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Also known as: Afrinol, 7460-12-0, Sch 4855, D-isoephedrine sulfate, Pseudoephedrine sulphate, D-pseudoephedrine sulfate
Molecular Formula
C20H32N2O6S
Molecular Weight
428.5  g/mol
InChI Key
CAVQBDOACNULDN-NRCOEFLKSA-N
FDA UNII
Y9DL7QPE6B

Pseudoephedrine Sulfate
Pseudoephedrine Sulfate is the sulfate salt form of pseudoephedrine, a phenethylamine and a diastereomer of ephedrine with sympathomimetic property. Pseudoephedrine sulfate displaces norepinephrine from storage vesicles in presynaptic neurones, thereby releasing norepinephrine into the neuronal synapses where it stimulates primarily alpha-adrenergic receptors. It also has weak direct agonist activity at alpha- and beta- adrenergic receptors. Receptor stimulation results in vasoconstriction and decreases nasal and sinus congestion.
1 2D Structure

Pseudoephedrine Sulfate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1S,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-NRCOEFLKSA-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
Y9DL7QPE6B
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Afrinol

2. 7460-12-0

3. Sch 4855

4. D-isoephedrine Sulfate

5. Pseudoephedrine Sulphate

6. D-pseudoephedrine Sulfate

7. Y9dl7qpe6b

8. Sch-4855

9. (+)-pseudoephedrine Sulfate

10. (+)-pseudoephedrine Sulphate

11. Disobrom Component Pseudoephedrine Sulfate

12. Drixoral Component Pseudoephedrine Sulfate

13. Resporal Component Pseudoephedrine Sulfate

14. Trinalin Component Pseudoephedrine Sulfate

15. Disophrol Component Pseudoephedrine Sulfate

16. Brompheril Component Pseudoephedrine Sulfate

17. Clarinex-d Component Pseudoephedrine Sulfate

18. Claritin-d Component Pseudoephedrine Sulfate

19. Pseudoephedrine Sulfate Component Of Disobrom

20. Pseudoephedrine Sulfate Component Of Disophrol

21. Pseudoephedrine Sulfate Component Of Drixoral

22. Pseudoephedrine Sulfate Component Of Resporal

23. Pseudoephedrine Sulfate Component Of Trinalin

24. Drixoral Plus Component Pseudoephedrine Sulfate

25. Pseudoephedrine Sulfate Component Of Brompheril

26. Pseudoephedrine Sulfate Component Of Clarinex-d

27. Pseudoephedrine Sulfate Component Of Claritin-d

28. Pseudoephedrine Sulfate Component Of Drixoral Plus

29. Afrin Tablets

30. Duration Tablets

31. Drixoral Nd

32. Pseudoephedrine Sulfate (mart.)

33. Pseudoephedrine Sulfate [mart.]

34. Pseudoephedrine Sulfate (usp-rs)

35. Pseudoephedrine Sulfate [usp-rs]

36. Chlor-trimeton Nd

37. Pseudoephedrine Sulfate (usp Monograph)

38. Pseudoephedrine Sulfate [usp Monograph]

39. Unii-y9dl7qpe6b

40. Pseudoephedrine Sulfate [usan]

41. Afrinol (tn)

42. Einecs 231-243-2

43. Pseudoephedrine Sulfate [usan:usp]

44. (1s,2s)-2-(methylamino)-1-phenylpropan-1-ol;sulfuric Acid

45. (+)-pseudoephedrine Sulfate (2:1) (salt)

46. Ec 231-243-2

47. Schembl41308

48. Pseudoephedrine Sulfate (usp)

49. Threo-1-hydroxy-2-methylamino-1-phenylpropane Sulfate

50. Chembl3989855

51. Dtxsid20889379

52. Pseudoephedrine Sulfate [mi]

53. Pseudoephedrine Sulfate [vandf]

54. Benzenemethanol, .alpha.-[(1s)-1-(methylamino)ethyl]-, (.alpha.s)-, Sulfate (2:1) (salt)

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

56. Pseudoephedrine Sulfate [who-dd]

57. Pseudoephedrine Sulfate [orange Book]

58. D05649

59. Q27294410

60. Pseudoephedrine Sulfate, United States Pharmacopeia (usp) Reference Standard

61. Benzenemethanol, .alpha.-(1-(methylamino)ethyl)-, (s-(r (sup *),r (sup *))-

62. Benzenemethanol, .alpha.-[(1s)-1-(methylamino)ethyl]-, (.alpha.s)-, Sulfate (2:1)

63. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, (alphas)-, Sulfate (2:1)

64. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, (alphas)-, Sulfate (2:1) (salt)

65. Benzenemethanol, Alpha-((1s)-1-(methylamino)ethyl)-, (alphas)-,sulfate (2:1) (salt)

66. Benzenemethanol, Alpha-(1-(methylamino)ethyl)-, (s-(r (sup *),r (sup *))-

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

2.4 Create Date
2006-10-25
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 Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area148
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

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19-Apr-2021
31-Aug-2024
KGS
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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 5MG;...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 5MG;120MG

USFDA APPLICATION NUMBER - 19670

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 10MG...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 10MG;240MG

USFDA APPLICATION NUMBER - 20470

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 2.5M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 2.5MG;120MG

USFDA APPLICATION NUMBER - 21313

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