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    o-ANISAMIDE, 4-AMINO-5-BROMO-N-(2-(DIETHYLAMINO)ETHYL)-

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    2D Structure
    Also known as: 4093-35-0, Artomey, Valopride, Bromoprida, Viaben, Movipride
    Molecular Formula
    C14H22BrN3O2
    Molecular Weight
    344.25  g/mol
    InChI Key
    GIYAQDDTCWHPPL-UHFFFAOYSA-N
    FDA UNII
    75473V2YZK
    Bromopride is a dopamine antagonist used as an antiemetic. Its prokinetic properties are similar to those of metoclopramide. It is unavailable in America or the United Kingdom.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-amino-5-bromo-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
    2.1.2 InChI
    InChI=1S/C14H22BrN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
    2.1.3 InChI Key
    GIYAQDDTCWHPPL-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCN(CC)CCNC(=O)C1=CC(=C(C=C1OC)N)Br
    2.2 Other Identifiers
    2.2.1 UNII
    75473V2YZK
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bromoprid

    2. Bromopride Dihydrochloride

    3. Bromopride Hydrochloride

    4. Viaben

    2.3.2 Depositor-Supplied Synonyms

    1. 4093-35-0

    2. Artomey

    3. Valopride

    4. Bromoprida

    5. Viaben

    6. Movipride

    7. 4-amino-5-bromo-n-(2-(diethylamino)ethyl)-o-anisamide

    8. 4-amino-5-bromo-n-[2-(diethylamino)ethyl]-2-methoxybenzamide

    9. Val 13081

    10. Nsc-758391

    11. Emepride

    12. 75473v2yzk

    13. Bromopride (inn)

    14. Ncgc00016646-02

    15. Cas-4093-35-0

    16. Bromopride [inn]

    17. Benzamide, 4-amino-5-bromo-n-(2-(diethylamino)ethyl)-2-methoxy-

    18. Benzamide, 4-amino-5-bromo-n-[2-(diethylamino)ethyl]-2-methoxy-

    19. Dsstox_cid_25383

    20. Dsstox_rid_80841

    21. Dsstox_gsid_45383

    22. Bromoprida [spanish]

    23. O-anisamide, 4-amino-5-bromo-n-[2-(diethylamino)ethyl]-

    24. Bromopridum

    25. 4-amino-5-bromo-n-(2-(diethylamino)ethyl)-2-methoxybenzamide

    26. Bromoprid

    27. Emoril

    28. Bromopride [inn:dcf]

    29. O-anisamide, 4-amino-5-bromo-n-(2-(diethylamino)ethyl)-

    30. Bromopridum [inn-latin]

    31. Bromoprida [inn-spanish]

    32. Sr-01000841242

    33. Einecs 223-842-2

    34. Brn 2381893

    35. Unii-75473v2yzk

    36. N-(diethylaminoethyl)-2-methoxy-4-amino-5-bromobenzamide

    37. Bromopride-[d3]

    38. Movipride (tn)

    39. Prestwick_61

    40. Spectrum_001394

    41. Bromopride [mi]

    42. Prestwick0_000704

    43. Prestwick1_000704

    44. Prestwick2_000704

    45. Prestwick3_000704

    46. Spectrum2_001527

    47. Spectrum3_001559

    48. Spectrum4_000726

    49. Spectrum5_000970

    50. Bromopride [mart.]

    51. Bromopride [who-dd]

    52. Schembl54497

    53. Bspbio_000887

    54. Bspbio_003038

    55. Kbiogr_000992

    56. Kbioss_001874

    57. Mls002153965

    58. Divk1c_000317

    59. Spectrum1503108

    60. Spbio_001314

    61. Spbio_002808

    62. Bpbio1_000977

    63. Chembl399510

    64. Dtxsid0045383

    65. Chebi:95304

    66. Hms500p19

    67. Kbio1_000317

    68. Kbio2_001874

    69. Kbio2_004442

    70. Kbio2_007010

    71. Kbio3_002538

    72. Ninds_000317

    73. Hms1570m09

    74. Hms1922e21

    75. Hms2097m09

    76. Hms2230k23

    77. Hms3374m06

    78. Hms3714m09

    79. Pharmakon1600-01503108

    80. Hy-b1164

    81. Zinc2038104

    82. Tox21_110543

    83. Bdbm50247887

    84. Ccg-39305

    85. Nsc758391

    86. Akos015994598

    87. Tox21_110543_1

    88. Cs-4764

    89. Db09018

    90. Hs-0004

    91. Nsc 758391

    92. Idi1_000317

    93. Ncgc00016646-01

    94. Ncgc00016646-05

    95. Ncgc00095309-01

    96. Smr001233304

    97. Sbi-0051774.p002

    98. Ab00052316

    99. Ft-0663848

    100. D07101

    101. Ab00052316_08

    102. A917874

    103. Q1958189

    104. Sr-01000841242-2

    105. Sr-01000841242-3

    106. Brd-k73642618-001-05-9

    107. Brd-k73642618-001-08-3

    108. 4-amino-5-bromo-n-[2-(diethylamino)ethyl]-2-methoxybenzamide #

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 344.25 g/mol
    Molecular Formula C14H22BrN3O2
    XLogP32.8
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count7
    Exact Mass343.08954 g/mol
    Monoisotopic Mass343.08954 g/mol
    Topological Polar Surface Area67.6 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity300
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Bromopride in indicated in the treatment of nausea and vomiting, including PONV (post-operative nausea and vomiting), gastroesophageal reflux disease (GERD/GORD), as well as endoscopy preparation and radiographic studies of the GI tract.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    Dopamine Antagonists

    Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME. (See all compounds classified as Dopamine Antagonists.)

    5.2 ATC Code

    A - Alimentary tract and metabolism

    A03 - Drugs for functional gastrointestinal disorders

    A03F - Propulsives

    A03FA - Propulsives

    A03FA04 - Bromopride

    5.3 Absorption, Distribution and Excretion

    Clearance

    Renal, 10-14% as original compound.

    5.4 Metabolism/Metabolites

    Hepatic.