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    p Hydroxyamphetamine

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    2D Structure
    Also known as: 306-21-8, Predrolon, Paredrine hydrobromide, 4-(2-aminopropyl)phenol hydrobromide, P-hydroxyamphetamine hydrobromide, Hydroxyamfetamine hydrobromide
    Molecular Formula
    C9H14BrNO
    Molecular Weight
    232.12  g/mol
    InChI Key
    RZCJLMTXBMNRAD-UHFFFAOYSA-N
    FDA UNII
    59IG47SZ0E
    Amphetamine metabolite with sympathomimetic effects. It is sometimes called alpha-methyltyramine, which may also refer to the meta isomer, gepefrine.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-(2-aminopropyl)phenol;hydrobromide
    2.1.2 InChI
    InChI=1S/C9H13NO.BrH/c1-7(10)6-8-2-4-9(11)5-3-8;/h2-5,7,11H,6,10H2,1H3;1H
    2.1.3 InChI Key
    RZCJLMTXBMNRAD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(CC1=CC=C(C=C1)O)N.Br
    2.2 Other Identifiers
    2.2.1 UNII
    59IG47SZ0E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydrobromide, Hydroxyamphetamine

    2. Hydroxyamfetamine

    3. Hydroxyamphetamin

    4. Hydroxyamphetamine

    5. Hydroxyphenylisopropylamine

    6. Methyltyramine

    7. Norpholedrin

    8. Oxyamphetamine

    9. P Hydroxyamphetamine

    10. P-hydroxyamphetamine

    11. Para Hydroxyamphetamine

    12. Para-hydroxyamphetamine

    13. Paredrine

    2.3.2 Depositor-Supplied Synonyms

    1. 306-21-8

    2. Predrolon

    3. Paredrine Hydrobromide

    4. 4-(2-aminopropyl)phenol Hydrobromide

    5. P-hydroxyamphetamine Hydrobromide

    6. Hydroxyamfetamine Hydrobromide

    7. Hydroxyamfetamine Hbr

    8. Hydroxyamphetamine Hbr

    9. Phenol, 4-(2-aminopropyl)-, Hydrobromide

    10. 4-(2-aminopropyl)phenol;hydrobromide

    11. Nsc-61065

    12. 2-amino-1-(4-hydroxyphenyl)propane Hydrobromide

    13. 3-(p-hydroxyphenyl)-2-aminopropane Hydrobromide

    14. 59ig47sz0e

    15. Phenol,4-(2-aminopropyl)-, Hydrobromide (1:1)

    16. Phenol, 4-(2-aminopropyl)-, Hbr

    17. Hydroxyamphetamine Hydrobromide [usp]

    18. 140-36-3

    19. Ncgc00095233-01

    20. Mycadrine

    21. Hydroxyamphetamine Hydrobromide (usp)

    22. Hydroxyamfetamin Hydrobromid

    23. (+-)-paredrine Hydrobromide

    24. Einecs 206-181-4

    25. Nsc 61065

    26. Dl-p-(2-aminopropyl)phenol Hydrobromide

    27. Unii-59ig47sz0e

    28. (+-)-p-(2-aminopropyl)phenol Hydrobromide

    29. 1-p-hydroxyphenyl-2-aminopropane Hydrobromide

    30. Paredrine (tn)

    31. Beta-(p-hydroxyphenyl)isopropylamine Hydrobromide

    32. Phenol, P-(2-aminopropyl)-, Hydrobromide, (+-)-

    33. Phenol, Hydrobromide

    34. Component Of Paredrine

    35. Phenol, P-(2-aminopropyl)-, Hydrobromide

    36. Cid_9377

    37. Hyroxyamfetamine Hydrobromide

    38. Dsstox_cid_25961

    39. Dsstox_rid_81257

    40. Dsstox_gsid_45961

    41. Spectrum211425

    42. Mls002320672

    43. Mls002320674

    44. Schembl221647

    45. Chembl1200705

    46. Dtxsid0045961

    47. Oxamphetamine Hydrobromide

    48. Wln: Zy1&1r Dq &eh

    49. Hms1923c15

    50. Pharmakon1600-00211425

    51. Nsc61065

    52. Tox21_111487

    53. Nsc760066

    54. P-(2-aminopropyl)phenol Hydrobromide

    55. P-(2-aminopropyl)phenyl Hydrobromide

    56. (+)-4-hydroxyamphetamine Hydrobromide

    57. Ccg-213716

    58. Nsc-760066

    59. (+/-)-4-hydroxyamphetamine Hydrobromide

    60. Ncgc00095233-02

    61. Cas-306-21-8

    62. Smr001338818

    63. Smr001338820

    64. Hydroxyamphetamine Hydrobromide [mi]

    65. (+/-)-p-(2-aminopropyl)phenol Hbr

    66. Hydroxyamfetamine Hydrobromide [mart.]

    67. Hydroxyamphetamine Hydrobromide [vandf]

    68. D04473

    69. Hydroxyamfetamine Hydrobromide [who-dd]

    70. Hydroxyamphetamine Hydrobromide [usp-rs]

    71. (+/-)-p-(2-aminopropyl)phenol Hydrobromide

    72. .beta.-(p-hydroxyphenyl)isopropylamine Hydrobromide

    73. Hydroxyamphetamine Hydrobromide [orange Book]

    74. Hydroxyamphetamine Hydrobromide [usp Monograph]

    75. Q27261708

    76. Rac. 4-hydroxy-alpha-methylphenethylamine Hydrobromide

    77. Paremyd Component Hydroxyamphetamine Hydrobromide

    78. Hydroxyamphetamine Hydrobromide Component Of Paremyd

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 232.12 g/mol
    Molecular Formula C9H14BrNO
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass231.02588 g/mol
    Monoisotopic Mass231.02588 g/mol
    Topological Polar Surface Area46.2 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity108
    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

    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.)

    Mydriatics

    Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics. (See all compounds classified as Mydriatics.)