L-3,5-Diiodothyronine

Base Information

• Chemical Name: L-3,5-Diiodothyronine
• CAS No.: 1041-01-6
• Molecular Formula: C₁₅H₁₃I₂NO₄
• Molecular Weight: 525.082
• Hs Code.: 29225090
• Mol file: 1041-01-6.mol

Synonyms:L-3,5-Diiodothyronine

Chemical Property of L-3,5-Diiodothyronine

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 2.39E-13mmHg at 25°C
• Melting Point: 255-260 °C (dec.)
• Refractive Index: 1.726
• Boiling Point: 559.4 °C at 760 mmHg
• PKA: 2.15±0.30(Predicted)
• Flash Point: 292.1 °C
• PSA: 92.78000
• Density: 2.095 g/cm³
• LogP: 4.04840
• Storage Temp.: 2-8°C
• Solubility.: Acidic Alcohol (Slightly), Aqueous Base (Slightly)
• Water Solubility.: 20.147mg/L at 20℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 524.89340
• Heavy Atom Count: 22
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

3,5-Diiodo-L-thyronine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)[O-])[NH3+])I
• Isomeric SMILES: C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)C[C@@H](C(=O)[O-])[NH3+])I
• Uses: 3,5-Diiodo-L-thyronine is an iodinated thyronine hormone that regulates gene activity affecting processes such as homeostasis, lipid metabolism and insulin resistance. Of interest for the early detection and treatment of congenital or drug-induced hypothyroidism.

Technology Process of L-3,5-Diiodothyronine

There total 23 articles about L-3,5-Diiodothyronine 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: 95.8%

N-acetyl-O-(4-methoxyphenyl)-3,5-diiodo-L-tyrosine ethyl ester (83249-56-3) → 3,5-diiodo-L-thyronine (1041-01-6,534-51-0,5563-89-3,299-82-1)

Guidance literature:

With hydrogen iodide; acetic acid; at 120 ℃; for 4h; Reagent/catalyst; Temperature;

Reference yield: 92.0%

L-thyroxine (51-48-9,24486-40-6) → 3,5-diiodo-L-thyronine (1041-01-6,534-51-0,5563-89-3,299-82-1)

Guidance literature:

With sodium sulfite; In water; at 130 ℃; for 2h; Sealed tube; Microwave irradiation; Green chemistry;

DOI:10.1039/c9gc00467j

Reference yield: 85.5%

2-amino-3-(3,5-diiodo-4-(4-methoxyphenoxy)phenyl)propanoic acid (94345-95-6) → 3,5-diiodo-L-thyronine (1041-01-6,534-51-0,5563-89-3,299-82-1)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 5h; Temperature;

upstream raw materials:

N-formyl-3,5-diiodo-L-thyronine

1-oxaspiro[2.5]octa-4,7-dien-6-one

3,5-diiodo-l-tyrosine

(4-hydroxyphenyl)methanol

Downstream raw materials:

liothyronine sodium

L-thyroxine sodium

3-Monoiodothyronine

O-(4-hydroxyphenyl)-3,5-diiodo-L-tyrosine

Refernces

• 1、 -. "Improved method for synthesizing L-thyroxine sodium". . . Retrieved 2019/06/11.
• 2、 Hackenmueller, Sarah A.,Scanlan, Thomas S.. "The synthesis of 13C9-15N-labeled 3,5-diiodothyronine and thyroxine". . p. 1439 - 1446. Retrieved 2013/05/22.