5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

Base Information

• Chemical Name: 5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide
• CAS No.: 171897-74-8
• Molecular Formula: C₃₃H₄₂I₆N₆O₁₄
• Molecular Weight: 1508.16
• UNII: 8H82345SLO
• Wikidata: Q27270485
• Mol file: 171897-74-8.mol

Synonyms:Deacetyl Iodixanol;171897-74-8;5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide;8H82345SLO;5-[[3-[N-acetyl-3,5-bis(2,3-dihydroxypropylcarbamoyl)-2,4,6-triiodoanilino]-2-hydroxypropyl]amino]-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide;(+/-)-5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide;1,3-Benzenedicarboxamide, 5-(acetyl(3-((3,5-bis(((2,3-dihydroxypropyl)amino)carbonyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-;5-(Acetyl(3-((3,5-bis(((2,3-dihydroxypropyl)amino)carbonyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide;UNII-8H82345SLO;Iodixanol specified impurity C [EP];SCHEMBL15076952;IODIXANOL IMPURITY C [EP IMPURITY];Q27270485

Chemical Property of 5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

Chemical Property:

• PSA: 344.77000
• LogP: 0.84430
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 22
• Exact Mass: 1507.7027
• Heavy Atom Count: 59
• Complexity: 1310

Purity/Quality:

99% ^*data from raw suppliers

DeacetylIodixanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(CC(CNC1=C(C(=C(C(=C1I)C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I)O)C2=C(C(=C(C(=C2I)C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I
• Uses: An impurity in the preparation of the x-ray contrast agent Iodixanol.

Technology Process of 5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

There total 4 articles about 5-(Acetyl(3-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)amino)-2-hydroxypropyl)amino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide 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:

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (76801-93-9) → 5,5'-(N-acetyl-2-hydroxypropane-1,3-diyldiamino)bis (171897-74-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / DMAP / toluene / 24 h / 40 °C

2: 84 percent / K₂CO₃ / N,N-dimethyl-acetamide / 24 h / Ambient temperature

3: 94 percent / aq. Br₂, Amberlite IRA-68 / 0 °C

4: H₂O / 48 h / Ambient temperature; pH=12.0

With dmap; Amberlite IRA-68; bromine; potassium carbonate; In N,N-dimethyl acetamide; water; toluene;

DOI:10.3891/acta.chem.scand.49-0737

Reference yield:

N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(2,2,2-trifluoroacetamido)isophthalamide (167630-07-1) → 5,5'-(N-acetyl-2-hydroxypropane-1,3-diyldiamino)bis (171897-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / K₂CO₃ / N,N-dimethyl-acetamide / 24 h / Ambient temperature

2: 94 percent / aq. Br₂, Amberlite IRA-68 / 0 °C

3: H₂O / 48 h / Ambient temperature; pH=12.0

With Amberlite IRA-68; bromine; potassium carbonate; In N,N-dimethyl acetamide; water;

DOI:10.3891/acta.chem.scand.49-0737

Reference yield:

5-(N-allyl-2,2,2-trifluoroacetamido)-N,N'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (171897-75-9) → 5,5'-(N-acetyl-2-hydroxypropane-1,3-diyldiamino)bis (171897-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / aq. Br₂, Amberlite IRA-68 / 0 °C

2: H₂O / 48 h / Ambient temperature; pH=12.0

With Amberlite IRA-68; bromine; In water;

DOI:10.3891/acta.chem.scand.49-0737

upstream raw materials:

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

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

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

N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(2,2,2-trifluoroacetamido)isophthalamide