Oxolamine

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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

Oxolamine

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 Formula	C₁₄H₁₉N₃O
Molecular Weight	245.32 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	245.152812238 g/mol
Monoisotopic Mass	245.152812238 g/mol
Topological Polar Surface Area	42.2 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	227
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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