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 TRIIODOISOPHTHALAMIDE X-RAY CONTRAST MEDIA IOVERSOL

The present invention relates to a method for producing an X-ray contrast agent ioversol. More specifically, the present invention relates to the method for manufacturing the X-ray contrast agent ioversol in which an inorganic base, chloride and the like are added to 5-(2-hydroxyacetamido)-N,Nandprime;-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide(chemical formula 9), followed by performing an N-alkylation reaction, thereby being able to easily separating and removing inorganic salts generated during reaction without ion exchange resin treatment while shortening an existing manufacturing time, and thus being able to minimize reaction impurities.COPYRIGHT KIPO 2020

Synthetic method of ioversol

The invention discloses a synthetic method of ioversol. The synthetic method comprises the following steps: firstly, dissolving an ioversol intermediate 5-chloroacetamido-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide into a mixed solution of methanol, ethanol and barium hydroxide, and then adding 2-chloroethanol to carry out a nitrogen alkylation reaction to obtain a targetproduct ioversol; carrying out reduced pressure distillation on the obtained mixed solution to separate out the methanol, and separating out barium chloride by precipitation filtration according to the fact that the barium chloride generated after the nitrogen alkylation reaction is soluble in methanol and is insoluble in ethanol; and finally recrystallizing the solution containing the target product ioversol by using propylene glycol monomethyl ether to obtain the target product ioversol. According to the synthetic method disclosed by the invention, the quality and the yield of the synthesisof the ioversol are effectively improved, and the synthesis process is simplified.