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Levothyroxine

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Identification
Molecular formula
C15H11I4NO4
CAS number
51-48-9
IUPAC name
3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid
State
State
Levothyroxine is typically found as a solid at room temperature. It is generally in the form of tablets or powder due to its pharmaceutical applications.
Melting point (Celsius)
231.00
Melting point (Kelvin)
504.15
Boiling point (Celsius)
318.00
Boiling point (Kelvin)
591.15
General information
Molecular weight
776.87g/mol
Molar mass
776.8700g/mol
Density
1.7000g/cm3
Appearence

Levothyroxine is a white to off-white crystalline powder. It is generally odorless and has a bitter taste. This compound is not hygroscopic and is insoluble in water but soluble in ethanol (96%), methanol, and slightly soluble in chloroform.

Comment on solubility

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

The solubility of 3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid (C15H11I4NO4) is influenced by several factors due to its complex structure. Given the presence of multiple iodine atoms and a phenolic group, this compound exhibits distinctive solubility characteristics:

  • Polarity: The presence of hydroxyl (-OH) groups increases the polarity of the compound, enhancing its solubility in polar solvents like water.
  • Iodine Atoms: The four iodine atoms in the structure may contribute to decreased solubility in non-polar solvents, as heavy halogens tend to form stronger van der Waals interactions.
  • Hydrogen Bonding: The hydroxyl group allows for potential hydrogen bonding with water molecules, supporting solubility.
  • Aqueous Solutions: In aqueous environments, the compound may show moderate solubility, but factors such as pH and temperature can significantly affect this property.

Generally, compounds with similar structural motifs tend to display variable solubility based on their overall electronic arrangement and intermolecular interactions. As a result, it's essential to consider both the functional groups and the molecular weight when predicting solubility.

The solubility profile of this compound is a reflection of its unique characteristics, making it a subject of interest in various chemical and pharmaceutical applications.

Interesting facts

Intriguing Aspects of 3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid

3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid is a fascinating compound that finds its place in the realm of pharmaceuticals and biochemistry. Here are some intriguing facts to consider:

  • Biological Importance: The iodine atoms present in this structure enhance its bioactivity, often crucial in medicinal chemistry. Iodinated compounds are known for their roles in various biological processes, including hormone synthesis and cellular metabolism.
  • Applications in Medicine: Compounds with structural similarities have shown potential as anti-inflammatory agents and antitumor drugs. The unique phenoxy groups might contribute to specific receptor interactions.
  • Research Interest: This compound is part of ongoing studies aimed at developing more effective therapeutic agents, especially in targeting diseases related to hormonal imbalances and proliferative disorders.
  • Structural Diversity: The complexity of this compound's structure exemplifies how slight modifications (like the introduction of hydroxyl and iodo groups) can significantly affect the chemical's properties and reactions.

As you delve deeper into the study of 3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid, remember this crucial quote from famous chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." Each discovery related to such compounds adds to the larger picture of chemical understanding and application.

Synonyms
THYROPROPIC ACID
51-26-3
3,3',5-Triiodothyropropionic acid
3,3',5-Triiodo Thyropropionic Acid
Acido tiropropico
Triopron; Triprop
Acide thyropropique
Thyropropic acid [INN]
3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
OK7481S22O
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodohydrocinnamic acid
3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)propanoic acid
Acidum thyropropicum
UNII-OK7481S22O
Acido tiropropico [INN-Spanish]
Acide thyropropique [INN-French]
Acidum thyropropicum [INN-Latin]
Benzenepropanoic acid, 4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-
cid_5804
triiodothyropropionic acid, 5
MLS000028680
SCHEMBL310201
THYROPROPIC ACID [MI]
CHEMBL291053
BDBM18864
DTXSID20198998
CHEBI:135860
HY-B1797
AKOS027380181
FT28503
NCGC00018303-01
NCGC00018303-02
NCGC00018303-03
SMR000058682
NS00126101
G79743
SR-01000003172
SR-01000003172-2
Q27285698
3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)propanoicacid
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodobenzenepropanoic acid
Hydrocinnamic acid, 4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-
3,3',5-Triiodothyropropionic acid 100 microg/mL in Acetonitrile
3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-benzenepropanoic acid;4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-hydrocinnamic acid