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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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