3,5-Diiodothyronine

Base Information

• Chemical Name: 3,5-Diiodothyronine
• CAS No.: 534-51-0
• Molecular Formula: C15H13 I2 N O4
• Molecular Weight: 525.082
• Hs Code.: 2922509090
• European Community (EC) Number: 213-867-7
• NSC Number: 90469,90468
• UNII: U1Y9GN485M
• DSSTox Substance ID: DTXSID60862141
• Nikkaji Number: J6.339H
• Wikipedia: 3,5-Diiodothyronine
• Wikidata: Q20888848
• Metabolomics Workbench ID: 37320
• ChEMBL ID: CHEMBL150462
• Mol file: 534-51-0.mol

Synonyms:3,5-diiodo-DL-thyronine;3,5-diiodo-L-thyronine;3,5-diiodothyronine;3,5-diiodothyronine, (DL)-isomer;3,5-diiodothyronine, (L)-isomer;3,5-T2

Chemical Property of 3,5-Diiodothyronine

Chemical Property:

• Melting Point: 250-252 °C
• Boiling Point: 559.4°Cat760mmHg
• PKA: 2.15±0.30(Predicted)
• Flash Point: 292.1°C
• PSA: 92.78000
• Density: 2.095g/cm³
• LogP: 4.04840
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 524.89340
• Heavy Atom Count: 22
• Complexity: 365

Purity/Quality:

98%min ^*data from raw suppliers

3,5-DIIODO-DL-THYRONINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)I

Technology Process of 3,5-Diiodothyronine

There total 39 articles about 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:

DL-N-Acetyl-3-<3,5-diiod-4-(4-methoxy-3-tert.-butyl-phenoxy)-phenyl>-2-amino-propionsaeure-ethylester

N-acetyl-O'-benzoyl-3,5-diiodo-L-thyronine ethyl ester

N-acetyl-3,5-diiodo-DL-tyrosine ethyl ester

4-Benzyloxyphenol

Downstream raw materials:

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

3',5'-dibromo-3,5-diiodo-thyronine

thyroxine

DL-thyronine

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.