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DSSTox_CID_3519

DSSTox_CID_3519

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Also known as: 50-34-0, Pro-banthine, Propantheline (bromide), Neometantyl, Neopepulsan, (2-hydroxyethyl)diisopropylmethylammonium bromide xanthene-9-carboxylate

Molecular Formula

C₂₃H₃₀BrNO₃

Molecular Weight

448.4 g/mol

InChI Key

XLBIBBZXLMYSFF-UHFFFAOYSA-M

FDA UNII

UX9Z118X9F

A muscarinic antagonist used as an antispasmodic, in rhinitis, in urinary incontinence, and in the treatment of ulcers. At high doses it has nicotinic effects resulting in neuromuscular blocking.

1 2D Structure

DSSTox_CID_3519

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl-di(propan-2-yl)-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium;bromide

2.1.2 InChI

InChI=1S/C23H30NO3.BrH/c1-16(2)24(5,17(3)4)14-15-26-23(25)22-18-10-6-8-12-20(18)27-21-13-9-7-11-19(21)22;/h6-13,16-17,22H,14-15H2,1-5H3;1H/q+1;/p-1

2.1.3 InChI Key

XLBIBBZXLMYSFF-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CC(C)[N+](C)(CCOC(=O)C1C2=CC=CC=C2OC3=CC=CC=C13)C(C)C.[Br-]

2.2 Other Identifiers

2.2.1 UNII

UX9Z118X9F

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bromide, Propantheline

2. Pro Banthine

3. Pro-banthine

4. Probanthine

5. Propantheline

2.3.2 Depositor-Supplied Synonyms

1. 50-34-0

2. Pro-banthine

3. Propantheline (bromide)

4. Neometantyl

5. Neopepulsan

6. (2-hydroxyethyl)diisopropylmethylammonium Bromide Xanthene-9-carboxylate

7. Nsc-757294

8. Mls000028703

9. Ux9z118x9f

10. 2-propanaminium, N-methyl-n-(1-methylethyl)-n-(2-((9h-xanthen-9-ylcarbonyl)oxy)ethyl)-, Bromide

11. Ncgc00094306-02

12. Smr000058661

13. Dsstox_cid_3519

14. Dsstox_rid_77062

15. Dsstox_gsid_23519

16. Ccris 6271

17. Nci-c56257

18. Cas-50-34-0

19. Sr-01000003171

20. Propanthelini Bromidum [inn-latin]

21. Einecs 200-030-6

22. Bromuro De Proantelina [inn-spanish]

23. Bromure De Propantheline [inn-french]

24. Sc-3171

25. Unii-ux9z118x9f

26. N-(2-(9h-xanthene-9-carbonyloxy)ethyl)-n-isopropyl-n-methylpropan-2-aminium Bromide

27. Propantheline,(s)

28. N-methyl-n-(1-methylethyl)-n-{2-[(9h-xanthen-9-ylcarbonyl)oxy]ethyl}propan-2-aminium Bromide

29. Prestwick_241

30. Mfcd00050291

31. Propantheline Bromide [usp:inn:ban:jan]

32. Opera_id_1667

33. Diisopropyl(2-hydroxyethyl)methylammonium Bromide Xanthene-9-carboxylate

34. Chembl1240

35. Xanthene-9-carboxylic Acid, Ester With (2-hydroxyethyl)diisopropylmethylammonium Bromide

36. Regid_for_cid_9279

37. Schembl40291

38. Mls001076547

39. Mls001333690

40. Spectrum1500511

41. Chebi:8482

42. Dtxsid2023519

43. Hms502i04

44. Hms1570f15

45. Hms1920l18

46. Hms2092c19

47. Hms2097f15

48. Hms2234m23

49. Hms3259e04

50. Hms3263k09

51. Hms3370n21

52. Hms3714f15

53. Hms3886k03

54. Pharmakon1600-01500511

55. Propantheline Bromide [mi]

56. Propantheline Bromide [inn]

57. Propantheline Bromide [jan]

58. Hy-b1188

59. Tox21_111265

60. Tox21_302331

61. Tox21_501014

62. Ccg-39238

63. Nsc757294

64. Propantheline Bromide [mart.]

65. Akos015895527

66. Ammonium, Diisopropyl(2-hydroxyethyl)methyl-, Bromide, Xanthene-9-carboxylate

67. Propantheline Bromide [usp-rs]

68. Propantheline Bromide [who-dd]

69. Tox21_111265_1

70. Cs-4797

71. Ks-1386

72. Lp01014

73. Nc00529

74. Nsc 757294

75. Propantheline Bromide (jp17/usp/inn)

76. Ncgc00015854-10

77. Ncgc00094306-01

78. Ncgc00094306-03

79. Ncgc00094306-04

80. Ncgc00094306-05

81. Ncgc00255145-01

82. Ncgc00261699-01

83. 2-propanaminium,n-methyl-n-(1-methylethyl)-n-[2-[(9h-xanthen-9-ylcarbonyl)oxy]ethyl]-,bromide

84. Ac-13428

85. Propantheline Bromide [ep Impurity]

86. Propantheline Bromide [orange Book]

87. Db-051756

88. Propantheline Bromide [usp Impurity]

89. Eu-0101014

90. Ft-0603218

91. Propantheline Bromide [usp Monograph]

92. Propantheline Bromide, >=97% (tlc), Powder

93. D00481

94. D82053

95. P 8891

96. A828073

97. Sr-01000003171-2

98. Sr-01000003171-4

99. Sr-01000003171-7

100. W-105970

101. Q27291318

102. Propantheline Bromide, United States Pharmacopeia (usp) Reference Standard

103. (2-hydroxyethyl)diisopropylmethylammonium Bromide Xanthene-9-carboxylate Bromide

104. Methyl-[2-[oxo(9h-xanthen-9-yl)methoxy]ethyl]-di(propan-2-yl)ammonium Bromide

105. Methyl-di(propan-2-yl)-[2-(9h-xanthen-9-ylcarbonyloxy)ethyl]azanium Bromide

106. Propantheline Bromide, Pharmaceutical Secondary Standard; Certified Reference Material

107. 2-propanaminium, N-methyl-n-(1-methylethyl)-n-(2-((9h-xanthen-9-ylcarbonyl)oxy)ethyl)-, Bromide (1:1)

108. N-isopropyl-n-methyl-n-(2-((9h-xanthen-9-ylcarbonyl)oxy)ethyl)propan-2-aminium Bromide

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₀BrNO₃
Molecular Weight	448.4 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	447.14091 g/mol
Monoisotopic Mass	447.14091 g/mol
Topological Polar Surface Area	35.5 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	474
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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 2
Drug Name	Propantheline bromide
Drug Label	Each tablet for oral administration contains:Propantheline bromide.................................................. 15 mgPropantheline bromide, a synthetic quaternary ammonium compound, occurs as white or nearly white crystals. It is odorless and ha...
Active Ingredient	Propantheline bromide
Dosage Form	Tablet
Route	Oral
Strength	15mg
Market Status	Prescription
Company	Roxane

2 of 2
Drug Name	Propantheline bromide
Drug Label	Each tablet for oral administration contains:Propantheline bromide.................................................. 15 mgPropantheline bromide, a synthetic quaternary ammonium compound, occurs as white or nearly white crystals. It is odorless and ha...
Active Ingredient	Propantheline bromide
Dosage Form	Tablet
Route	Oral
Strength	15mg
Market Status	Prescription
Company	Roxane

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

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.)

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