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    Chloroxine

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

    GLOBAL SALES INFORMATION

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    2D Structure
    Also known as: 773-76-2, 5,7-dichloroquinolin-8-ol, 5,7-dichloro-8-hydroxyquinoline, 5,7-dichloro-8-quinolinol, Capitrol, Chlorquinol
    Molecular Formula
    C9H5Cl2NO
    Molecular Weight
    214.04  g/mol
    InChI Key
    WDFKMLRRRCGAKS-UHFFFAOYSA-N
    FDA UNII
    2I8BD50I8B
    Chloroxine is a synthetic quinoline derivative with antibacterial activity. Although the mechanism of action is not fully understood, topical administration of chloroxine diminishes mitotic activity in the epidermis, thereby reducing excessive scaling associated with dandruff or seborrheic dermatitis of the scalp, including psoriasis and eczema.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5,7-dichloroquinolin-8-ol
    2.1.2 InChI
    InChI=1S/C9H5Cl2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
    2.1.3 InChI Key
    WDFKMLRRRCGAKS-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC2=C(C(=C(C=C2Cl)Cl)O)N=C1
    2.2 Other Identifiers
    2.2.1 UNII
    2I8BD50I8B
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Chloroxine Hydrofluoride

    2. Chlorquinol

    3. Dichlorohydroxyquinoline

    4. Dichloroquine

    5. Quixalin

    2.3.2 Depositor-Supplied Synonyms

    1. 773-76-2

    2. 5,7-dichloroquinolin-8-ol

    3. 5,7-dichloro-8-hydroxyquinoline

    4. 5,7-dichloro-8-quinolinol

    5. Capitrol

    6. Chlorquinol

    7. Dichloroxin

    8. Quixalin

    9. Chloroxyquinoline

    10. Dichloroquinolinol

    11. Dikhloroskin

    12. Clofuzid

    13. Endiaron

    14. Quinolor

    15. Dichlorohydroxyquinoline

    16. Chlofucid

    17. Quesyl

    18. 5,7-dichlorooxine

    19. 5,7-dichloroxine

    20. 8-quinolinol, 5,7-dichloro-

    21. 5,7-dichloro-8-oxyquinoline

    22. Chlorohydroxyquinoline

    23. Chloroxine [usan]

    24. 5,7-dichlor-8-hydroxychinolin

    25. Nsc 3904

    26. Nsc-3904

    27. Mfcd00006786

    28. 2i8bd50i8b

    29. 5,7-dichloro-8-hydroquinoline

    30. Chebi:59477

    31. Nsc3904

    32. Chloroxine (usan)

    33. As-229

    34. Ncgc00095264-01

    35. Dsstox_cid_2801

    36. Dsstox_rid_76734

    37. Dsstox_gsid_22801

    38. Cas-773-76-2

    39. Ccris 5751

    40. Capitrol Cream Shampoo

    41. Sr-01000747474

    42. Einecs 212-258-3

    43. Brn 0153606

    44. Unii-2i8bd50i8b

    45. 5,7-dichlor-8-hydroxychinolin [german]

    46. Sq 16401

    47. Capitrol (tn)

    48. Spectrum_001434

    49. Chloroxine [mi]

    50. 5,7-dichloro-8-oxine

    51. Spectrum2_000687

    52. Spectrum3_001156

    53. Spectrum4_000744

    54. Spectrum5_001444

    55. Chloroxine [vandf]

    56. 8-quinolinol,7-dichloro-

    57. Chloroxine [mart.]

    58. Cid_2722

    59. Schembl3350

    60. Chloroxine [who-dd]

    61. Oprea1_486275

    62. Regid_for_cid_2722

    63. Bspbio_002711

    64. Kbiogr_001068

    65. Kbioss_001914

    66. 5-21-03-00286 (beilstein Handbook Reference)

    67. Mls000681736

    68. Bidd:gt0763

    69. Divk1c_000578

    70. Spectrum1503202

    71. Spbio_000813

    72. Zinc1131

    73. Chembl1200596

    74. Chloroxine [orange Book]

    75. Dtxsid5022801

    76. Bdbm32147

    77. Hms501m20

    78. Kbio1_000578

    79. Kbio2_001914

    80. Kbio2_004482

    81. Kbio2_007050

    82. Kbio3_002211

    83. Ninds_000578

    84. Hms1923k05

    85. Hms2092n04

    86. Hms2609a16

    87. Hms3259e17

    88. Hms3655g16

    89. Hms3712o06

    90. Pharmakon1600-01503202

    91. Capitrol Cream Shampoo (salt/mix)

    92. Amy23282

    93. Component Of Capitrol Cream Shampoo

    94. Hy-b0295

    95. 5,7-dichloro-8-quinolinol, 99%

    96. Tox21_111494

    97. Ac9195

    98. Ccg-40039

    99. Nsc758398

    100. S1839

    101. Stk075368

    102. 5,7-dichloroquinolin-8-ol;chloroxine

    103. Akos000271338

    104. Tox21_111494_1

    105. Ac-4820

    106. Db01243

    107. Nc00505

    108. Nsc-758398

    109. Idi1_000578

    110. Upcmld0enat5752182:001

    111. Ncgc00095264-02

    112. Ncgc00095264-03

    113. Ncgc00095264-04

    114. Ncgc00095264-05

    115. Smr000312779

    116. Sy016017

    117. Tg2-36-1

    118. Sbi-0051782.p002

    119. A9795

    120. D0412

    121. Ft-0623709

    122. Sw198618-2

    123. D03472

    124. Ab00052323-08

    125. Ab00052323_09

    126. Ab00052323_10

    127. Sr-01000747474-2

    128. Sr-01000747474-3

    129. W-104320

    130. Brd-k17075857-001-06-9

    131. Q12029435

    132. F0918-0943

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 214.04 g/mol
    Molecular Formula C9H5Cl2NO
    XLogP33.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count0
    Exact Mass212.9748192 g/mol
    Monoisotopic Mass212.9748192 g/mol
    Topological Polar Surface Area33.1 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity191
    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

    Used in the treatment of dandruff and mild to moderately severe seborrheic dermatitis of the scalp.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Chloroxine has an antibacterial action, inhibiting the growth of gram-positive as well as some gram-negative organisms. Also, chloroxine has shown some antifungal activity against certain dermatophytes and yeasts.

    5.2 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.)

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    5.3 Mechanism of Action

    Although the mechanism of action is not understood, chloroxine may slow down mitotic activity in the epidermis, thereby reducing excessive scaling associated with dandruff or seborrheic dermatitis of the scalp. Chloroxine induces SOS-DNA repair in E. coli, so chloroxine may be genotoxic to bacteria.