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    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
    Mexiletine
    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 Weight 215.72 g/mol
    Molecular Formula C11H18ClNO
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass215.1076919 g/mol
    Monoisotopic Mass215.1076919 g/mol
    Topological Polar Surface Area35.2 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity139
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameMexiletine hydrochloride
    Drug LabelMexiletine 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 IngredientMexiletine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength200mg; 250mg; 150mg
    Market StatusPrescription
    CompanyTeva

    2 of 2  
    Drug NameMexiletine hydrochloride
    Drug LabelMexiletine 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 IngredientMexiletine hydrochloride
    Dosage FormCapsule
    RouteOral
    Strength200mg; 250mg; 150mg
    Market StatusPrescription
    CompanyTeva

    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

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    10-Apr-2021
    10-May-2024
    KGS
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