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    Levothyroxine Sodium

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

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    2D Structure
    Also known as: 25416-65-3, Levothyroxine sodium, L-thyroxine sodium xhydrate, Levothyroxine sodium hydrate, L-thyroxine sodium hydrate, Monosodium l-thyroxine hydrate
    Molecular Formula
    C15H12I4NNaO5
    Molecular Weight
    816.87  g/mol
    InChI Key
    ANMYAHDLKVNJJO-LTCKWSDVSA-M
    FDA UNII
    B82379R9W0
    The major hormone derived from the thyroid gland. Thyroxine is synthesized via the iodination of tyrosines (MONOIODOTYROSINE) and the coupling of iodotyrosines (DIIODOTYROSINE) in the THYROGLOBULIN. Thyroxine is released from thyroglobulin by proteolysis and secreted into the blood. Thyroxine is peripherally deiodinated to form TRIIODOTHYRONINE which exerts a broad spectrum of stimulatory effects on cell metabolism.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate;hydrate
    2.1.2 InChI
    InChI=1S/C15H11I4NO4.Na.H2O/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23;;/h1-2,4-5,12,21H,3,20H2,(H,22,23);;1H2/q;+1;/p-1/t12-;;/m0../s1
    2.1.3 InChI Key
    ANMYAHDLKVNJJO-LTCKWSDVSA-M
    2.1.4 Canonical SMILES
    C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)[O-])N.O.[Na+]
    2.1.5 Isomeric SMILES
    C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@@H](C(=O)[O-])N.O.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    B82379R9W0
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3,5,3',5'-tetraiodothyronine

    2. Berlthyrox

    3. Dexnon

    4. Eferox

    5. Eltroxin

    6. Eltroxine

    7. Euthyrox

    8. Eutirox

    9. L Thyrox

    10. L Thyroxin Beta

    11. L Thyroxin Henning

    12. L Thyroxine

    13. L Thyroxine Roche

    14. L-3,5,3',5'-tetraiodothyronine

    15. L-thyrox

    16. L-thyroxin Beta

    17. L-thyroxin Henning

    18. L-thyroxine

    19. L-thyroxine Roche

    20. Lvothyrox

    21. Levo T

    22. Levo-t

    23. Levothroid

    24. Levothyroid

    25. Levothyroxin Deladande

    26. Levothyroxin Delalande

    27. Levothyroxine

    28. Levothyroxine Sodium

    29. Levoxine

    30. Levoxyl

    31. Novothyral

    32. Novothyrox

    33. O-(4-hydroxy-3,5-diiodophenyl) 3,5-diiodo-l-tyrosine

    34. O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodotyrosine

    35. Oroxine

    36. Sodium Levothyroxine

    37. Synthroid

    38. Synthrox

    39. T4 Thyroid Hormone

    40. Thevier

    41. Thyrax

    42. Thyroid Hormone, T4

    43. Thyroxin

    44. Thyroxine

    45. Tiroidine

    46. Tiroxina Leo

    47. Unithroid

    2.3.2 Depositor-Supplied Synonyms

    1. 25416-65-3

    2. Levothyroxine Sodium

    3. L-thyroxine Sodium Xhydrate

    4. Levothyroxine Sodium Hydrate

    5. L-thyroxine Sodium Hydrate

    6. Monosodium L-thyroxine Hydrate

    7. 31178-59-3

    8. Chebi:6447

    9. Levothroid

    10. Synthroid

    11. Levothyrox

    12. Levaxin

    13. Levoxyl

    14. Oroxine

    15. Soloxine

    16. Eferox

    17. Sodium;(2s)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate;hydrate

    18. B82379r9w0

    19. Thyroxine Sodium

    20. Levo-t

    21. Liotrix (t4)

    22. Thyroxine Sodium Salt

    23. L-tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-, Monosodium Salt, Monohydrate

    24. Latequatro

    25. Letequatro

    26. Levoroxin

    27. Levotiron

    28. Tiroxina

    29. Tivoral

    30. Levo-tiroxina Glaxo

    31. Nsc-259940

    32. L-tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-, Monosodium Salt, Hydrate

    33. Unii-b82379r9w0

    34. Levothroid (tn)

    35. Synthroid (tn)

    36. Levoxyl (tn)

    37. Levothyroxine Sodium [usp:inn:jan]

    38. Starbld0009614

    39. L-thyroxin Monosodium Salt

    40. T4 (liotrix)

    41. Levothyroxine Sodium (usp)

    42. Schembl2327406

    43. Chembl2103741

    44. L-thyroxine Sodium Salt Monohydrate

    45. 3,3',5,5'-tetraiodo-l-thyronine Monosodium Salt Hydrate

    46. Levothyroxine Sodium Hydrate (jp17)

    47. Mfcd06408007

    48. Akos015895962

    49. Ks-1237

    50. D01010

    51. E78443

    52. Levothyroxine Sodium Monohydrate [who-ip]

    53. 3,3',5,5'-tetraiodo-l-thyronine Monosodium Salt

    54. A817851

    55. Q27107209

    56. Levothyroxinum Natricum Monohydrate [who-ip Latin]

    57. Sodium 2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoate Hydrate

    58. Sodium (s)-2-amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoate Xhydrate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 816.87 g/mol
    Molecular Formula C15H12I4NNaO5
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass816.6792 g/mol
    Monoisotopic Mass816.6792 g/mol
    Topological Polar Surface Area96.6 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity426
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 8  
    Drug NameLevo-t
    Drug LabelLevothyroxine sodium tablets, USP contains synthetic crystalline L-3,3',5,5'-tetraiodothyronine sodium salt [levothyroxine (T4) sodium]. Synthetic T4 is identical to that produced in the human thyroid gland.Levothyroxine (T4) sodium has an empir
    Active IngredientLevothyroxine sodium
    Dosage FormTablet
    RouteOral
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 description of spe
    Market StatusPrescription
    CompanyAlara Pharm

    2 of 8  
    Drug NameLevothroid
    PubMed HealthThyroid Supplement (By mouth)
    Drug ClassesDiagnostic Agent, Thyroid Function, Thyroid Supplement
    Drug LabelLEVOTHROID (levothyroxine sodium tablets, USP) contains synthetic crystalline L-3,3',5,5'-tetraiodothyronine sodium salt [levothyroxine (T4) sodium]. Synthetic T4 is identical to that produced in the human thyroid gland. Levothyroxine (T4) sodiu
    Active IngredientLevothyroxine sodium
    Dosage FormTablet
    RouteOral
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 description of spe
    Market StatusPrescription
    CompanyLloyd

    3 of 8  
    Drug NameLevothyroxine sodium
    Active IngredientLevothyroxine sodium
    Dosage FormTablet; Powder; Injectable
    Routeinjection; Oral; Intravenous
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 200mcg/vial; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 descr
    Market StatusPrescription
    CompanyFresenius Kabi Usa; Mylan

    4 of 8  
    Drug NameLevoxyl
    Drug LabelLEVOXYL (levothyroxine sodium tablets, USP) contain synthetic crystalline L-3,3,5,5-tetraiodothyronine sodium salt [levothyroxine (T4) sodium]. Synthetic T4 is identical to that produced in the human thyroid gland. Levothyroxine (T4) sodiu...
    Active IngredientLevothyroxine sodium
    Dosage FormTablet
    RouteOral
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 description of spe
    Market StatusPrescription
    CompanyKing Pharms R And D

    5 of 8  
    Drug NameLevo-t
    Drug LabelLevothyroxine sodium tablets, USP contains synthetic crystalline L-3,3',5,5'-tetraiodothyronine sodium salt [levothyroxine (T4) sodium]. Synthetic T4 is identical to that produced in the human thyroid gland.Levothyroxine (T4) sodium has an empir
    Active IngredientLevothyroxine sodium
    Dosage FormTablet
    RouteOral
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 description of spe
    Market StatusPrescription
    CompanyAlara Pharm

    6 of 8  
    Drug NameLevothroid
    PubMed HealthThyroid Supplement (By mouth)
    Drug ClassesDiagnostic Agent, Thyroid Function, Thyroid Supplement
    Drug LabelLEVOTHROID (levothyroxine sodium tablets, USP) contains synthetic crystalline L-3,3',5,5'-tetraiodothyronine sodium salt [levothyroxine (T4) sodium]. Synthetic T4 is identical to that produced in the human thyroid gland. Levothyroxine (T4) sodiu
    Active IngredientLevothyroxine sodium
    Dosage FormTablet
    RouteOral
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 description of spe
    Market StatusPrescription
    CompanyLloyd

    7 of 8  
    Drug NameLevothyroxine sodium
    Active IngredientLevothyroxine sodium
    Dosage FormTablet; Powder; Injectable
    Routeinjection; Oral; Intravenous
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 200mcg/vial; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 descr
    Market StatusPrescription
    CompanyFresenius Kabi Usa; Mylan

    8 of 8  
    Drug NameLevoxyl
    Drug LabelLEVOXYL (levothyroxine sodium tablets, USP) contain synthetic crystalline L-3,3,5,5-tetraiodothyronine sodium salt [levothyroxine (T4) sodium]. Synthetic T4 is identical to that produced in the human thyroid gland. Levothyroxine (T4) sodiu...
    Active IngredientLevothyroxine sodium
    Dosage FormTablet
    RouteOral
    Strength0.05mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.112mg **see current annual edition, 1.8 description of special situations, levothyroxine sodium; 0.2mg **see current annual edition, 1.8 description of spe
    Market StatusPrescription
    CompanyKing Pharms R And D

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

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

    H03 - Thyroid therapy

    H03A - Thyroid preparations

    H03AA - Thyroid hormones

    H03AA01 - Levothyroxine sodium