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55-03-8 , Levothyroxine sodium, T4, CAS:55-03-8

55-03-8, Levothyroxine sodium,
T4,
CAS:55-03-8
C15H10I4NNaO4 / 798.85

左旋甲状腺素钠, 左甲状腺素钠, 

Levothyroxine sodium,T4

Levothyroxine sodium is a thyroid hormone that is used to treat hypothyroidism. It is also used to treat goiter and other thyroid problems. Levothyroxine sodium comes in three different forms: tablets, oral solution, and levothyroxine sodium for injection. The tablet form of levothyroxine sodium is taken by mouth once daily with or without food. Oral solution is taken by mouth twice daily (morning and evening) with or without food. Injection should be given as directed by a physician or healthcare provider. Levothyroxine sodium can interact with many drugs, especially ones that affect the heart or blood sugar levels, such as potassium supplements, diuretics, beta blockers, calcium channel blockers, erythromycin, clarithromycin and ketoconazole. Levothyroxine sodium can also interact with certain foods such as soybean flour and grapefruit juice. Levothyroxine sodium has been shown to have a linear calibration curve in vivo

Title: Thyroxine

CAS Registry Number: 51-48-9

CAS Name: O-(4-Hydroxy-3,5-diiodophenyl)-3,5-diiodo-L-tyrosine

Additional Names: (-)-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]alanine; 3,5,3¢,5¢-tetraiodo-L-thyronine; levothyroxine; T4

Molecular Formula: C15H11I4NO4

Molecular Weight: 776.87

Percent Composition: C 23.19%, H 1.43%, I 65.34%, N 1.80%, O 8.24%

Literature References: One of the thyroid hormones involved in the maintenance of metabolic homeostasis. Synthesized and stored as amino acid residues of thyroglobulin, the major protein component of the thyroid follicular colloid. Synthesis and secretion are regulated by the pituitary hormone, TSH, q.v. Circulates in the serum bound to specific proteins, primarily thyroxine-binding globulintransthyretin, and albumin. Deiodinated in peripheral tissues to the active metabolite, liothyronine, q.v. The D-form has very little activity as a thyroid hormone, but has been used to treat hyperlipidemia. Isoln from thyroid: E. C. Kendall, J. Am. Med. Assoc. 64, 2042 (1915); idem, J. Biol. Chem. 39, 125 (1919). Structure: C. R. Harington, Biochem. J. 20, 293, 300 (1926). Synthesis: C. R. Harington, G. Barger, ibid. 21, 169 (1927); of naturally occurring L-form: J. R. Chalmers et al., J. Chem. Soc. 1949, 3424; of isomers and racemate: L. G. Ginger, P. Z. Anthony, US 2889363US 2889364 (both 1959 to Baxter Labs.). Direct determn in serum by RIA: J. C. Nelson, R. T. Tomel, Clin. Chem. 34, 1737 (1988). Comprehensive description of levothyroxine sodium: A. Post, R. J. Warren, Anal. Profiles Drug Subs. 5, 225-281 (1976). Review of pharmacology: E. Sypniewski, Ann. Thorac. Surg. 56, S2-S8 (1993); of therapeutic use: A. D. Toft, N. Engl. J. Med. 331, 174-180 (1994). Review of thyroid physiology: D. A. Fisher, Clin. Chem. 42, 135-139 (1996); R. R. Cavalieri, Thyroid 7, 177-181 (1997).

Properties: Crystals, dec 235-236°. [a]25546 -3.2° (0.66 g in 6.07 g of 0.5N NaOH and 13.03 g alc); [a]D20 -4.4° (3% in 0.13N NaOH in 70% EtOH).

Optical Rotation: [a]25546 -3.2° (0.66 g in 6.07 g of 0.5N NaOH and 13.03 g alc); [a]D20 -4.4° (3% in 0.13N NaOH in 70% EtOH)

 

Derivative Type: Sodium salt

CAS Registry Number: 55-03-8

Additional Names: Levothyroxine sodium

Trademarks: Eferox (Wyeth); Eltroxin (GSK); Euthyrox (Merck KGaA); Levaxin (Nycomed); Levothroid (Forest); Levothyrox (Merck-Cl¢enot); Levoxyl (Jones); Oroxine (GSK); Soloxine (Virbac); Synthroid (Knoll); Thyro-Tabs (VET A MIX)

Molecular Formula: C15H10I4NNaO4

Molecular Weight: 798.85

Percent Composition: C 22.55%, H 1.26%, I 63.54%, N 1.75%, Na 2.88%, O 8.01%

Properties: Occurs as the hydrate. Triclinic crystals or cream-colored powder. Odorless, tasteless, somewhat hygroscopic. d420 2.381. [a]D20 -4.4° (c = 3 in 70% ethanol). Soly in water (25°): about 15 mg/100 ml. Sol in mineral acids and in solns of alkali hydroxides and carbonates. More sol in alcohol. Very slightly sol in chloroform, ether. pH of a satd water soln: 8.35 to 9.35.

Optical Rotation: [a]D20 -4.4° (c = 3 in 70% ethanol)

Density: d420 2.381

 

Derivative Type: DL-Thyroxine

CAS Registry Number: 300-30-1

Properties: Needle-like crystals. Dec 231-233°. Insol in water, in alcohol, and in the other usual organic solvents, but in the presence of mineral acids or alkalies it dissolves in alcohol; sol in solns of the alkali hydroxides and in hot solns of the alkali carbonates.

 

Derivative Type: D-Thyroxine

CAS Registry Number: 51-49-0

Additional Names: Dextrothyroxine

Properties: Crystals, dec 237°. [a]21546 +2.97° (0.74 g in 6 g of 0.5N NaOH and 14 g of alcohol).

Optical Rotation: [a]21546 +2.97° (0.74 g in 6 g of 0.5N NaOH and 14 g of alcohol)

 

Derivative Type: D-Thyroxine sodium salt

CAS Registry Number: 137-53-1

Additional Names: Dextrothyroxine sodium

Trademarks: Choloxin (Knoll); Debetrol (Sanofi); Dethyrona (Abbott); Dextroid (Baxter); Dynothel (Henning); Eulipos (Boehringer, Mann.)

 

Therap-Cat: Thyroid hormone. Dextrothyroxine as antilipemic.

Therap-Cat-Vet: Thyroid hormone.

Keywords: Antihypothyroid; Thyroid Hormone.

CAS Number55-03-8
Product NameLevothroid
IUPAC Namesodium;(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate
Molecular FormulaC15H10I4NNaO4
Molecular Weight798.85 g/mol
InChIInChI=1S/C15H11I4NO4.Na/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);/q;+1/p-1/t12-;/m0./s1
InChI KeyYDTFRJLNMPSCFM-YDALLXLXSA-M
SMILESC1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)[O-])N.[Na+]
Synonyms3,5,3',5'-Tetraiodothyronine, Berlthyrox, Dexnon, Eferox, Eltroxin, Eltroxine, Euthyrox, Eutirox, L Thyrox, L Thyroxin beta, L Thyroxin Henning, L Thyroxine, L Thyroxine Roche, L-3,5,3',5'-Tetraiodothyronine, L-Thyrox, L-Thyroxin beta, L-Thyroxin Henning, L-Thyroxine, L-Thyroxine Roche, Lévothyrox, Levo T, Levo-T, Levothroid, Levothyroid, Levothyroxin Deladande, Levothyroxin Delalande, Levothyroxine, Levothyroxine Sodium, Levoxine, Levoxyl, Novothyral, Novothyrox, O-(4-Hydroxy-3,5-diiodophenyl) 3,5-diiodo-L-tyrosine, O-(4-Hydroxy-3,5-diiodophenyl)-3,5-diiodotyrosine, Oroxine, Sodium Levothyroxine, Synthroid, Synthrox, T4 Thyroid Hormone, Thevier, Thyrax, Thyroid Hormone, T4, Thyroxin, Thyroxine, Tiroidine, Tiroxina Leo, Unithroid
Canonical SMILESC1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)[O-])N.[Na+]
Isomeric SMILESC1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@@H](C(=O)[O-])N.[Na+]


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