76820-34-3

Basic information

• Product Name: N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide
• Synonyms: N,N'-BIS(2,3-DIHYDROXYPROPYL)-2,4,6-TRIIODO-5-NITRO-1,3-BENZENEDICARBOXAMIDE;5-Nitro-N,N'-bis(2,3-dihydroxypropyl)isophthalamide;5-NITRO-N,N'-BIS(2,3-DIHYDROXYPROPYL)-1,3-BENZENEDICARBOXAMIDE[IOHEXOL INTERMEDIATE];N,N'-Bis(2,3-Dihydorxypropyl)-5-Benzenediformamide;N,N`-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenediformamide;N,N-Bis-(2,3-dihydroxypropyl)-5-nitroisophthalamide;5-AMINO C N,N'' C BIS (2,3-DIHYDROXYPROPYL)-2,4,6-TRIIODO-1,3-BENZENEDICARBOXAMIDE;N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide
• CAS NO: 76820-34-3
• Molecular Formula: C₁₄H₁₉N₃O₈
• Molecular Weight: 357.32
• Product Categories: Aromatics;Intermediates;Labeling and Diagnostics Reagents
• Mol File: 76820-34-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 50ºC
• Flash Point: >230ºC
• Appearance: White or slight yellow crystal powder
• Density: 1.189 g/mL
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• Stability: Hygroscopic
• CAS DataBase Reference: N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide(76820-34-3)
• EPA Substance Registry System: N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide(76820-34-3)

Safety Data

• Hazardous Substances Data: 76820-34-3(Hazardous Substances Data)

Usage

Description

N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide is a complex organic compound with a unique molecular structure that features two 2,3-dihydroxypropyl groups attached to a 5-nitro-1,3-benzenedicarboxamide backbone. N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide possesses specific chemical properties that make it suitable for various applications, particularly in the medical field.

Uses

Used in Pharmaceutical Industry:
N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide is used as an active pharmaceutical ingredient for the preparation of X-ray contrast agents. Its unique chemical properties allow it to enhance the visibility of internal structures during X-ray imaging procedures, aiding in the diagnosis and monitoring of various medical conditions.
Used in Radiology:
In the field of radiology, N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide serves as a crucial component in the formulation of X-ray contrast agents. These agents are essential for improving the contrast between different tissues and organs during X-ray examinations, facilitating more accurate diagnoses and treatment planning.

Upstream product

• 616-30-8 3-Amino-1,2-propanediol 
• 13290-96-5 dimethyl 5-nitroisophthalate 

Downstream Products

• 92339-11-2 iodixanol 
• 66108-95-0 iohexol 
• 31127-80-7 N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide 
• 76820-35-4 5-Amino-N,N'-bis[2,3-dihydroxypropyl]-1,3-benzenedicarboxamide 
• 76801-93-9 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide 

Relevant articles and documents

An intermediate of iodoxanol and a method for preparing iodixanol thereof

The present invention provides a method for preparing iodoxasol intermediates of iodoxaol, the intermediate formula VI of iodkesarol VI: 5,5'-[(2-hydroxy-1,3-propanedioxy)bis (acetylimino)] bis [N,N'-bis(2,3-dihydroxypropyl)-1,3-benzenedicarboxamide], iodized by formula VI to obtain iodoxaol finished products; the present invention provides a new synthetic idea of first forming a dimer and then iodizing, The prepared iodoxaol finished product: the total impurity content ≤ 1.0%, the impurity G content ≤0.5%; the method of the present invention has mild reaction conditions, low damage to the equipment, simple process, green environmental protection and low cost, can ensure the continuous production of high-quality products, has a high application value, suitable for industrial production.

Synthesis of N1,N3-BIS(2,3-DIHYDROXYPROPYL)-5-NITROISOPHTHALAMIDE

The present disclosure generally relates to a new process for the preparation of high purity 5-nitro-isophthalamide compounds, which are useful as intermediates for the preparation of imaging agents, such as iodinated x-ray contrast imaging agents like ioversol, iohexyl and iopamidol.

IODINATION PROCESS FOR THE PREPARATION OF 3,5-DISUBSTITUTED-2,4,6-TRIIODO AROMATIC AMINES COMPOUNDS

The invention discloses a improved process for the preparation of 3,5-disubstituted- 2,4,6-triiodo aromatic amines of formula (II), wherein R1 and R2 are defined as herein. The compounds of formula (II) are the key intermediates for the synthesis of a series of non-ionic contrast agents such as Iopamidol, Iohexol and Iodixanol. The process comprises reacting chlorine-free iodinating reagents with 3,5-disubstituted-2,4,6-triiodo aromatic amines to obtain 3,5-disubstituted-2,4,6-triiodo aromatic amines of formula (II), wherein the molar yield of the iodination reaction can reach to 89%.