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Technical details about Flecainide, learn more about the structure, uses, toxicity, action, side effects and more

Flecainide

Synopsis, Chemistry

APIs // Active Pharmaceutical Ingredients

28 Suppliers, 13 USDMF, 12 CEP/COS, 1 JDMF, 6 EU WC, 1 KDMF, 8 NDC API, 15 Listed Suppliers

DEVELOPMENTS

5 Drug(s) in Development

5 Drug(s) in Development

PRICE INFORMATION

API Reference Price, API Exports, API Imports, FDF Imports

INTERMEDIATES

4 Suppliers

4 Suppliers

DOSSIERs // Finished Dosage Forms

102 Dossiers, 31 FDA Orange Book, 41 Europe, 14 Canada, 8 Australia, 4 South Africa, 4 Listed Dossiers

DRUG PRODUCT COMPOSITION

TABLET;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, TABLET;ORAL - 150MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, TABLET;ORAL - 50MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

RELATED EXCIPIENT COMPANIES

Suppliers, 18 Roquette, 9 Microlex e.U, 9 Sigachi Industries, 8 Gangwal Healthcare, 7 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd, 5 SPI Pharma, 4 Kerry, 4 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 4 Gangwal Chemicals, 4 Prachin Chemical, 3 Ingredion Pharma Solutions, 3 DFE Pharma, 3 Vasa Pharmachem, 2 BASF, 2 Pharmatrans-Sanaq, 2 Jai Radhe Sales, 1 NEWEDGE Overseas, 1 Chynops Pharma, 1 Alcedo Pharmachem, 1 Ideal Cures Pvt Ltd, 1 Minakem, 1 Seppic

EXCIPIENTS BY APPLICATIONS

34 Fillers, Diluents & Binders, 20 Disintegrants & Superdisintegrants, 20 Lubricants & Glidants, 17 Direct Compression, 13 Thickeners and Stabilizers, 9 Granulation, 8 Co-Processed Excipients, 8 Coating Systems & Additives, 7 Chewable & Orodispersible Aids, 5 Film Formers & Plasticizers, 5 Taste Masking, 5 Controlled & Modified Release, 2 Rheology Modifiers, 2 Emulsifying Agents, 1 API Stability Enhancers, 1 Topical

GLOBAL SALES INFORMATION

8 US Medicaid Prescriptions, 28 Finished Drug Prices

MARKET PLACE

15 APIs, 4 DOSSIERS // FDF

ANALYTICAL SOLUTION(s)

4 EDQM Standards, 2 USP Standards, 2 Other Ref. Standards

DIGITAL CONTENT

6 News

6 News

Also known as: 54143-56-5, Flecainide (acetate), Tambocor, R-818, Flecainide monoacetate, Flecainide acetate salt

Molecular Formula

C₁₉H₂₄F₆N₂O₅

Molecular Weight

474.4 g/mol

InChI Key

RKXNZRPQSOPPRN-UHFFFAOYSA-N

FDA UNII

M8U465Q1WQ

A potent anti-arrhythmia agent, effective in a wide range of ventricular and atrial ARRHYTHMIAS and TACHYCARDIAS.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

acetic acid;N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide

2.1.2 InChI

InChI=1S/C17H20F6N2O3.C2H4O2/c18-16(19,20)9-27-12-4-5-14(28-10-17(21,22)23)13(7-12)15(26)25-8-11-3-1-2-6-24-11;1-2(3)4/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26);1H3,(H,3,4)

2.1.3 InChI Key

RKXNZRPQSOPPRN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(=O)O.C1CCNC(C1)CNC(=O)C2=C(C=CC(=C2)OCC(F)(F)F)OCC(F)(F)F

2.2 Other Identifiers

2.2.1 UNII

M8U465Q1WQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apocard

2. Flcane

3. Flecadura

4. Flecainid Isis

5. Flecainid-isis

6. Flecainide

7. Flecainide Monoacetate

8. Flecainide Monoacetate, (+-)-isomer

9. Flecainide Monoacetate, (r)-isomer

10. Flecainide Monoacetate, (s)-isomer

11. Flecainide, (r)-isomer

12. Flecainide, (s)-isomer

13. Flecainide, 5-ho-n-(6-oxo)-derivative

14. Flecainide, 5-ho-n-(6-oxo)-derivative, (+-)-isomer

15. Flecatab

16. R818

17. Tambocor

2.3.2 Depositor-Supplied Synonyms

1. 54143-56-5

2. Flecainide (acetate)

3. Tambocor

4. R-818

5. Flecainide Monoacetate

6. Flecainide Acetate Salt

7. R 818

8. 54143-56-5 (acetate)

9. N-(2-piperidylmethyl)-2,5-bis-(2,2,2-trifluoroethoxy)benzamide Acetate

10. N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Monoacetate

11. Mls000069675

12. Chebi:5091

13. M8u465q1wq

14. Apocard

15. Benzamide, N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-, Monoacetate

16. Benzamide, N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-,monoacetate

17. N-(2-piperidylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Monoacetate

18. Smr000058451

19. Acetic Acid;n-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide

20. N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Acetate

21. Sr-01000000172

22. Einecs 258-997-5

23. Mfcd00214290

24. Unii-m8u465q1wq

25. Flecainidacetat

26. Tambocor (tn)

27. Flecainide Acetate [usan:usp:jan]

28. N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide Monoacetate

29. Dsstox_cid_626

30. Opera_id_1587

31. 2,5-bis-(2,2,2-trifluoroethoxy)-n-(2-piperidinylmethyl)benzamide Acetate

32. Cas-54143-56-5

33. Dsstox_rid_75700

34. Dsstox_gsid_20626

35. Mls001148177

36. Mls002222300

37. Schembl121583

38. Chembl1200822

39. Dtxsid8020626

40. Flecainide Acetate [jan]

41. Flecainide Acetate (jp17/usp)

42. Flecainide For System Suitability

43. Flecainide Acetate [usan]

44. Flecainide Acetate [vandf]

45. Hms1570c12

46. Hms2097c12

47. Hms2231e15

48. Hms3259f11

49. Hms3267n04

50. Hms3369m07

51. Hms3412d09

52. Hms3676d09

53. Hms3714c12

54. Flecainide Acetate [mart.]

55. 11a-hydroxyepoxyprogesterone

56. Bcp17825

57. Flecainide Acetate [usp-rs]

58. Flecainide Acetate [who-dd]

59. Tox21_200208

60. Akos015889993

61. N-(piperidin-2-ylmethyl)-2,5-bis[(2,2,2-trifluoroethyl)oxy]benzamide Acetate

62. Ccg-220735

63. Cs-1400

64. Nc00641

65. Sb19142

66. Flecainide Acetate [ep Impurity]

67. Flecainide Acetate [orange Book]

68. Flecainide Acetate [ep Monograph]

69. Flecainide Acetate [usp Impurity]

70. Ncgc00093934-01

71. Ncgc00093934-02

72. Ncgc00257762-01

73. As-11702

74. Flecainide Acetate [usp Monograph]

75. Hy-17429

76. Db-052497

77. Eu-0100546

78. Ft-0630667

79. En300-51344

80. D00638

81. E-0735

82. F 6777

83. 143f565

84. Sr-01000000172-2

85. Sr-01000000172-4

86. Sr-01000000172-5

87. Sr-01000000172-7

88. Q27089351

89. Flecainide Acetate, British Pharmacopoeia (bp) Reference Standard

90. Flecainide Acetate, European Pharmacopoeia (ep) Reference Standard

91. 2,5-bis(2,2,2-trifluoroethoxy)-n-(2-piperidylmethyl)benzamide Acetate

92. Flecainide Acetate, United States Pharmacopeia (usp) Reference Standard

93. 2-({[2,5-bis(2,2,2-trifluoroethoxy)benzoyl]amino}methyl)piperidinium Acetate

94. Flecainide For System Suitability, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₄F₆N₂O₅
Molecular Weight	474.4 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	7
Exact Mass	474.15894084 g/mol
Monoisotopic Mass	474.15894084 g/mol
Topological Polar Surface Area	96.9 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	531
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 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Flecainide acetate
Drug Label	Flecainide acetate is an antiarrhythmic drug available in tablets of 50, 100, or 150 mg for oral administration. Flecainide acetate is benzamide, N-(2-piperidinylmethyl)-2,5-bis (2,2,2-trifluoroethoxy)-monoacetate. Its molecular formula is C17H20F6N2...
Active Ingredient	Flecainide acetate
Dosage Form	Tablet
Route	Oral
Strength	100mg; 50mg; 150mg
Market Status	Prescription
Company	Ranbaxy; Amneal Pharm; Roxane; Barr

2 of 2
Drug Name	Flecainide acetate
Drug Label	Flecainide acetate is an antiarrhythmic drug available in tablets of 50, 100, or 150 mg for oral administration. Flecainide acetate is benzamide, N-(2-piperidinylmethyl)-2,5-bis (2,2,2-trifluoroethoxy)-monoacetate. Its molecular formula is C17H20F6N2...
Active Ingredient	Flecainide acetate
Dosage Form	Tablet
Route	Oral
Strength	100mg; 50mg; 150mg
Market Status	Prescription
Company	Ranbaxy; Amneal Pharm; Roxane; Barr

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]

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