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    Chemistry

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    Also known as: 114-49-8, Scopolamine hbr, Hyoscine hydrobromide, Scopos, (-)-scopolamine hydrobromide, Scopolamine (hydrobromide)
    Molecular Formula
    C17H22BrNO4
    Molecular Weight
    384.3  g/mol
    InChI Key
    WTGQALLALWYDJH-WYHSTMEOSA-N
    FDA UNII
    R3K67DRL3J
    Scopolamine Hydrobromide
    An alkaloid from SOLANACEAE, especially DATURA and SCOPOLIA. Scopolamine and its quaternary derivatives act as antimuscarinics like ATROPINE, but may have more central nervous system effects. Its many uses include an anesthetic premedication, the treatment of URINARY INCONTINENCE and MOTION SICKNESS, an antispasmodic, and a mydriatic and cycloplegic.
    1 2D Structure

    Scopolamine Hydrobromide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate;hydrobromide
    2.1.2 InChI
    InChI=1S/C17H21NO4.BrH/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10;/h2-6,11-16,19H,7-9H2,1H3;1H/t11?,12-,13-,14+,15-,16+;/m1./s1
    2.1.3 InChI Key
    WTGQALLALWYDJH-WYHSTMEOSA-N
    2.1.4 Canonical SMILES
    CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4.Br
    2.1.5 Isomeric SMILES
    CN1[C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4.Br
    2.2 Other Identifiers
    2.2.1 UNII
    R3K67DRL3J
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Boro Scopol

    2. Boro-scopol

    3. Hyoscine

    4. Isopto Hyoscine

    5. Kwells

    6. Scoburen

    7. Scopace

    8. Scopoderm Tts

    9. Scopolamine

    10. Scopolamine Cooper

    11. Transderm Scop

    12. Transderm V

    13. Transderm-v

    14. Travacalm Ho

    15. Vorigeno

    2.3.2 Depositor-Supplied Synonyms

    1. 114-49-8

    2. Scopolamine Hbr

    3. Hyoscine Hydrobromide

    4. Scopos

    5. (-)-scopolamine Hydrobromide

    6. Scopolamine (hydrobromide)

    7. Beldavrin

    8. Scopamin

    9. Tranaxine

    10. Hyosol

    11. Hyoscine Bromide

    12. (-)-hyoscine Hydrobromide

    13. Scopolaminium Bromide

    14. Scopolammonium Bromide

    15. Euscopol

    16. Isoscopil

    17. Hysco

    18. Kwells

    19. (-)-scopolamine Bromide

    20. Scopolamine Bromide

    21. Scopolamine Hydrobromide Anhydrous

    22. R3k67drl3j

    23. L-hyoscine Hydrobromide

    24. Sereen

    25. Mls000069527

    26. L-scopolamine-hydrobromide

    27. Chebi:61271

    28. Smr000058594

    29. Dsstox_cid_12029

    30. Dsstox_rid_78902

    31. Dsstox_gsid_32029

    32. Cas-114-49-8

    33. Unii-r3k67drl3j

    34. Einecs 204-050-6

    35. Nsc 61806

    36. Nsc-61806

    37. Opera_id_496

    38. Ec 204-050-6

    39. Hyoscine Bromide (anhydrous)

    40. Schembl40627

    41. Scopolamine Bromide (anhydrous)

    42. Chembl3185877

    43. Dtxsid0032029

    44. Hy-n0296a

    45. Scopolaminium Bromide (anhydrous)

    46. Regid_for_cid_6603108

    47. Scopolammonium Bromide (anhydrous)

    48. 672-21-9

    49. Scopolamine Hydrobromide (anhydrous)

    50. Tox21_110035

    51. Tox21_302019

    52. (-)-scopolamine Bromide (anhydrous)

    53. S2508

    54. Scopolamine Hydrobromide [mi]

    55. (-)-hyoscine Hydrobromide (anhydrous)

    56. Akos015965267

    57. Hyoscine Hydrobromide [who-dd]

    58. Tox21_110035_1

    59. Ac-3389

    60. Ccg-268451

    61. Cs-2000

    62. 1alphah,5alphah-tropan-3-alpha-ol, 5beta,7beta-epoxy-, (-)-tropate (ester), Hydrobromide

    63. Ncgc00013722-01

    64. Ncgc00024357-07

    65. Ncgc00255166-01

    66. (-)-scopolamine Hydrobromide (anhydrous)

    67. As-35324

    68. N2570

    69. Sw199343-2

    70. 114s498

    71. A935283

    72. Sr-01000597758

    73. Sr-01000597758-1

    74. W-108599

    75. Q27130957

    76. (-)-scopolamine Hydrobromide;hyoscine Hydrobromide;scopine Hydrobromide

    77. 1alphah,5alphah-tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), Hydrobromide

    78. (?,s)-?-(hydroxymethyl)benzeneacetic Acid (1?,2?,4?,5?,7?)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester Hydrobromide

    79. (1r,2r,4s,5s,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl (2s)-3-hydroxy-2-phenylpropanoate Hydrobromide

    80. (1r,2r,4s,5s,7s,9s)-7-{[(2s)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.0(2,4)]nonane Bromide

    81. 1-alpha-h,5-alpha-h-tropan-3-alpha-ol, 6-beta,7-beta-epoxy-, (-)-tropate (ester), Hydrobromide

    82. 6.beta.,7.beta.-epoxy-1.alpha.h,5.alpha.h-tropan-3.alpha.-ol (-)-tropate (ester) Hydrobromide

    83. Benzeneacetic Acid, .alpha.-(hydroxymethyl)-, (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-9-methyl-3-oxa-9-azatricyclo3.3.1.02,4non-7-yl Ester, (.alpha.s)- Hydrobromide

    84. Benzeneacetic Acid, Alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl Ester, Hydrobromide (1:1), (alphas)-

    85. Benzeneacetic Acid, Alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl Ester, Hydrobromide, (alphas)-

    86. Benzeneacetic Acid, Alpha-(hydroxymethyl)-, 9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl Ester, Hydrobromide, (7(s)-(1alpha,2beta,4beta,5alpha,7beta))-

    2.4 Create Date
    2006-05-25
    3 Chemical and Physical Properties
    Molecular Weight 384.3 g/mol
    Molecular Formula C17H22BrNO4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass383.07322 g/mol
    Monoisotopic Mass383.07322 g/mol
    Topological Polar Surface Area62.3 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity418
    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

    Adjuvants, Anesthesia

    Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)

    Antiemetics

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

    Cholinergic Antagonists

    Drugs that bind to but do not activate CHOLINERGIC RECEPTORS, thereby blocking the actions of ACETYLCHOLINE or cholinergic agonists. (See all compounds classified as Cholinergic Antagonists.)

    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.)

    Mydriatics

    Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics. (See all compounds classified as Mydriatics.)

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