonyl-

    58. S3651

    59. Stl484285

    60. 5-amino-1 H-imidazole-4-carboxamide

    61. 4-amino-5-imidazolecarboxamide(aica)

    62. 5-amino-4-imidazolecarboxamide, 95%

    63. Akos009084625

    64. Akos015855671

    65. 5-amino-1h-imidazole-4-carboxamide #

    66. Ac-8311

    67. Ba-2756

    68. Ccg-266103

    69. Cs-w019921

    70. Ncgc00245975-01

    71. Ncgc00245975-02

    72. As-12404

    73. Hy-41461

    74. Smr000526285

    75. Sy009547

    76. Db-014548

    77. Am20090183

    78. Am20090571

    79. Dacarbazine Impurity B [ep Impurity]

    80. Ft-0632037

    81. Temozolomide Impurity A [ep Impurity]

    82. 4-amino-5-carboxamido Imidazole Hydrochloride

    83. 5-amino-1h-imidazole-4-carboxylic Acid Amide

    84. 5-amino-3h-imidazole-4-carboxylic Acid Amide

    85. En300-23736

    86. C04051

    87. O11342

    88. W13853

    89. A815255

    90. A823125

    91. Ag-756/20213048

    92. Dacarbazine Related Compound A (free Base)

    93. Q-200531

    94. 5-amino-2-methyl-n-ethyl-n-phenyl-benzenesulfonamide

    95. Q27067435

    96. 4-amino-5-imidazolecarboxamide Hydrochloride (salt/mix)

    97. F0001-1035

    98. 49b332e5-7c8b-4c28-9fdf-05f173231b6a

    99. Dacarbazine Related Compound A (free Base) [usp Impurity]

    100. Dacarbazine Impurity B, European Pharmacopoeia (ep) Reference Standard

    101. Temozolomide Impurity, Aminoimidazolecarboxamide [usp Impurity]

    102. 5ac

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 126.12 g/mol
    Molecular Formula C4H6N4O
    XLogP3-0.5
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass126.05416083 g/mol
    Monoisotopic Mass126.05416083 g/mol
    Topological Polar Surface Area97.8 Ų
    Heavy Atom Count9
    Formal Charge0
    Complexity126
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in allergic rhinitis and pediatric indications.

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