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2D Structure
Also known as: 14860-49-2, Clobutinol [inn], Clobutinolum, Iversal, 1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethylbutan-2-ol, Clobutinol (inn)
Molecular Formula
C14H22ClNO
Molecular Weight
255.78  g/mol
InChI Key
KVHHQGIIZCJATJ-UHFFFAOYSA-N
FDA UNII
1NY2IX043A

Clobutinol is a cough suppressant that is withdrawn from the US and EU markets. Clobutinol may prolong the QT interval. In 2007, Clobutinol was determined to cause cardiac arrhythmia in some patients.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethylbutan-2-ol
2.1.2 InChI
InChI=1S/C14H22ClNO/c1-11(10-16(3)4)14(2,17)9-12-5-7-13(15)8-6-12/h5-8,11,17H,9-10H2,1-4H3
2.1.3 InChI Key
KVHHQGIIZCJATJ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(CN(C)C)C(C)(CC1=CC=C(C=C1)Cl)O
2.2 Other Identifiers
2.2.1 UNII
1NY2IX043A
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Biotetrussin

2. Chlorodimenol

3. Clobutinol Hydrochloride

4. Kat 250

5. Petoxil

6. Silomat

2.3.2 Depositor-Supplied Synonyms

1. 14860-49-2

2. Clobutinol [inn]

3. Clobutinolum

4. Iversal

5. 1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethylbutan-2-ol

6. Clobutinol (inn)

7. Iversal (tn)

8. 1-(4-chlorophenyl)-2,3-dimethyl-4-dimethylamino-2-butanol

9. C14h22clno

10. 1ny2ix043a

11. R05db03

12. Kat 256 [as Hydrochloride]

13. Clobutinolum [inn-latin]

14. Benzeneethanol, 4-chloro-.alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-methyl-

15. Ncgc00159437-02

16. Einecs 238-926-4

17. Brn 2843490

18. Unii-1ny2ix043a

19. Benzeneethanol, 4-chloro-.alpha.-(2-(dimethylamino)-1-methylethyl)-.alpha.-methyl-

20. Clobutinol [mi]

21. 4-chloro-alpha(2-(dimethylamino)-1-methylethyl)alpha-methylbenzeneethanol

22. Benzeneethanol, 4-chloro-alpha-(2-(dimethylamino)-1-methyl)-alpha-methyl-

23. Benzeneethanol, 4-chloro-alpha-(2-(dimethylamino)-1-methylethyl)-alpha-methyl-

24. P-chloro-alpha-(2-(dimethylamino)-1-methylethyl)-alpha-methyl-phenethyl Alcohol

25. Clobutinol [who-dd]

26. P-cloro-alpha-(2-(dimetilamino)-1-metiletil)-alpha-metil Fenetil Alcool [italian]

27. Kat 256 Free Base

28. Kat-256 Free Base

29. Schembl148543

30. Chembl1474889

31. Dtxsid2022838

32. Chebi:94381

33. P-chloro-alpha-(2-(dimethylamino)-1-methylethyl)-alpha-methylphenethyl Alcohol

34. P-cloro-alpha-(2-(dimetilamino)-1-metiletil)-alpha-metil Fenetil Alcool

35. Db09004

36. Phenethyl Alcohol, P-chloro-.alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-methyl-

37. Phenethyl Alcohol, P-chloro-alpha-(2-(dimethylamino)-1-methylethyl)-alpha-methyl-

38. Hy-148144

39. Cs-0613654

40. Ft-0714887

41. D07716

42. Diethylenetriamine Crosslinked With Epichlorohydrin

43. Q415654

44. Brd-a43809092-003-01-3

45. 1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethyl-2-butanol

46. (2s)-1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethylbutan-2-ol

47. Benzeneethanol, 4-chloro-.alpha.-(2-(dimethylamino)-1-methyl)-.alpha.-methyl-

48. P-chloro-.alpha.-(2-(dimethylamino)-1-methylethyl)-.alpha.-methyl-phenethyl Alcohol

49. P-chloro-.alpha.-(2-(dimethylamino)-1-methylethyl)-.alpha.-methylphenethyl Alcohol

50. P-chloro-.alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-methylphenyl Alcohol

51. P-cloro-.alpha.-(2-(dimetilamino)-1-metiletil)-.alpha.-metil Fenetil Alcool

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 255.78 g/mol
Molecular Formula C14H22ClNO
XLogP33.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass255.1389920 g/mol
Monoisotopic Mass255.1389920 g/mol
Topological Polar Surface Area23.5 Ų
Heavy Atom Count17
Formal Charge0
Complexity226
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antitussive Agents

Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)


4.2 ATC Code

R - Respiratory system

R05 - Cough and cold preparations

R05D - Cough suppressants, excl. combinations with expectorants

R05DB - Other cough suppressants

R05DB03 - Clobutinol