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Mexiletine

Mexiletine

Synopsis, Chemistry

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Also known as: 5370-01-4, Mexiletine hcl, Mexitil, Mexiletene hydrochloride, Mexiletine (hydrochloride), Katen

Molecular Formula

C₁₁H₁₈ClNO

Molecular Weight

215.72 g/mol

InChI Key

NFEIBWMZVIVJLQ-UHFFFAOYSA-N

FDA UNII

606D60IS38

Antiarrhythmic agent pharmacologically similar to LIDOCAINE. It may have some anticonvulsant properties.

1 2D Structure

Mexiletine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(2,6-dimethylphenoxy)propan-2-amine;hydrochloride

2.1.2 InChI

InChI=1S/C11H17NO.ClH/c1-8-5-4-6-9(2)11(8)13-7-10(3)12;/h4-6,10H,7,12H2,1-3H3;1H

2.1.3 InChI Key

NFEIBWMZVIVJLQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=CC=C1)C)OCC(C)N.Cl

2.2 Other Identifiers

2.2.1 UNII

606D60IS38

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ko 1173

2. Ko-1173

3. Ko1173

4. Koe 1173

5. Koe-1173

6. Koe1173

7. Mexiletene

8. Mexiletine

9. Mexitil

10. Mexitil Pl

11. Mexityl

12. Novo Mexiletine

13. Novo-mexiletine

2.3.2 Depositor-Supplied Synonyms

1. 5370-01-4

2. Mexiletine Hcl

3. Mexitil

4. Mexiletene Hydrochloride

5. Mexiletine (hydrochloride)

6. Katen

7. 1-(2,6-dimethylphenoxy)-2-propanamine Hydrochloride

8. 1-(2,6-dimethylphenoxy)propan-2-amine Hydrochloride

9. Ko 1173 Cl

10. 2-propanamine, 1-(2,6-dimethylphenoxy)-, Hydrochloride

11. Koe-1173 (hydrochloride)

12. Mexiletine-d6 Hydrochloride

13. Ko1173

14. Nsc-758639

15. Ko-1173

16. 1-(2,6-dimethylphenoxy)propan-2-amine;hydrochloride

17. 2-(2-aminopropoxy)-1,3-dimethylbenzene Hydrochloride

18. Ko-1173-cl

19. 1-methyl-2-(2,6-xylyloxy)ethylammonium Chloride

20. Ko-1173 Cl

21. 1-(2,6-dimethylphenoxy)-2-propylamine Hydrochloride

22. 606d60is38

23. Ncgc00094121-01

24. Dsstox_cid_25783

25. Dsstox_rid_81125

26. Dsstox_gsid_45783

27. 1-methyl-2-(2,6-xylyloxy)ethylamine Hydrochloride

28. 1-(2,6-dimethylphenoxy)-2-aminopropane Hydrochloride

29. Chebi:6917

30. (+-)-1-methyl-2-(2,6-xylyloxy)ethylamine Hydrochloride

31. Smr000326711

32. Cas-5370-01-4

33. 1-(2,6-xylyloxy)-2-aminopropane

34. Sr-01000075986

35. Ncgc00015659-06

36. Mfcd00216024

37. R-(-)-mexiletine Hydrochloride

38. Ko 1173

39. (2s)-1-(2,6-dimethylphenoxy)propan-2-amine;hydrochloride

40. Mexiletine, Hcl

41. 1-(2,6-xylyloxy)-2-aminopropane Hydrochloride

42. Prestwick_666

43. Einecs 226-362-1

44. Mexitil (tn)

45. Schembl42226

46. Mls001056756

47. Mls002222239

48. Mls002548872

49. Spectrum1503929

50. Mexilitene Hydrochloride

51. Mexiletine Hydrochloride, Powder

52. Chembl1200606

53. Dtxsid2045783

54. Ethylamine, 1-methyl-2-(2,6-xylyloxy)-, Hydrochloride

55. Unii-606d60is38

56. Hms1568b04

57. Pharmakon1600-01503929

58. 2-propanamine, 1-(2,6-dimethylphenoxy)-, Hydrochloride, (+-)-

59. Bcp28602

60. Hy-a0093

61. Tox21_111249

62. Tox21_500784

63. Mexiletine Hydrochloride ( Ge 98%)

64. Mexiletine Hydrochloride ( Ge 99%)

65. Mexiletine Hydrochloride [mi]

66. Nsc758639

67. S4225

68. Mexiletine Hydrochloride (jp17/usp)

69. Mexiletine Hydrochloride [jan]

70. Akos009139802

71. Tox21_111249_1

72. Tox21_111249_2

73. Ac-4260

74. Ac-8240

75. Ccg-213246

76. Lp00784

77. Mexiletine Hydrochloride [usan]

78. Nc00682

79. Nsc 758639

80. Sb79359

81. Mexiletine Hydrochloride [mart.]

82. Mexiletine Hydrochloride [vandf]

83. Mexiletine Hydrochloride [usp-rs]

84. Mexiletine Hydrochloride [who-dd]

85. Ncgc00015659-14

86. Ncgc00094121-02

87. Ncgc00094121-03

88. Ncgc00094121-04

89. Ncgc00261469-01

90. 5370-01-4 (hcl)

91. As-13790

92. Mexiletine Hydrochloride [usan:usp:jan]

93. 1-(2,6-dimethylphenoxy)-2-propanamine Hcl

94. Eu-0100784

95. Ft-0672397

96. Ft-0672398

97. M2040

98. Sw196821-3

99. En300-53944

100. Mexiletine Hydrochloride [orange Book]

101. D00639

102. M 2727

103. Mexiletine Hydrochloride [ep Monograph]

104. Mexiletine Hydrochloride [usp Impurity]

105. Mexiletine Hydrochloride [usp Monograph]

106. 370m014

107. A829739

108. Mexiletine Hcl;ko-1173; Ko 1173; Ko1173

109. Sr-01000075986-1

110. Sr-01000075986-6

111. W-105713

112. Q27107357

113. 1-(2,6-dimethylphenoxy)-2-propanamine Hydrochloride, 97%

114. (+/-)-1-methyl-2-(2,6-xylyloxy)ethylamine Hydrochloride

115. 2-propanamine, 1-(2,6-dimethylphenoxy)-, Hydrochloride (1:1)

116. 2-propanamine, 1-(2,6-dimethylphenoxy)-, Hydrochloride, (+/-)-

117. Mexiletine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

118. Mexiletine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₈ClNO
Molecular Weight	215.72 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	215.1076919 g/mol
Monoisotopic Mass	215.1076919 g/mol
Topological Polar Surface Area	35.2 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	139
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 2
Drug Name	Mexiletine hydrochloride
Drug Label	Mexiletine hydrochloride is an orally active antiarrhythmic agent. It is a white to off-white crystalline powder with slightly bitter taste, freely soluble in water and in alcohol. Mexiletine hydrochloride has a pKa of 9.2. The chemical name of mexil...
Active Ingredient	Mexiletine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	200mg; 250mg; 150mg
Market Status	Prescription
Company	Teva

2 of 2
Drug Name	Mexiletine hydrochloride
Drug Label	Mexiletine hydrochloride is an orally active antiarrhythmic agent. It is a white to off-white crystalline powder with slightly bitter taste, freely soluble in water and in alcohol. Mexiletine hydrochloride has a pKa of 9.2. The chemical name of mexil...
Active Ingredient	Mexiletine hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	200mg; 250mg; 150mg
Market Status	Prescription
Company	Teva

4.2 Drug Indication

Namuscla is indicated for the symptomatic treatment of myotonia in adult patients with non-dystrophic myotonic disorders.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

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.)

Voltage-Gated Sodium Channel Blockers

A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Antiarrhythmic [EPC]

5.3 ATC Code

C01BB02