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Iodixanol

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Identification
Molecular formula
C35H44I6N6O15
CAS number
92339-11-2
IUPAC name
3-(acetamidomethyl)-5-[3-[3-[3-[3-(acetamidomethyl)-5-carboxy-2,4,6-triiodo-anilino]-3-oxo-propoxy]propoxy]propanoylamino]-2,4,6-triiodo-benzoic acid
State
State

At room temperature, iodixanol is generally encountered as a solid, specifically a white to off-white crystalline powder. When used in medical applications, it is typically dissolved to form a contrast media solution.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
1550.17g/mol
Molar mass
1 550.1700g/mol
Density
1.6200g/cm3
Appearence

Iodixanol appears as a white to off-white powder. It is typically very hygroscopic, which means it can absorb moisture from the air. In solution, it may appear colorless to pale yellow.

Comment on solubility

Solubility of 3-(acetamidomethyl)-5-[3-[3-[3-[3-(acetamidomethyl)-5-carboxy-2,4,6-triiodo-anilino]-3-oxo-propoxy]propoxy]propanoylamino]-2,4,6-triiodo-benzoic acid

The solubility of this complex compound can be described as follows:

  • Polarity: The presence of multiple acetamidomethyl groups and triiodo substitutions suggests the compound has a high degree of polarity, which may enhance solubility in polar solvents such as water.
  • Hydrogen Bonding: The amide functional groups can form hydrogen bonds, potentially increasing solubility in solvent systems that can participate in these interactions.
  • Spatial Structure: The bulky substituents, particularly the triiodo groups, may hinder the approach of solvent molecules, leading to lower solubility compared to simpler analogues.
  • pH Dependence: The presence of carboxylic acid functionalities may render this compound more soluble in basic solutions, where deprotonation can occur, enhancing its ionization.

In summary, while hydrophilicity may be expected due to certain functional groups, the overall solubility of this compound would largely depend on the balance between its polar and bulky hydrophobic characteristics.

Interesting facts

Interesting Facts about 3-(acetamidomethyl)-5-[3-[3-[3-[3-(acetamidomethyl)-5-carboxy-2,4,6-triiodo-anilino]-3-oxo-propoxy]propoxy]propanoylamino]-2,4,6-triiodo-benzoic acid

This compound presents an intriguing example of a complex organic molecule with significant implications in the field of medicinal chemistry and radiology. The structural intricacies highlight several noteworthy aspects:

  • Highly Iodinated Structure: The presence of three iodine atoms in its composition results in a compound that is not only heavy but also offers enhanced radiopacity. This attribute is particularly valuable in medical diagnostics, especially in imaging techniques such as CT scans.
  • Dual Functionality: The combination of amide and carboxylic acid functionalities suggests that this compound can participate in various biochemical reactions, making it a potential candidate for drug design aimed at targeting specific biochemical pathways.
  • Linkage Complexity: The multiple ether-like (-O-) linkages in its structure indicate a layered molecular architecture. Such a configuration could be exploited in advanced drug delivery systems, where controlled release of the active moiety is desired.
  • Medical Relevance: Compounds of this complexity are often designed for targeted therapeutic applications. The structural motifs may assist in binding to specific receptors or enzymes, thereby enhancing efficacy while minimizing side effects.
  • Research Potential: **Current studies on compounds with similar characteristics** indicate promising results in treating certain types of cancers or infections by delivering therapeutic agents directly to diseased tissues.

Overall, the intricate architecture and variable chemical properties of this compound not only pique scientific curiosity but also encourage ongoing research to unlock its full potential in both diagnostics and therapeutic applications.

Synonyms
BRN 2800803
Benzoic acid, 3,3'-(trimethylenebis(oxyethylenecarbonylimino))bis(5-(acetamidomethyl)-2,4,6-triiodo-
26199-68-8
DTXSID30180829
RefChem:326970
DTXCID20103320