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    Acecainida

    ANALYTICAL

    PharmaCompass
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    2D Structure
    Also known as: N-acetylprocainamide, 32795-44-1, Napa, Acekainid, Acecainida, Acecainidum
    Molecular Formula
    C15H23N3O2
    Molecular Weight
    277.36  g/mol
    InChI Key
    KEECCEWTUVWFCV-UHFFFAOYSA-N
    FDA UNII
    910Q707V6F
    A major metabolite of PROCAINAMIDE. Its anti-arrhythmic action may cause cardiac toxicity in kidney failure.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-acetamido-N-[2-(diethylamino)ethyl]benzamide
    2.1.2 InChI
    InChI=1S/C15H23N3O2/c1-4-18(5-2)11-10-16-15(20)13-6-8-14(9-7-13)17-12(3)19/h6-9H,4-5,10-11H2,1-3H3,(H,16,20)(H,17,19)
    2.1.3 InChI Key
    KEECCEWTUVWFCV-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCN(CC)CCNC(=O)C1=CC=C(C=C1)NC(=O)C
    2.2 Other Identifiers
    2.2.1 UNII
    910Q707V6F
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acecainide Hydrochloride

    2. Acecainide Monohydrochloride

    3. Acetylprocainamide

    4. Hydrochloride, Acecainide

    5. Monohydrochloride, Acecainide

    6. N Acetylprocainamide

    7. N-acetylprocainamide

    2.3.2 Depositor-Supplied Synonyms

    1. N-acetylprocainamide

    2. 32795-44-1

    3. Napa

    4. Acekainid

    5. Acecainida

    6. Acecainidum

    7. N-acetyloprokainamid

    8. Acetylprocainamide

    9. Acecainide [inn]

    10. 4'-((2-(diethylamino)ethyl)carbamoyl)acetanilide

    11. N-acetylprocaine Amide

    12. 4-acetamido-n-[2-(diethylamino)ethyl]benzamide

    13. Acecainide;napa

    14. Benzamide, 4-(acetylamino)-n-(2-(diethylamino)ethyl)-

    15. N-acetylnovocainamide

    16. N-acetyl-procainamide

    17. Chebi:60728

    18. Acetylprocainamide, N-

    19. N-[2-(diethylamino)ethyl]-4-acetamidobenzamide

    20. Chembl1097

    21. Mls000069490

    22. 910q707v6f

    23. Acetanilide, 4'-((2-(diethylamino)ethyl)carbamoyl)-

    24. Smr000059070

    25. Acekainid [polish]

    26. Acecainidum [inn-latin]

    27. Acecainida [inn-spanish]

    28. N-acetyloprokainamid [polish]

    29. 4-acetamido-n-(2-(diethylamino)ethyl)benzamide

    30. Brn 2868559

    31. Unii-910q707v6f

    32. Procainamide-n-acetyl

    33. N-acetyl Procainamide

    34. Acecainide [mi]

    35. Opera_id_1541

    36. Spectrum3_001843

    37. Lopac-a-5909

    38. Epitope Id:140121

    39. Acecainide [who-dd]

    40. Lopac0_000009

    41. Bspbio_003226

    42. Mls001146871

    43. Schembl156943

    44. N-acetylprocainamide, >=99%

    45. Dtxsid6048414

    46. Kbio3_002726

    47. Hms2232g18

    48. Hms3372e09

    49. Bcp26213

    50. Hy-b1109

    51. Zinc1999404

    52. Bdbm50151860

    53. Akos016614968

    54. N-acetyl Procainamide(<30%)

    55. Ccg-204105

    56. Cs-4707

    57. Sdccgsbi-0049998.p003

    58. Ncgc00015072-01

    59. Ncgc00015072-02

    60. Ncgc00015072-03

    61. Ncgc00015072-04

    62. Ncgc00015072-05

    63. Ncgc00015072-06

    64. Ncgc00015072-07

    65. Ncgc00015072-13

    66. Ncgc00023226-03

    67. Ncgc00023226-04

    68. As-57414

    69. Sbi-0049998.p002

    70. Db-048268

    71. N-acetylprocainamide 1.0 Mg/ml In Methanol

    72. Ft-0639052

    73. Ab00384286_20

    74. 4-acetylamino-n-(2-diethylamino-ethyl)-benzamide

    75. A905428

    76. J-018880

    77. Q4726688

    78. 4-(acetylamino)-n-[2-(diethylamino)ethyl]benzamide #

    79. Brd-k07753030-003-01-0

    80. Brd-k07753030-003-11-9

    81. Z26393212

    82. N-(4-{[2-(diethylamino)ethyl]carbamoyl}phenyl)ethanimidic Acid

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 277.36 g/mol
    Molecular Formula C15H23N3O2
    XLogP30.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count7
    Exact Mass277.17902698 g/mol
    Monoisotopic Mass277.17902698 g/mol
    Topological Polar Surface Area61.4 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity308
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 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.)

    4.2 Metabolism/Metabolites

    Acecainide is a known human metabolite of Procainamide.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560