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CHEMISTRY
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FINISHED DOSAGE FORMULATIONS

4 FDF Dossiers, 4 FDA Orange Book

4 FDF Dossiers
4 FDA Orange Book

Synopsis

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Chemistry

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Also known as: Dextrothyroxine sodium, Dextrothyroxine sodium hydrate, 7054-08-2, 0h00n2ahsp, D-thyroxine sodium salt, Dextrothyroxine sodium (usan)

Molecular Formula

C₁₅H₁₂I₄NNaO₅

Molecular Weight

816.87 g/mol

InChI Key

ANMYAHDLKVNJJO-CURYUGHLSA-M

FDA UNII

0H00N2AHSP

The dextrorotary isomer of the synthetic THYROXINE.

1 2D Structure

Dextrothyroxine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(2R)-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-;;/m1../s1

2.1.3 InChI Key

ANMYAHDLKVNJJO-CURYUGHLSA-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

0H00N2AHSP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Choloxin

2. D Thyroxine

3. D-t4 Thyroid Hormone

4. D-thyroxine

5. Dextrothyroxine

6. Dextrothyroxine Sodium

7. Sodium Dextrothyroxine

2.3.2 Depositor-Supplied Synonyms

1. Dextrothyroxine Sodium

2. Dextrothyroxine Sodium Hydrate

3. 7054-08-2

4. 0h00n2ahsp

5. D-thyroxine Sodium Salt

6. Dextrothyroxine Sodium (usan)

7. Dextrothyroxine Sodium [usan]

8. Anhydrous Dextrothyroxine Sodium

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

10. Choloxin (tn)

11. Unii-0h00n2ahsp

12. Schembl7112166

13. Chembl3545058

14. Dtxsid60220803

15. Dextrothyroxine Sodium [vandf]

16. Dextrothyroxine Sodium [mart.]

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

18. Dextrothyroxine Sodium [usan:usp:inn]

19. Dextrothyroxine Sodium [orange Book]

20. Dextrothyroxine Sodium Hydrate [mart.]

21. D03750

22. Thyroxine, Monosodium Salt, Hydrate, D-

23. Q27236769

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

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₂I₄NNaO₅
Molecular Weight	816.87 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	816.6792 g/mol
Monoisotopic Mass	816.6792 g/mol
Topological Polar Surface Area	96.6 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	426
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3