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Tox21_202855

Tox21_202855

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Also known as: 614-39-1, Procainamide hcl, Pronestyl, Procanbid, Procapan, Procan

Molecular Formula

C₁₃H₂₂ClN₃O

Molecular Weight

271.78 g/mol

InChI Key

ABTXGJFUQRCPNH-UHFFFAOYSA-N

FDA UNII

SI4064O0LX

A class Ia antiarrhythmic drug that is structurally-related to PROCAINE.

1 2D Structure

Tox21_202855

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C13H21N3O.ClH/c1-3-16(4-2)10-9-15-13(17)11-5-7-12(14)8-6-11;/h5-8H,3-4,9-10,14H2,1-2H3,(H,15,17);1H

2.1.3 InChI Key

ABTXGJFUQRCPNH-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

SI4064O0LX

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Amide, Procaine

2. Apo-procainamide

3. Biocoryl

4. Hydrochloride, Procainamide

5. Novocainamide

6. Novocamid

7. Procainamide

8. Procaine Amide

9. Procamide

10. Procan

11. Procan Sr

12. Procanbid

13. Pronestyl

14. Rhythmin

2.3.2 Depositor-Supplied Synonyms

1. 614-39-1

2. Procainamide Hcl

3. Pronestyl

4. Procanbid

5. Procapan

6. Procan

7. Procan Sr

8. 4-amino-n-[2-(diethylamino)ethyl]benzamide Hydrochloride

9. Procainamide (hydrochloride)

10. Pronestyl-sr

11. Amidoprocaine

12. Cardiorytmin

13. Benzamide, 4-amino-n-[2-(diethylamino)ethyl]-, Monohydrochloride

14. 4-amino-n-[2-(diethylamino)ethyl]benzamide;hydrochloride

15. Nsc-757279

16. Mls000069436

17. Chebi:8429

18. Si4064o0lx

19. Benzamide, 4-amino-n-(2-(diethylamino)ethyl)-, Monohydrochloride

20. Smr000059079

21. Procainhydrochlorid

22. Procainii Chloridum

23. Promide Hydrochloride

24. Procapan Hydrochloride

25. Novocamid Hydrochloride

26. Procamide Hydrochloride

27. Procardyl Hydrochloride

28. 4-amino-n-(2-(diethylamino)ethyl)benzamide Hydrochloride

29. Procan-sr Hydrochloride

30. Procaine Amide Hydrochloride

31. Supicane Amide Hydrochloride

32. Procainamidehydrochloride

33. Ccris 7143

34. 4-amino-n-(2-diethylaminoethyl)benzamide Hydrochloride

35. Sr-01000000022

36. Cas-614-39-1

37. Einecs 210-381-7

38. Mfcd00012998

39. 7699-39-0

40. Unii-si4064o0lx

41. Procanbid (tn)

42. Pronestyl (tn)

43. Procainamide Hydrochloride [usp:jan]

44. Procan Sr (tn)

45. 4-aminobenzoesaeure-2-diethylaminoethylester Hydrochlorid

46. P-amino-n-(2-(diethylamino)ethyl)benzamide Hydrochloride

47. Pronestyl Hydrochloride

48. 4-amino-n-(2-(diethylamino)ethyl)benzamide Monohydrochloride

49. P-amino-n-(2-(diethylamino)ethyl)benzamide Monohydrochloride

50. Opera_id_1543

51. Procainamidi Hydrochloridum

52. Chembl605

53. Epitope Id:140114

54. Dsstox_cid_29382

55. Dsstox_rid_83497

56. Dsstox_gsid_49422

57. Schembl40758

58. Mls001148635

59. Spectrum1500503

60. Dtxsid2049422

61. Benzamide, P-amino-n-(2-(diethylamino)ethyl)-, Hydrochloride

62. Hms1569c15

63. Hms1920l04

64. Pharmakon1600-01500503

65. Act08464

66. Amy22225

67. Bcp28404

68. Hy-a0084

69. Tox21_202855

70. Tox21_500995

71. Ccg-39233

72. Nsc757279

73. S4294

74. Akos008056264

75. Ac-7552

76. Ks-5258

77. Lp00995

78. Nc00535

79. Nsc 757279

80. Procainamide Hydrochloride (jp17/usp)

81. Procainamide Hydrochloride [mi]

82. Procainamide Hydrochloride [jan]

83. Ncgc00094291-01

84. Ncgc00094291-02

85. Ncgc00094291-03

86. Ncgc00094291-04

87. Ncgc00094291-05

88. Ncgc00260401-01

89. Ncgc00261680-01

90. Procainamide Hydrochloride [mart.]

91. Procainamide Hydrochloride [vandf]

92. Procainamide Hydrochloride [usp-rs]

93. Procainamide Hydrochloride [who-dd]

94. Procainamide Hydrochloride [who-ip]

95. Db-053889

96. Procainamide Hydrochloride, >=98% (hplc)

97. Eu-0100995

98. Ft-0603493

99. Sw196878-3

100. Vu0239777-5

101. A14240

102. Bim-0050968.0001

103. D00477

104. D97622

105. P 9391

106. Procainamide Hydrochloride [orange Book]

107. 4-amino-n-(2-diethylamino-ethyl)-benzamide Hcl

108. Procainamide Hydrochloride [ep Monograph]

109. Procainamide Hydrochloride [usp Monograph]

110. Procainamidi Hydrochloridum [who-ip Latin]

111. Procainamide Hydrochloride, Purum, >=98.0% (at)

112. Sr-01000000022-2

113. Sr-01000000022-6

114. W-105155

115. Procainamide Hydrochloride 100 Microg/ml In Methanol

116. Q27108080

117. F0850-6742

118. 4-amino-n-[2'-(diethylamino)ethyl]benzamide Hydrochloride

119. 4-amino-n-[2-(diethylamino)ethyl]-benzamide Hydrochloride

120. P-amino-n-(2-(diethylamino)ethy)benzamide Monohydrochloride

121. Benzamide, 4-amino-n-(2-(diethylamino)ethyl)-, Hydrochloride (1:1)

122. Procainamide Hydrochloride, European Pharmacopoeia (ep) Reference Standard

123. 4-amino-n-(2-(diethylamino)ethyl)benzamide Monohydrochloride [who-ip]

124. Procainamide Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

125. Procainamide Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₂₂ClN₃O
Molecular Weight	271.78 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	6
Exact Mass	271.1451400 g/mol
Monoisotopic Mass	271.1451400 g/mol
Topological Polar Surface Area	58.4 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	221
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 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Procainamide hydrochloride
Drug Label	Procainamide Hydrochloride Injection, USP is a sterile, nonpyrogenic solution of procainamide hydrochloride in water for injection. Each milliliter of the 2 mL vial contains procainamide hydrochloride 500 mg; methylparaben 1 mg and sodium metabisulfi...
Active Ingredient	Procainamide hydrochloride
Dosage Form	Injectable
Route	Injection
Strength	500mg/ml; 100mg/ml
Market Status	Prescription
Company	Hospira

2 of 2
Drug Name	Procainamide hydrochloride
Drug Label	Procainamide Hydrochloride Injection, USP is a sterile, nonpyrogenic solution of procainamide hydrochloride in water for injection. Each milliliter of the 2 mL vial contains procainamide hydrochloride 500 mg; methylparaben 1 mg and sodium metabisulfi...
Active Ingredient	Procainamide hydrochloride
Dosage Form	Injectable
Route	Injection
Strength	500mg/ml; 100mg/ml
Market Status	Prescription
Company	Hospira

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]