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    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
    Ciclopirox Olamine
    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 Weight 268.35 g/mol
    Molecular Formula C14H24N2O3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count2
    Exact Mass268.17869263 g/mol
    Monoisotopic Mass268.17869263 g/mol
    Topological Polar Surface Area86.8 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity335
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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]

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    17-Feb-2021
    29-Jul-2024
    KGS
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