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Acecainida

Acecainida

Synopsis, Chemistry

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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

Acecainida

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 Formula	C₁₅H₂₃N₃O₂
Molecular Weight	277.36 g/mol
XLogP3	0.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	7
Exact Mass	277.17902698 g/mol
Monoisotopic Mass	277.17902698 g/mol
Topological Polar Surface Area	61.4 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	308
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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