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Liothyronine

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Identification
Molecular formula
C15H11I3NO4
CAS number
6893-02-3
IUPAC name
2-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic acid
State
State

At room temperature, Liothyronine exists as a solid. It is stable under normal temperatures and pressures and should be stored properly to maintain its integrity.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
519.10
Boiling point (Kelvin)
792.30
General information
Molecular weight
650.98g/mol
Molar mass
650.9810g/mol
Density
2.0300g/cm3
Appearence

Liothyronine appears as a white or slightly off-white crystalline powder. It is generally viewed as a fine powder and can be provided in various concentrations when used as a medication.

Comment on solubility

Solubility Characteristics

The solubility of 2-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic acid (C15H11I3NO4) is influenced by its complex structure, which incorporates multiple iodine substituents and a hydroxyl group. Generally, compounds with such characteristics exhibit the following solubility tendencies:

  • Polar vs Nonpolar Solvents: This compound may show solubility in polar solvents due to the presence of the hydroxyl functional group, which can form hydrogen bonds with water.
  • Effect of Iodine Atoms: The high iodine content often leads to decreased solubility in nonpolar solvents, as the bulky iodine atoms can cause steric hindrance, making it less favorable for the compound to interact with the solvent.
  • Acidic Behavior: As a carboxylic acid, its solubility can be enhanced in basic solutions, where it may dissociate to form more soluble anionic species.

It's important to note that the actual solubility may vary with temperature and other environmental factors. In conclusion, the solubility of this compound is likely to be limited, reflecting its complex molecular architecture and the competing effects of polarity and hydrogen bonding. For practical purposes, it is advisable to experiment with various solvents to determine the ideal solubility conditions.

Interesting facts

Interesting Facts about 2-[4-(4-Hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic Acid

2-[4-(4-Hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic acid, often referred to by its IUPAC name, represents a complex synthetic organic compound with notable features. Here are some fascinating aspects:

  • Structure Diversity: This compound is rich in iodine atoms, which often imparts unique properties to organic molecules, such as enhanced interaction with biological systems and improved X-ray contrast.
  • Pharmacological Significance: Compounds containing iodine are frequently studied for their potential therapeutic effects, particularly in drug development targeting diseases like thyroid disorders and certain types of cancer.
  • Environmental Impact: Iodinated compounds can have varying environmental effects, depending on their fate in ecosystems. Understanding their behavior is crucial for environmental science.
  • Isomeric Forms: The presence of multiple iodine substituents and hydroxy groups leads to possible isomeric forms of the compound, which may exhibit different biological activities — a key area of interest in medicinal chemistry.
  • Analytical Techniques: The complex nature of this compound makes it ideal for studies employing advanced analytical techniques such as NMR spectroscopy and mass spectrometry, which are pivotal in determining molecular structure.
  • Applications in Research: Owing to its unique structural characteristics, this compound may be utilized in various fields of research, from synthetic organic chemistry to biochemistry, serving as a lead compound or a reagent.

In summary, 2-[4-(4-Hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic acid provides a rich avenue for exploration both in synthetic chemistry and applied medicinal science. Its structural complexity and potential applications make it a compound of significant interest among chemists and biochemists alike.

Synonyms
Tiratricol
51-24-1
3,3',5-TRIIODOTHYROACETIC ACID
Triac
Triiodothyroacetic acid
Teatrois
Tiratricolum
Tiracana
2-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid
Tiratricol [INN]
T3-acetic acid
3',3,5-Triiodothyroacetic acid
Tiratricolum [INN-Latin]
3,3',5-Triiodo Thyroacetic Acid
UNII-29OQ9EU4R1
3,5,3'-triiodothyroacetate
Tiracana (TN)
Tiratricol (INN)
NSC-759294
2-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)acetic acid
Benzeneacetic acid, 4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-
DTXSID2045232
TIRATRICOL [MI]
EINECS 200-086-1
MFCD00055931
TIRATRICOL [MART.]
TIRATRICOL [WHO-DD]
CHEMBL41632
29OQ9EU4R1
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodobenzeneacetic acid
DTXCID0025232
Triacana
[4-(4-HYDROXY-3-IODO-PHENOXY)-3,5-DIIODO-PHENYL]-ACETIC ACID
NSC 759294
T3-ACETIC ACID [USP IMPURITY]
CAS-51-24-1
NCGC00016227-01
(4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl)acetic acid
[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid
Tiratricol, 3,3',5-triiodothyroacetic acid
Tiratricolum (INN-Latin)
TRIIODOTHYROACETIC ACID [USP IMPURITY]
TIRATRICOL (MART.)
LEVOTHYROXINE SODIUM IMPURITY C [EP IMPURITY]
LIOTHYRONINE SODIUM IMPURITY C [EP IMPURITY]
Levothyroxine sodium impurity, triiodothyroacetic acid, or t3-acetic acid-
T3-ACETIC ACID (USP IMPURITY)
[4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic Acid (Triiodothyroacetic Acid)
4HY
SMR000058684
TRIIODOTHYROACETIC ACID (USP IMPURITY)
SR-01000003135
LIOTHYRONINE SODIUM IMPURITY C (EP IMPURITY)
LEVOTHYROXINE SODIUM IMPURITY C (EP IMPURITY)
Emcitate
Nidolin
Triax
TAatrois
(4-(4-Hydroxy-3-Iodo-Phenoxy)-3,5-Diiodo-Phenyl)-Acetic Acid
3,5,3'-triiodothyroacetic acid
LEVOTHYROXINE SODIUM IMPURITY, TRIIODOTHYROACETIC ACID, OR T3-ACETIC ACID-(USP IMPURITY)
LEVOTHYROXINE SODIUM IMPURITY, TRIIODOTHYROACETIC ACID, OR T3-ACETIC ACID-[USP IMPURITY]
Prestwick_439
Tiratricol (Standard)
3,5-diiodo-3'-isopropylthyroacetic acid
1nq0
2-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic acid
Prestwick0_000202
Prestwick1_000202
Prestwick2_000202
Prestwick3_000202
Triiodothyroacetic acid, 3
REGID_for_CID_5803
SCHEMBL25149
BSPBio_000183
MLS000028613
MLS006010657
SPBio_002104
3,3,5-triiodothyroacetic acid
BPBio1_000203
GTPL2637
3,5,39-triiodothyroacetic acid
BDBM18862
CHEBI:40021
HY-B1201R
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenylacetic acid
D11AX08
H03AA04
UOWZUVNAGUAEQC-UHFFFAOYSA-N
HMS1568J05
HMS2095J05
HMS3264A05
HMS3652J07
HMS3712J05
Pharmakon1600-01506047
BCP07182
HY-B1201
Tox21_110317
Tox21_303544
NSC759294
s4185
AKOS015951178
CCG-213970
CS-4829
DB03604
FT28502
NCGC00016227-02
NCGC00016227-03
NCGC00016227-04
NCGC00016227-05
NCGC00016227-06
NCGC00016227-07
NCGC00016227-08
NCGC00257371-01
AS-15930
DA-58599
3,3',5-Triiodothyroacetic acid, >=90%
SBI-0207015.P001
3,3',5-Triiodothyroacetic acid, free acid
NS00015686
SW196661-4
T3878
D07214
LEVOTHYROXINE SODIUM IMPURITY [USP IMPURITY]
Q7809151
SR-01000003135-2
SR-01000003135-3
BRD-K61236135-001-03-3
BRD-K61236135-001-08-2
BRD-K61236135-001-09-0
3,3 inverted exclamation marka,5-Triiodothyroacetic acid
[(4-hydroxy-3-iodo-4-phenoxy)-3,5-diiodophenyl]acetic acid
2-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)aceticacid
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodobenzeneacetic acid;Nidolin;T3A;Tiratricol
200-086-1