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2D Structure
Also known as: Ephedrine sulphate, Isofedrol, Akovaz, 134-72-5, Corphedra, Ephedrine sulfate [usp]
Molecular Formula
C20H32N2O6S
Molecular Weight
428.5  g/mol
InChI Key
CAVQBDOACNULDN-KHFUBBAMSA-N
FDA UNII
U6X61U5ZEG

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;sulfuric acid
2.1.2 InChI
InChI=1S/2C10H15NO.H2O4S/c2*1-8(11-2)10(12)9-6-4-3-5-7-9;1-5(2,3)4/h2*3-8,10-12H,1-2H3;(H2,1,2,3,4)/t2*8-,10-;/m00./s1
2.1.3 InChI Key
CAVQBDOACNULDN-KHFUBBAMSA-N
2.1.4 Canonical SMILES
CC(C(C1=CC=CC=C1)O)NC.CC(C(C1=CC=CC=C1)O)NC.OS(=O)(=O)O
2.1.5 Isomeric SMILES
C[C@@H]([C@@H](C1=CC=CC=C1)O)NC.C[C@@H]([C@@H](C1=CC=CC=C1)O)NC.OS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
U6X61U5ZEG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ephedrine

2. Ephedrine Erythro Isomer

3. Ephedrine Hydrochloride

4. Ephedrine Renaudin

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. Ephedrine Sulphate

2. Isofedrol

3. Akovaz

4. 134-72-5

5. Corphedra

6. Ephedrine Sulfate [usp]

7. U6x61u5zeg

8. (-)-ephedrine Sulfate (2:1) (salt)

9. 134-72-5 (sulfate)

10. (-)-ephedrine Hemisulfate

11. Nci-c55652

12. Ephedrine Sulfate (usp)

13. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, (alphar)-, Sulfate (2:1) (salt)

14. (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol;sulfuric Acid

15. L-ephedrine Sulfate

16. Unii-u6x61u5zeg

17. Expansyl

18. Ccris 1351

19. Ephedrini Sulfas

20. Pazo Ointment

21. Franol Plus

22. Franol-plus

23. (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol Sulfate (2:1) (salt)

24. Pazo Suppositories

25. Corphedra (tn)

26. Emerphed (tn)

27. Einecs 205-154-4

28. Akovaz (tn)

29. Emerphed

30. Ephedrine L- Sulfate

31. 1-phenyl-2-methylamine-propanol-1-sulfate

32. Ec 205-154-4

33. Schembl41262

34. (1r,2s)-1-phenyl-2-methylaminopropanol-1 Sulfate

35. Ephedrine Sulfate [mi]

36. 1-alpha-(1-(methylamino)ethyl)benzyl Alcohol Sulfate

37. Chembl1523964

38. Dtxsid6020565

39. Ephedrine Sulfate [vandf]

40. Ephedrine Sulfate [mart.]

41. Ephedrine Sulfate [usp-rs]

42. Ephedrine Sulfate [who-dd]

43. Ephedrine Sulfate [who-ip]

44. (-)-erythro-1-hydroxy-2-(methylamino)-1-phenylpropane Sulfate

45. Bdbm50480314

46. Akos015901652

47. Ephedrine Sulfate [orange Book]

48. Ephedrini Sulfas [who-ip Latin]

49. Ephedrine Sulfate [usp Monograph]

50. Ncgc00093901-01

51. Ephedrine Sulfate (2:1) (salt), (-)-

52. Eu-0100501

53. D04018

54. E 3250

55. Q27290771

56. Ephedrine Sulphate 1.0 Mg/ml In Methanol (as Free Base)

57. Bis((r-(r*,s*))-beta-hydroxy-alpha-methylphenethyl)methylammonium Sulphate

58. Bis((r-(r*,s*))-beta-hydroxy-alpha-methylphenethyl)methylammonium) Sulphate

59. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, (alphar)-, Sulfate (2:1)

60. Benzenemethanol, Alpha-(1-(methylamino)ethyl)-, (r-(r*,s*))-, Sulfate (2:1) (salt)

61. Benzenemethanol, Alpha-(1-(methylamino)ethyl)-, (theta-(theta,s))-, Sulfate (2:1) (salt)

62. (r-(r*,s*))-.alpha.-(1-(methylamino)ethyl)benzenemethanol Sulfate (2:1) (salt) [who-ip]

63. Benzenemethanol, .alpha.-(1-(methylamino)ethyl)-, (r-(r*,s*))-, Sulfate (2:1) (salt)

2.4 Create Date
2005-07-19
3 Chemical and Physical Properties
Molecular Weight 428.5 g/mol
Molecular Formula C20H32N2O6S
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass428.19810792 g/mol
Monoisotopic Mass428.19810792 g/mol
Topological Polar Surface Area148 Ų
Heavy Atom Count29
Formal Charge0
Complexity202
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
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.)


Vasoconstrictor Agents

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


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.)


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]