Ioversol

Ioversol

Cat Number
API87771402
CAS Number
87771-40-2

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CAS Number
87771-40-2
EINECS
618-068-0
Storage
2-8℃
Synonyms
3,4,5-triphenylcyclopent-3-ene-1,2-dione;6-triiodo-droxyethyl)amino)-4
Molecular Formula
C18H24I3N3O9
Molecular Weight
807.1
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
Appearance
White to off-white solid
Melting Point
180-182℃
Boiling Point
865℃
Relative Density
1.37
pKa
11.34
General Description
Ioversol is a non-ionic, monomeric, low-osmolality iodinated X-ray contrast medium. It is a tris-substituted triiodinated benzene derivative containing three amide side chains, two of which bear hydroxylated functional groups that contribute to its high water solubility and low protein binding.
Mechanism of Action
Ioversol provides radiographic contrast through X-ray attenuation by its three iodine atoms per molecule. As a non-ionic monomer, it does not dissociate in solution, resulting in lower osmolality than ionic contrast agents at equivalent iodine concentrations while maintaining comparable X-ray attenuation.
Application
Used in diagnostic imaging for CT angiography, cerebral angiography, and peripheral vascular imaging. Ioversol is a non-ionic low-osmolality iodinated contrast agent providing high image quality with reduced osmotic stress on endothelial cells and improved patient tolerability compared to ionic contrast agents.

Ioversol is a non-ionic low osmolar contrast medium that induces direct cytotoxic effects on rat glomerular endothelial cells. When glomerular endothelial cells were treated with ioversol at doses of 25 to 200 μl/ml for 24 hours, cell viability decreased in a dose-dependent manner as measured by MTT assay, with statistically significant differences observed at doses of 50 to 200 μl/ml. Morphological examination revealed nuclear condensation, nuclear fragmentation, cell apoptosis and necrosis following exposure to ioversol at 100 μl/ml for 24 hours. Ioversol treatment also caused a marked elevation of intracellular free calcium concentrations in glomerular endothelial cells detected by confocal laser scanning microscopy. The increase in intracellular calcium, lactate dehydrogenase release and expression changes of apoptosis-associated proteins induced by ioversol were reversed by pretreatment with the intracellular calcium chelator BAPTA/AM.

Fig. 1 The effects of ioversol on [Ca2+]i in GECs. (Zhao J.; <i>et al</i>. 2009) Fig. 1 The effects of ioversol on [Ca2+]i in GECs. (Zhao J.; et al. 2009)

References

  1. Zhao J, et al. Low osmolar contrast medium induces cellular injury and disruption of calcium homeostasis in rat glomerular endothelial cells in vitro. Toxicology letters, 2009, 185(2): 124-131.

Ioversol-loaded liposome-camouflaged iodinated mesoporous silica nanoparticles were designed to address the limitations of free ioversol including rapid renal excretion, contrast-induced nephropathy and poor targetability. The OIV-MSNs@Liposomes integrated the advantages of both liposomes and mesoporous silica nanoparticles, achieving high iodine loading capacity, high hemodynamic stability during systemic circulation, high biocompatibility and high radiopacity. The nanoparticles demonstrated enhanced X-ray attenuation performance compared to free ioversol. This liposome-camouflaged nanoparticulate system offers a versatile approach for delivering highly water-soluble nonionic iodinated contrast agents for enhanced CT imaging applications.

Fig. 2 Preparation of OIV-MSNs@Liposomes. (Fu N.; <i>et al</i>. 2024) Fig. 2 Preparation of OIV-MSNs@Liposomes. (Fu N.; et al. 2024)

References

  1. Fu N, et al. Liposome-camouflaged iodinated mesoporous silica nanoparticles with high loading capacity, high hemodynamic stability, high biocompatibility and high radiopacity. JInternational Journal of Pharmaceutics, 2024, 650: 123700.

How does Ioversol compare to other non-ionic contrast agents?

Ioversol is a non-ionic iodinated monomer with hydroxyl group arrangements that influence protein binding and viscosity, complementary to iohexol and iopamidol for different clinical applications.

What storage conditions are required?

Should be stored at 2-8℃ in a tightly sealed container, protected from light.

What purity grade is available?

Supplied as a high-purity grade suitable for medical imaging R&D and pharmaceutical manufacturing.

Can packaging be customized?

Both are customizable upon request for R&D and production needs.
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