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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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