Iopentol

Base Information

• Chemical Name: Iopentol
• CAS No.: 89797-00-2
• Molecular Formula: C₂₀H₂₈I₃N₃O₉
• Molecular Weight: 835.171
• Hs Code.: 2924296000
• UNII: 7D6XWX076T
• DSSTox Substance ID: DTXSID40869032
• Nikkaji Number: J25.830J
• Wikipedia: Iopentol
• Wikidata: Q6063892
• NCI Thesaurus Code: C167020
• Metabolomics Workbench ID: 49617
• ChEMBL ID: CHEMBL2104783
• Mol file: 89797-00-2.mol

Synonyms:Imagopaque;iopentol

Chemical Property of Iopentol

Chemical Property:

• Vapor Pressure: 1.99E-31mmHg at 25°C
• Boiling Point: 858.8°C at 760 mmHg
• Flash Point: 473.2°C
• PSA: 195.87000
• Density: 2.095g/cm³
• LogP: 0.17620
• Storage Temp.: 2-8°C
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 13
• Exact Mass: 834.8960
• Heavy Atom Count: 35
• Complexity: 668

Purity/Quality:

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

Iopentol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(CC(COC)O)C1=C(C(=C(C(=C1I)C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I
• Uses: A nonionic radiocontrast agent.

Technology Process of Iopentol

There total 3 articles about Iopentol 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:

1-chloro-3-methoxypropan-2-ol (4151-97-7) + N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide (31127-80-7) → N,N'-bis(2,3-dihydroxypropyl)-5-[N-(2-hydroxy-3-methoxypropyl)acetamido]-2,4,6-triiodoisophthalamide (89797-00-2)

Guidance literature:

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide; With boric acid; potassium hydroxide; In water; at 20 ℃; for 48h; pH=12.4;

1-chloro-3-methoxypropan-2-ol; In water; at 20 ℃; for 24h; Time; pH-value;

DOI:10.1021/op000134x

Reference yield:

glycidyl methyl ether (930-37-0) + N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide (31127-80-7) → N,N'-bis(2,3-dihydroxypropyl)-5-[N-(2-hydroxy-3-methoxypropyl)acetamido]-2,4,6-triiodoisophthalamide (89797-00-2)

Guidance literature:

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide; With boric acid; potassium hydroxide; In water; at 20 ℃; for 48h; pH=11.7;

glycidyl methyl ether; In water; at 20 ℃; for 24h; Time; pH-value;

DOI:10.1021/op000134x

Reference yield:

1-chloro-3-methoxypropan-2-ol (4151-97-7) + N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide (31127-80-7) → N,N'-bis(2,3-dihydroxypropyl)-5-[N-(2-hydroxy-3-methoxypropyl)acetamido]-2,4,6-triiodoisophthalamide (89797-00-2) + 5-[Acetyl-(2-hydroxy-3-methoxy-propyl)-amino]-N,N'-bis-(2,3-dihydroxy-propyl)-N-(2-hydroxy-3-methoxy-propyl)-2,4,6-triiodo-isophthalamide + 5-[Acetyl-(2-hydroxy-3-methoxy-propyl)-amino]-N-(2,3-dihydroxy-propyl)-N'-[3-hydroxy-2-(2-hydroxy-3-methoxy-propoxy)-propyl]-2,4,6-triiodo-isophthalamide + 5-[Acetyl-(2-hydroxy-3-methoxy-propyl)-amino]-N-(2,3-dihydroxy-propyl)-N'-[2-hydroxy-3-(2-hydroxy-3-methoxy-propoxy)-propyl]-2,4,6-triiodo-isophthalamide

Guidance literature:

With sodium hydroxide; calcium chloride; multistep reaction; cationic influence on the N/O alkylation selectivity; various metals chloride; var. concentr., var. reaction times and temperatures;

upstream raw materials:

1-chloro-3-methoxypropan-2-ol

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

glycidyl methyl ether

Refernces

• 1、 Bjoersvik, Hans-Rene,Aabye, Arne Wang,Carlson, Rolf,Carlsen, Per. "An Observation of Cationic Influence on the N/O Alkylation Selectivity in the Alkylation of a Compound Containing Several Nucleophilic Sites". . p. 582 - 588. Retrieved 2007/10/02.