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    Chemistry

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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
    04-Jul-2024
    KGS
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