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Chemistry

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Also known as: 129-06-6, Sodium warfarin, Jantoven, Aldocumar, Athrombin, Marevan
Molecular Formula
C19H15NaO4
Molecular Weight
330.3  g/mol
InChI Key
KYITYFHKDODNCQ-UHFFFAOYSA-M
FDA UNII
6153CWM0CL

Warfarin Sodium
An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.
1 2D Structure

Warfarin Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;2-oxo-3-(3-oxo-1-phenylbutyl)chromen-4-olate
2.1.2 InChI
InChI=1S/C19H16O4.Na/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22;/h2-10,15,21H,11H2,1H3;/q;+1/p-1
2.1.3 InChI Key
KYITYFHKDODNCQ-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CC(=O)CC(C1=CC=CC=C1)C2=C(C3=CC=CC=C3OC2=O)[O-].[Na+]
2.2 Other Identifiers
2.2.1 UNII
6153CWM0CL
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-2h-1-benzopyran-2-one

2. Aldocumar

3. Apo-warfarin

4. Coumadin

5. Coumadine

6. Gen-warfarin

7. Marevan

8. Potassium, Warfarin

9. Sodium, Warfarin

10. Tedicumar

11. Warfant

12. Warfarin

13. Warfarin Potassium

2.3.2 Depositor-Supplied Synonyms

1. 129-06-6

2. Sodium Warfarin

3. Jantoven

4. Aldocumar

5. Athrombin

6. Marevan

7. Zoocoumarin Sodium Salt

8. Warfarin Sodium Salt

9. Apo-warfarin

10. Warfarin (sodium)

11. Sodium 2-oxo-3-(3-oxo-1-phenylbutyl)-2h-chromen-4-olate

12. Warfarin Sodium [usp]

13. 3-(alpha-acetonylbenzyl)-4-hydroxycoumarin Sodium Salt

14. 6153cwm0cl

15. Warfarin Sodium Clathrate

16. 2h-1-benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, Sodium Salt

17. 67430-45-9

18. Coumadine

19. Dicusat

20. Marevam

21. Orfarin

22. Tintorane

23. Varfine

24. Warcoumin

25. Warfarin Sodium (usp)

26. Warfilone

27. Simarc

28. Coumadin Sodium

29. Sodium Coumadin

30. Uniwarfin

31. Ratsul Soluble

32. Coumadan Sodico

33. Coumafene Sodium

34. Warfarinsodium

35. Sodium;2-oxo-3-(3-oxo-1-phenylbutyl)chromen-4-olate

36. Warfarin, Sodium Salt

37. Caswell No. 903a

38. Warfarin-sodium

39. (+-)-warfarin Sodium

40. Warfarin, Sodium Deriv.

41. Einecs 204-929-4

42. 3-(3-oxo-1-phenylbutyl)-4-sodiooxy-2h-1-benzopyran-2-one

43. Epa Pesticide Chemical Code 086003

44. Unii-6153cwm0cl

45. Warfarinum Natricum

46. Coumadin (tn)

47. Jantoven (tn)

48. Einecs 226-909-4

49. Sodium, ((3-(alpha-acetonylbenzyl)-2-oxo-2h-1-benzopyran-4-yl)oxy)-

50. Warfarin Sodium Clatharate

51. Schembl7826

52. Dsstox_cid_15010

53. Dsstox_rid_79236

54. Dsstox_gsid_35010

55. Mls001074341

56. Warfarin Sodium [vandf]

57. Chembl1200879

58. Dtxsid7035010

59. Warfarin Sodium [mart.]

60. Hy-b0687a

61. Warfarin Sodium [who-dd]

62. Warfarin Sodium [who-ip]

63. Warfarin Sodium Salt [mi]

64. Coumarin, 3-(alpha-acetonylbenzyl)-4-hydroxy-, Sodium Salt

65. Hms2233p10

66. Hms3259g13

67. Hms3369m10

68. Bcp20702

69. Tox21_301545

70. Bdbm50248297

71. Warfarin Sodium [orange Book]

72. Akos015951251

73. Akos015955387

74. Warfarin Sodium [ep Monograph]

75. Ac-8078

76. Cs-w019743

77. Nc00490

78. Warfarin Sodium [usp Monograph]

79. Ncgc00255556-01

80. Ac-19972

81. Cas-129-06-6

82. Smr000058849

83. Warfarinum Natricum [who-ip Latin]

84. W0005

85. Warfarin Sodium (contains Isopropyl Alcohol)

86. D00564

87. O12075

88. A805899

89. J-005647

90. Sodium Warfarin;warf42 Sodium; Athrombine-k Sodium

91. Q27263296

92. 3-(alpha-acetonylbenzyl)-4-hydroxycoumarin Sodiuim Salt

93. 4-hydroxy-3-(3-oxo-1-phenylbutyl)coumarin Sodium Salt

94. Sodium 2-oxo-3-(3-oxo-1-phenylbutyl)-1-benzopyran-4-olate

95. 3-(.alpha.-acetonylbenzyl)-4-hydroxycoumarin Sodium Salt

96. Sodium 2-oxidanylidene-3-(3-oxidanylidene-1-phenyl-butyl)chromen-4-olate

97. 2h-1-benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, Sodium Salt (1:1)

2.4 Create Date
2007-07-11
3 Chemical and Physical Properties
Molecular Weight 330.3 g/mol
Molecular Formula C19H15NaO4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass330.08680324 g/mol
Monoisotopic Mass330.08680324 g/mol
Topological Polar Surface Area66.4 Ų
Heavy Atom Count24
Formal Charge0
Complexity508
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameJantoven
PubMed HealthWarfarin
Drug ClassesAnticoagulant
Drug LabelJantovenTablets (crystalline warfarin sodium) is an anticoagulant which acts by inhibiting vitamin K-dependent coagulation factors. Chemically, it is 3-(and is a racemic mixture of the R- and S-enantiomers. Crystalline warfarin sodium is an isopropan...
Active IngredientWarfarin sodium
Dosage FormTablet
RouteOral
Strength2.5mg; 7.5mg; 1mg; 5mg; 4mg; 6mg; 2mg; 10mg; 3mg
Market StatusPrescription
CompanyUsl Pharma

2 of 4  
Drug NameWarfarin sodium
Drug LabelWarfarin sodium tablet (crystalline warfarin sodium) is an anticoagulant, which acts by inhibiting vitamin K-dependent coagulation factors. Chemically, it is 3-(and is a racemic mixture of the R- and S-enantiomers. Crystalline warfarin sodium is an i...
Active IngredientWarfarin sodium
Dosage FormTablet
RouteOral
Strength2.5mg; 7.5mg; 1mg; 5mg; 4mg; 6mg; 2mg; 10mg; 3mg
Market StatusPrescription
CompanyAmneal Pharms; Taro; Invagen Pharms; Ipca Labs; Zydus Pharms Usa; Pliva; Mylan; Barr

3 of 4  
Drug NameJantoven
PubMed HealthWarfarin
Drug ClassesAnticoagulant
Drug LabelJantovenTablets (crystalline warfarin sodium) is an anticoagulant which acts by inhibiting vitamin K-dependent coagulation factors. Chemically, it is 3-(and is a racemic mixture of the R- and S-enantiomers. Crystalline warfarin sodium is an isopropan...
Active IngredientWarfarin sodium
Dosage FormTablet
RouteOral
Strength2.5mg; 7.5mg; 1mg; 5mg; 4mg; 6mg; 2mg; 10mg; 3mg
Market StatusPrescription
CompanyUsl Pharma

4 of 4  
Drug NameWarfarin sodium
Drug LabelWarfarin sodium tablet (crystalline warfarin sodium) is an anticoagulant, which acts by inhibiting vitamin K-dependent coagulation factors. Chemically, it is 3-(and is a racemic mixture of the R- and S-enantiomers. Crystalline warfarin sodium is an i...
Active IngredientWarfarin sodium
Dosage FormTablet
RouteOral
Strength2.5mg; 7.5mg; 1mg; 5mg; 4mg; 6mg; 2mg; 10mg; 3mg
Market StatusPrescription
CompanyAmneal Pharms; Taro; Invagen Pharms; Ipca Labs; Zydus Pharms Usa; Pliva; Mylan; Barr

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anticoagulants

Agents that prevent BLOOD CLOTTING. (See all compounds classified as Anticoagulants.)


Rodenticides

Substances used to destroy or inhibit the action of rats, mice, or other rodents. (See all compounds classified as Rodenticides.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Vitamin K Inhibitors [MoA]; Vitamin K Antagonist [EPC]

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25-Feb-2021
31-May-2024
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DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 9218

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DOSAGE - TABLET;ORAL - 1MG **Federal Register...DOSAGE - TABLET;ORAL - 1MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 9218

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DOSAGE - TABLET;ORAL - 2.5MG

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USFDA APPLICATION NUMBER - 9218

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DOSAGE - TABLET;ORAL - 5MG

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DOSAGE - TABLET;ORAL - 6MG

USFDA APPLICATION NUMBER - 9218

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DOSAGE - TABLET;ORAL - 7.5MG

USFDA APPLICATION NUMBER - 9218

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