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2D Structure
Also known as: 4779-94-6, Norfenefrine hcl, 3-(2-amino-1-hydroxyethyl)phenol hydrochloride, Zondel, Norphenylephrine hydrochloride, Norfenefrine, hcl
Molecular Formula
C8H12ClNO2
Molecular Weight
189.64  g/mol
InChI Key
OWMFSWZUAWKDRR-UHFFFAOYSA-N
FDA UNII
1FCN9TAU6R

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-(2-amino-1-hydroxyethyl)phenol;hydrochloride
2.1.2 InChI
InChI=1S/C8H11NO2.ClH/c9-5-8(11)6-2-1-3-7(10)4-6;/h1-4,8,10-11H,5,9H2;1H
2.1.3 InChI Key
OWMFSWZUAWKDRR-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC(=CC(=C1)O)C(CN)O.Cl
2.2 Other Identifiers
2.2.1 UNII
1FCN9TAU6R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3-octopamine

2. A.s. Cor

3. Alpha-(aminomethyl)-3-hydroxybenzyl Alcohol

4. M-octopamine

5. Norfenefrin Ziethen

6. Norfenefrin-ratiopharm

7. Norfenefrine

8. Norfenefrine Citrate (1:1), (r)-(r-(r*,r*))-isomer

9. Norfenefrine Citrate (1:1), (r-(r*,r*))-isomer

10. Norfenefrine Hydrochloride, (+,-)-isomer

11. Norfenefrine Hydrochloride, (r)-isomer

12. Norfenefrine Hydrochloride, (s)-isomer

13. Norfenefrine Sulfate

14. Norfenefrine, (+)-isomer

15. Norfenefrine, (+,-)-isomer

16. Norfenefrine, (-)-isomer

17. Norfenefrine, 2h-labeled Cpd

18. Norphenylephrine

19. Novadral

2.3.2 Depositor-Supplied Synonyms

1. 4779-94-6

2. Norfenefrine Hcl

3. 3-(2-amino-1-hydroxyethyl)phenol Hydrochloride

4. Zondel

5. Norphenylephrine Hydrochloride

6. Norfenefrine, Hcl

7. 15308-34-6

8. Esbuphon

9. Dl-norphenylephrine Hydrochloride

10. Molycor-r Hydrochloride

11. 636-87-3

12. 3-(2-amino-1-hydroxyethyl)phenol;hydrochloride

13. Nsc-100733

14. Nsc-297582

15. Esbuphon; Molycor R; Nsc 100733; Nsc 297582

16. 1fcn9tau6r

17. Norfenefrine Hydrochloride (jan)

18. Norfenefrine Hydrochloride [jan]

19. Novadral

20. Wv 569

21. Ncgc00167553-01

22. Norfenefrine Dl-form Hydrochloride

23. Norphenylephrine Hcl

24. Zondel (tn)

25. Coritat

26. Energona

27. Tonolift

28. Vingsal

29. Depot-novadral

30. Molycor-r

31. Chempacific38137

32. Dsstox_cid_26710

33. Dsstox_rid_81843

34. Dsstox_gsid_46710

35. Schembl217926

36. (phenylephrine Impurity A)""

37. Chembl446333

38. Dtxsid1046710

39. Chebi:31918

40. Rac-norphenylephrine Hydrochloride

41. Bcp07813

42. Norphenylephrine Hydrochloride, 98%

43. Tox21_112548

44. Nsc100733

45. Nsc297582

46. Wv-569

47. Akos024370848

48. As-15183

49. Norfenefrine Hydrochloride [mart.]

50. Phenylephrine Impurity A Hcl (r-isomer)

51. Cas-4779-94-6

52. Norfenefrine Hydrochloride [who-dd]

53. Ft-0630425

54. Ft-0673130

55. Ft-0695769

56. N0389

57. Norphenylephrine, Dl-form Hydrochloride

58. D01405

59. D91696

60. Norfenefrine Dl-form Hydrochloride [mi]

61. Norphenylephrine Hydrochloride [usp-rs]

62. 1-(3'-hydroxyphenyl)-2-amino-ethanol Hydrochloride

63. 3,alpha-dihydroxyphenethylamine Hydrochloride

64. J-008978

65. Alpha-aminomethyl-3-hydroxybenzylalcohol Hydrochloride

66. Q27252356

67. M-hydroxyphenylethanolamine, Dl-form Hydrochloride

68. .alpha.-(aminomethyl)-m-hydroxybenzyl Alcohol Hydrochloride

69. 1-(m-hydroxyphenyl)-2-aminoethanol, Dl-form Hydrochloride

70. .alpha.-(aminomethyl)-m-hydroxybenzyl Alcohol, Dl-form Hydrochloride

71. .alpha.-(aminomethyl)-3-hydroxybenzene Methanol, Dl-form Hydrochloride

72. Norphenylephrine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 189.64 g/mol
Molecular Formula C8H12ClNO2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass189.0556563 g/mol
Monoisotopic Mass189.0556563 g/mol
Topological Polar Surface Area66.5 Ų
Heavy Atom Count12
Formal Charge0
Complexity119
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Adrenergic alpha-Agonists

Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)