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Diiodothyropropionic acid

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Identification
Molecular formula
C15H12I2O3
CAS number
51-97-2
IUPAC name
3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid
State
State
At room temperature, diiodothyropropionic acid is typically in a solid state. It can form crystals that are stable under dry conditions. If stored improperly, especially in the presence of moisture or light, it might degrade or undergo changes in structure.
Melting point (Celsius)
238.00
Melting point (Kelvin)
511.15
Boiling point (Celsius)
356.00
Boiling point (Kelvin)
629.15
General information
Molecular weight
470.06g/mol
Molar mass
470.0940g/mol
Density
3.3000g/cm3
Appearence
Diiodothyropropionic acid is typically found as a crystalline solid. Its appearance can range from off-white to a pale pink or beige color, depending on its purity and the specific conditions under which it was prepared. This compound is sensitive to light and moisture, which may cause changes in color or texture over time.
Comment on solubility

Solubility of 3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid

The solubility of 3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid can be influenced by a variety of factors, primarily due to its complex structure featuring both hydrophilic and hydrophobic groups.

  • Hydroxyl Group: The presence of the hydroxyl group (-OH) contributes to increased solubility in polar solvents such as water, due to hydrogen bonding capabilities.
  • Iodine Atoms: The diiodo substitution adds a degree of lipophilicity, which may hinder solubility in aqueous conditions but enhance solubility in organic solvents.
  • Phenyl Groups: The aromatic rings typically suggest a preference for nonpolar environments, indicating that this compound may be less soluble in water but more soluble in organic solvents like ethanol or acetone.

In summary, while the compound may exhibit reasonable solubility in polar solvents due to its hydroxyl group, its overall solubility is likely limited in water due to the bulky hydrophobic components introduced by the phenyl and diiodo groups. Therefore, the solubility behavior of this compound can be encapsulated in the notion:

"A delicate balance between hydrophilicity and hydrophobicity dictates the solubility landscape."

As such, it is essential to consider the solvent environment when evaluating the solubility of 3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid.

Interesting facts

Interesting Facts about 3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic Acid

3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid, often referred to in the context of medicinal chemistry, is a fascinating compound that showcases the intricate relationship between chemical structure and biological activity.

Structural Highlights

  • Diiodinated Phenol: The presence of two iodine atoms on the phenol ring enhances the compound's biological properties and stability.
  • Hydroxyl Group: The hydroxyl group (–OH) is critical for increasing solubility and reactivity, making this compound of interest in drug formulation.
  • Phenyl Propanoic Framework: The phenyl propanoic acid structure is significant in the synthesis of various pharmaceuticals, specifically non-steroidal anti-inflammatory drugs.

Biological Significance

This compound is noteworthy not only for its complex structure but also for its potential therapeutic applications. Research indicates that compounds like this one can:

  • Act as anti-inflammatory agents, helping to reduce inflammation and pain.
  • Serve in the treatment of various diseases, showcasing the importance of phenolic compounds in pharmacology.
  • Exhibit antioxidant properties, which may help in combating oxidative stress in biological systems.

Research Insights

Ongoing studies explore the mechanisms of action and efficacy of this compound. As science advances, chemists aim to:

  • Identify the potential of this compound as a lead structure in drug development.
  • Investigate its interactions at the molecular level to better understand its pharmacodynamics and pharmacokinetics.
  • Explore modifications to enhance its activity and reduce possible side effects.

In summary, 3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid stands as a prime example of how intricate chemical structures can lead to significant biological functions, opening pathways for novel therapeutic approaches.

Synonyms
Iodoalphionic acid
Pheniodol
Biliselectan
Iodobil
Jodobil
Tenamid
Tenicid
Dikol
Biliognost
Biliselktan
Bilitrast
Biselectan
Coletrast
Priodax
Pheniodolum
Dl-iodoalphionic acid
Iodoalphionic acid [NF]
EINECS 209-417-4
NSC 11854
NSC-11854
3,5-Diiodo-alpha-phenylphloretic acid
NSC-404169
BRN 2700381
DTXSID6046131
UNII-060B6580LL
AI3-15468
3-(4-Hydroxy-3,5-diiodophenyl)-2-phenylpropionic acid
060B6580LL
IODOALPHIONIC ACID [MI]
Propionic acid, 3-(3,5-diiodo-4-hydroxyphenyl)-2-phenyl-
DTXCID4026131
beta-(3,5-Diiodo-4-hydroxyphenyl)-alpha-phenylpropionic acid
beta-(4-Hydroxy-3,5-diiodophenyl)-alpha-phenylpropionic acid
HYDROCINNAMIC ACID, 3,5-DIIODO-4-HYDROXY-alpha-PHENYL-
beta-(4-Oxy-3,5-dijod-phenyl)-alpha-phenyl-propionsaeure [German]
4-10-00-01291 (Beilstein Handbook Reference)
NSC404169
Benzenepropanoic acid, 4-hydroxy-3,5-diiodo-alpha-phenyl-
beta-(4-Oxy-3,5-dijod-phenyl)-alpha-phenyl-propionsaeure
Propionic acid, 3-(4-hydroxy-3,5-diiodophenyl)-2-phenyl-
.BETA.-(4-HYDROXY-3,5-DIIODOPHENYL)-.ALPHA.-PHENYLPROPIONIC ACID
Propionic acid, 3-(4-hydroxy-3,5-diiodophenyl)-2-phenyl-(8CI)
577-91-3
3-(4-hydroxy-3,5-diiodophenyl)-2-phenylpropanoic acid
3-(4-Hydroxy-3,5-diiodo-phenyl)-2-phenyl-propionic acid
CHEMBL83906
NCGC00160402-01
3,5-Diiodo-.alpha.-phenylphloretic acid
CAS-577-91-3
Propionic acid,5-diiodophenyl)-2-phenyl-
Benzenepropanoic acid,5-diiodo-.alpha.-phenyl-
Hydrocinnamic acid,5-diiodo-4-hydroxy-.alpha.-phenyl-
C15H12I2O3
SCHEMBL1650457
CHEBI:135796
IKYIXZSIKOYSLD-UHFFFAOYSA-N
NSC11854
Tox21_111790
BDBM50145804
AKOS005081646
Tox21_111790_1
NCGC00160402-02
HY-122998
NS00001139
SR-01000945022
12W-0895
SR-01000945022-1
Q27236153
3-(4-hydroxy-3,5-diiodo-phenyl)-2-phenyl-propanoic acid
beta-(4-Hydroxy-3,5-dijodphenyl-)-alpha-phenylpropionsaure