87771-40-2

Basic information

• Product Name: Ioversol
• Synonyms: 6-triiodo-droxyethyl)amino)-4;mp-328;n,n'-bis(2,3-dihydroxypropyl)-5-[(2-hydroxyacetyl)-(2-hydroxyethyl)amino]-2,4,6-triiodo-benzene-1,3-dicarboxamide;Loversol;1,3-Benzenedicarboxamide, N,N'-bis(2,3-dihydroxypropyl)-5-[(hydroxyacetyl)(2-hydroxyethyl)amino]-2,4,6-triiodo-;Optiray;Optiray 320;P 530
• CAS NO: 87771-40-2
• Molecular Formula: C₁₈H₂₄I₃N₃O₉
• Molecular Weight: 807.11
• EINECS: 1533716-785-6
• Product Categories: Amines;Aromatics;Diagnostic;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 87771-40-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 180-182°C
• Boiling Point: 864.9 °C at 760 mmHg
• Flash Point: 476.9 °C
• Appearance: /
• Density: d37 1.371 (c = 320 mgI/ml)
• Vapor Pressure: 6.43E-32mmHg at 25°C
• Refractive Index: 1.738
• Storage Temp.: Refrigerator
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• PKA: 11.34±0.46(Predicted)
• CAS DataBase Reference: Ioversol(CAS DataBase Reference)
• NIST Chemistry Reference: Ioversol(87771-40-2)
• EPA Substance Registry System: Ioversol(87771-40-2)

Safety Data

• Hazardous Substances Data: 87771-40-2(Hazardous Substances Data)

Usage

Description

Ioversol is a type of organoiodine compound that serves as a contrast medium in various medical imaging procedures. It possesses a high iodine content and several hydrophilic groups, which allow it to effectively opacify blood vessels and enhance the visualization of internal structures.

Uses

Used in Medical Imaging:
Ioversol is used as a nonionic, low osmolality radiographic contrast agent for diagnostic purposes. It is particularly useful in the following applications:
1. Peripheral and coronary arteriography: Ioversol helps in visualizing the peripheral and coronary arteries, aiding in the diagnosis of arterial diseases.
2. Left ventriculography: This contrast agent is used to examine the left ventricle of the heart, providing insights into its function and any potential abnormalities.
3. Cardiovascular system angiography: Ioversol is employed to visualize the blood vessels of the cardiovascular system, assisting in the identification of blockages or other issues.
4. Cerebral angiography: The contrast agent is used to map the blood vessels in the brain, which is crucial for diagnosing conditions such as aneurysms or vascular malformations.
5. Venography: Ioversol is utilized to image the veins, helping to detect issues like deep vein thrombosis or varicose veins.
6. Tomographic imaging of the head and body: As a contrast agent, Ioversol enhances the visualization of internal structures in computed tomography (CT) scans, improving the accuracy of diagnoses.
7. Intravenous excretory urography: Ioversol is used to examine the urinary system, including the kidneys, ureters, and bladder, to identify any abnormalities or obstructions.

References

http://www.rxlist.com/optiray-injection-drug.htm https://www.drugbank.ca/drugs/DB09134

InChI:InChI=1/C18H24I3N3O9/c19-13-11(17(32)22-3-8(29)5-26)14(20)16(24(1-2-25)10(31)7-28)15(21)12(13)18(33)23-4-9(30)6-27/h8-9,25-30H,1-7H2,(H,22,32)(H,23,33)

Upstream product

• 77868-40-7 N₁,N₃-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide 
• 540-51-2 2-bromoethanol 
• 77203-11-3 5-chloroacetamido-N,N'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide 
• 107-07-3 2-chloro-ethanol 
• 37441-29-5 5-amino-2,4,6-triiodoisophthalic acid dichloride 
• 78314-12-2 2-((3,5-bis (chlorocarbonyl)-2,4,6-triiodophenyl)amino)-2-oxoethyl acetate 
• 849668-82-2 N,N'-bis(2,3-dihydroxypropyl)-5-[N-(2-hydroxyethyl) (2-chloroacetamido)]-2,4,6-triiodoisopthalamide 
• 76801-93-9 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide 
• 104517-96-6 N,N'-bis(2,3-dihydroxypropyl)-5-[[N-(2-hydroxyethyl)-carbamoyl]methoxy]-2,4,6-triiodoisophthalamide 

Relevant articles and documents

New Methods for Preparing an Intermediate of Contrast Medium and Methods for Preparing Contrast Medium

A manufacturing method of the present invention reduces treatment processes when manufacturing a contrast medium or an intermediate thereof, and thus generates less waste solvent, thereby being eco-friendly and capable of significantly reducing a manufacturing cost. Therefore, the manufacturing method of the present invention is economical and suitable for mass production since the production cost of the contrast medium can be greatly reduced.

Method for preparing ioversol

The invention discloses a method for preparing ioversol. Compound I: [5-hydroxyacetamido]-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodide-1,3-phthalamide, chloroethanol or analogues thereof is used as raw materials, disodium hydrogen phosphate or dipotassium hydrogen phosphate is used as acid binding agent, and the reaction is carried out in a solvent, and after the reaction is completed, ioversol is obtained through post-treatment. As that buff base disodium hydrogen phosphate or disodium potassium hydrogen phosphate is used as the acid binding agent, the reaction condition is relatively mild,and the disadvantage of unstable pH in the reaction process is overcome; therefore, the ioversol impurity prepared by the invention is small and less, in particular, the alkoxy impurity can be controlled below 0.5%, and the yield is high, and the yield can reach 90-98%, and the method has features of green environmental protection and simple operation.

Preparation method of ioversol

The present invention provides a novel preparation method of ioversol. The method comprises the following steps: adding a protection group to 5-hydroxyacetylamino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide, conducting an alkylation reaction under an alkaline condition, and carrying out deprotection, so as to prepare ioversol. According to the preparation method disclosedby the invention, hydroxyl is protected before alkylation, so that the generation of ioversol rearrangement impurities (impurity II) in the alkylation preparation process is effectively controlled, the refining difficulty of a finished product is reduced, the refining yield is increased, and the preparation method is more suitable for industrialization.