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    Chemistry

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    Also known as: 149-64-4, N-butylscopolammonium bromide, Hyoscine butylbromide, Buscopan, Scopolan, Buscapine
    Molecular Formula
    C21H30BrNO4
    Molecular Weight
    440.4  g/mol
    InChI Key
    HOZOZZFCZRXYEK-HNHWXVNLSA-M
    FDA UNII
    0GH9JX37C8
    Hyoscine Butyl Bromide
    Antimuscarinic quaternary ammonium derivative of scopolamine used to treat cramps in gastrointestinal, urinary, uterine, and biliary tracts, and to facilitate radiologic visualization of the gastrointestinal tract.
    1 2D Structure

    Hyoscine Butyl Bromide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1S,2S,4R,5R)-9-butyl-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate;bromide
    2.1.2 InChI
    InChI=1S/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15?,16-,17-,18+,19-,20+,22?;/m1./s1
    2.1.3 InChI Key
    HOZOZZFCZRXYEK-HNHWXVNLSA-M
    2.1.4 Canonical SMILES
    CCCC[N+]1(C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4)C.[Br-]
    2.1.5 Isomeric SMILES
    CCCC[N+]1([C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4)C.[Br-]
    2.2 Other Identifiers
    2.2.1 UNII
    0GH9JX37C8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bromide, Butylscopolammonium

    2. Bromide, N-butylscopolammonium

    3. Buscapine

    4. Buscolysin

    5. Buscopan

    6. Butylscopolamine

    7. Butylscopolammonium Bromide

    8. Hyoscinbutylbromide

    9. Hyoscine N Butylbromide

    10. Hyoscine N-butylbromide

    11. N Butylscopolammonium Bromide

    12. N-butylbromide, Hyoscine

    13. N-butylscopolammonium Bromide

    14. Scopolaminebutylbromide

    15. Scopolan

    2.3.2 Depositor-Supplied Synonyms

    1. 149-64-4

    2. N-butylscopolammonium Bromide

    3. Hyoscine Butylbromide

    4. Buscopan

    5. Scopolan

    6. Buscapine

    7. Buscolysin

    8. Scobutil

    9. Sporamin

    10. Amisepan

    11. Buscapina

    12. Butylmin

    13. Donopon

    14. Joscine

    15. Monospan

    16. Scobron

    17. Scobutyl

    18. Sparicon

    19. Tirantil

    20. Buscol

    21. Scobro

    22. Buscolamin

    23. Butylscopolammonium Bromide

    24. Butylscopolamine Bromide

    25. Scopolamine Bromobutylate

    26. Hyoscine-n-butyl Bromide

    27. Buscolysine

    28. Stilbron

    29. Hyoscine Butyl Bromide

    30. N-butylhyoscinium Bromide

    31. Butylhyoscine

    32. Scopolamine Butobromide

    33. N-butylhyoscine Bromide

    34. Scoburen

    35. Stibron

    36. Hyoscin-n-butyl Bromide

    37. Scopolamine Butyl Bromide

    38. Scopolamine N-butylbromide

    39. N-butylscopolamine Bromide

    40. Scopolamine N-butyl Bromide

    41. N-butylscopolaminium Bromide

    42. (-)-n-butylscopolamine Bromide

    43. (-)-scopolamine Butylbromide

    44. Mls000069755

    45. 0gh9jx37c8

    46. (-)-scopolamine N-butyl Bromide

    47. Smr000058795

    48. Dsstox_cid_2718

    49. Dsstox_rid_76697

    50. Dsstox_gsid_22718

    51. Cas-149-64-4

    52. Hyoscine Butobromide

    53. Hyoscin-n-butylbromid

    54. Butylscopolamin

    55. Unii-0gh9jx37c8

    56. Buskolamin

    57. Antipan

    58. Buscogast

    59. Hyocimax

    60. Scopinal

    61. Spasmin

    62. Hybrocare

    63. Butylscopolamine Bromide [jan]

    64. Sr-01000759230

    65. Hyoscin-n-butylbromid [german]

    66. Spasler-p

    67. Hyoscin Butobromide

    68. (1?,2?,4?,5?,7?)-9-butyl-7-[(2s)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane Bromide

    69. Einecs 205-744-1

    70. Mfcd00078561

    71. Opera_id_556

    72. Ncgc00163224-01

    73. Scopolamine (butylbromide)

    74. Scopolamine N-n-butylbromide

    75. Hyoscine-n-butyl Bromide Bp

    76. Schembl25291

    77. Mls002153372

    78. Mls006013629

    79. Chembl1256901

    80. Dtxsid1022718

    81. Chebi:32123

    82. Hms2235k20

    83. Hms3714i19

    84. Hms3884j15

    85. Hy-n0340

    86. Tox21_112031

    87. Hyoscine Butylbromide [mart.]

    88. Scopolamine Butylbromide [jan]

    89. Akos016009548

    90. Akos037515799

    91. Hyoscine Butylbromide [who-dd]

    92. Tox21_112031_1

    93. Ccg-208412

    94. Cs-3142

    95. Ncgc00186628-02

    96. 3-oxa-9-azoniatricyclo(3.3.1.02,4)nonane, 9-butyl-7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9-methyl-, Bromide, (7(s)-(1alpha,2beta,4beta,5alpha,7beta))-

    97. Ac-34139

    98. As-78017

    99. N-butylscopolammonium Bromide [mi]

    100. Smr004705104

    101. Hyoscine Butylbromide [ep Monograph]

    102. Butylscopolamine Bromide [green Book]

    103. F17660

    104. A884250

    105. J-008603

    106. Sr-01000759230-3

    107. N-butyl Scopolamine Bromide (n-butyl Hyoscine Bromide)

    108. (-)-scopolamine N-butyl Bromide, >=98% (tlc), Powder

    109. Hyoscine Butylbromide, British Pharmacopoeia (bp) Reference Standard

    110. Hyoscine Butylbromide, European Pharmacopoeia (ep) Reference Standard

    111. (1r,2r,4s,5s,7s)-9-butyl-7-{[(2s)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane Bromide

    112. (2r,4s,5s,7s)-9-butyl-7-{[(2s)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.0(2,4)]nonane Bromide

    113. [(1s,2s,4r,5r)-9-butyl-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2s)-3-hydroxy-2-phenylpropanoate;bromide

    114. 1-alpha-h,5-alpha-h-tropanium, 8-butyl-6-beta,7-beta-epoxy-3-alpha-hydroxy-, Bromide, (-)-tropate

    115. 3-oxa-9-azoniatricyclo(3.3.1.0 Sup(2,4))nonane, 9-butyl-7-((2s)-3-hydroxy-1-oxo-2-phenylpropoxy)-9-methyl-, Bromide (1:1),(1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-

    2.4 Create Date
    2006-06-15
    3 Chemical and Physical Properties
    Molecular Weight 440.4 g/mol
    Molecular Formula C21H30BrNO4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count8
    Exact Mass439.13582 g/mol
    Monoisotopic Mass439.13582 g/mol
    Topological Polar Surface Area59.1 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity500
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Muscarinic Antagonists

    Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)

    Parasympatholytics

    Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)

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    10-Jan-2021
    21-Aug-2024
    KGS
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