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Methscopolamine Bromide

Methscopolamine Bromide

Synopsis, Chemistry

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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

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 Formula	C₁₈H₂₄BrNO₄
Molecular Weight	398.3 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	397.08887 g/mol
Monoisotopic Mass	397.08887 g/mol
Topological Polar Surface Area	59.1 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	454
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Methscopolamine bromide
PubMed Health	Methscopolamine (By mouth)
Drug Classes	Antiemetic, Antivertigo, Gastrointestinal Agent, Urinary Antispasmodic
Drug Label	Methscopolamine 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 Ingredient	Methscopolamine bromide
Dosage Form	Tablet
Route	Oral
Strength	2.5mg; 5mg
Market Status	Prescription
Company	Vintage Pharms; Breckenridge Pharm; Bayshore Pharms

2 of 4
Drug Name	Pamine
Active Ingredient	Methscopolamine bromide
Dosage Form	Tablet
Route	Oral
Strength	2.5mg
Market Status	Prescription
Company	Fougera Pharms

3 of 4
Drug Name	Methscopolamine bromide
PubMed Health	Methscopolamine (By mouth)
Drug Classes	Antiemetic, Antivertigo, Gastrointestinal Agent, Urinary Antispasmodic
Drug Label	Methscopolamine 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 Ingredient	Methscopolamine bromide
Dosage Form	Tablet
Route	Oral
Strength	2.5mg; 5mg
Market Status	Prescription
Company	Vintage Pharms; Breckenridge Pharm; Bayshore Pharms

4 of 4
Drug Name	Pamine
Active Ingredient	Methscopolamine bromide
Dosage Form	Tablet
Route	Oral
Strength	2.5mg
Market Status	Prescription
Company	Fougera 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]