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Iodixanol

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Identification
Molecular formula
C35H44I6N6O15
CAS number
92339-11-2
IUPAC name
3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxo-octanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid
State
State

At room temperature, Iodixanol is a solid.

Melting point (Celsius)
191.00
Melting point (Kelvin)
464.00
Boiling point (Celsius)
314.00
Boiling point (Kelvin)
587.00
General information
Molecular weight
1550.21g/mol
Molar mass
1 550.2090g/mol
Density
1.6200g/cm3
Appearence

Iodixanol is a white to off-white crystalline powder. It is known for being an iodinated non-ionic monomeric and dimeric radiographic contrast agent. The compound is very soluble in water, sparingly soluble in methanol, and practically insoluble in acetone, acetonitrile, and chloroform.

Comment on solubility

Solubility of 3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxo-octanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid

The solubility of the compound 3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxo-octanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid is an intriguing aspect due to its complex structure and multiple functional groups. The following points summarize key aspects of its solubility:

  • Hydrophobic and Hydrophilic Balance: The presence of both hydrophobic (propylcarbamoyl groups) and hydrophilic (carboxylic acid group) components suggests that solubility may vary in different solvents.
  • Organic Solvents: This compound may exhibit a higher solubility in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol due to the lipophilic nature of its multiple iodinated anilino and benzoic fragments.
  • Aqueous Solubility: The carboxylic acid group can impart some degree of solubility in water, especially at elevated temperatures or in the presence of polar solvents.
  • Influence of pH: The solubility could be enhanced or diminished depending on the pH of the solution, as the carboxylic acid may ionize, increasing aqueous solubility.

In summary, the intricate design of 3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxo-octanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid hints at a nuanced solubility profile, influenced by factors such as solvent type and environmental conditions. As with many complex organic compounds, exploring its solubility can provide vital insights into its behavior and potential applications.

Interesting facts

3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxo-octanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid

This compound is a fascinating example of complex organic chemistry, showcasing a rich structural architecture and functional group diversity. Here are some intriguing aspects of this remarkable substance:

  • Structural Complexity: The compound features a highly intricate structure that includes multiple iodine atoms. These triiodo groups provide unique properties, especially in medical imaging and therapeutic applications.
  • Functional Groups: The presence of carboxylic acid and amine functional groups highlights its multifunctional nature. Such diversity allows it to engage in a variety of chemical reactions, making it useful for synthesis and in biological systems.
  • Research Applications: The compound's unique characteristics make it an intriguing subject in medicinal chemistry. It has potential applications in drug design, particularly in targeting specific biological pathways or in developing agents for diagnostic imaging.
  • Environmental Considerations: The introduction of iodine into organic compounds often raises questions about the environmental impact and biocompatibility of these substances. Understanding how compounds like this behave in biological systems is crucial for sustainable chemistry.

As a synthesis student, one would be excited about the synthetic strategies required to create such a multifaceted compound. Techniques from Suzuki coupling to various functionalization methods may be employed in constructing the backbone of this molecule. Indeed, understanding the interplay of these different chemical groups can open up further avenues for exploration in both synthetic and applied chemistry.

In sum, 3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxo-octanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid stands as a testament to the complexity and elegance of modern organic compounds. The continuous exploration of its properties and reactions promises to yield exciting discoveries in the future.

Synonyms
10395-29-6
BRN 2800654
Isophthalamic acid, 5,5'-(hexamethylenebis(carbonylimino))bis(N-propyl-2,4,6-triiodo-
DTXSID60146155
5,5'-(Hexamethylenebis(carbonylimino))bis(N-propyl-2,4,6-triiodoisophthalamic acid)
DTXCID6068646
3-[[8-[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)anilino]-8-oxooctanoyl]amino]-2,4,6-triiodo-5-(propylcarbamoyl)benzoic acid
3-[7-[[3-carboxy-2,4,6-triiodo-5-(propylcarbamoyl)phenyl]carbamoyl]heptanoylamino]-2,4,6-triiodo-5-(