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    Also known as: 155-41-9, Hyoscine methyl bromide, Scopolamine methobromide, Holopon, Hyoscine methobromide, Scopolamine methyl bromide
    Molecular Formula
    C18H24BrNO4
    Molecular Weight
    398.3  g/mol
    InChI Key
    CXYRUNPLKGGUJF-OZVSTBQFSA-M
    FDA UNII
    RTN51LK7WL
    Methscopolamine Bromide
    A muscarinic antagonist used to study binding characteristics of muscarinic cholinergic receptors.
    1 2D Structure

    Methscopolamine Bromide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1R,2R,4S,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate;bromide
    2.1.2 InChI
    InChI=1S/C18H24NO4.BrH/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11;/h3-7,12-17,20H,8-10H2,1-2H3;1H/q+1;/p-1/t12?,13-,14-,15+,16-,17+;/m1./s1
    2.1.3 InChI Key
    CXYRUNPLKGGUJF-OZVSTBQFSA-M
    2.1.4 Canonical SMILES
    C[N+]1(C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4)C.[Br-]
    2.1.5 Isomeric SMILES
    C[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
    RTN51LK7WL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bromide, N-methylscopolamine

    2. Dd 234

    3. Dd-234

    4. Dd234

    5. Hyoscine Methiodide

    6. Hyoscine Methobromide

    7. Iodide, N-methylscopolamine

    8. Methiodide, Hyoscine

    9. Methobromide, Hyoscine

    10. Methscopolamine

    11. Methylbromide, Scopolamine

    12. Methylchloride, N-methylscopolamine

    13. Methylscopolamine Nitrate

    14. Methylscopolammonium Methylsulfate

    15. Methylsulfate, Methylscopolammonium

    16. Methylsulfate, N-methylscine

    17. Methylsulfate, N-methylscopolamine

    18. N Methylscine Methylsulfate

    19. N Methylscopolamine

    20. N Methylscopolamine Bromide

    21. N Methylscopolamine Iodide

    22. N Methylscopolamine Methylchloride

    23. N Methylscopolamine Methylsulfate

    24. N Methylscopolamine Nitrate

    25. N-methylscine Methylsulfate

    26. N-methylscopolamine

    27. N-methylscopolamine Bromide

    28. N-methylscopolamine Iodide

    29. N-methylscopolamine Methylchloride

    30. N-methylscopolamine Methylsulfate

    31. N-methylscopolamine Nitrate

    32. Nitrate, Methylscopolamine

    33. Nitrate, N-methylscopolamine

    34. Scopolamine Methylbromide

    35. Skopyl

    36. Ulix

    2.3.2 Depositor-Supplied Synonyms

    1. 155-41-9

    2. Hyoscine Methyl Bromide

    3. Scopolamine Methobromide

    4. Holopon

    5. Hyoscine Methobromide

    6. Scopolamine Methyl Bromide

    7. Scopolamine Methylbromide

    8. (-)-scopolamine Methyl Bromide

    9. Pamine

    10. Methscopolamine (bromide)

    11. Methylscopolamine Bromide

    12. Epoxytropine Tropate Methylbromide

    13. N-methylhyoscinium Bromide

    14. Rtn51lk7wl

    15. Proscomide

    16. N-methylscopolamine Bromide

    17. N-methylhyoscine Bromide

    18. Mls000069754

    19. Chembl3091667

    20. Chebi:61276

    21. N-methylscopolammonium Bromide

    22. Ampyrox

    23. Mescopil

    24. Paraspan

    25. Restropin

    26. Blocan

    27. Diopal

    28. Nutrop

    29. Nsc-120606

    30. Neo-avagal

    31. Lescopine Bromide

    32. Smr000058794

    33. (s)-6beta,7beta-epoxy-8-methyl-3alpha-(-)-tropoyloxy-1alphah,5alphah-tromanium Bromide

    34. Dsstox_cid_20608

    35. Dsstox_rid_79509

    36. Dsstox_gsid_40608

    37. Epoxymethamine Bromide

    38. Hyoscine Methylbromide

    39. Methscopolamine Bromide [usp]

    40. Methoscopylamine Bromide

    41. Scordin

    42. Pamine Forte

    43. Methylscopolamine Hydrobromide

    44. Cas-155-41-9

    45. Hyoscin Methobromide

    46. Hyoscin-n-methylbromid

    47. Scopolammonium, N-methylbromide

    48. (-)-scopolamine Methobromide

    49. Scopolamin-n-methylbromid

    50. Unii-rtn51lk7wl

    51. Mfcd00078560

    52. Isobutylenesulfide

    53. Scopolammonium, N-methyl-, Bromide

    54. Einecs 205-844-5

    55. Methylhyoscine Bromide

    56. Nsc 120606

    57. Opera_id_514

    58. Methscopolamine (pamine)

    59. Ncgc00013724-01

    60. Ec 205-844-5

    61. U 0382

    62. Schembl152483

    63. Chembl1354199

    64. Dtxsid2040608

    65. Hms2235k24

    66. Hms3884g18

    67. Hy-b0344

    68. Methscopolamine Bromide [mi]

    69. Tox21_110037

    70. Bdbm50494458

    71. S1978

    72. Hyoscine Methobromide [mart.]

    73. Hyoscine Methobromide [who-dd]

    74. Tox21_110037_1

    75. Ccg-268630

    76. Ds-3286

    77. Methscopolamine Bromide [vandf]

    78. Scopolamine Methyl Bromide [mi]

    79. 1alphah,5alphah-tropanium, 6beta,7beta-epoxy-3alpha-hydroxy-8-methyl-, Bromide, (-)-tropate

    80. 6beta,7beta-epoxy-3alpha-hydroxy-8-methyl-1alphah,5alphah-tropanium Bromide (-)-tropate

    81. Methscopolamine Bromide [usp-rs]

    82. Ncgc00022697-03

    83. 1-alpha-h,5-alpha-h-tropanium,6-beta,7-beta-epoxy-3-alpha-hydroxy-8-methyl-, Bromide, (-)-tropate (ester)

    84. 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-3-oxo-9-azoniatricyclo-(3.3.1.0(2,4))nonane Bromide

    85. Methscopolamine Bromide [orange Book]

    86. Sw219038-1

    87. Methscopolamine Bromide [usp Monograph]

    88. (-)-scopolamine Methyl Bromide, >=98% (hplc), Powder

    89. Methscopolamine Bromide, United States Pharmacopeia (usp) Reference Standard

    90. (-)-(1s,3s,5r,6r,7s)-6,7-epoxy-8-methyl-3-[(s)-tropoyloxy]tropanium Bromide

    91. Oxitropium Bromide Impurity B, European Pharmacopoeia (ep) Reference Standard

    92. (1r,2r,4s,5s,7s)-7-[[(2s)-3-hydroxy-2-phenylpropanoyl]oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane Bromide (methylhyoscine Bromide)

    93. (1r,2r,4s,5s,7s)-7-[[(2s)-3-hydroxy-2-phenylpropanoyl]oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane Bromide

    94. (1r,2r,4s,5s,7s)-7-{[(2s)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0(2,4)]nonane

    95. (1r,2r,4s,5s,7s)-7-{[(2s)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane Bromidebromide

    96. [(1r,2r,4s,5s)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2s)-3-hydroxy-2-phenylpropanoate;bromide

    97. 1-alpha-h,5-alpha-h-tropanium, 6-beta,7-beta-epoxy-3-alpha-hydroxy-8-methyl-, Bromide, (-)-tropate (ester)

    98. 3-oxa-9-azoniatricyclo(3.3.1.0(sup 2,4))nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, Bromide, (7(s)-(1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.))-

    99. 3-oxa-9-azoniatricyclo(3.3.1.0(sup 2,4))nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, Bromide, (7(s)-(1alpha,2beta,4beta,5alpha,7beta))-

    100. 3-oxa-9-azoniatricyclo(3.3.1.02,4)nonane, 7-((2s)-3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, Bromide (1:1), (1alpha,2beta,4beta,5alpha,7beta)-

    101. 3-oxa-9-azoniatricyclo(3.3.1.02,4)nonane, 7-((2s)-3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, Bromide, (1alpha,2beta,4beta,5alpha,7beta)-

    102. 3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-[(2s)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, Bromide (1:1), (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-

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

    2.4 Create Date
    2006-02-02
    3 Chemical and Physical Properties
    Molecular Weight 398.3 g/mol
    Molecular Formula C18H24BrNO4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass397.08887 g/mol
    Monoisotopic Mass397.08887 g/mol
    Topological Polar Surface Area59.1 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity454
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameMethscopolamine bromide
    PubMed HealthMethscopolamine (By mouth)
    Drug ClassesAntiemetic, Antivertigo, Gastrointestinal Agent, Urinary Antispasmodic
    Drug LabelMethscopolamine Bromide Tablets USP, 2.5 mg and 5mg contain methscopolamine bromide, an anticholinergic, which occurs as white crystals, or as a white odorless crystalline powder. Methscopolamine bromide melts at about 225C with decomposition. The...
    Active IngredientMethscopolamine bromide
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg
    Market StatusPrescription
    CompanyVintage Pharms; Breckenridge Pharm; Bayshore Pharms

    2 of 4  
    Drug NamePamine
    Active IngredientMethscopolamine bromide
    Dosage FormTablet
    RouteOral
    Strength2.5mg
    Market StatusPrescription
    CompanyFougera Pharms

    3 of 4  
    Drug NameMethscopolamine bromide
    PubMed HealthMethscopolamine (By mouth)
    Drug ClassesAntiemetic, Antivertigo, Gastrointestinal Agent, Urinary Antispasmodic
    Drug LabelMethscopolamine Bromide Tablets USP, 2.5 mg and 5mg contain methscopolamine bromide, an anticholinergic, which occurs as white crystals, or as a white odorless crystalline powder. Methscopolamine bromide melts at about 225C with decomposition. The...
    Active IngredientMethscopolamine bromide
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg
    Market StatusPrescription
    CompanyVintage Pharms; Breckenridge Pharm; Bayshore Pharms

    4 of 4  
    Drug NamePamine
    Active IngredientMethscopolamine bromide
    Dosage FormTablet
    RouteOral
    Strength2.5mg
    Market StatusPrescription
    CompanyFougera Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cholinergic Antagonists [MoA]; Anticholinergic [EPC]

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    05-Jan-2021
    06-Oct-2024
    KGS
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