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    Also known as: 2391-03-9, Disomer, (+)-brompheniramine maleate, (s)-brompheniramine maleate, Brompheniramine d-form maleate, Chebi:59273
    Molecular Formula
    C20H23BrN2O4
    Molecular Weight
    435.3  g/mol
    InChI Key
    SRGKFVAASLQVBO-DASCVMRKSA-N
    FDA UNII
    BPA9UT29BS
    Dexbrompheniramine Maleate
    Dexbrompheniramine Maleate is the maleate salt form of dexbrompheniramine, an alkylamine derivative with anticholinergic and sedative properties. Dexbrompheniramine is a histamine H1-receptor antagonist that competes with histamine for the H1-receptor sites on effector cells in the gastrointestinal tract, blood vessels and respiratory tract. The antagonistic action of this agent blocks the activities of endogenous histamine, which subsequently leads to temporary relief from the negative histamine-mediated symptoms of allergic reaction such as bronchoconstriction, vasodilation, increased capillary permeability and spasmodic contractions of gastrointestinal smooth muscle.
    1 2D Structure

    Dexbrompheniramine Maleate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3S)-3-(4-bromophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine;(Z)-but-2-enedioic acid
    2.1.2 InChI
    InChI=1S/C16H19BrN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m0./s1
    2.1.3 InChI Key
    SRGKFVAASLQVBO-DASCVMRKSA-N
    2.1.4 Canonical SMILES
    CN(C)CCC(C1=CC=C(C=C1)Br)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CN(C)CC[C@@H](C1=CC=C(C=C1)Br)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    BPA9UT29BS
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dexbrompheniramine

    2. Disophrol

    2.3.2 Depositor-Supplied Synonyms

    1. 2391-03-9

    2. Disomer

    3. (+)-brompheniramine Maleate

    4. (s)-brompheniramine Maleate

    5. Brompheniramine D-form Maleate

    6. Chebi:59273

    7. Dexbrompheniramine Fumarate

    8. Bpa9ut29bs

    9. 2391-03-9 (maleate)

    10. Dsstox_cid_27795

    11. Dsstox_rid_82567

    12. Dsstox_gsid_47818

    13. Dexbrompheniramine Maleate (usp)

    14. Dexbrompheniramine Maleate [usp]

    15. Disomer Maleate

    16. (3s)-3-(4-bromophenyl)-n,n-dimethyl-3-pyridin-2-ylpropan-1-amine Maleate

    17. 2-pyridinepropanamine, G-(4-bromophenyl)-n,n-dimethyl-, (gs)-,(2z)-2-butenedioate (1:1)

    18. Cas-2391-03-9

    19. Ncgc00162100-02

    20. Alahist Ir

    21. Alahist Pe

    22. Disomer (tn)

    23. D-brompheniramine Maleate

    24. Unii-bpa9ut29bs

    25. Mls001401374

    26. Schembl217770

    27. 3-(2-hydroxyphenyl)benzoicacid

    28. Chembl1200638

    29. Dtxsid6047818

    30. (+)-brompheniramine Maleate Salt

    31. Hms2051f10

    32. Hms2235o07

    33. Hms3260p05

    34. Einecs 219-236-2

    35. Tox21_112000

    36. Tox21_500232

    37. Bdbm50247924

    38. Akos015962824

    39. Tox21_112000_1

    40. Ac-1161

    41. Ccg-101017

    42. Lp00232

    43. Nc00267

    44. Ncgc00015146-11

    45. Ncgc00093697-01

    46. Ncgc00260917-01

    47. Dexbrompheniramine Maleate [mart.]

    48. Dexbrompheniramine Maleate [vandf]

    49. Smr000471616

    50. Dexbrompheniramine Maleate [usp-rs]

    51. Dexbrompheniramine Maleate [who-dd]

    52. Brompheniramine D-form Maleate [mi]

    53. Eu-0100232

    54. B 5275

    55. D03704

    56. Dexbrompheniramine Maleate [orange Book]

    57. Dexbrompheniramine Maleate [usp Monograph]

    58. Sr-01000075719

    59. Disobrom Component Dexbrompheniramine Maleate

    60. Disophrol Component Dexbrompheniramine Maleate

    61. Drixoral Component Dexbrompheniramine Maleate

    62. Resporal Component Dexbrompheniramine Maleate

    63. Sr-01000075719-1

    64. Brompheril Component Dexbrompheniramine Maleate

    65. Dexbrompheniramine Maleate Component Of Disobrom

    66. Dexbrompheniramine Maleate Component Of Drixoral

    67. Dexbrompheniramine Maleate Component Of Resporal

    68. Q27126583

    69. Dexbrompheniramine Maleate Component Of Brompheril

    70. Dexbrompheniramine Maleate Component Of Disophrol

    71. Drixoral Plus Component Dexbrompheniramine Maleate

    72. Dexbrompheniramine Maleate Component Of Drixoral Plus

    73. (+)-2-(p-bromo-alpha-(2-dimethylaminoethyl)benzyl)pyridine Maleate

    74. (s)-1-(p-bromophenyl)-1-(2-pyridyl)-3-dimethylaminopropane Maleate

    75. (s)-2-(p-bromo-alpha-(2-dimethylaminoethyl)benzyl)pyridine Maleate

    76. (+)-2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine Maleate

    77. (+)-3-(4-bromophenyl)-n,n-dimethyl-3-(2-pyridinyl)-1-propanamine Maleate

    78. (+)-3-(p-bromophenyl)-3-(2-pyridyl)-n,n-dimethylpropylamine Maleate

    79. (s)-3-(4-bromophenyl)-n,n-dimethyl-3-(2-pyridinyl)-1-propanamine Maleate

    80. (s)-3-(p-bromophenyl)-3-(2-pyridyl)-n,n-dimethylpropylamine Maleate

    81. (+)-2-(p-bromo-.alpha.-(2-(dimethylamino)ethyl)benzyl)pyridine Maleate (1:1)

    82. (+)-2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine Maleate (1:1)

    83. (+)-3-(4-bromophenyl)-n,n-dimethyl-3-(pyridin-2-yl)propan-1-amine Maleate

    84. (3s)-3-(4-bromophenyl)-n,n-dimethyl-3-(pyridin-2-yl)propan-1-amine (2z)-but-2-enedioate

    85. (3s)-3-(4-bromophenyl)-n,n-dimethyl-3-(pyridin-2-yl)propan-1-amine Maleate

    86. (3s)-3-(4-bromophenyl)-n,n-dimethyl-3-pyridin-2-ylpropan-1-amine;(z)-but-2-enedioic Acid

    87. (s)-2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)pyridinium (z)-maleate (1:1)

    88. (s)-3-(4-bromophenyl)-n,n-dimethyl-3-(pyridin-2-yl)propan-1-amine Maleate

    89. Dexbrompheniramine Maleate, United States Pharmacopeia (usp) Reference Standard

    90. Pyridine, 2-(p-bromo-alpha-(2-(dimethylamino)ethyl)benzyl)-, Maleate (1:1), (s)-

    91. 2-pyridinepropanamine, G-(4-bromophenyl)-n,n-dimethyl-, (s)-, (z)-2-butenedioate (1:1)

    92. 2-pyridinepropanamine, Gamma-(4-bromophenyl)-n,n-dimethyl-, (s)-, (z)-2-butenedioate (1:1)

    2.4 Create Date
    2006-04-28
    3 Chemical and Physical Properties
    Molecular Weight 435.3 g/mol
    Molecular Formula C20H23BrN2O4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count7
    Exact Mass434.08412 g/mol
    Monoisotopic Mass434.08412 g/mol
    Topological Polar Surface Area90.7 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity368
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Histamine H1 Antagonists

    Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

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    Disintegrants & Superdisintegrants

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    REF. STANDARDS & IMPURITIES

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