Chlofedanol

Synopsis, Chemistry

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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

Chlofedanol

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 Formula	C₁₇H₂₀ClNO
Molecular Weight	289.8 g/mol
XLogP3	3.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	289.1233420 g/mol
Monoisotopic Mass	289.1233420 g/mol
Topological Polar Surface Area	23.5 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	291
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.