Ioversol

Base Information

• Chemical Name: Ioversol
• CAS No.: 87771-40-2
• Molecular Formula: C18H24I3N3O9
• Molecular Weight: 807.117
• Hs Code.: 2924296000
• European Community (EC) Number: 618-068-0
• NSC Number: 760064
• UNII: N3RIB7X24K
• DSSTox Substance ID: DTXSID2045521
• Nikkaji Number: J33.102C
• Wikipedia: Ioversol
• Wikidata: Q6064187
• NCI Thesaurus Code: C65947
• RXCUI: 27792
• Metabolomics Workbench ID: 152175
• ChEMBL ID: CHEMBL1200614
• Mol file: 87771-40-2.mol

Synonyms:ioversol;Optiray;Optiray 300;Optiray 320

Chemical Property of Ioversol

Chemical Property:

• Appearance/Colour: Odorless white powder.
• Vapor Pressure: 6.43E-32mmHg at 25°C
• Melting Point: 180-182oC
• Refractive Index: 1.738
• Boiling Point: 864.9 °C at 760 mmHg
• PKA: 11.34±0.46(Predicted)
• Flash Point: 476.9 °C
• PSA: 199.89000
• Density: 2.265 g/cm³
• LogP: -1.23420
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: -3
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 806.8647
• Heavy Atom Count: 33
• Complexity: 623

Purity/Quality:

99% ^*data from raw suppliers

Ioversol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)N(C1=C(C(=C(C(=C1I)C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I)C(=O)CO
• Recent ClinicalTrials: Pediatric Risk of Hypothyroidism With Iodinated Contrast Media
• Recent EU Clinical Trials: Clinical trial comparing contrast enhanced spectral digital mammography (CESM) and magnetic resonance imaging (MRI) to evaluate the effectiveness of neoadjuvant chemotherapy in patients with locally advanced breast cancer.
• 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.
• Uses: Nonionic, low osmolality, radiographic contrast agent. Diagnostic aid (radiopaque medium).

Technology Process of Ioversol

There total 18 articles about Ioversol 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: 98.0%

N1,N3-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide (77868-40-7) + 2-chloro-ethanol (107-07-3) → ioversol (87771-40-2,133442-32-7,133443-72-8)

Guidance literature:

With dipotassium hydrogenphosphate; In water; at 25 ℃; for 36h; pH=12 - 13; Reagent/catalyst; Solvent; Temperature;

Reference yield: 89.0%

C28H34I3N3O14 → ioversol (87771-40-2,133442-32-7,133443-72-8)

Guidance literature:

With calcium hydroxide; at 20 ℃; for 4h; Reagent/catalyst; Temperature;

Reference yield: 87.0%

2-((3,5-bis((2,3-dihydroxypropyl)carbamoyl)-2,4,6-triiodophenyl)(2-hydroxyethyl)amino)-2-oxoethyl acetate → ioversol (87771-40-2,133442-32-7,133443-72-8)

Guidance literature:

With sulfuric acid; In water; at 90 ℃; for 2h; Reagent/catalyst; Temperature;

upstream raw materials:

N,N'-bis(2,3-dihydroxypropyl)-5-[[N-(2-hydroxyethyl)-carbamoyl]methoxy]-2,4,6-triiodoisophthalamide

N₁,N₃-bis(2,3-dihydroxypropyl)-5-(2-hydroxyacetamido)-2,4,6-triiodobenzene-1,3-dicarboxamide

2-chloro-ethanol

5-chloroacetamido-N,N'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

Refernces

• 1、 -. "New Methods for Preparing an Intermediate of Contrast Medium and Methods for Preparing Contrast Medium". Paragraph 0137-0140. . Retrieved 2020/10/14.
• 2、 -. "Synthetic method of ioversol". Paragraph 0013; 0014; 0015; 0016; 0017; 0019; 0020; 0021. . Retrieved 2019/02/13.