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1-alpha-(1-(Methylamino)ethyl)benzyl Alcohol Sulfate

1-alpha-(1-(Methylamino)ethyl)benzyl alcohol sulfate

Synopsis, Chemistry

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SOLUTION;INTRAVENOUS - 25MG/5ML (5MG/ML)
SOLUTION;INTRAVENOUS - 50MG/ML (50MG/ML)

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1-alpha-(1-(Methylamino)ethyl)benzyl alcohol sulfate

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

1-alpha-(1-(Methylamino)ethyl)benzyl alcohol sulfate

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 Formula	C₂₀H₃₂N₂O₆S
Molecular Weight	428.5 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	428.19810792 g/mol
Monoisotopic Mass	428.19810792 g/mol
Topological Polar Surface Area	148 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	202
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

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]