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    Bromperidol

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    GLOBAL SALES INFORMATION

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 10457-90-6, Impromen, Bromoperidol, 4-(4-(4-bromophenyl)-4-hydroxypiperidin-1-yl)-1-(4-fluorophenyl)butan-1-one, 4-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one, R 11333
    Molecular Formula
    C21H23BrFNO2
    Molecular Weight
    420.3  g/mol
    InChI Key
    RKLNONIVDFXQRX-UHFFFAOYSA-N
    FDA UNII
    LYH6F7I22E
    Bromperidol has been used in trials studying the treatment of Dementia, Depression, Schizophrenia, Anxiety Disorders, and Psychosomatic Disorders, among others.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
    2.1.2 InChI
    InChI=1S/C21H23BrFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
    2.1.3 InChI Key
    RKLNONIVDFXQRX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CN(CCC1(C2=CC=C(C=C2)Br)O)CCCC(=O)C3=CC=C(C=C3)F
    2.2 Other Identifiers
    2.2.1 UNII
    LYH6F7I22E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bromoperidol

    2. Bromperidol Hydrochloride

    3. Bromperidol, 82br-labeled

    4. C-c 2489-21

    5. Impromen

    6. R 11,333

    7. Tesoprel

    2.3.2 Depositor-Supplied Synonyms

    1. 10457-90-6

    2. Impromen

    3. Bromoperidol

    4. 4-(4-(4-bromophenyl)-4-hydroxypiperidin-1-yl)-1-(4-fluorophenyl)butan-1-one

    5. 4-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one

    6. R 11333

    7. Nsc-759275

    8. 4-(4-(4-bromophenyl)-4-hydroxypiperidino)-4'-fluorobutyrophenone

    9. 4-(4-(p-bromophenyl)-4-hydroxypiperidino)-4'-fluorobutyrophenone

    10. R 11,333

    11. Lyh6f7i22e

    12. 4-[4-(4-bromophenyl)-4-hydroxy-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone

    13. Tesoprel

    14. 1-butanone, 4-(4-(4-bromophenyl)-4-hydroxy-1-piperidinyl)-1-(4-fluorophenyl)-

    15. 4-(4-(4-bromophenyl)-4-hydroxy-1-piperidinyl)-1-(4-fluorophenyl)-1-butanone

    16. Ncgc00016692-01

    17. Azurene

    18. Cas-10457-90-6

    19. Dsstox_cid_2690

    20. 4-[4-(4-bromophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)butan-1-one

    21. Butyrophenone, 4-(4-(p-bromophenyl)-4-hydroxypiperidino)-4'-fluoro-

    22. Dsstox_rid_76693

    23. Dsstox_gsid_22690

    24. R-11333

    25. Bromperidolum

    26. Bromperidolum [inn-latin]

    27. 1-butanone, 4-[4-(4-bromophenyl)-4-hydroxy-1-piperidinyl]-1-(4-fluorophenyl)-

    28. 4-[4-(p-bromophenyl)-4-hydroxypiperidino]-4'-fluorobutyrophenone;4-[4-(p-bromophenyl)-4-hydroxypiperidino]-4'-fluorobutyrophenone

    29. Sr-05000001811

    30. Einecs 233-943-3

    31. Unii-lyh6f7i22e

    32. Cc 2489

    33. Brn 1552256

    34. Impromen (tn)

    35. Bromperidol [usan:inn:ban:jan]

    36. Prestwick_781

    37. Bromperidol [mi]

    38. 4-(4-(p-bromophenyl)-4-hydroxypiperidinol)-4'-fluorobutyrophenone

    39. Prestwick0_000509

    40. Prestwick1_000509

    41. Prestwick2_000509

    42. Prestwick3_000509

    43. Bromperidol [inn]

    44. Bromperidol [jan]

    45. Bromperidol [usan]

    46. Bromperidol [mart.]

    47. Schembl43755

    48. Bromperidol [who-dd]

    49. Bspbio_000437

    50. 5-21-02-00382 (beilstein Handbook Reference)

    51. Mls002153852

    52. Chembl28218

    53. Spbio_002358

    54. Bromperidol (jan/usan/inn)

    55. Bpbio1_000481

    56. Dtxsid0022690

    57. Bdbm81484

    58. Chebi:31305

    59. Bromperidol [ep Monograph]

    60. Hms1569f19

    61. Hms2093j06

    62. Hms2096f19

    63. Hms2230o05

    64. Hms3370c12

    65. Hms3713f19

    66. Pharmakon1600-01505972

    67. Zinc601270

    68. Cas_2448

    69. Hy-b0901

    70. Nsc_2448

    71. Tox21_110565

    72. Nsc759275

    73. Pdsp1_001125

    74. Pdsp2_001109

    75. Akos015914052

    76. Tox21_110565_1

    77. Ccg-213579

    78. Db12401

    79. Nsc 759275

    80. Ncgc00016692-02

    81. Ncgc00016692-05

    82. Ncgc00179558-01

    83. Smr001233211

    84. Sbi-0206864.p001

    85. Db-040551

    86. Ft-0630383

    87. D01101

    88. A896205

    89. L000662

    90. R-11333r-11333

    91. J-001195

    92. Q4973749

    93. Sr-05000001811-1

    94. Sr-05000001811-3

    95. Brd-k78643075-001-03-3

    96. Brd-k78643075-001-06-6

    97. Bromperidol Decanoate Impurity G [ep Impurity]

    98. Bromperidol, European Pharmacopoeia (ep) Reference Standard

    99. 1-butanone, 4-[4-(4-bromophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)-

    100. 4-[4-(4-bromo-phenyl)-4-hydroxy-piperidin-1-yl]-1-(4-fluoro-phenyl)-butan-1-one

    101. 4-[4-(4-bromophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)-butan-1-one

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 420.3 g/mol
    Molecular Formula C21H23BrFNO2
    XLogP33.3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass419.08962 g/mol
    Monoisotopic Mass419.08962 g/mol
    Topological Polar Surface Area40.5 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity451
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antipsychotic Agents

    Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)

    4.2 ATC Code

    N05AD06

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    N - Nervous system

    N05 - Psycholeptics

    N05A - Antipsychotics

    N05AD - Butyrophenone derivatives

    N05AD06 - Bromperidol

    4.3 Metabolism/Metabolites

    Bromperidol has known human metabolites that include 4'-Fluorobutyrophenone and 4-(4-Bromophenyl)piperidin-4-ol.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560