MolPort-001-759-997

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Also known as: 71-30-7, 4-amino-2-hydroxypyrimidine, Cytosinimine, 4-aminopyrimidin-2(1h)-one, 2(1h)-pyrimidinone, 4-amino-, 4-amino-2(1h)-pyrimidinone

Molecular Formula

C₄H₅N₃O

Molecular Weight

111.10 g/mol

InChI Key

OPTASPLRGRRNAP-UHFFFAOYSA-N

FDA UNII

8J337D1HZY

A pyrimidine base that is a fundamental unit of nucleic acids.

1 2D Structure

MolPort-001-759-997

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-amino-1H-pyrimidin-2-one

2.1.2 InChI

InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)

2.1.3 InChI Key

OPTASPLRGRRNAP-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=C(NC(=O)N=C1)N

2.2 Other Identifiers

2.2.1 UNII

8J337D1HZY

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 71-30-7

2. 4-amino-2-hydroxypyrimidine

3. Cytosinimine

4. 4-aminopyrimidin-2(1h)-one

5. 2(1h)-pyrimidinone, 4-amino-

6. 4-amino-2(1h)-pyrimidinone

7. 6-aminopyrimidin-2(1h)-one

8. 4-aminopyrimidin-2-ol

9. 6-amino-1h-pyrimidin-2-one

10. Cyt

11. Mfcd00006034

12. 4-amino-1h-pyrimidin-2-one

13. 4-amino-2-oxo-1,2-dihydropyrimidine

14. Cytosin

15. Zytosin

16. 2(1h)-pyrimidinone, 6-amino-

17. Ai3-52281

18. 107646-83-3

19. Chebi:16040

20. Nsc-27787

21. 134434-40-5

22. 8j337d1hzy

23. 107646-84-4

24. 134434-39-2

25. 2(1h)-pyrimidinone, 3,4-dihydro-4-imino-, (e)- (9ci)

26. 4-aminopyrimidin-2-(1h)-one

27. 2(1h)-pyrimidinone, 3,4-dihydro-4-imino-, (z)- (9ci)

28. 4-aminopyrimidin-2(1h)-one (cytosine)

29. Smr000857094

30. 4-amino-2-pyrimidinol

31. Einecs 200-749-5

32. Nsc 27787

33. Aminopyrimidone

34. Unii-8j337d1hzy

35. Iminopyrimidinone

36. 3h-cytosine

37. Cytosine (8ci)

38. 4-amino-1,2-dihydropyrimidin-2-one

39. Lamivudine Impurity C

40. 2-pyrimidinol, 1,4-dihydro-4-imino-, (z)- (9ci)

41. 287484-45-1

42. Cytosine-[15n2]

43. Gemcitabine Impurity A

44. Cytosine, >=99%

45. 2(1h)-pyrimidinone, 4-amino- (9ci)

46. Cytosine [inci]

47. Lamivudine Impurity C Rs

48. Cytosine [mi]

49. 4-amino-pyrimidin-2-ol

50. 4-amino-2-oxypyrimidine

51. Bmse000180

52. Cytosine [usp-rs]

53. Cytosine [who-dd]

54. Epitope Id:167475

55. 4-amino-2(1h)pyrimidone

56. Ec 200-749-5

57. Schembl4059

58. 4-amino-2(1)-pyrimidone

59. Dsstox_cid_24456

60. Dsstox_rid_80242

61. 4-amino-2(1h)-pyrimidone

62. Dsstox_gsid_44456

63. 2-hydroxy-6-amino-pyrimidin

64. 4-amino-3h-pyrimidin-2-one

65. Mls001332635

66. Mls001332636

67. Chembl15913

68. 2-pyrimidinol, 1,6-dihydro-6-imino-, (e)- (9ci)

69. Gtpl8490

70. Dtxsid4044456

71. Hms2233n21

72. Hms3369n05

73. Zinc895210

74. Cytosine, >=99.0% (hplc)

75. Act01668

76. Albb-021996

77. Bcp22793

78. Hy-i0626

79. Nsc27787

80. Str01426

81. Tox21_302139

82. S4893

83. Stk366767

84. Stl455080

85. 6-amino-1,2-dihydropyrimidin-2-one

86. Akos000120336

87. Akos005443393

88. Akos015896942

89. Ac-2489

90. Am83918

91. Bcp9000005

92. Ccg-266052

93. Cs-w020703

94. 6-amino-1h-pyrimidin-2-one;cytosine

95. Cas-71-30-7

96. Cid 5274263

97. Sri-2354-05

98. Ncgc00247019-01

99. Ncgc00255926-01

100. Bp-20183

101. Cytosine, Vetec(tm) Reagent Grade, 99%

102. Nci60_012445

103. Sy001643

104. 4-imino-3,4-dihydropyrimidin-2(1h)-one

105. Db-029615

106. Lamivudine Impurity E [ep Impurity]

107. Ft-0617471

108. Lamivudine Impurity C [usp Impurity]

109. 71c307

110. C00380

111. 006c034

112. 2-pyrimidinol,1,6-dihydro-6-imino-,(e)-(9ci)

113. A837149

114. Q178425

115. 2(1h)-pyrimidinone,3,4-dihydro-4-imino-,(e)-(9ci)

116. Cba1d098-c5ab-46ce-aac6-754572886eb2

117. Z256707830

118. Cytosine, United States Pharmacopeia (usp) Reference Standard

119. Cytosine, Pharmaceutical Secondary Standard; Certified Reference Material

120. Gemcitabine Impurity A, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₄H₅N₃O
Molecular Weight	111.10 g/mol
XLogP3	-1.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	111.043261792 g/mol
Monoisotopic Mass	111.043261792 g/mol
Topological Polar Surface Area	67.5 Å²
Heavy Atom Count	8
Formal Charge	0
Complexity	170
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1