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Bretylium Tosylate

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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: 61-75-6, Bretylol, Bretylium tosilate, Bretylate, Ornid, Darenthin

Molecular Formula

C₁₈H₂₄BrNO₃S

Molecular Weight

414.4 g/mol

InChI Key

KVWNWTZZBKCOPM-UHFFFAOYSA-M

FDA UNII

78ZP3YR353

An agent that blocks the release of adrenergic transmitters and may have other actions. It was formerly used as an antihypertensive agent, but is now proposed as an anti-arrhythmic.

1 2D Structure

Bretylium Tosylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2-bromophenyl)methyl-ethyl-dimethylazanium;4-methylbenzenesulfonate

2.1.2 InChI

InChI=1S/C11H17BrN.C7H8O3S/c1-4-13(2,3)9-10-7-5-6-8-11(10)12;1-6-2-4-7(5-3-6)11(8,9)10/h5-8H,4,9H2,1-3H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1

2.1.3 InChI Key

KVWNWTZZBKCOPM-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CC[N+](C)(C)CC1=CC=CC=C1Br.CC1=CC=C(C=C1)S(=O)(=O)[O-]

2.2 Other Identifiers

2.2.1 UNII

78ZP3YR353

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bretylate

2. Bretylium Tosilate

3. Bretylol

4. Ornid

2.3.2 Depositor-Supplied Synonyms

1. 61-75-6

2. Bretylol

3. Bretylium Tosilate

4. Bretylate

5. Ornid

6. Darenthin

7. N-(2-bromobenzyl)-n,n-dimethylethanaminium 4-methylbenzenesulfonate

8. Darentin

9. Bretylan

10. Bretylium (tosylate)

11. Bretylium P-toluenesulfonate

12. Asl-603

13. Bretylii Tosilas

14. Tosilato De Bretilio

15. Tosilate De Bretylium

16. (o-bromobenzyl)ethyldimethylammonium P-toluenesulfonate

17. Nsc-62164

18. Bretylium Tosilate [inn]

19. 2-bromo-n-ethyl-n,n-dimethylbenzenemethanaminium 4-methylbenzenesulfonate

20. Dimethylethyl-o-bromobenzylammonium-p-toluenesulphonate

21. N-ethyl-n-o-bromobenzyl-n,n-dimethylammonium Tosylate

22. Benzenemethanaminium, 2-bromo-n-ethyl-n,n-dimethyl-, Salt With 4-methylbenzenesulfonic Acid (1:1)

23. Mls000028635

24. Chebi:3173

25. 78zp3yr353

26. Cas-61-75-6

27. Ncgc00016119-02

28. Asl 603

29. Smr000058647

30. Bretylium Tosilate (inn)

31. Bretilio Tosilato

32. Bretilio Tosilato [dcit]

33. Nsc 62164

34. Bretylii Tosilas [inn-latin]

35. Nsc62164

36. Bretylium Tosylate In Dextrose 5%

37. Sr-01000000254

38. Tosilate De Bretylium [inn-french]

39. Tosilato De Bretilio [inn-spanish]

40. Einecs 200-516-8

41. Bretylium Tosylate (usp)

42. Bretylium Tosylate In Plastic Container

43. Unii-78zp3yr353

44. Bretylium Tosylate [usan:usp]

45. Bretyliume Tosylate

46. Bretylol (tn)

47. Bretylium Tosylate In Dextrose 5% In Plastic Container

48. Opera_id_1513

49. Lopac-b-8406

50. Dsstox_cid_2685

51. Benzenemethanaminium, 2-bromo-n-ethyl-n,n-dimethyl-, Salt With 4-methylbenzenesulfonic Acid

52. Dsstox_rid_76691

53. Dsstox_gsid_22685

54. Schembl40898

55. Bretylium Tosylate [mi]

56. Chembl1095292

57. Dtxsid1022685

58. Bretylium Tosylate [usan]

59. Bretylium Tosylate [vandf]

60. Hms1570n06

61. Hms2097n06

62. Hms2235i21

63. Hms3714n06

64. Bretylium Tosilate [mart.]

65. Ammonium, (o-bromobenzyl)ethyldimethyl-, P-toluenesulfonate

66. Bretylium Tosilate [who-dd]

67. Bretylium Tosylate [usp-rs]

68. Tox21_110308

69. (2-bromophenyl)methyl-ethyl-dimethylazanium;4-methylbenzenesulfonate

70. Hy-12961a

71. Mfcd00038731

72. Akos015842525

73. Ccg-204319

74. Cs-5728

75. Bretylium Tosylate [orange Book]

76. Ncgc00016119-01

77. Ncgc00016119-03

78. Ncgc00016119-04

79. Ncgc00024457-02

80. As-56957

81. Bretylium Tosylate [usp Monograph]

82. Wln: Er B1k2&1&1 &oswr D1

83. Bretylium Tosylate, >99% (tlc), Powder

84. (2-bromobenzyl)ethyldimethylammonium Tosylate

85. Eu-0100224

86. Ft-0603258

87. B 8406

88. D00645

89. Sr-01000000254-2

90. Sr-01000000254-5

91. Q27105972

92. (2-bromobenzyl)ethyldimethylammonium Toluene-4-sulfonate

93. (o-bromobenzyl)ethyldimethylammonium P-toluenesulphonate

94. N-(2-bromobenzyl)-n,n-dimethylethanaminium4-methylbenzenesulfonate

95. [(2-bromophenyl)methyl](ethyl)dimethylazanium 4-methylbenzene-1-sulfonate

96. 2-bromo-n-ethyl-n,n-dimethylbenzenemethanaminium 4-methyl-benzenesulfontate

97. Bretylium Tosylate, United States Pharmacopeia (usp) Reference Standard

98. N-[(2-bromophenyl)methyl]-n,n-dimethylethanaminium 4-methylbenzenesulfonate

99. Benzenemethanaminium,n-dimethyl-, Salt With 4-methylbenzenesulfonic Acid (1:1)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₄BrNO₃S
Molecular Weight	414.4 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	413.06603 g/mol
Monoisotopic Mass	413.06603 g/mol
Topological Polar Surface Area	65.6 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	349
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 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

Adrenergic Antagonists

Drugs that bind to but do not activate ADRENERGIC RECEPTORS. Adrenergic antagonists block the actions of the endogenous adrenergic transmitters EPINEPHRINE and NOREPINEPHRINE. (See all compounds classified as Adrenergic Antagonists.)

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

4.2 ATC Code

C - Cardiovascular system

C01 - Cardiac therapy

C01B - Antiarrhythmics, class i and iii

C01BD - Antiarrhythmics, class iii

C01BD02 - Bretylium tosilate

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