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Levalbuterol Hydrochloride
Also known as: 50293-90-8, Levalbuterol hcl, Xopenex, (r)-albuterol hydrochloride, Levosalbutamol hydrochloride, R-albuterol hydrochloride
Molecular Formula
C13H22ClNO3
Molecular Weight
275.77  g/mol
InChI Key
OWNWYCOLFIFTLK-YDALLXLXSA-N
FDA UNII
WDQ1526QJM

The R-isomer of albuterol.
1 2D Structure

Levalbuterol Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol;hydrochloride
2.1.2 InChI
InChI=1S/C13H21NO3.ClH/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15;/h4-6,12,14-17H,7-8H2,1-3H3;1H/t12-;/m0./s1
2.1.3 InChI Key
OWNWYCOLFIFTLK-YDALLXLXSA-N
2.1.4 Canonical SMILES
CC(C)(C)NCC(C1=CC(=C(C=C1)O)CO)O.Cl
2.1.5 Isomeric SMILES
CC(C)(C)NC[C@@H](C1=CC(=C(C=C1)O)CO)O.Cl
2.2 Other Identifiers
2.2.1 UNII
WDQ1526QJM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrochloride, Levalbuterol

2. Hydrochloride, Levosalbutamol

3. Levalbuterol

4. Levosalbutamol Hydrochloride

5. Xopenex

2.3.2 Depositor-Supplied Synonyms

1. 50293-90-8

2. Levalbuterol Hcl

3. Xopenex

4. (r)-albuterol Hydrochloride

5. Levosalbutamol Hydrochloride

6. R-albuterol Hydrochloride

7. (r)-salbutamol Hydrochloride

8. Levalbuterol Hydrochloride [usan:usp]

9. Nsc-759255

10. Albuterol Hydrochloride, R-

11. Wdq1526qjm

12. (r)-4-(2-(tert-butylamino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol Hydrochloride

13. (r)-albuterol

14. 50293-90-8(hcl)

15. 148563-16-0

16. Alfa1-[[1,1-dimethylethylamino]methyl]-4-hydroxy-1-(s),3-benzene Dimethanol Hydrochlorid

17. (-)-salbutamol Hydrochloride

18. Zopenex

19. Levalbuterol Hydrochloride [usan]

20. Unii-wdq1526qjm

21. (r)-4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol Hydrochloride

22. Xopenex (tn)

23. Zopenex [common Misspelling Of Xopenex]

24. Salbutamol (hydrochloride)

25. Schembl40682

26. Chembl1201061

27. Albuterol (r)-form Hydrochloride

28. Levalbuterol Hydrochloride (usp)

29. Dtxsid20198296

30. Pharmakon1600-01505811

31. Bcp04477

32. Ccg-39986

33. Mfcd08067728

34. Nsc759255

35. Akos015961919

36. (r)-salbutamol ((r)-albuterol Hcl)

37. Bs-1006

38. Nsc 759255

39. (r)-alpha(sup 1)-((tert-butylamino)methyl)-4-hydroxy-m-xylene-alpha,alpha'-diol Hydrochloride

40. 4-[(1r)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol Hydrochloride

41. 1,3-benzenedimethanol, Alpha1-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-, Hydrochloride, (alpha1r)-

42. 2-(hydroxymethyl)-4-{(1r)-1-hydroxy-2-[(2-methyl-2-propanyl)amino ]ethyl}phenol Hydrochloride (1:1)

43. Ac-23919

44. Levalbuterol Hydrochloride [usp-rs]

45. Levalbuterol Hydrochloride, >=98% (hplc)

46. Levosalbutamol Hydrochloride [mart.]

47. Levosalbutamol Hydrochloride [who-dd]

48. Albuterol (r)-form Hydrochloride [mi]

49. D02281

50. Levalbuterol Hydrochloride [orange Book]

51. 293l908

52. A928075

53. Levalbuterol Hydrochloride [usp Monograph]

54. Q27292577

55. 4-[(1r)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol;hydrochloride

56. Alfa1-[[1,1-dimethylethylamino]methyl]-4-hydroxy-1-(s),3-benzenedimethanolhydrochlorid

57. Levalbuterol Hydrochloride, United States Pharmacopeia (usp) Reference Standard

58. (r)-.alpha.(sup 1)-((tert-butylamino)methyl)-4-hydroxy-m-xylene-.alpha.,.alpha.'-diol Hydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 275.77 g/mol
Molecular Formula C13H22ClNO3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass275.1288213 g/mol
Monoisotopic Mass275.1288213 g/mol
Topological Polar Surface Area72.7 Ų
Heavy Atom Count18
Formal Charge0
Complexity227
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameLevalbuterol hydrochloride
Drug LabelXopenex (levalbuterol HCl) Inhalation Solution is a sterile, clear, colorless, preservative-free solution of the hydrochloride salt of levalbuterol, the (R)-enantiomer of the drug substance racemic albuterol. Levalbuterol HCl is a relatively selectiv...
Active IngredientLevalbuterol hydrochloride
Dosage FormSolution
RouteInhalation
Strengtheq 0.021% base; eq 0.25% base; eq 0.0103% base; eq 0.042% base
Market StatusPrescription
CompanyTeva Parenteral; Teva Pharms Usa; Mylan Speclt; Cipla; Watson Labs

2 of 2  
Drug NameLevalbuterol hydrochloride
Drug LabelXopenex (levalbuterol HCl) Inhalation Solution is a sterile, clear, colorless, preservative-free solution of the hydrochloride salt of levalbuterol, the (R)-enantiomer of the drug substance racemic albuterol. Levalbuterol HCl is a relatively selectiv...
Active IngredientLevalbuterol hydrochloride
Dosage FormSolution
RouteInhalation
Strengtheq 0.021% base; eq 0.25% base; eq 0.0103% base; eq 0.042% base
Market StatusPrescription
CompanyTeva Parenteral; Teva Pharms Usa; Mylan Speclt; Cipla; Watson Labs

5 Pharmacology and Biochemistry
5.1 FDA Pharmacological Classification
5.1.1 Pharmacological Classes
beta2-Adrenergic Agonist [EPC]; Adrenergic beta2-Agonists [MoA]
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  • SOLUTION;INHALATION - EQ 0.0103% BASE
  • SOLUTION;INHALATION - EQ 0.021% BASE
  • SOLUTION;INHALATION - EQ 0.042% BASE
  • SOLUTION;INHALATION - EQ 0.25% BASE
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