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2D Structure
Also known as: 53-46-3, Banthine, Methanthelinium bromide, Vagantin, Dixamone bromide, Frenogastrico
Molecular Formula
C21H26BrNO3
Molecular Weight
420.3  g/mol
InChI Key
PQMWYJDJHJQZDE-UHFFFAOYSA-M
FDA UNII
090519SAPF

A quaternary ammonium compound that acts as an antimuscarinic agent. It has been used in the treatment of PEPTIC ULCER, in gastrointestinal disorders associated with smooth muscle spasm, and in the management of urinary incontinence, and may also be used for the treatment of HYPERHIDROSIS.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
diethyl-methyl-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium;bromide
2.1.2 InChI
InChI=1S/C21H26NO3.BrH/c1-4-22(3,5-2)14-15-24-21(23)20-16-10-6-8-12-18(16)25-19-13-9-7-11-17(19)20;/h6-13,20H,4-5,14-15H2,1-3H3;1H/q+1;/p-1
2.1.3 InChI Key
PQMWYJDJHJQZDE-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CC[N+](C)(CC)CCOC(=O)C1C2=CC=CC=C2OC3=CC=CC=C13.[Br-]
2.2 Other Identifiers
2.2.1 UNII
090519SAPF
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Banthine

2. Methantheline

3. Vagantin

2.3.2 Depositor-Supplied Synonyms

1. 53-46-3

2. Banthine

3. Methanthelinium Bromide

4. Vagantin

5. Dixamone Bromide

6. Frenogastrico

7. Gastrosedan

8. Resobantin

9. Ulcudexter

10. Asabaine

11. Banthin

12. Doladene

13. Gastron

14. Metantyl

15. Metaxan

16. Methelina

17. Vagamin

18. Xanteline

19. Avagal

20. Ulcine

21. Mtb 51

22. Methantheline Bromide (200 Mg)

23. Sc 2910

24. Banthine Bromide

25. Methantheline (bromide)

26. Methanthine Bromide

27. Nsc-32145

28. Methanthelinium Bromide [inn]

29. 090519sapf

30. Diethyl(2-hydroxyethyl)methylammonium Bromide Xanthene-9-carboxylate

31. Xanthene-9-carboxylic Acid, Ester With Diethyl(2-hydroxyethyl)methylammonium Bromide

32. Diethyl-methyl-[2-(9h-xanthene-9-carbonyloxy)ethyl]azanium;bromide

33. Dsstox_cid_3277

34. Ethanaminium, N,n-diethyl-n-methyl-2-((9h-xanthen-9-ylcarbonyl)oxy)-, Bromide

35. Dsstox_rid_76953

36. Dsstox_gsid_23277

37. Methanthelinium Bromide (inn)

38. Mantheline

39. Mtb 51; Mantheline; Metantyl; Metanyl; Metaxan; Methanide

40. Metantelinio Bromuro [dcit]

41. Metantelinio Bromuro

42. Gastric Mucin

43. Methanthelinii Bromidum

44. Bromuro De Metantelinio

45. Cas-53-46-3

46. Bromure De Methanthelinum

47. Ncgc00016239-01

48. Einecs 200-176-0

49. Methanthelinii Bromidum [inn-latin]

50. Nsc 32145

51. Bromuro De Metantelinio [inn-spanish]

52. Bromure De Methanthelinum [inn-french]

53. Methantheline Bromide [usp]

54. Unii-090519sapf

55. Ulcine Bromide

56. Banthine (tn)

57. Beta-diethylaminoethyl Xanthene-9-carboxylate Methobromide

58. Mls002154138

59. Schembl250100

60. Chebi:6818

61. Chembl1200988

62. Dtxsid7023277

63. Hms1571e14

64. Hms2098e14

65. Hms2230k17

66. Hms3373j03

67. Hms3715e14

68. Methantheline Bromide [mi]

69. Methanthelinebromide(200mg)

70. Nsc32145

71. Tox21_110320

72. Methantheline Bromide [vandf]

73. Ammonium, Diethyl(2-hydroxyethyl)methyl-, Bromide, Xanthene-9-carboxylate

74. Tox21_110320_1

75. Ccg-221066

76. Methanthelinium Bromide [mart.]

77. Methanthelinium Bromide [who-dd]

78. Ncgc00016239-04

79. Ammonium, Bromide, Xanthene-9-carboxylate

80. Smr001233445

81. Methantheline Bromide [orange Book]

82. D00721

83. M-3075

84. Sr-01000841194

85. Sr-01000841194-2

86. Wln: T C666 Bo Ihj Ivo2k2&2&1 &q &e

87. Q27236434

88. .beta.-diethylaminoethyl 9-xanthenecarboxylate Methobromide

89. .beta.-diethylaminoethyl Xanthene-9-carboxylate Methobromide

90. Diethyl(2-hydroxyethyl)methylammoniumbromide Xanthene-9-carboxylate

91. Ethanaminium,n-diethyl-n-methyl-2-[(9h-xanthen-9-ylcarbonyl)oxy]-, Bromide

92. N,n-diethyl-n-methyl-2-[(9h-xanthen-9-ylcarbonyl)oxy]ethanaminium Bromide

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 420.3 g/mol
Molecular Formula C21H26BrNO3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass419.10961 g/mol
Monoisotopic Mass419.10961 g/mol
Topological Polar Surface Area35.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity426
Isotope Atom Count0
Defined Atom Stereocenter Count0
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.)