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Levothyroxine

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Identification
Molecular formula
C15H11I4NO4
CAS number
51-48-9
IUPAC name
2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid
State
State
Levothyroxine is typically a solid at room temperature and is usually found in a crystalline form.
Melting point (Celsius)
231.00
Melting point (Kelvin)
504.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
776.87g/mol
Molar mass
776.8660g/mol
Density
1.3000g/cm3
Appearence

Levothyroxine appears as a white to off-white crystalline powder. It is odorless and slightly bitter in taste.

Comment on solubility

Solubility of 2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid (C15H11I4NO4)

The solubility of 2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid is an important aspect to consider, especially given its complex structure. This compound contains multiple halogen atoms, specifically iodine, which can significantly influence its solubility behavior. Here are a few key points regarding its solubility:

  • Hydrophobic Characteristics: The presence of iodine substituents tends to increase hydrophobicity, which can lead to lower solubility in polar solvents such as water.
  • Polar Functional Groups: The amino and hydroxyl groups in the structure often enhance solubility in polar solvents due to their ability to form hydrogen bonds.
  • Solvent Variability: This compound may demonstrate varying solubility depending on the solvent used. Organic solvents may dissolve this compound better than aqueous solutions.
  • Temperature Dependence: Solubility may also change with temperature; generally, as temperature increases, solubility in many solvents increases as well.

In summary, while the overall solubility of 2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid may be limited in certain solvents due to its halogen content, the presence of polar functional groups could enable better solubility under the right conditions. Experimentation would be crucial to determine the exact solubility profile.

Interesting facts

Interesting Facts about 2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid

This intriguing compound, often referred to by its systematic name, is a fascinating topic for both chemists and students alike due to its complex structure and potential applications.

Unique Characteristics

  • Iodine Richness: This compound contains four iodine atoms, which is unusual for organic compounds. Iodine is known for its roles in medicinal chemistry, particularly in radiology and therapeutics.
  • Structural Complexity: With multiple phenolic units and hydroxyl groups, the chemical exhibits a rich structure that could be involved in extensive hydrogen bonding and molecular interactions.
  • Potential Biological Activity: The presence of diiodo and hydroxy substituents suggests potential bioactivity, possibly implicating the compound in anti-cancer or antibacterial research.

Applications and Research

Due to its unique chemical architecture, this compound may have applications in various fields, including:

  • Medicinal Chemistry: Studying its pharmacological properties could reveal new pathways for drug development.
  • Material Science: Its unique properties could make it a candidate for innovative materials with specific functionalities.
  • Agricultural Chemistry: If the compound demonstrates biological efficacy, it may be explored as a pesticide or herbicide.

Scientific Insight

When delving into the synthesis of such compounds, chemists often quote, "The journey of a thousand miles begins with a single step." This reflects the meticulous planning and execution required in organic synthesis, especially when it comes to managing the diverse reactions involved in developing iodinated compounds.

Overall, 2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]propanoic acid stands as an excellent example of how intricate arrangements of elements can lead to important scientific discoveries and innovations.

Synonyms
Rathyronine
3130-96-9
Ratironina
dl-triiodothyronine
Liothyronine, dl-
2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
NSC46046
O48UO55HR0
O-(4-hydroxy-3-iodophenyl)-3,5-diiodotyrosine
Detrothyronin
Rathyroninum
Thrithyrone
DL-3-(4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl)alanine
Triiodo-L-thyronine
(+)-Triiodothyronine
327-86-6
Rathyronine [INN:DCF]
Rathyroninum [INN-Latin]
Ratironina [INN-Spanish]
Dextro-3:5:3'-triiodothyronine
UNII-O48UO55HR0
NSC80203
NSC-46046
Triiodo-thyroninum
3,3',5-Triiodothyronine, DL-
D-Triiodothyronine
EINECS 221-522-7
3,5-Triiodothyronine
D-Tyrosine,5-diiodo-
Spectrum_001802
3,3'-Triiodothyronine
CPD001567029
Triiodothyronine;3,3',5-Triiodo-L-thyronine;T3
Spectrum3_001844
Spectrum4_000095
Spectrum5_001460
RATHYRONINE [INN]
L-3,5-TriioDOThyronine
3,5-Triiodo-D-thyronine
3,5-Triiodo-L-thyronine
D-3,3'-Triiodothyronine
CHEMBL789
3,3'-Triiodo-D-thyronine
D-Alanine,5-diiodophenyl]-
BSPBio_003228
KBioGR_000390
KBioSS_002295
3,3'-Tri-iodo-L-thyronine
DivK1c_000727
SCHEMBL123365
Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-
3,3',5-triiodo-dl-thyronine
3,3?,5-Triiodo-L-thyronine
Alanine,5-diiodophenyl]-, D-
3,3\',5-triiodo-L-thyronine
DL-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-
CHEBI:91857
KBio1_000727
KBio2_002293
KBio2_004861
KBio2_007429
KBio3_002728
DTXSID30858995
AUYYCJSJGJYCDS-UHFFFAOYSA-N
NINDS_000727
(RS)-3-(4-(4-Hydroxy-3-iodphenoxy)-3,5-diiodphenyl)alanin
BDBM398047
HMS3259A15
HMS3372L07
HMS3746K21
US10322118, Entry 5
BCP08510
STL451044
AKOS015918422
NC00495
IDI1_000727
NCGC00021140-02
NCGC00021140-03
FT176266
NCI60_004086
NS00007573
EN300-297381
SR-05000001577
O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-D-tyrosine
SR-05000001577-1
BRD-A74642112-001-01-0
Q27163652
O-[4-Hydroxy-3-(125I)iodophenyl]-3,5-di(125I)iodo-L-tyrosine
ALANINE, 3-(4-(4-HYDROXY-3-IODOPHENOXY)-3,5-DIIODOPHENYL)-, DL-
L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-, labeled with iodine-131 (9CI)