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Chemistry

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Also known as: 71395-14-7, Tocainide hcl, 35891-93-1, Tonocard, Tocainide monohydrochloride, 2-amino-n-(2,6-dimethylphenyl)propanamide;hydrochloride

Molecular Formula

C₁₁H₁₇ClN₂O

Molecular Weight

228.72 g/mol

InChI Key

AMZACPWEJDQXGW-UHFFFAOYSA-N

FDA UNII

2K7I38CKN5

An antiarrhythmic agent which exerts a potential- and frequency-dependent block of SODIUM CHANNELS.

1 2D Structure

Tocainide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-amino-N-(2,6-dimethylphenyl)propanamide;hydrochloride

2.1.2 InChI

InChI=1S/C11H16N2O.ClH/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12;/h4-6,9H,12H2,1-3H3,(H,13,14);1H

2.1.3 InChI Key

AMZACPWEJDQXGW-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=CC=C1)C)NC(=O)C(C)N.Cl

2.2 Other Identifiers

2.2.1 UNII

2K7I38CKN5

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hydrochloride, Tocainide

2. Tocainide

3. Tocainide Monohdyrochloride, (r)-isomer

4. Tocainide Monohydrobromide, (r)-isomer

5. Tocainide Monohydrochloride

6. Tocainide Monohydrochloride, (+-)-isomer

7. Tocainide Monohydrochloride, (s)-isomer

8. Tocainide, (+-)-isomer

9. Tocainide, (r)-isomer

10. Tocainide, (s)-isomer

11. Tonocard

12. W 36095

13. W-36095

14. W36095

15. Xylotocan

2.3.2 Depositor-Supplied Synonyms

1. 71395-14-7

2. Tocainide Hcl

3. 35891-93-1

4. Tonocard

5. Tocainide Monohydrochloride

6. 2-amino-n-(2,6-dimethylphenyl)propanamide;hydrochloride

7. 2-amino-n-(2,6-dimethylphenyl)propanamide Hydrochloride

8. Tocainide Hydrochloride [usp]

9. 2k7i38ckn5

10. Tocainide (hydrochloride)

11. Propanamide, 2-amino-n-(2,6-dimethylphenyl)-, Monohydrochloride

12. Dsstox_cid_25540

13. Dsstox_rid_80942

14. Dsstox_gsid_45540

15. Tocainide Hydrochloride (usp)

16. Taquidil

17. Xylotocan

18. Cas-35891-93-1

19. Tocainide-hydrochloride

20. Unii-2k7i38ckn5

21. Tonocard (tn)

22. Einecs 275-361-2

23. 2-amino-n-(2,6-dimethylphenyl)propanamide Monohydrochloride

24. Ncgc00017005-01

25. 2-amino-2',6'-propionoxylidide Hydrochloride

26. Schembl122779

27. Tocainide Hydrochloride- Bio-x

28. Chembl1200773

29. Dtxsid5045540

30. Hy-b1798a

31. Hms1571m15

32. Tocainide (+-)-form Hydrochloride

33. Tox21_110732

34. Tox21_500344

35. Tox21_110732_1

36. Ccg-213604

37. Lp00344

38. Tocainide Hydrochloride [mart.]

39. Tocainide Hydrochloride [vandf]

40. Tocainide Hydrochloride [who-dd]

41. Ncgc00162129-06

42. Ncgc00261029-01

43. Bt164480

44. Tocainide (+/-)-form Hydrochloride

45. Cs-0013838

46. Tocainide Hydrochloride [orange Book]

47. Tocainide Hydrochloride [usp Impurity]

48. D02088

49. 6-bromo-4-quinazolinecarboxylic Acidammonium Salt

50. Tocainide Hydrochloride, >=98% (hplc), Solid

51. Sr-01000763682

52. Tocainide (+/-)-form Hydrochloride [mi]

53. Sr-01000763682-3

54. Q27254865

55. (1)-2-amino-n-(2,6-dimethylphenyl)propionamide Hydrochloride

56. Propanamide, 2-amino-n-(2,6-dimethylphenyl)-, Monohydrochloride, (+-)-

57. Tocainide Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₇ClN₂O
Molecular Weight	228.72 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	228.1029409 g/mol
Monoisotopic Mass	228.1029409 g/mol
Topological Polar Surface Area	55.1 Å²
Heavy Atom Count	15
Formal Charge	0
Complexity	196
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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.)

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.)

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