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    Chlofedanol

    PharmaCompass
    Xls

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    2D Structure
    Also known as: Clofedanol, Chlofedanol, Tussistop, 791-35-5, Clofedano, Dencyl
    Molecular Formula
    C17H20ClNO
    Molecular Weight
    289.8  g/mol
    InChI Key
    WRCHFMBCVFFYEQ-UHFFFAOYSA-N
    FDA UNII
    42C50P12AP
    Clofedanol is a centrally-acting cough suppressant available in Canada under the trade name Ulone. It is not available in the United States.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol
    2.1.2 InChI
    InChI=1S/C17H20ClNO/c1-19(2)13-12-17(20,14-8-4-3-5-9-14)15-10-6-7-11-16(15)18/h3-11,20H,12-13H2,1-2H3
    2.1.3 InChI Key
    WRCHFMBCVFFYEQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN(C)CCC(C1=CC=CC=C1)(C2=CC=CC=C2Cl)O
    2.2 Other Identifiers
    2.2.1 UNII
    42C50P12AP
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-chloro-alpha-(2-dimethylaminoethyl)benzhydrol

    2. Baltix

    3. Chlophendianol Hydrochloride

    4. Clofedanol

    5. Clofedanol Hydrochloride

    2.3.2 Depositor-Supplied Synonyms

    1. Clofedanol

    2. Chlofedanol

    3. Tussistop

    4. 791-35-5

    5. Clofedano

    6. Dencyl

    7. Clophedianol Base

    8. Calmotusin

    9. Ulo Base

    10. Clofedianolo [italian]

    11. Clofedanolum

    12. Clofedianolo

    13. Antitussin

    14. Sl 501 Base

    15. Clofedanolum [inn-latin]

    16. 1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol

    17. 1-phenyl-1-(o-chlorophenyl)-3-dimethylaminopropanol

    18. Alpha-(dimethylaminoethyl)-o-chlorobenzhydrol

    19. 2-chloro-alpha-(2-(dimethylamino)ethyl)benzhydrol

    20. Clofedanol (inn)

    21. Nsc 113595

    22. Nsc-113595

    23. Mls002706537

    24. 1-(2-chlorophenyl)-3-(dimethylamino)-1-phenyl-1-propanol

    25. .alpha.-(dimethylaminoethyl)-o-chlorobenzhydrol

    26. 42c50p12ap

    27. 2-chloro-.alpha.-(2-dimethylaminoethyl)benzhydrol

    28. Benzenemethanol, 2-chloro-.alpha.-[2-(dimethylamino)ethyl]-.alpha.-phenyl-

    29. Abehol

    30. Clofedanol [inn]

    31. Clofedanol [inn:ban]

    32. Calmotusin; Chlophedianol; Clofedanol; Nsc 113595

    33. Benzhydrol, 2-chloro-.alpha.-[2-(dimethylamino)ethyl]-

    34. Benzenemethanol, 2-chloro-alpha-(2-(dimethylamino)ethyl)-alpha-phenyl- (9ci)

    35. Antitussin (tn)

    36. Einecs 212-340-9

    37. Benzhydrol, 2-chloro-.alpha.-(2-(dimethylamino)ethyl)-

    38. Brn 2813922

    39. 2-cloro-alpha-(2-dimetilaminoetil)-benzidrolo [italian]

    40. Unii-42c50p12ap

    41. 2-cloro-alpha-(2-dimetilaminoetil)-benzidrolo

    42. Ncgc00181096-01

    43. 1-(2-chlorophenyl)-1-phenyl-3-dimethylaminopropanol

    44. Benzenemethanol, 2-chloro-alpha-(2-(dimethylamino)ethyl)-alpha-phenyl-

    45. Dsstox_cid_2789

    46. Chlophedianol [mi]

    47. Clofedanol [who-dd]

    48. Dsstox_rid_76730

    49. Dsstox_gsid_22789

    50. Schembl29734

    51. Chlophedianol [vandf]

    52. Benzhydrol, 2-chloro-alpha-(2-(dimethylamino)ethyl)-

    53. Gtpl7324

    54. Chembl1201313

    55. Dtxsid4022789

    56. Chebi:135207

    57. Hy-a0161

    58. Tox21_112712

    59. Nsc113595

    60. Akos015962243

    61. Db04837

    62. 511-13-7 Pound Not791-35-5

    63. Ac-16003

    64. Cas-791-35-5

    65. Smr001573941

    66. Ft-0747781

    67. D07721

    68. 2-cloro-.alpha.-(2-dimetilaminoetil)-benzidrolo

    69. Q2964078

    70. (s)-1-(2-chlorophenyl)-3-(dimethylamino)-1-phenylpropan-1-ol

    71. 1-(2-chlorophenyl)-3-(dimethylamino)-1-phenyl-1-propanol #

    72. 1-o-chlorophenyl-1-phenyl-3-dimethylamino-1-propanol

    73. Benzenemethanol, 2-chloro-.alpha.-(2-(dimethylamino)ethyl)- .alpha.-phenyl

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 289.8 g/mol
    Molecular Formula C17H20ClNO
    XLogP33.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count5
    Exact Mass289.1233420 g/mol
    Monoisotopic Mass289.1233420 g/mol
    Topological Polar Surface Area23.5 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity291
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    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 dry cough.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Chlophedianol (or Clofedanol) is a centrally-acting cough suppressant. It has local anesthetic and antihistamine properties, and may have anticholinergic effects at high doses.

    5.2 ATC Code

    R - Respiratory system

    R05 - Cough and cold preparations

    R05D - Cough suppressants, excl. combinations with expectorants

    R05DB - Other cough suppressants

    R05DB10 - Clofedanol

    5.3 Metabolism/Metabolites

    Hepatic.

    5.4 Mechanism of Action

    Suppresses the cough reflex by a direct effect on the cough center in the medulla of the brain.