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2D Structure
Also known as: 959-14-8, N,n-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine, Oxolamina, Oksalamin, 683 m, Af 438
Molecular Formula
C14H19N3O
Molecular Weight
245.32  g/mol
InChI Key
IDCHQQSVJAAUQQ-UHFFFAOYSA-N
FDA UNII
90BEA145GY

Oxolamine is not approved in the USA, it may be marketed elsewhere internationally as a cough suppressant. It is listed as a prescription drug in New Zealand legislation. Oxolamine is also approved in Taiwan for the treatment of respiratory tract inflamation.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N,N-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine
2.1.2 InChI
InChI=1S/C14H19N3O/c1-3-17(4-2)11-10-13-15-14(16-18-13)12-8-6-5-7-9-12/h5-9H,3-4,10-11H2,1-2H3
2.1.3 InChI Key
IDCHQQSVJAAUQQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN(CC)CCC1=NC(=NO1)C2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
90BEA145GY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-diethylaminoethyl-3-phenyl-1,2,4-oxadiazole

2. Bredon

3. Oxobron

4. Oxolamine Citrate

5. Oxolamine Monohydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 959-14-8

2. N,n-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine

3. Oxolamina

4. Oksalamin

5. 683 M

6. Af 438

7. Oxadiazole; 683m

8. 5-(2-diethylaminoethyl)-3-phenyl-1,2,4-oxadiazole

9. Af-438 Free Base

10. N,n-diethyl-3-phenyl-1,2,4-oxadiazole-5-ethanamine

11. 90bea145gy

12. Skf 9976 Free Base

13. Skf-9976 Free Base

14. Af-438 [as Citrate]

15. Oxolamine (inn)

16. Skf 9976 [as Citrate]

17. 5-(2-dietilaminoetil)-3-fenil-1,2,4-oxadiazolo

18. Oxolamine [inn]

19. Oxolev

20. Jatan

21. 1,2,4-oxadiazole, 5-(2-(diethylamino)ethyl)-3-phenyl-

22. Oxolev A

23. Ossolamina [dcit]

24. Oxolamina [italian]

25. Ossolamina

26. Oxolaminum

27. Oxolamine [inn:dcf]

28. N,n-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethan-1-amine

29. Oxolaminum [inn-latin]

30. Oxolamina [inn-spanish]

31. Einecs 213-493-4

32. Brn 0527181

33. Unii-90bea145gy

34. Oksalamin (tn)

35. 3-phenyl-5-(beta-diethylaminoethyl)-1,2,4-oxodiazole

36. 5-(2-dietilaminoetil)-3-fenil-1,2,4-oxadiazolo [italian]

37. Oxolamine [mi]

38. Prestwick0_000826

39. Prestwick1_000826

40. Prestwick2_000826

41. Prestwick3_000826

42. Oxolamine [mart.]

43. Ec 213-493-4

44. Oxolamine [who-dd]

45. Bspbio_000751

46. Schembl893333

47. Spbio_002672

48. Bpbio1_000827

49. Zinc1874

50. 1,2,4-oxadiazole-5-ethanamine, N,n-diethyl-3-phenyl-

51. Chembl1620875

52. Dtxsid5023403

53. Chebi:94607

54. Db13216

55. Ncgc00179449-01

56. Sbi-0207016.p001

57. Ft-0748644

58. D07387

59. 959o148

60. Q576684

61. Brd-k42596464-048-03-6

62. 3-phenyl-5-(.beta.-diethylaminoethyl)-1,2,4-oxodiazole

63. N,n-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine 2-hydroxy-1,2,3-propanetricarboxylate

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 245.32 g/mol
Molecular Formula C14H19N3O
XLogP32.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass245.152812238 g/mol
Monoisotopic Mass245.152812238 g/mol
Topological Polar Surface Area42.2 Ų
Heavy Atom Count18
Formal Charge0
Complexity227
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
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

R05DB07 - Oxolamine