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Sotalol Hydrochloride

Sotalol Hydrochloride

Synopsis, Chemistry

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1 Drug(s) in Development

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TABLET;ORAL - 120MG, TABLET;ORAL - 160MG, TABLET;ORAL - 240MG, TABLET;ORAL - 80MG, TABLET;ORAL - 120MG, TABLET;ORAL - 160MG, TABLET;ORAL - 80MG, SOLUTION;INTRAVENOUS - 150MG/10ML (15MG/ML)

TABLET;ORAL - 120MG
TABLET;ORAL - 160MG
TABLET;ORAL - 240MG
TABLET;ORAL - 80MG
TABLET;ORAL - 120MG
TABLET;ORAL - 160MG
TABLET;ORAL - 80MG
SOLUTION;INTRAVENOUS - 150MG/10ML (15MG/ML)

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Also known as: 959-24-0, Sotalol hcl, Betapace, Betapace af, Sotalex, Sotacor

Molecular Formula

C₁₂H₂₁ClN₂O₃S

Molecular Weight

308.83 g/mol

InChI Key

VIDRYROWYFWGSY-UHFFFAOYSA-N

FDA UNII

HEC37C70XX

An adrenergic beta-antagonist that is used in the treatment of life-threatening arrhythmias.

1 2D Structure

Sotalol Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide;hydrochloride

2.1.2 InChI

InChI=1S/C12H20N2O3S.ClH/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-18(3,16)17;/h4-7,9,12-15H,8H2,1-3H3;1H

2.1.3 InChI Key

VIDRYROWYFWGSY-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)NCC(C1=CC=C(C=C1)NS(=O)(=O)C)O.Cl

2.2 Other Identifiers

2.2.1 UNII

HEC37C70XX

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Darob

2. Mj 1999

3. Mj-1999

4. Mj1999

5. Sotalol

6. Sotalol Monohydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 959-24-0

2. Sotalol Hcl

3. Betapace

4. Betapace Af

5. Sotalex

6. Sotacor

7. Sorine

8. Mj 1999

9. Sotalol (hydrochloride)

10. Sotylize

11. Darob

12. Mead Johnson 1999

13. Sotalol.hcl

14. (+/-)-sotalol Hydrochloride

15. Sotalol Monohydrochloride

16. Betapace (tn)

17. Sotalol (betapace)

18. Mj-1999

19. 4'-(1-hydroxy-2-(isopropylamino)ethyl)methanesulfonanilide Monohydrochloride

20. Isopropylaminohydroxyethylmethanesulfonanilide Hydrochloride

21. N-[4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide;hydrochloride

22. Nsc-337251

23. Nsc-760358

24. N-isopropyl-beta-(4-methanesulfonamidophenyl)ethanolamine Hydrochloride

25. Hec37c70xx

26. Chebi:9207

27. 4-(2-isopropylamino-1-hydroxyaethyl)methanesulfonailid Hydrochlorid

28. Dl-mj-1999

29. N-[4-[1-hydroxy-2-(isopropylamino)ethyl]phenyl]methanesulfonamide Hydrochloride

30. 959-24-0 (hcl)

31. Ncgc00094337-02

32. Berlex

33. Dsstox_cid_1278

34. N-(4-(1-hydroxy-2-(isopropylamino)ethyl)phenyl)methanesulfonamide Hydrochloride

35. Dsstox_rid_76054

36. Methanesulfonamide, N-(4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)phenyl)-, Monohydrochloride

37. N-(4-{1-hydroxy-2-[(1-methylethyl)amino]ethyl}phenyl)methanesulfonamide Hydrochloride

38. N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide Hydrochloride

39. Dsstox_gsid_21278

40. Sotalol Hydrochloride 100 Microg/ml In Acetonitrile

41. N-(2-hydroxy-2-{4-[(methylsulfonyl)amino]phenyl}ethyl)propan-2-aminium Chloride

42. N-[4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide Hydrochloride

43. 366-80-3

44. Methanesulfonamide, N-[4-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]phenyl]-, Hydrochloride (1:2)

45. Smr000326828

46. Sotalol Hydrochloride [usan]

47. Sr-01000076116

48. Einecs 213-496-0

49. Unii-hec37c70xx

50. 4'-(1-hydroxy-2-isopropylaminoethyl)methanesulphonanilide Hydrochloride

51. 4'-[1-hydroxy-2-(isopropylamino)ethyl]methanesulfonanilide Monohydrochloride

52. N-(4-[1-hydroxy-2-(isopropylamino)ethyl]phenyl)methanesulfonamide Hydrochloride

53. N-[4-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]phenyl]methanesulfonamide Hydrochloride

54. Sotalol, Hcl

55. Sotalol Hydrochloride [usan:usp]

56. Mfcd00242937

57. Sorine (tn)

58. Cpd000326828

59. Mj 1999 Hydrochloride

60. (y)-sotalol Hydrochloride

61. Cas-959-24-0

62. (?)-sotalol Hydrochloride

63. 4-(2-isopropylamino-1-hydroxyaethyl)methanesulfonailid Hydrochlorid [german]

64. Chembl1700

65. Sotalol Hydrochloride- Bio-x

66. Mls000758296

67. Mls000859969

68. Mls001401380

69. Mls002222318

70. Schembl118761

71. Dtxsid8021278

72. Sotalol Hydrochloride (jan/usp)

73. Hms1571a13

74. Pharmakon1600-01506043

75. Sotalol Hydrochloride [mi]

76. Sotalol Hydrochloride [jan]

77. Bcp02975

78. Hy-b0437

79. Tox21_111267

80. Tox21_200127

81. Tox21_501055

82. Nsc337251

83. Nsc760358

84. S2509

85. Sotalol Hydrochloride [vandf]

86. Sotalol Hydrochloride [mart.]

87. Akos015888287

88. Sotalol Hydrochloride [usp-rs]

89. Sotalol Hydrochloride [who-dd]

90. Ac-3541

91. Ccg-100907

92. Ccg-213603

93. Lp01055

94. Nc00157

95. Nsc 337251

96. Nsc 760358

97. Wln: Ws1&mr Dyq1my1&1 &gh

98. Methanesulfonanilide, 4'-(1-hydroxy-2-(isopropylamino)ethyl)-, Monohydrochloride

99. Ncgc00094337-01

100. Ncgc00094337-03

101. Ncgc00257681-01

102. Ncgc00261740-01

103. As-13017

104. Bs164418

105. Bcp0726000245

106. Sotalol Hydrochloride [orange Book]

107. Sotalol Hydrochloride [ep Monograph]

108. Eu-0101055

109. Ft-0603531

110. Sotalol Hydrochloride [usp Monograph]

111. Sw197352-4

112. ( Inverted Question Mark)-sotalol Hydrochloride

113. D01026

114. F21235

115. S 0278

116. Sotylize Component Sotalol Hydrochloride

117. (+/-)-sotalol Hydrochloride, Analytical Standard

118. 959s240

119. A845501

120. Sotalol Hydrochloride Component Of Sotylize

121. Q-201730

122. Sr-01000076116-2

123. Sr-01000076116-3

124. Sr-01000076116-8

125. (+/-)-sotalol Hydrochloride, >=98% (tlc), Powder

126. Q27108309

127. Sotalol Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

128. [(isopropylamino)hydroxyethyl]methanesulfonanilide Hydrochloride

129. 4'-[1-hydroxy-2-(isopropylamino)ethyl]methanesulfonanilide Hydrochloride

130. 4'-[2-(isopropylamino)-1-hydroxyethyl]methanesulfonanilide Hydrochloride

131. 4'-[2-(isopropylamino)-1-hydroxyethyl]methanesulfonanilide Monohydrochloride

132. 4-[2-(isopropylamine)-1-hydroxyethyl]methanesulfonanilide Hydrochloride

133. N-isopropyl-.beta.-(4-methanesulfonamidophenyl)ethanolamine Hydrochloride

134. P-[1-hydroxy-2-(isopropylamino)ethyl]methanesulfonanilide Hydrochloride

135. Sotalol Hydrochloride, United States Pharmacopeia (usp) Reference Standard

136. N-(4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenyl)methanesulfonamide Hydrochloride

137. N-[4-[1-oxidanyl-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide Hydrochloride

138. Methanesulfonamide, N-(4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)phenyl)-, Hydrochloride (1:1)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₂₁ClN₂O₃S
Molecular Weight	308.83 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	308.0961414 g/mol
Monoisotopic Mass	308.0961414 g/mol
Topological Polar Surface Area	86.8 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	330
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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 6
Drug Name	Betapace
PubMed Health	Sotalol (By mouth)
Drug Classes	Antianginal, Antiarrhythmic, Group III, Cardiovascular Agent
Drug Label	Betapace AF, (sotalol hydrochloride), is an antiarrhythmic drug with Class II (beta-adrenoreceptor blocking) and Class III (cardiac action potential duration prolongation) properties. It is supplied as a white, capsule-shaped tablet for oral administ...
Active Ingredient	Sotalol hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	160mg; 120mg; 80mg; 240mg
Market Status	Prescription
Company	Bayer Hlthcare

2 of 6
Drug Name	Betapace af
PubMed Health	Sotalol
Drug Classes	Antianginal, Antiarrhythmic, Group III, Cardiovascular Agent
Drug Label	Betapace AF, (sotalol hydrochloride), is an antiarrhythmic drug with Class II (beta-adrenoreceptor blocking) and Class III (cardiac action potential duration prolongation) properties. It is supplied as a white, capsule-shaped tablet for oral administ...
Active Ingredient	Sotalol hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	160mg; 120mg; 80mg
Market Status	Prescription
Company	Bayer Hlthcare

3 of 6
Drug Name	Sotalol hydrochloride
Drug Label	Sotalol hydrochloride tablets (AF) are an antiarrhythmic drug with Class II (beta-adrenoreceptor blocking) and Class III (cardiac action potential duration prolongation) properties. The 80 mg, 120 mg and 160 mg strengths are supplied as light-orange,...
Active Ingredient	Sotalol hydrochloride
Dosage Form	Tablet; Solution
Route	Oral; Intravenous
Strength	150mg/10ml (15mg/ml); 160mg; 120mg; 80mg; 240mg
Market Status	Prescription
Company	Vintage Pharms; Impax Pharms; Epic Pharma; Teva; Apotex; Sandoz; Academic Pharms; Mylan

4 of 6
Drug Name	Betapace
PubMed Health	Sotalol (By mouth)
Drug Classes	Antianginal, Antiarrhythmic, Group III, Cardiovascular Agent
Drug Label	Betapace AF, (sotalol hydrochloride), is an antiarrhythmic drug with Class II (beta-adrenoreceptor blocking) and Class III (cardiac action potential duration prolongation) properties. It is supplied as a white, capsule-shaped tablet for oral administ...
Active Ingredient	Sotalol hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	160mg; 120mg; 80mg; 240mg
Market Status	Prescription
Company	Bayer Hlthcare

5 of 6
Drug Name	Betapace af
PubMed Health	Sotalol
Drug Classes	Antianginal, Antiarrhythmic, Group III, Cardiovascular Agent
Drug Label	Betapace AF, (sotalol hydrochloride), is an antiarrhythmic drug with Class II (beta-adrenoreceptor blocking) and Class III (cardiac action potential duration prolongation) properties. It is supplied as a white, capsule-shaped tablet for oral administ...
Active Ingredient	Sotalol hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	160mg; 120mg; 80mg
Market Status	Prescription
Company	Bayer Hlthcare

6 of 6
Drug Name	Sotalol hydrochloride
Drug Label	Sotalol hydrochloride tablets (AF) are an antiarrhythmic drug with Class II (beta-adrenoreceptor blocking) and Class III (cardiac action potential duration prolongation) properties. The 80 mg, 120 mg and 160 mg strengths are supplied as light-orange,...
Active Ingredient	Sotalol hydrochloride
Dosage Form	Tablet; Solution
Route	Oral; Intravenous
Strength	150mg/10ml (15mg/ml); 160mg; 120mg; 80mg; 240mg
Market Status	Prescription
Company	Vintage Pharms; Impax Pharms; Epic Pharma; Teva; Apotex; Sandoz; Academic Pharms; Mylan

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Adrenergic beta-Antagonists

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-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.)

Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Antiarrhythmic [EPC]; Cardiac Rhythm Alteration [PE]; Adrenergic beta-Antagonists [MoA]