Levodropropizine

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Also known as: 99291-25-5, (s)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol, Levotuss, Danka, (-)-dropropizine, Levdropropizine

Molecular Formula

C₁₃H₂₀N₂O₂

Molecular Weight

236.31 g/mol

InChI Key

PTVWPYVOOKLBCG-ZDUSSCGKSA-N

FDA UNII

3O31P6T4G3

Levodropropizine is under investigation in clinical trial NCT01573663 (A Drug-Drug Interaction Study of Ambroxol and Levodropropizine).

1 2D Structure

Levodropropizine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol

2.1.2 InChI

InChI=1S/C13H20N2O2/c16-11-13(17)10-14-6-8-15(9-7-14)12-4-2-1-3-5-12/h1-5,13,16-17H,6-11H2/t13-/m0/s1

2.1.3 InChI Key

PTVWPYVOOKLBCG-ZDUSSCGKSA-N

2.1.4 Canonical SMILES

C1CN(CCN1CC(CO)O)C2=CC=CC=C2

2.1.5 Isomeric SMILES

C1CN(CCN1C[C@@H](CO)O)C2=CC=CC=C2

2.2 Other Identifiers

2.2.1 UNII

3O31P6T4G3

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Df 526

2. Df-526

3. Dipropizine

4. Dipropizine, (s)-isomer

5. Ditustat

6. Dropropizine

7. Levotuss

8. Tautoss

9. Zyplo

2.3.2 Depositor-Supplied Synonyms

1. 99291-25-5

2. (s)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol

3. Levotuss

4. Danka

5. (-)-dropropizine

6. Levdropropizine

7. (s)-(-)-dropropizine

8. Rapitux

9. Levodropropizina

10. (2s)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol

11. Levodropropizinum

12. Levopront

13. Levodropropizine [inn]

14. L-dropropizine

15. Dipropizine, (s)-isomer

16. 99291-24-4

17. Dropropizine, (s)-

18. (-)-(s)-3-(4-phenyl-1-piperazinyl)-1,2-propanediol

19. 1,2-propanediol, 3-(4-phenyl-1-piperazinyl)-, (2s)-

20. Chebi:82722

21. 3o31p6t4g3

22. Df-526

23. Levodropropizine (inn)

24. Dropropizine S-form

25. Levodropropizinum [inn-latin]

26. Levodropropizina [inn-spanish]

27. Df 526

28. Levodropropizine [inn:ban]

29. Salvituss

30. Unii-3o31p6t4g3

31. Levopront (tn)

32. (s)-3-(4-phenyl-1-piperazinyl)-1,2-propanediol

33. Cas-17692-31-8

34. S(-)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol

35. Lvdp

36. Levodropropizine Impurity A

37. Schembl29043

38. Chembl1288810

39. Dtxsid8023210

40. Levodropropizine [mart.]

41. 1,2-propanediol, 3-(4-phenylpiperazin-1-yl)-, S(-)-

42. Dropropizine S-form [mi]

43. Levodropropizine [who-dd]

44. Levodropropizine (s-dropropizine)

45. Hms3885b07

46. Hy-b1895

47. Bbl036696

48. Mfcd00866852

49. S4131

50. Stl559075

51. Zinc19594545

52. Akos015889397

53. Ac-2084

54. Ac-8088

55. Bcp9000850

56. Ccg-266840

57. Cs-5212

58. Db12472

59. Levodropropizine [ep Monograph]

60. Ncgc00016730-01

61. Ncgc00018230-01

62. Ncgc00018230-06

63. As-12822

64. Bcp0726000048

65. L0339

66. D08119

67. F15098

68. 291l244

69. A845991

70. Ao-022/43512153

71. Q408131

72. Q-100916

73. Brd-k83551379-001-02-6

74. S-(-)-3-(4-phenylpiperazin-1-yl)propane-1,2-diol

75. (2s)-3-(4-phenyl-1-piperazinyl)-1,2-propanediol

76. 1,2-propanediol, 3-(4-phenyl-1-piperazinyl)-, (s)-

2.4 Create Date

2005-07-07

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₂₀N₂O₂
Molecular Weight	236.31 g/mol
XLogP3	0.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	236.152477885 g/mol
Monoisotopic Mass	236.152477885 g/mol
Topological Polar Surface Area	46.9 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	212
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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

R05DB27 - Levodropropizine