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Also known as: 55-06-1, Cytomel, Triostat, 3,3',5-triiodo-l-thyronine sodium salt, Tertroxin, T3 sodium salt
Molecular Formula
C15H11I3NNaO4
Molecular Weight
672.95  g/mol
InChI Key
SBXXSUDPJJJJLC-YDALLXLXSA-M
FDA UNII
GCA9VV7D2N

Liothyronine Sodium
A T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone finally delivered and used by the tissues is mainly T3.
1 2D Structure

Liothyronine Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate
2.1.2 InChI
InChI=1S/C15H12I3NO4.Na/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22;/h1-4,6,12,20H,5,19H2,(H,21,22);/q;+1/p-1/t12-;/m0./s1
2.1.3 InChI Key
SBXXSUDPJJJJLC-YDALLXLXSA-M
2.1.4 Canonical SMILES
C1=CC(=C(C=C1OC2=C(C=C(C=C2I)CC(C(=O)[O-])N)I)I)O.[Na+]
2.1.5 Isomeric SMILES
C1=CC(=C(C=C1OC2=C(C=C(C=C2I)C[C@@H](C(=O)[O-])N)I)I)O.[Na+]
2.2 Other Identifiers
2.2.1 UNII
GCA9VV7D2N
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3,3',5-triiodothyronine

2. Cytomel

3. Liothyronine

4. T3 Thyroid Hormone

5. Thyroid Hormone, T3

6. Triiodothyronine

2.3.2 Depositor-Supplied Synonyms

1. 55-06-1

2. Cytomel

3. Triostat

4. 3,3',5-triiodo-l-thyronine Sodium Salt

5. Tertroxin

6. T3 Sodium Salt

7. Basoprocin

8. Ibiothyron

9. Cynomel

10. Triiodothyronine Sodium

11. L-triiodothyronine Sodium Salt

12. Cytobin

13. 3,3',5-triiodo-l-thyronine Sodium

14. 3,3',5-triiodothyronine Sodium Salt

15. Triiodothyronine Sodium Salt

16. L-tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, Monosodium Salt

17. Liotrix (t3)

18. Chebi:6484

19. Liothyronine (sodium)

20. Monosodium L-3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)alanine

21. Gca9vv7d2n

22. Liothyronine (l- Isomer) Sodium

23. Rathyronine Sodium, (s)-

24. Cytomel Sodium

25. Lyothyronin

26. Nsc-80774

27. Nsc-758175

28. 3,3'',5-triiodo-l-thyronine Sodium Salt

29. Ro Thyronine

30. Sodium Triiodothyronine

31. Liothyronine Sodium Salt

32. Alanine, 3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)-, Monosodium Salt, L-

33. Sodium Liothyronine

34. Sodium T3

35. Sodium Triiodotironine

36. Sodium-l-triiodothyronine

37. Mls000028648

38. L-triiodothyronine Hydrochloride

39. Sodium (s)-2-amino-3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)propanoate

40. Rathyronine Hydrochloride, (s)-

41. Sodium Triiodothyronine, L-

42. Sodium 3,5,3'-triiodothyronine

43. Sodium L-3,5,3'-triiodothyronine

44. Smr000059206

45. Einecs 200-223-5

46. Unii-gca9vv7d2n

47. Mfcd00002594

48. Nsc 80774

49. Sodium 3,3',5-triiodo-l-thyronine

50. Sodium 3,5,3'-triiodo-l-thyronine

51. L-3,3',5-triiodothyronine Sodium Salt

52. Triostat (tn)

53. Cytomel (tn)

54. Liothyronine Sodium [usp:ban:jan]

55. Ibiot

56. L-tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, Sodium Salt (1:1)

57. Sodium;(2s)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate

58. O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-l-tyrosine Sodium Salt

59. T-3

60. Epitope Id:136777

61. T3 (liotrix)

62. T3, Na

63. Dsstox_cid_27505

64. Dsstox_rid_82385

65. Dsstox_gsid_47505

66. Schembl41654

67. 3,3',5-l-triiodothyronine

68. Spectrum1502047

69. Chembl1201119

70. Dtxsid8047505

71. Liothyronine Sodium [jan]

72. Nrp-409

73. Liothyronine Sodium (jp17/usp)

74. Hms1921h18

75. Hms2092b14

76. Liothyronine Sodium [vandf]

77. Act03263

78. Amy38143

79. Hy-a0070

80. Liothyronine Sodium [mart.]

81. Sodium L-3,3',5-triiodothyronine

82. Tox21_302514

83. Triiodothyronine Sodium, Levo

84. Ccg-39522

85. Liothyronine Sodium [usp-rs]

86. Liothyronine Sodium [who-dd]

87. Liotrix (t3) [orange Book]

88. S4217

89. Liothyronine Sodium Salt [mi]

90. Akos015918421

91. Akos032949712

92. Cs-3241

93. 3,3',5-triiodo-l-thyronine (sodium)

94. Cas-55-06-1

95. Liothyronine Sodium [green Book]

96. Liothyronine Sodium [orange Book]

97. Ncgc00256816-01

98. Ac-31934

99. As-13674

100. L-3,3',5-triiodothyronine, Sodium Salt

101. Liothyronine Sodium [ep Monograph]

102. Liothyronine Sodium [usp Monograph]

103. 3,5,3'-triiodo-l-thyronine Monosodium Salt

104. Sw219577-1

105. D01011

106. F20556

107. A830467

108. Q930170

109. Q-201881

110. 3,3',5-triiodo-l-thyronine Sodium Salt, >=95% (hplc)

111. Liothyronine Sodium, European Pharmacopoeia (ep) Reference Standard

112. O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-l-tyrosine, Monosodium Salt

113. 3,3',5-triiodo-l-thyronine Sodium Salt, Powder, Bioreagent, Suitable For Cell Culture

114. Liothyronine For Peak Identification, European Pharmacopoeia (ep) Reference Standard

115. Sodium (2s)-2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoate

116. Sodium (2s)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate

117. 3,3',5-triiodo-l-thyronine Sodium Salt, Gamma-irradiated, Powder, Bioxtra, Suitable For Cell Culture

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 672.95 g/mol
Molecular Formula C15H11I3NNaO4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass672.7720 g/mol
Monoisotopic Mass672.7720 g/mol
Topological Polar Surface Area95.6 Ų
Heavy Atom Count24
Formal Charge0
Complexity408
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameCytomel
PubMed HealthLiothyronine
Drug ClassesDiagnostic Agent, Thyroid Function, Thyroid Supplement
Drug LabelThyroid hormone drugs are natural or synthetic preparations containing tetraiodothyronine (T4, levothyroxine) sodium or triiodothyronine (T3, liothyronine) sodium or both. T4 and T3 are produced in the human thyroid gland by the iodination and coupli...
Active IngredientLiothyronine sodium
Dosage FormTablet
RouteOral
Strengtheq 0.05mg base; eq 0.025mg base; eq 0.005mg base
Market StatusPrescription
CompanyKing Pharms R And D

2 of 6  
Drug NameLiothyronine sodium
Drug LabelThyroid hormone drugs are natural or synthetic preparations containing tetraiodothyronine (T4, levothyroxine) sodium or triiodothyronine (T3, liothyronine) sodium or both. T4 and T3 are produced in the human thyroid gland by the iodination and coupli...
Active IngredientLiothyronine sodium
Dosage FormTablet; Injectable
RouteInjection; Oral
Strengtheq 0.05mg base; eq 0.025mg base; eq 0.005mg base; eq 0.01mg base/ml
Market StatusPrescription
CompanyX Gen Pharms; Coastal Pharms; Sigmapharm Labs; Mylan

3 of 6  
Drug NameTriostat
PubMed HealthLiothyronine
Drug ClassesDiagnostic Agent, Thyroid Function, Thyroid Supplement
Active IngredientLiothyronine sodium
Dosage FormInjectable
RouteInjection
Strengtheq 0.01mg base/ml
Market StatusPrescription
CompanyPar Sterile Products

4 of 6  
Drug NameCytomel
PubMed HealthLiothyronine
Drug ClassesDiagnostic Agent, Thyroid Function, Thyroid Supplement
Drug LabelThyroid hormone drugs are natural or synthetic preparations containing tetraiodothyronine (T4, levothyroxine) sodium or triiodothyronine (T3, liothyronine) sodium or both. T4 and T3 are produced in the human thyroid gland by the iodination and coupli...
Active IngredientLiothyronine sodium
Dosage FormTablet
RouteOral
Strengtheq 0.05mg base; eq 0.025mg base; eq 0.005mg base
Market StatusPrescription
CompanyKing Pharms R And D

5 of 6  
Drug NameLiothyronine sodium
Drug LabelThyroid hormone drugs are natural or synthetic preparations containing tetraiodothyronine (T4, levothyroxine) sodium or triiodothyronine (T3, liothyronine) sodium or both. T4 and T3 are produced in the human thyroid gland by the iodination and coupli...
Active IngredientLiothyronine sodium
Dosage FormTablet; Injectable
RouteInjection; Oral
Strengtheq 0.05mg base; eq 0.025mg base; eq 0.005mg base; eq 0.01mg base/ml
Market StatusPrescription
CompanyX Gen Pharms; Coastal Pharms; Sigmapharm Labs; Mylan

6 of 6  
Drug NameTriostat
PubMed HealthLiothyronine
Drug ClassesDiagnostic Agent, Thyroid Function, Thyroid Supplement
Active IngredientLiothyronine sodium
Dosage FormInjectable
RouteInjection
Strengtheq 0.01mg base/ml
Market StatusPrescription
CompanyPar Sterile Products

5 Pharmacology and Biochemistry
5.1 FDA Pharmacological Classification
5.1.1 Pharmacological Classes
l-Triiodothyronine [EPC]; Triiodothyronine [CS]
5.2 ATC Code

H - Systemic hormonal preparations, excl. sex hormones and insulins

H03 - Thyroid therapy

H03A - Thyroid preparations

H03AA - Thyroid hormones

H03AA02 - Liothyronine sodium


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19-Jan-2021
18-Oct-2024
KGS
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