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Ciclopirox Olamine

Synopsis, Chemistry

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Also known as: 41621-49-2, Ciclopirox ethanolamine, Ciclopiroxolamine, Batrafen, Micoxolamina, Brumixol

Molecular Formula

C₁₄H₂₄N₂O₃

Molecular Weight

268.35 g/mol

InChI Key

MBRHNTMUYWQHMR-UHFFFAOYSA-N

FDA UNII

50MD4SB4AP

A cyclohexane and pyridinone derivative that is used for the treatment of fungal infections of the skin and nails, and for treatment of VAGINAL YEAST INFECTIONS.

1 2D Structure

Ciclopirox Olamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-aminoethanol;6-cyclohexyl-1-hydroxy-4-methylpyridin-2-one

2.1.2 InChI

InChI=1S/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2

2.1.3 InChI Key

MBRHNTMUYWQHMR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC(=O)N(C(=C1)C2CCCCC2)O.C(CO)N

2.2 Other Identifiers

2.2.1 UNII

50MD4SB4AP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridone Ethanolamine Salt

2. Batrafen

3. Ciclopirox

4. Ciclopiroxolamine

5. Cyclopirox

6. Cyclopyroxolamine

7. Dafnegin Csc

8. Dafnegin-csc

9. Hoe 296

10. Hoe-296

11. Hoe296

12. Loprox

13. Penlac

2.3.2 Depositor-Supplied Synonyms

1. 41621-49-2

2. Ciclopirox Ethanolamine

3. Ciclopiroxolamine

4. Batrafen

5. Micoxolamina

6. Brumixol

7. Mycoster

8. Ciclopiroxolamin

9. Ciclopirox (olamine)

10. Hoe 296

11. Ciclochem

12. Dafnegin

13. Hoe-296

14. Ciclopirox Ethanolamine Salt (1:1)

15. 2-aminoethanol;6-cyclohexyl-1-hydroxy-4-methylpyridin-2-one

16. Mfcd00078997

17. Nsc-336278

18. 50md4sb4ap

19. Ciclobirox Olamine

20. Mls003170863

21. Nsc336278

22. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridone Compound With 2-aminoethanol (1:1)

23. 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1h)-one Compound With 2-aminoethanol (1:1)

24. Ncgc00017112-01

25. Cas-41621-49-2

26. Loprox (tn)

27. 2(1h)-pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, Compound With 2-aminoethanol (1:1)

28. Dsstox_cid_25583

29. Dsstox_rid_80979

30. Dsstox_gsid_45583

31. Mls002153867

32. 2-aminoethan-1-ol; 6-cyclohexyl-1-hydroxy-4-methyl-1,2-dihydropyridin-2-one

33. Sr-05000001589

34. Smr001233223

35. Einecs 255-464-9

36. Unii-50md4sb4ap

37. Nsc 336278

38. Kopcycloamine

39. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridone Ethanolamine Salt

40. Rv4104a

41. Penlac Nail Lacquer

42. Prestwick_785

43. Ciclopirox Olamine [usan:usp:jan]

44. Spectrum_000150

45. Ciclopirox Olamine,(s)

46. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridone, 2-aminoethanol Salt

47. Ciclopirox Olamine- Bio-x

48. Ciclopirox Olamine Usp/ep

49. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridon, 2-aminoethanol-salz [german]

50. 2(1h)-pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, Compd. With 2-aminoethanol (1:1)

51. 2-aminoethanol Compd. With 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridinone (1:1)

52. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridinone Compd. With 2-aminoethanol (1:1)

53. 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1h)-one, Compound With 2-aminoethanol (1:1)

54. Schembl66960

55. Kbioss_000630

56. Divk1c_000705

57. Spectrum1500189

58. Ciclopirox Olamine (jan/usp)

59. Chembl242580

60. Ciclopirox Olamine [jan]

61. Dtxsid6045583

62. Hms502d07

63. Hy-b0450a

64. Kbio1_000705

65. Kbio2_000630

66. Kbio2_003198

67. Kbio2_005766

68. Ciclopirox Olamine [inci]

69. Ciclopirox Olamine [usan]

70. Ninds_000705

71. Ciclopirox Olamine [vandf]

72. Hms1569n03

73. Hms1920o09

74. Hms2091e16

75. Hms2096n03

76. Hms2232b06

77. Hms3656b16

78. Hms3713n03

79. Pharmakon1600-01500189

80. Ciclopirox Olamine [mart.]

81. Ciclopirox Olamine [usp-rs]

82. Ciclopirox Olamine [who-dd]

83. Tox21_110781

84. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridon, 2-aminoethanol-salz

85. Ccg-38945

86. Nsc756694

87. S3019

88. 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1h)-one 2-aminoethanol (1:1)

89. Akos015891685

90. Tox21_110781_1

91. Ciclopirox Olamine, Analytical Standard

92. Cs-4767

93. Ks-5086

94. Nsc-756694

95. Ciclopirox Olamine [ep Impurity]

96. Idi1_000705

97. Ciclopirox Olamine [ep Monograph]

98. Ncgc00017112-02

99. Ncgc00017112-03

100. Ncgc00017112-10

101. Ncgc00094623-01

102. Ncgc00094623-02

103. Ac-14469

104. Bc164302

105. Ciclopirox Ethanolamine;ciclopirox Olamine

106. Ciclopirox Olamine [usp Monograph]

107. Nci60_002954

108. Sy102087

109. C3545

110. Ft-0602960

111. Sw196923-4

112. 42c050

113. D01364

114. A825610

115. Ciclopirox Ethanolamine Salt (1:1) [mi]

116. Sr-05000001589-1

117. Sr-05000001589-3

118. 2(1h)-pyridinone, Compd. With 2-aminoethanol (1:1)

119. 2-aminoethanol; 6-cyclohexyl-1-hydroxy-4-methyl-pyridin-2-one

120. Ciclopirox Olamine, European Pharmacopoeia (ep) Reference Standard

121. 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1h)-one 2-aminoethanol Salt

122. Ciclopirox Olamine, United States Pharmacopeia (usp) Reference Standard

123. 6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridone Compound With 2-aminoethanol

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₂₄N₂O₃
Molecular Weight	268.35 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	268.17869263 g/mol
Monoisotopic Mass	268.17869263 g/mol
Topological Polar Surface Area	86.8 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	335
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antifungal Agents

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Decreased Protein Synthesis [PE]; Decreased RNA Replication [PE]; Protein Synthesis Inhibitors [MoA]; Decreased DNA Replication [PE]