Iotrolan

Base Information

• Chemical Name: Iotrolan
• CAS No.: 79770-24-4
• Molecular Formula: C₃₇H₄₈I₆N₆O₁₈
• Molecular Weight: 1626.24
• UNII: 16FL47B687
• DSSTox Substance ID: DTXSID0023165
• Nikkaji Number: J24.140G
• Wikipedia: Iotrolan
• Wikidata: Q6064149
• NCI Thesaurus Code: C65945
• Metabolomics Workbench ID: 152402
• ChEMBL ID: CHEMBL1200555
• Mol file: 79770-24-4.mol

Synonyms:DL 3-117;DL 3117;DL-3-117;iotrol;iotrolan;Isovist;Isovist 300;Osmovist

Chemical Property of Iotrolan

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.761
• Boiling Point: 1390.4 °C at 760 mmHg
• PKA: 5.51±0.70(Predicted)
• Flash Point: 794.7 °C
• PSA: 399.78000
• Density: 2.316 g/cm³
• LogP: -2.33070
• Storage Temp.: 2-8°C
• Solubility.: Very soluble in water, freely soluble in dimethyl sulfoxide, practically insoluble in ethanol (96 per cent).
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 24
• Exact Mass: 1625.7293
• Heavy Atom Count: 67
• Complexity: 1450

Purity/Quality:

98%min ^*data from raw suppliers

Iotrolan European Pharmacopoeia (EP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=C(C(=C(C(=C1I)C(=O)NC(CO)C(CO)O)I)C(=O)NC(CO)C(CO)O)I)C(=O)CC(=O)N(C)C2=C(C(=C(C(=C2I)C(=O)NC(CO)C(CO)O)I)C(=O)NC(CO)C(CO)O)I
• Uses: Diagnostic aid (radiopaque medium).

Technology Process of Iotrolan

There total 3 articles about Iotrolan 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: 92.6%

5,5'-(N,N-dimethylmalonyldiimino)-bis(N1,N3-bis(6-hydroxy-2,2-dimethyldioxepan-5-imino))-2,4,6-triiodoisophthalamide → IOTROLAN (79770-24-4,80450-47-1)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 24h; Concentration;

Reference yield:

2,4,6-triiodo-5-(methylamino)isophthalic acid (40976-89-4) → IOTROLAN (79770-24-4,80450-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Aliquat 336; thionyl chloride / toluene / 8 h / 70 - 90 °C

1.2: 6 h / 75 - 80 °C / Inert atmosphere

2.1: triethylamine / N,N-dimethyl acetamide / 20 h / 20 °C / Cooling with ice

3.1: hydrogenchloride / water / 24 h / 20 °C

With hydrogenchloride; thionyl chloride; Aliquat 336; triethylamine; In N,N-dimethyl acetamide; water; toluene;

Reference yield:

2,4,6-triiodo-5-aminoisophthalic acid (35453-19-1) → IOTROLAN (79770-24-4,80450-47-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / methanol / 3 h / 45 - 50 °C

2.1: Aliquat 336; thionyl chloride / toluene / 8 h / 70 - 90 °C

2.2: 6 h / 75 - 80 °C / Inert atmosphere

3.1: triethylamine / N,N-dimethyl acetamide / 20 h / 20 °C / Cooling with ice

4.1: hydrogenchloride / water / 24 h / 20 °C

With hydrogenchloride; thionyl chloride; sulfuric acid; Aliquat 336; triethylamine; In methanol; N,N-dimethyl acetamide; water; toluene;

upstream raw materials:

2,4,6-triiodo-5-(methylamino)isophthalic acid

2,4,6-triiodo-5-aminoisophthalic acid

Refernces