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Acecainide

Synopsis, Chemistry

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Also known as: 34118-92-8, N-acetylprocainamide hydrochloride, Acecainide hcl, Napa, Asl 601, Asl-601

Molecular Formula

C₁₅H₂₄ClN₃O₂

Molecular Weight

313.82 g/mol

InChI Key

IYEWBJUCJHKLHD-UHFFFAOYSA-N

FDA UNII

B9K738KX14

A major metabolite of PROCAINAMIDE. Its anti-arrhythmic action may cause cardiac toxicity in kidney failure.

1 2D Structure

Acecainide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-acetamido-N-[2-(diethylamino)ethyl]benzamide;hydrochloride

2.1.2 InChI

InChI=1S/C15H23N3O2.ClH/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);1H

2.1.3 InChI Key

IYEWBJUCJHKLHD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN(CC)CCNC(=O)C1=CC=C(C=C1)NC(=O)C.Cl

2.2 Other Identifiers

2.2.1 UNII

B9K738KX14

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acecainide

2. Acecainide Monohydrochloride

3. Acetylprocainamide

4. Hydrochloride, Acecainide

5. Monohydrochloride, Acecainide

6. N Acetylprocainamide

7. N-acetylprocainamide

2.3.2 Depositor-Supplied Synonyms

1. 34118-92-8

2. N-acetylprocainamide Hydrochloride

3. Acecainide Hcl

4. Napa

5. Asl 601

6. Asl-601

7. 4-acetamido-n-(2-(diethylamino)ethyl)benzamide Hydrochloride

8. Acecainide Hydrochloride [usan]

9. Nsc-759312

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

11. 34118-92-8 (hcl)

12. Mls000863278

13. Asl601;acecainide Hydrochloride

14. B9k738kx14

15. N-acetylprocainamide (hydrochloride)

16. Ncgc00093534-02

17. Dsstox_cid_25748

18. Dsstox_rid_81092

19. Dsstox_gsid_45748

20. Acecainide Hydrochloride (usan)

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

22. Smr000059132

23. Cas-34118-92-8

24. Unii-b9k738kx14

25. Sr-01000000030

26. Einecs 251-831-2

27. Opera_id_64

28. Asl 601(acecainide)

29. Mls000028843

30. Mls001148141

31. Schembl122991

32. Spectrum2300154

33. Chembl1256805

34. Dtxsid1045748

35. Pharmakon1600-02300154

36. Bcp20733

37. Tox21_111206

38. Tox21_500009

39. Acecainide Hydrochloride [mi]

40. Nsc759312

41. Akos015888341

42. Tox21_111206_1

43. Ccg-213649

44. Lp00009

45. Nsc 759312

46. Acecainide Hydrochloride [mart.]

47. N-acetylprocainamide Hydrochloride, 99%

48. Ncgc00015072-10

49. Ncgc00093534-01

50. Ncgc00093534-03

51. Ncgc00260694-01

52. As-75674

53. Db-048569

54. Eu-0100009

55. Ft-0639157

56. A 5909

57. A20512

58. D02746

59. N16908

60. 4-acetamido-n-(2-(diethylamino)ethyl)benzamide Hcl

61. J-019456

62. Sr-01000000030-2

63. Acedainide; N-acetylnovocainamide Hydrochloride; Napa

64. Q27274550

65. 4-acetamido-n-(2-(diethylamino)ethyl)benzamidehydrochloride

66. N-acetylprocainamide Hydrochloride, >=99% (hplc), Powder

67. 4-acetamido-n-[2-(diethylamino)ethyl]benzamide;hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₄ClN₃O₂
Molecular Weight	313.82 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	7
Exact Mass	313.1557047 g/mol
Monoisotopic Mass	313.1557047 g/mol
Topological Polar Surface Area	61.4 Å²
Heavy Atom Count	21
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	2

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.)