D-Thyroxine

Base Information

• Chemical Name: D-Thyroxine
• CAS No.: 51-49-0
• Molecular Formula: C15H11I4NO4
• Molecular Weight: 776.875
• Hs Code.: 2922509090
• European Community (EC) Number: 200-102-7
• UNII: 4W9K63FION
• DSSTox Substance ID: DTXSID60199000
• Nikkaji Number: J4.119J
• Wikipedia: Dextrothyroxine
• Wikidata: Q5268499
• NCI Thesaurus Code: C61719
• Pharos Ligand ID: YGY4B6U77PV1
• Metabolomics Workbench ID: 42852
• ChEMBL ID: CHEMBL559
• Mol file: 51-49-0.mol

Synonyms:Thyroxine,D- (8CI);3,3',5,5'-Tetraiodo-D-thyronine;D-T4;D-Thyroxine;Dextrothyroxine;

Chemical Property of D-Thyroxine

Chemical Property:

• Appearance/Colour: Cream solid.
• Melting Point: 225 °C
• Refractive Index: 1.759
• Boiling Point: 576.3 °C at 760 mmHg
• PKA: 2.12±0.30(Predicted)
• Flash Point: 302.3°C
• PSA: 92.78000
• Density: 2.635g/cm³
• LogP: 5.25760
• Storage Temp.: 2-8°C
• Solubility.: Acidic Alcohol (Slightly), Aqueous Acid (Slightly, Sonicated), Aqueous Base (Sli
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 776.6867
• Heavy Atom Count: 24
• Complexity: 420

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Thyroxine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 36/37-36-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)O)N
• Isomeric SMILES: C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@H](C(=O)O)N
• Biological Functions: Dextrothyroxine, the synthetic D-(+)-stereoisomer isomer of L-(–)-T4, was introduced in hypocholesteremichypolipidemic therapy with the premise that it would be void of calorigenic effects. The possibility of trace contamination with and metabolic conversion to T4 and congeners has restricted its use, however, especially in patients with coronary heart disease.

Technology Process of D-Thyroxine

There total 10 articles about D-Thyroxine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

thyroxine (300-30-1,24486-40-6) → L-thyroxine (51-48-9,24486-40-6) + dextrothyroxine (51-49-0,24486-40-6)

Guidance literature:

With chiral stationary phase including isopropyl-functionalized CF₆; In methanol; acetic acid; triethylamine; acetonitrile; at 20 ℃; Purification / work up;

Reference yield:

D-Diiodothyronine (5563-89-3) → dextrothyroxine (51-49-0,24486-40-6)

Guidance literature:

With ethylamine; anschliessend Behandeln mit Jod in wss. KI;

DOI:10.1039/jr9520002366

Reference yield:

3,5-diiodo-DL-thyronine (534-51-0) → dextrothyroxine (51-49-0,24486-40-6)

Guidance literature:

Multi-step reaction with 4 steps

2: (+)-α-phenethylamine; water

3: hydrobromic acid

4: concentrated ammonia; iodine-potassium iodide

With ammonia; water; hydrogen bromide; iodine; (+)-1-phenylethylamine;

upstream raw materials:

D-3,5-Diiodotyrosine

D-Diiodothyronine

3,5-diiodo-DL-thyronine

tyrosine

Refernces

• 1、 -. "Acylated insulin". . . Retrieved 2008/06/13.