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Acetrizoic acid

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Identification
Molecular formula
C15H12I4NO4
CAS number
27232-59-3
IUPAC name
2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-(4-iodophenyl)acetic acid
State
State

Acetrizoic acid is in a solid state at room temperature. It is typically stable and non-volatile under standard laboratory conditions.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.00
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.00
General information
Molecular weight
757.87g/mol
Molar mass
757.8710g/mol
Density
2.2000g/cm3
Appearence

Acetrizoic acid typically appears as a white to slightly off-white crystalline powder. It is typically odorless.

Comment on solubility

Solubility of 2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-(4-iodophenyl)acetic acid

The solubility of 2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-(4-iodophenyl)acetic acid is influenced by several factors due to its complex structure. This compound contains multiple functional groups, including an acetyl group and several iodine substituents, which can affect its interaction with solvents.

To better understand the solubility, consider the following points:

  • Polarity: The presence of polar functional groups such as -COOH and -NH groups can lead to solubility in polar solvents, while the iodine atoms can introduce non-polar characteristics.
  • Hydrogen Bonding: The carboxylic acid group is capable of hydrogen bonding, which may enhance solubility in water; however, the large iodine atoms can hinder this interaction, potentially limiting solubility.
  • Solvent Interaction: The solubility may be greater in organic solvents like dimethyl sulfoxide (DMSO) or ethanol than in pure water due to the hydrophobic effects of the iodine substituents.

As a result, while one might expect some solubility due to the acidic nature of the compound, the overall solubility is likely to be moderate and dependent on the specific solvent used. For more tailored applications, carrying out solubility tests in various solvents is advisable to determine the most effective solvent for this compound.

Interesting facts

Interesting Facts about 2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-(4-iodophenyl)acetic acid

This fascinating compound is a part of a class of chemical entities that showcase the intricate connection between molecular structure and biological activity. Let’s delve into some intriguing aspects:

1. Medicinal Chemistry

  • Thyroid Function: Compounds like this one, containing multiple iodine atoms, can play a crucial role in studies related to thyroid hormone activity.
  • Potential Anti-cancer Properties: Its unique structure may exhibit specific interaction patterns with cellular receptors, hinting at potential anti-cancer effects that are of great interest in medicinal chemistry.

2. Structure-Activity Relationship (SAR)

The presence of acetyl and methyl groups, alongside numerous iodine substitutions, greatly affects the compound's reactivity and interaction with biological targets. Understanding these interactions helps in designing more effective therapeutic agents.

3. Biochemical Significance

  • Electrophilic Nature: The iodine atoms make it an excellent candidate for electrophilic reactions, which are essential in synthetic organic chemistry.
  • Dynamic Interactions: The ability of this compound to potentially form complexes with other biomolecules is a focal point of current research in *pharmacodynamics*.

4. Synthesis Challenges

Creating this compound requires advanced synthetic techniques due to the multiple functional groups and iodine substitutions, making it a compelling subject for study in organic synthesis laboratories.

5. Environmental and Safety Considerations

Due to its heavy metal content from iodine, special considerations regarding the environmental impact and safety protocols during lab work are necessary. Asquoted by scientists, “The significance of chemical safety in research cannot be overstated; we must prioritize both innovation and responsibility."

In summary, 2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-(4-iodophenyl)acetic acid is not just a compound of chemical interest but also serves as a window into the complex interplay between structure and function in organic and medicinal chemistry.

Synonyms
BRN 2916838
23189-42-6
2-(3-(N-Methylacetamido)-2,4,6-triiodophenoxy)-2-(p-iodophenyl)acetic acid
Acido (4-iodofenil)(3-N-metilacetilamino-2,4,6-triiodofenossi)acetico [Italian]
Benzeneacetic acid, alpha-(3-(acetylmethylamino)-2,4,6-triiodophenoxy)-4-iodo-
ACETIC ACID, 2-(3-(N-METHYLACETAMIDO)-2,4,6-TRIIODOPHENOXY)-2-(p-IODOPHENYL)-
Acido (4-iodofenil)(3-N-metilacetilamino-2,4,6-triiodofenossi)acetico
RefChem:316444
Benzeneacetic acid, alpha-(3-(acetylmethylamino)-2,4,6-triiodophenoxy)-4-iodo-(9CI)
DTXSID60945862
2-[3-(N-Methylacetylamino)-2,4,6-triiodophenoxy]-2-(p-iodophenyl)acetic acid
{3-[acetyl(methyl)amino]-2,4,6-triiodophenoxy}(4-iodophenyl)acetic acid