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    Norfenefrine

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    PharmaCompass
    $ API Ref.Price (USD/KG) : 2,863Xls

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    2D Structure
    Also known as: Norphenylephrine, 3-(2-amino-1-hydroxyethyl)phenol, 536-21-0, Norphenephrine, Metacardiol, M-octopamine
    Molecular Formula
    C8H11NO2
    Molecular Weight
    153.18  g/mol
    InChI Key
    LRCXRAABFLIVAI-UHFFFAOYSA-N
    FDA UNII
    D2P3M6SRN5
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-(2-amino-1-hydroxyethyl)phenol
    2.1.2 InChI
    InChI=1S/C8H11NO2/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4,8,10-11H,5,9H2
    2.1.3 InChI Key
    LRCXRAABFLIVAI-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC(=C1)O)C(CN)O
    2.2 Other Identifiers
    2.2.1 UNII
    D2P3M6SRN5
    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 Citrate (1:1), (r)-(r-(r*,r*))-isomer

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

    9. Norfenefrine Hydrochloride

    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. Norphenylephrine

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

    3. 536-21-0

    4. Norphenephrine

    5. Metacardiol

    6. M-octopamine

    7. Normetol

    8. Norenol

    9. Normetasympathol

    10. Dl-norphenylephrine

    11. 15308-34-6

    12. M-hydroxyphenylethanolamine

    13. Norfenefrine [inn]

    14. Norfenefrinum

    15. R,s-norphenylephrine

    16. Dl-m-octopamine

    17. 1-(m-hydroxyphenyl)-2-aminoethanol

    18. 3-(2-amino-1-hydroxy-ethyl)-phenol

    19. (+-)-norphenylephrine

    20. Alpha-(aminomethyl)-m-hydroxybenzyl Alcohol

    21. 1-(3'-hydroxyphenyl)-2-aminoethanol

    22. 1-(3-hydroxyphenyl)-1-hydroxy-2-aminoethane

    23. Normezaton; Norphenephrine

    24. D2p3m6srn5

    25. Wv 569 [as Hydrochloride]

    26. (+-)-alpha-(aminomethyl)-m-hydroxybenzyl Alcohol

    27. Benzyl Alcohol, Alpha-(aminomethyl)-m-hydroxy-

    28. Norfenefrine (inn)

    29. Benzenemethanol, Alpha-(aminomethyl)-3-hydroxy-, (+-)-

    30. Benzyl Alcohol, Alpha-(aminomethyl)-m-hydroxy-, (+-)-

    31. Benzenemethanol, .alpha.-(aminomethyl)-3-hydroxy-

    32. Norfenefrina

    33. Norfenefrinum [inn-latin]

    34. Norfenefrina [inn-spanish]

    35. Ncgc00167553-01

    36. Einecs 208-626-8

    37. Unii-d2p3m6srn5

    38. Brn 1211018

    39. Norfenefrin

    40. Zondel (salt/mix)

    41. Novadral (salt/mix)

    42. 2-amino-1-(3-hydroxyphenyl)ethan-1-ol

    43. Norfenefrine [mi]

    44. (.+/-.)-norfenefrine

    45. Wv569 Free Base

    46. Dl-[2-hydroxy-2-(3-hydroxyphenyl)ethyl]amine

    47. Oprea1_016194

    48. Wv-569 Free Base

    49. 3-13-00-02235 (beilstein Handbook Reference)

    50. Norfenefrine [who-dd]

    51. Schembl153494

    52. Chembl358040

    53. Dtxsid3048314

    54. Chebi:134779

    55. Albb-006272

    56. Hy-b1711

    57. Bbl028398

    58. Stk503797

    59. 3-(2-amino-1-hydroxyethyl)phenol #

    60. Akos005171592

    61. Db13378

    62. Fs-4505

    63. Ncgc00167553-02

    64. 13026-50-1

    65. Am100918

    66. 3-[(1rs)-2-amino-1-hydroxyethyl]phenol

    67. Db-043177

    68. Cs-0013711

    69. .alpha.-(aminomethyl)-m-hydroxybenzyl Alcohol

    70. D08286

    71. Benzyl Alcohol, .alpha.-(aminomethyl)-m-hydroxy-

    72. Sr-01000944512

    73. .alpha.-(aminoethyl)-m-hydroxybenzyl Alcohol

    74. Sr-01000944512-1

    75. .alpha.-(aminomethyl)-m-hydroxybenzyl Alcohol.

    76. Q12746348

    77. .alpha.-(aminomethyl)-3-hydroxybenzene Methanol

    78. Norphenylephrine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 153.18 g/mol
    Molecular Formula C8H11NO2
    XLogP3-0.8
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count2
    Exact Mass153.078978594 g/mol
    Monoisotopic Mass153.078978594 g/mol
    Topological Polar Surface Area66.5 Ų
    Heavy Atom Count11
    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 Count1
    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.)

    4.2 ATC Code

    C - Cardiovascular system

    C01 - Cardiac therapy

    C01C - Cardiac stimulants excl. cardiac glycosides

    C01CA - Adrenergic and dopaminergic agents

    C01CA05 - Norfenefrine