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Diiodothyronine

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Identification
Molecular formula
C15H18I2O3
CAS number
54-96-6
IUPAC name
2-cyclohexyl-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid
State
State

At room temperature, diiodothyronine is typically found in a solid state. Due to its molecular composition and crystalline structure, it maintains this solidity under standard conditions.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
524.01g/mol
Molar mass
524.0110g/mol
Density
2.2130g/cm3
Appearence

Diiodothyronine typically appears as a crystalline solid, with a slightly off-white to light yellow coloration. It may also appear in powder form, depending on the method of synthesis and purity.

Comment on solubility

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

The solubility of 2-cyclohexyl-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid can be influenced by several factors due to its complex structure. Here’s a breakdown of its solubility characteristics:

  • Polarity: The presence of the hydroxyl group (–OH) enhances the polarity of the molecule, making it potentially more soluble in polar solvents like water.
  • Iodine Atoms: The diiodo substitutions introduce bulky, halogen atoms that can affect solubility. Generally, halogens decrease solubility in water while increasing solubility in organic solvents.
  • Hydrophobic Effect: The cyclohexyl group contributes to hydrophobic characteristics, which can limit solubility in aqueous solutions, making it more soluble in organic solvents such as ethanol or acetone.
  • Solvation: Interactions with the solvent molecules, such as hydrogen bonding with the hydroxyl group, can enhance solubility, especially in alcohols.

In conclusion, while 2-cyclohexyl-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid may have better solubility in non-polar organic solvents aided by the non-polar cyclohexyl group, its solubility profile suggests a nuanced behavior in polar environments due to its diverse substituents. As the saying goes, "like dissolves like," and understanding these interactions is crucial in predicting its solubility. Thus, further empirical testing may be required to determine its exact solubility parameters in various solvents.

Interesting facts

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

2-Cyclohexyl-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid is a fascinating compound with unique features that make it worthy of attention in the field of chemistry.

Key Features

  • Complex Structure: The presence of a cyclohexyl group combined with a diiodo-substituted phenyl ring creates a compound with a rich structural diversity.
  • Pharmacological Potential: This compound has been explored for its potential in medicinal chemistry, particularly as a non-steroidal anti-inflammatory agent due to its ability to inhibit specific pathways related to inflammation.
  • Halogen Influence: Incorporating iodine atoms can significantly influence a compound's reactivity and biological properties, especially since halogenated compounds often exhibit interesting interactions with biological systems.
  • Synthesis Perspectives: The synthesis of this compound offers insights into organic synthesis techniques, highlighting methods to manipulate functional groups and create complex molecules.

Applications in Research

This compound's structure allows researchers to:

  • Investigate how the presence of a cyclohexyl moiety affects the compound's interactions with biological targets.
  • Explore the pharmacokinetic properties related to iodination and how it alters solubility, permeability, and biochemical activity.
  • Utilize its unique structural properties to develop derivatives that may enhance therapeutic efficacy.

As a prospective compound in drug design, 2-cyclohexyl-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid underscores the importance of structure-activity relationships in medicinal chemistry. Its intriguing profile continues to inspire further study and exploration!

Synonyms
NSC32963
NSC-32963
6332-35-0
3W5667U7C0
alpha-Cyclohexyl-beta-(3,5-diiodo-4-hydroxyphenyl)propionic acid
UNII-3W5667U7C0
NSC 32963
2-cyclohexyl-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
Hydrocinnamic acid,5-diiodo-
Benzenepropanoic acid,5-diiodo-
CHEMBL2003535
SCHEMBL21048108
Benzenepropanoic acid, alpha-cyclohexyl-4-hydroxy-3,5-diiodo-
Hydrocinnamic acid, .alpha.-cyclohexyl-4-hydroxy-3,5-diiodo-
Benzenepropanoic acid, .alpha.-cyclohexyl-4-hydroxy-3,5-diiodo-
NCI60_002881
Q27258120
.ALPHA.-CYCLOHEXYL-4-HYDROXY-3,5-DIIODOHYDROCINNAMIC ACID
.ALPHA.-CYCLOHEXYL-.BETA.-(3,5-DIIODO-4-HYDROXYPHENYL)PROPIONIC ACID