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2D Structure
Also known as: 50-98-6, (-)-ephedrine hydrochloride, L-ephedrine hydrochloride, 1-ephedrine hydrochloride, Ephedrine hcl, Ephedrine (hydrochloride)
Molecular Formula
C10H16ClNO
Molecular Weight
201.69  g/mol
InChI Key
BALXUFOVQVENIU-GNAZCLTHSA-N
FDA UNII
NLJ6390P1Z

A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,2S)-2-(methylamino)-1-phenylpropan-1-ol;hydrochloride
2.1.2 InChI
InChI=1S/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10-;/m0./s1
2.1.3 InChI Key
BALXUFOVQVENIU-GNAZCLTHSA-N
2.1.4 Canonical SMILES
CC(C(C1=CC=CC=C1)O)NC.Cl
2.1.5 Isomeric SMILES
C[C@@H]([C@@H](C1=CC=CC=C1)O)NC.Cl
2.2 Other Identifiers
2.2.1 UNII
NLJ6390P1Z
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ephedrine

2. Ephedrine Erythro Isomer

3. Ephedrine Renaudin

4. Ephedrine Sulfate

5. Erythro Isomer Of Ephedrine

6. Hydrochloride, Ephedrine

7. Renaudin, Ephedrine

8. Sal Phedrine

9. Sal-phedrine

10. Salphedrine

11. Sulfate, Ephedrine

2.3.2 Depositor-Supplied Synonyms

1. 50-98-6

2. (-)-ephedrine Hydrochloride

3. L-ephedrine Hydrochloride

4. 1-ephedrine Hydrochloride

5. Ephedrine Hcl

6. Ephedrine (hydrochloride)

7. Nlj6390p1z

8. Nsc-759611

9. Ephedronguent

10. (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol Hydrochloride

11. Altusin

12. Dsstox_cid_25825

13. Dsstox_rid_81156

14. Dsstox_gsid_45825

15. Ephedrinium Chloride

16. L-ephedrine, Hydrochloride

17. (-)-ephedrin Hydrochloride

18. Cas-50-98-6

19. Einecs 200-074-6

20. (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol;hydrochloride

21. Unii-nlj6390p1z

22. Ephedrine Hydrochloride [usan:ban:jan]

23. Ncgc00094665-01

24. Rezipres

25. (1r,2s)-(-)-ephedrine Hydrochloride

26. Ephedrini Hydrochloridum

27. N-methyl-beta-oxy-beta-phenylisopropylaminhydrochlorid [german]

28. Benzenemethanol, Alpha-(1-(methylamino)ethyl)-, Hydrochloride, (r-(r*,s*))-

29. Ec 200-074-6

30. Schembl22822

31. Ephedrine Hydrochloride (tn)

32. Ephedrine Hydrochloride Racemic

33. N-methyl-beta-oxy-beta-phenylisopropylaminhydrochlorid

34. Chembl2146102

35. Dtxsid1045825

36. Chebi:31541

37. Hy-b1195a

38. Str01942

39. Ephedrine Hydrochloride [mi]

40. Tox21_111310

41. Ephedrine Hydrochloride (jp17/usp)

42. Ephedrine Hydrochloride [jan]

43. Akos015895154

44. Tox21_111310_1

45. Ccg-229523

46. Cs-4803

47. Ephedrine Hydrochloride [mart.]

48. Ephedrine Hydrochloride [vandf]

49. Nsc 759611

50. Benzenemethanol, .alpha.-[(1s)-1-(methylamino)ethyl]-, Hydrochloride, (.alpha.r)-

51. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, Hydrochloride, (alphar)-

52. Benzenemethanol, Alpha-(1-(methylamino)ethyl)-, Hydrochloride, (theta-(theta,s))-

53. Ephedrine Hydrochloride [usp-rs]

54. Ephedrine Hydrochloride [who-dd]

55. Ephedrine Hydrochloride [who-ip]

56. Ncgc00015408-03

57. (1r,2s)-(-)-ephedrinehydrochloride

58. Ephedrine Hydrochloride [ep Impurity]

59. Ephedrine Hydrochloride [orange Book]

60. (-)-ephedrine Hydrochloride [who-ip]

61. (1r,2s)-(-)-ephedrine Hydrochloride, 99%

62. Ephedrine Hydrochloride [ep Monograph]

63. D01386

64. Ephedrine Hydrochloride [usp Monograph]

65. Ephedrini Hydrochloridum [who-ip Latin]

66. 066e127

67. Q27284939

68. (1r,2s)-ephedrine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

69. Ephedrine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

70. (r-(r*,s*))-.alpha.-(1-(methylamino)ethyl)benzenemethanol Hydrochloride [who-ip]

71. Benzenemethanol, .alpha.-(1-(methylamino)ethyl)-, Hydrochloride, (r-(r*,s*))-

72. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, Hydrochloride (1:1), (alphar)-

73. Ephedrine Hydrochloride, Drug Precursor, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 201.69 g/mol
Molecular Formula C10H16ClNO
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass201.0920418 g/mol
Monoisotopic Mass201.0920418 g/mol
Topological Polar Surface Area32.3 Ų
Heavy Atom Count13
Formal Charge0
Complexity121
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Adrenergic Agents

Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters. (See all compounds classified as Adrenergic Agents.)


Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)


Central Nervous System Stimulants

A loosely defined group of drugs that tend to increase behavioral alertness, agitation, or excitation. They work by a variety of mechanisms, but usually not by direct excitation of neurons. The many drugs that have such actions as side effects to their main therapeutic use are not included here. (See all compounds classified as Central Nervous System Stimulants.)


Vasoconstrictor Agents

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
Adrenergic beta-Agonists [MoA]; Increased Norepinephrine Activity [PE]; Norepinephrine Releasing Agent [EPC]; alpha-Adrenergic Agonist [EPC]; beta-Adrenergic Agonist [EPC]; Adrenergic alpha-Agonists [MoA]