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

Loversol is a kind of organioiodine compound that used as a contrast medium. It has high iodine content as well as several hydrophilic groups. It can be used for peripheral and coronary arteriography and left ventriculograpy, cardiovascular system angiography, cerebral angiography, venography, tomographic imaging of the head and body as well as intravenous excretory urography. It takes effects through opacifying those vessels in the path of the flow of the contrast medium, permitting radiographic visualization of the internal structure.

References

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

Chemical Properties

White Solid

Uses

Nonionic, low osmolality, radiographic contrast agent. Diagnostic aid (radiopaque medium).

Brand name

Optiray (Mallinckrodt).

General Description

Ioversol is a low-osmolar, nonionicmonomer with 47% bound iodine content. It is indicated forangiography, excretory urography, ventriculography, andvarious CT procedures.

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

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

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.