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    Chemistry

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    Also known as: 54143-56-5, Flecainide (acetate), Tambocor, R-818, Flecainide monoacetate, Flecainide acetate salt
    Molecular Formula
    C19H24F6N2O5
    Molecular Weight
    474.4  g/mol
    InChI Key
    RKXNZRPQSOPPRN-UHFFFAOYSA-N
    FDA UNII
    M8U465Q1WQ
    Flecainide
    A potent anti-arrhythmia agent, effective in a wide range of ventricular and atrial ARRHYTHMIAS and TACHYCARDIAS.
    1 2D Structure

    Flecainide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
    2.1.2 InChI
    InChI=1S/C17H20F6N2O3.C2H4O2/c18-16(19,20)9-27-12-4-5-14(28-10-17(21,22)23)13(7-12)15(26)25-8-11-3-1-2-6-24-11;1-2(3)4/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26);1H3,(H,3,4)
    2.1.3 InChI Key
    RKXNZRPQSOPPRN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(=O)O.C1CCNC(C1)CNC(=O)C2=C(C=CC(=C2)OCC(F)(F)F)OCC(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    M8U465Q1WQ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Apocard

    2. Flcane

    3. Flecadura

    4. Flecainid Isis

    5. Flecainid-isis

    6. Flecainide

    7. Flecainide Monoacetate

    8. Flecainide Monoacetate, (+-)-isomer

    9. Flecainide Monoacetate, (r)-isomer

    10. Flecainide Monoacetate, (s)-isomer

    11. Flecainide, (r)-isomer

    12. Flecainide, (s)-isomer

    13. Flecainide, 5-ho-n-(6-oxo)-derivative

    14. Flecainide, 5-ho-n-(6-oxo)-derivative, (+-)-isomer

    15. Flecatab

    16. R818

    17. Tambocor

    2.3.2 Depositor-Supplied Synonyms

    1. 54143-56-5

    2. Flecainide (acetate)

    3. Tambocor

    4. R-818

    5. Flecainide Monoacetate

    6. Flecainide Acetate Salt

    7. R 818

    8. 54143-56-5 (acetate)

    9. N-(2-piperidylmethyl)-2,5-bis-(2,2,2-trifluoroethoxy)benzamide Acetate

    10. N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Monoacetate

    11. Mls000069675

    12. Chebi:5091

    13. M8u465q1wq

    14. Apocard

    15. Benzamide, N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-, Monoacetate

    16. Benzamide, N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-,monoacetate

    17. N-(2-piperidylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Monoacetate

    18. Smr000058451

    19. Acetic Acid;n-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide

    20. N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Acetate

    21. Sr-01000000172

    22. Einecs 258-997-5

    23. Mfcd00214290

    24. Unii-m8u465q1wq

    25. Flecainidacetat

    26. Tambocor (tn)

    27. Flecainide Acetate [usan:usp:jan]

    28. N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Monoacetate

    29. Dsstox_cid_626

    30. Opera_id_1587

    31. 2,5-bis-(2,2,2-trifluoroethoxy)-n-(2-piperidinylmethyl)benzamide Acetate

    32. Cas-54143-56-5

    33. Dsstox_rid_75700

    34. Dsstox_gsid_20626

    35. Mls001148177

    36. Mls002222300

    37. Schembl121583

    38. Chembl1200822

    39. Dtxsid8020626

    40. Flecainide Acetate [jan]

    41. Flecainide Acetate (jp17/usp)

    42. Flecainide For System Suitability

    43. Flecainide Acetate [usan]

    44. Flecainide Acetate [vandf]

    45. Hms1570c12

    46. Hms2097c12

    47. Hms2231e15

    48. Hms3259f11

    49. Hms3267n04

    50. Hms3369m07

    51. Hms3412d09

    52. Hms3676d09

    53. Hms3714c12

    54. Flecainide Acetate [mart.]

    55. 11a-hydroxyepoxyprogesterone

    56. Bcp17825

    57. Flecainide Acetate [usp-rs]

    58. Flecainide Acetate [who-dd]

    59. Tox21_200208

    60. Akos015889993

    61. N-(piperidin-2-ylmethyl)-2,5-bis[(2,2,2-trifluoroethyl)oxy]benzamide Acetate

    62. Ccg-220735

    63. Cs-1400

    64. Nc00641

    65. Sb19142

    66. Flecainide Acetate [ep Impurity]

    67. Flecainide Acetate [orange Book]

    68. Flecainide Acetate [ep Monograph]

    69. Flecainide Acetate [usp Impurity]

    70. Ncgc00093934-01

    71. Ncgc00093934-02

    72. Ncgc00257762-01

    73. As-11702

    74. Flecainide Acetate [usp Monograph]

    75. Hy-17429

    76. Db-052497

    77. Eu-0100546

    78. Ft-0630667

    79. En300-51344

    80. D00638

    81. E-0735

    82. F 6777

    83. 143f565

    84. Sr-01000000172-2

    85. Sr-01000000172-4

    86. Sr-01000000172-5

    87. Sr-01000000172-7

    88. Q27089351

    89. Flecainide Acetate, British Pharmacopoeia (bp) Reference Standard

    90. Flecainide Acetate, European Pharmacopoeia (ep) Reference Standard

    91. 2,5-bis(2,2,2-trifluoroethoxy)-n-(2-piperidylmethyl)benzamide Acetate

    92. Flecainide Acetate, United States Pharmacopeia (usp) Reference Standard

    93. 2-({[2,5-bis(2,2,2-trifluoroethoxy)benzoyl]amino}methyl)piperidinium Acetate

    94. Flecainide For System Suitability, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 474.4 g/mol
    Molecular Formula C19H24F6N2O5
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count7
    Exact Mass474.15894084 g/mol
    Monoisotopic Mass474.15894084 g/mol
    Topological Polar Surface Area96.9 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity531
    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 NameFlecainide acetate
    Drug LabelFlecainide acetate is an antiarrhythmic drug available in tablets of 50, 100, or 150 mg for oral administration. Flecainide acetate is benzamide, N-(2-piperidinylmethyl)-2,5-bis (2,2,2-trifluoroethoxy)-monoacetate. Its molecular formula is C17H20F6N2...
    Active IngredientFlecainide acetate
    Dosage FormTablet
    RouteOral
    Strength100mg; 50mg; 150mg
    Market StatusPrescription
    CompanyRanbaxy; Amneal Pharm; Roxane; Barr

    2 of 2  
    Drug NameFlecainide acetate
    Drug LabelFlecainide acetate is an antiarrhythmic drug available in tablets of 50, 100, or 150 mg for oral administration. Flecainide acetate is benzamide, N-(2-piperidinylmethyl)-2,5-bis (2,2,2-trifluoroethoxy)-monoacetate. Its molecular formula is C17H20F6N2...
    Active IngredientFlecainide acetate
    Dosage FormTablet
    RouteOral
    Strength100mg; 50mg; 150mg
    Market StatusPrescription
    CompanyRanbaxy; Amneal Pharm; Roxane; Barr

    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]

    API Reference Price

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    08-Feb-2021
    24-Sep-2024
    KGS
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    DOSAGE - TABLET;ORAL - 100MG **Federal Regist...DOSAGE - TABLET;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 18830

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    DOSAGE - TABLET;ORAL - 150MG **Federal Regist...DOSAGE - TABLET;ORAL - 150MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 18830

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    DOSAGE - TABLET;ORAL - 50MG **Federal Registe...DOSAGE - TABLET;ORAL - 50MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 18830

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