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Ioxaglic acid

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Identification
Molecular formula
C19H20I3N3O9
CAS number
87771-40-2
IUPAC name
3-acetamido-5-(acetamidomethyl)-2,4,6-triiodo-benzoic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
State
State

At room temperature, ioxaglic acid is in a solid state, but it is commonly used in an aqueous solution form in clinical settings.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
1269.84g/mol
Molar mass
1 269.8380g/mol
Density
1.7300g/cm3
Appearence
Ioxaglic acid appears as a white powder and is usually combined with sodium and meglumine to form a transparent liquid solution for medical imaging purposes.
Comment on solubility

Solubility of 3-acetamido-5-(acetamidomethyl)-2,4,6-triiodo-benzoic acid and (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol

The solubility of the compound 3-acetamido-5-(acetamidomethyl)-2,4,6-triiodo-benzoic acid in various solvents is quite interesting due to its complex structure and functional groups. Its solubility can be influenced by several factors:

  • Polarity: The presence of multiple amido and carboxylic acid functional groups enhances the compound's ability to interact with polar solvents such as water.
  • Hydrogen Bonding: The amido groups can form strong hydrogen bonds with water, which can significantly increase its solubility in aqueous solutions.
  • Iodine Atoms: The presence of iodine may affect the solubility due to its relatively low polarity. High levels of iodine substitution can introduce hydrophobic characteristics that may limit solubility in non-polar solvents.

On the other hand, the compound (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol also presents unique solubility considerations:

  • Sugar Alcohol Character: Being a pentol, it can dissolve well in water owing to its multiple hydroxyl groups that facilitate strong hydrogen bonding.
  • Chain Length: The five-carbon chain contributes to its hydrophilicity, enhancing its lipid solubility.
  • Chirality: The specific stereochemistry may influence solubility and interactions with biological systems or other solvents.

In conclusion, both compounds exhibit varied solubility characteristics that result from their distinct molecular architectures. Their solubility profiles can thus be considered in contexts such as pharmacokinetics or material science, where interactions with solvents or biological mediums are critical.

Interesting facts

Interesting Facts About 3-Acetamido-5-(acetamidomethyl)-2,4,6-triiodo-benzoic Acid

This compound, often abbreviated for convenience, is a fascinating example within the realm of organic chemistry. Here are some intriguing insights:

  • Role in Medical Imaging: This compound is used in the field of radiology as a contrast agent due to its iodine content, which enhances the visibility of tissues and blood vessels in imaging techniques.
  • Chemical Structure: The intricate structure featuring multiple acetamido groups and triiodo substitutions illustrates the importance of functional groups in determining the properties and reactivity of organic molecules.
  • Biochemical Applications: Beyond imaging, derivatives of this compound have been explored for their potential in drug development, particularly in targeting specific biological pathways implicated in diseases.
  • Interactions: The multiple functional groups allow for various interactions, making this compound a good candidate for studying molecular recognition and binding affinity in biochemical assays.

Exploring (2R,3R,4R,5S)-6-(Methylamino)hexane-1,2,3,4,5-pentol

This stereoisomer is particularly noteworthy for its biological significance. Here are key points to consider:

  • Sugar Alcohol: This compound is classified as a sugar alcohol or polyol, which plays an important role in metabolic pathways and serves as a sweetening agent in various foods and pharmaceuticals.
  • Optical Activity: Given its specific stereochemistry, this compound exhibits optical activity, allowing for the exploration of enantiomeric properties in pharmaceutical applications.
  • Health Implications: Sugar alcohols are often recommended for their low glycemic index, making this compound a promising option for diabetics and those seeking to reduce sugar intake.
  • Research Potential: Ongoing research into sugar alcohols, including the unique properties of this compound, could lead to new insights in nutritional science and metabolic health.

In summary, both compounds offer a wealth of opportunities for exploration in chemical research, with applications across medical imaging, drug development, and nutrition. Their unique structures and functions reflect the intricate relationship between chemistry and biological systems.

Synonyms
IODAMIDE MEGLUMINE
Meglumine iodamide
18656-21-8
Renovue-65
Renovue-DIP
Renovue
Iodamide N-methyl-D-glucamine salt
6X283535A3
DTXSID90171915
D-Glucitol, 1-deoxy-1-(methylamino)-, 3-(acetylamino)-5-[(acetylamino)methyl]-2,4,6-triiodobenzoate (1:1)
D-Glucitol, 1-deoxy-1-(methylamino)-, 3-(acetylamino)-5-((acetylamino)methyl)-2,4,6-triiodobenzoate (1:1)
DTXCID9094406
242-480-6
Iodamide Meglumine [USAN]
Conraxin H
Iodamide meglumine (USAN)
3-acetamido-5-(acetamidomethyl)-2,4,6-triiodobenzoic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
Benzoic acid, 3-(acetylamino)-5-((acetylamino)methyl)-2,4,6-triiodo-, compound with 1-deoxy-1-(methylamino)-D-glucitol (1:1)
Iodamide 300
Iodamide methylglucamine
Isteropac E.R.
(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentaol 3-acetamido-5-(acetamidomethyl)-2,4,6-triiodobenzoate
Opacist E.R.
Jodamid methylglucaminsalz [German]
Jodamid methylglucaminsalz
EINECS 242-480-6
UNII-6X283535A3
Renovue-65 (TN)
1-Deoxy-1-(methylamino)-D-glucitol alpha,5-diacetamido-2,4,6-triiodo-m-toluate
alpha,5-Diacetamido-2,4,6-triiodo-m-toluic acid compound with 1-deoxy-1-(methylamino)-D-glucitol (1:1)
SCHEMBL720586
CHEMBL1201172
Conraxin H; Iodamide 300; Iodamide methylglucamine; Meglumine iodamide; Renovue 65
IODAMIDE MEGLUMINE [VANDF]
MEGLUMINE IODAMIDE [MART.]
IODAMIDE MEGLUMINE [WHO-DD]
AKOS040752086
Glucitol, 1-deoxy-1-(methylamino)-, alpha,5-diacetamido-2,4,6-triiodo-m-toluate (salt), D-
IODAMIDE MEGLUMINE [ORANGE BOOK]
NS00085597
D01979
IODAMIDE N-METHYL-D-GLUCAMINE SALT [MI]
Q27265650
.ALPHA.,5-DIACETAMIDO-2,4,6-TRIIODO-M-TOLUIC ACID COMPOUND WITH 1-DEOXY-1-(METHYLAMINO)-D-GLUCITOL (1:1)