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Iohexol

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Identification
Molecular formula
C19H26I3N3O9
CAS number
66108-95-0
IUPAC name
2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid
State
State

At room temperature, iohexol is usually found in a solid state when in its pure form. It can also be formulated as a liquid for specific applications, especially in medical imaging procedures as a contrast agent.

Melting point (Celsius)
174.00
Melting point (Kelvin)
447.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.00
General information
Molecular weight
821.14g/mol
Molar mass
821.1420g/mol
Density
1.4100g/cm3
Appearence

Iohexol is typically a white to off-white powder that is crystalline in nature. It may also appear as a colorless to pale yellow solution when in its liquid form for medical use.

Comment on solubility

Solubility of 2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid

The solubility of 2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid is influenced by its unique structural features. This compound, characterized by both aromatic and aliphatic components, exhibits some intriguing solubility characteristics:

  • Polar and Non-Polar Interactions: The presence of the acetamido group enhances polarity, which may facilitate solubility in polar solvents like water.
  • Iodine Substituents: The triiodo substitution on the phenoxy ring can create steric hindrance, potentially affecting its overall solubility.
  • Hydrogen Bonding: The acetamido group can engage in hydrogen bonding, which often increases solubility in polar environments.
  • Solubility in Organic Solvents: Given the hydrophobic hexanoic acid chain, this compound might also show compatibility with non-polar organic solvents like chloroform or ether.

In summary, while the compound may be soluble in certain polar solvents due to hydrogen bonding and its amide functionality, its iodine substitutions and hydrophobic components can complicate solubility profiles.
Self-aggregation in solution and interactions with solvent molecules could also play a role in determining the actual solubility of 2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid.

Interesting facts

Interesting Facts about 2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid

2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid, often abbreviated for convenience, showcases a fascinating blend of structural complexity and biological relevance. This compound belongs to a class of molecules that possess significant potential in pharmacology and biochemistry.

Key Features:

  • Amidation: The presence of the acetamido group not only enhances the solubility of the compound but also influences its interaction with biological systems, making it an interesting target for therapeutic applications.
  • Iodination: The incorporation of iodine atoms (triiodide) makes this compound particularly noteworthy. Iodinated compounds often exhibit unique imaging properties, aiding in diagnostic imaging techniques, particularly in nuclear medicine.
  • Phenoxy Moiety: The phenoxy segment plays a crucial role in the behavior of the molecule, influencing its hydrophobicity and interaction with lipophilic environments, which is crucial for drug delivery systems.

This compound also serves as an excellent example of how modifications to a molecular structure can change its properties and applications. For instance, adjusting the substituents can lead to variations that may increase affinity towards certain receptors or change metabolic stability.

Applications in Research:

Researchers are exploring the potential of molecules like 2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid in areas such as:

  • Drug development for targeted therapies
  • Radiodiagnostics in medical imaging
  • Understanding biochemical pathways involving iodine-containing compounds

In conclusion, 2-(3-acetamido-2,4,6-triiodo-phenoxy)hexanoic acid is not just a compound with a complex structure, but a promising candidate in the realm of medicinal chemistry and biomedicine, inviting further exploration and study.