Skip to main content

Thyroxine

ADVERTISEMENT
Identification
Molecular formula
C15H11I4NO4
CAS number
51-48-9
IUPAC name
(2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid
State
State

Thyroxine is typically found in a solid state at room temperature.

Melting point (Celsius)
235.50
Melting point (Kelvin)
508.70
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.00
General information
Molecular weight
776.88g/mol
Molar mass
776.8780g/mol
Density
3.3000g/cm3
Appearence

Thyroxine appears as a white to pale brownish-yellow crystalline powder. It is typically described as odorless.

Comment on solubility

Solubility of (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid

The solubility of (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid is influenced by its complex structural characteristics, particularly the presence of multiple iodine atoms and hydroxy groups. Here are some key points regarding its solubility:

  • Polarity: This compound features a blend of polar functional groups (like the amino and hydroxy groups), which can enhance its solubility in polar solvents, such as water.
  • Iodine Content: The presence of iodine atoms tends to increase molecular weight and can create a hydrophobic character, thereby potentially reducing overall solubility in aqueous solutions.
  • pH Dependency: As an amino acid derivative, the solubility may vary with changes in pH levels, with higher solubility possibly observed in more alkaline or acidic environments due to ionization effects.
  • Solvent Interaction: The compound might be more soluble in organic solvents, especially those with similar polar/nonpolar characteristics, suggesting a potential higher solubility in aprotic solvents like DMSO or DMF.

In summary, while the presence of polar functional groups may favor solubility in polar solvents, factors such as the iodine content and pH will be crucial in determining the actual solubility behavior of (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid. As expressed in chemical studies, “the balance of hydrophilicity and hydrophobicity dictates the solubility landscape.”


Interesting facts

Exploring (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid

(2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid is a fascinating compound that falls under the category of amino acids and exhibits unique structural characteristics.

Key Features:

  • Chirality: This compound is a chiral amino acid, signified by the (2R) configuration. Chirality plays an essential role in biological systems, as different enantiomers can have distinct biological activities.
  • Iodine Incorporation: The presence of multiple iodine atoms in the structure contributes not only to the compound's potential biological activity but also enhances its contrast in imaging techniques used in medicinal chemistry.
  • Applications in Medicine: The unique positioning of the phenoxy and diiodinated groups opens pathways for potential applications in drug development, particularly in treating thyroid-related conditions, where iodine plays a critical role.

Interesting Insights:

The compound's intricate design reflects the advancements in synthetic chemistry, enabling the creation of compounds that can precisely target specific biological pathways. Its structural complexity demands a thorough understanding of interactions within biological systems, as well as sophisticated techniques for synthesis and characterization.

As a matter of fact, this compound serves as a reminder of how variations in molecular architecture can significantly impact the functionality of biomolecules. Researchers frequently utilize structure-activity relationship (SAR) studies to understand how alterations in such compounds can lead to improved therapeutic profiles. Quoting renowned chemist Linus Pauling, “The best way to have a good idea is to have lots of ideas.” This highlights the essence of combinatorial chemistry and the exploration of novel compounds.

In summary, (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid not only enriches the field of chemistry but also inspires innovative research directions that may lead to groundbreaking advancements in pharmaceuticals.

Synonyms
D-Thyroxine
Dextrothyroxine
51-49-0
(R)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoic acid
Choloxin
Dextrothyroxinum
(2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
Dextrothyroxine [BAN]
UNII-4W9K63FION
DEXTROTHYROXINE SODIUM
EINECS 200-102-7
4W9K63FION
D-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-
D-T4
O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-D-tyrosine
D-THYROXINE [MI]
CHEMBL559
DEXTROTHYROXINE [VANDF]
DEXTROTHYROXINE [WHO-DD]
CHEBI:30659
DTXSID60199000
Biotirmone
Choloxin (TN)
D Thyroxine
D-T4; D-Thyroxine
C15H11I4NO4
(2R)-2-amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoic acid
CAS-51-48-9
D-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-; Thyroxine, D- (8CI); 3,3',5,5'-Tetraiodo-D-thyronine; D-T4; D-Thyroxine; Dextrothyroxine
MFCD00063056
D-Thyroxine, 99%
D-4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzylalanine
SCHEMBL61194
GTPL6951
BCBcMAP01_000232
DTXCID50121491
HY-A0152
BDBM50225220
AKOS007930308
DB00509
(2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic aci d
(R)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoicacid
SMP1_000296
NCGC00016228-01
DS-18593
CS-0017477
NS00008737
EN300-7423262
Q5268499
200-102-7