N-Desmethyl Iomeprol

Base Information

• Chemical Name: N-Desmethyl Iomeprol
• CAS No.: 77868-40-7
• Molecular Formula: C16H20I3N3O8
• Molecular Weight: 763.064
• DSSTox Substance ID: DTXSID30447909
• Mol file: 77868-40-7.mol

Synonyms:N-Desmethyl Iomeprol;77868-40-7;1-N,3-N-bis(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)amino]-2,4,6-triiodobenzene-1,3-dicarboxamide;1,3-Benzenedicarboxamide,N,N'-bis(2,3-dihydroxypropyl)-5-[(hydroxyacetyl)amino]-2,4,6-triiodo-;SCHEMBL5030922;DTXSID30447909;ZPJJDGLVOWPGAN-UHFFFAOYSA-N;BCP33124;AKOS030254977;AG-H-12138;1,3-Benzenedicarboxamide,N,N'-bis(2,3-dihydroxypropyl)-5-[(hydroxyacetyl)amino]-2,4,6-triiodo;AC-30726;N,N'-bis-(2,3-dihydroxypropyl)-5-glycolamido-2,4,6-triiodoisophthalamide;Ioversol hydrolysate;N,N'-Bis(2,3-dihydroxypropyl)-5-[(hydroxyacetyl)amino]-2,4,6-triiodo-1,3-benzenedicarboxamide

Chemical Property of N-Desmethyl Iomeprol

Chemical Property:

• Refractive Index: 1.7550 (estimate)
• Boiling Point: 784.1±60.0 °C(Predicted)
• PKA: 10.57±0.70(Predicted)
• PSA: 198.92000
• Density: 2.3670 (rough estimate)
• LogP: 0.39630
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Water
• Water Solubility.: 17.68g/L(25 oC)
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 762.8385
• Heavy Atom Count: 30
• Complexity: 562

Purity/Quality:

>95% ^*data from raw suppliers

N-DesmethylIomeprol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CO)O)NC(=O)C1=C(C(=C(C(=C1I)NC(=O)CO)I)C(=O)NCC(CO)O)I
• Uses: N-Desmethyl Iomeprol is an intermediate used in the preparation of Iomeprol (I730500), and x-ray contrast agent.

Technology Process of N-Desmethyl Iomeprol

There total 6 articles about N-Desmethyl Iomeprol 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: 99.2%

2-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-oxoethyl acetate → N1,N3-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide (77868-40-7)

Guidance literature:

With sodium hydroxide; In water; at 25 - 30 ℃; for 8h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 93.0%

5-(acetoxyacetylamino)-N,N'-bis(2,3-diacetoxypropyl)-2,4,6-triiodoisophthalamide (87785-51-1) → N1,N3-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide (77868-40-7)

Guidance literature:

With sulfuric acid; In methanol; for 24h; Reflux;

Reference yield:

2-((3,5-bis (chlorocarbonyl)-2,4,6-triiodophenyl)amino)-2-oxoethyl acetate (78314-12-2) → N1,N3-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide (77868-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl acetamide / 15 h / 15 - 30 °C

2: sodium hydroxide / water / 8 h / 25 - 30 °C

With triethylamine; sodium hydroxide; In N,N-dimethyl acetamide; water;

upstream raw materials:

5-(acetoxyacetylamino)-N,N'-bis(2,3-diacetoxypropyl)-2,4,6-triiodoisophthalamide

2-((3,5-bis (chlorocarbonyl)-2,4,6-triiodophenyl)amino)-2-oxoethyl acetate

5-amino-2,4,6-triiodoisophthalic acid dichloride

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

Downstream raw materials:

ioversol

iomeprol

Refernces

• 1、 -. "New Methods for Preparing an Intermediate of Contrast Medium and Methods for Preparing Contrast Medium". . . Retrieved 2020/10/07.
• 2、 -. "METHOD FOR PREPARING TRIIODOISOPHTHALAMIDE X-RAY CONTRAST MEDIA IOVERSOL". Paragraph 0043-0045. . Retrieved 2020/03/05.