CAS 13811-11-5

3,5-diiodo-4-hydroxyphenylpropionic acid

Description:

3,5-Diiodo-4-hydroxyphenylpropionic acid, with the CAS number 13811-11-5, is an organic compound characterized by its phenolic structure and the presence of iodine substituents. This compound features a propionic acid moiety attached to a phenolic ring that has hydroxyl and two iodine groups at the 3 and 5 positions. The presence of iodine atoms enhances its biological activity and can influence its solubility and reactivity. The hydroxyl group contributes to its potential as a phenolic antioxidant, while the carboxylic acid group allows for acidic behavior and potential interactions in biological systems. This compound may exhibit interesting pharmacological properties, making it a subject of interest in medicinal chemistry. Its structural characteristics suggest potential applications in various fields, including pharmaceuticals and agrochemicals, although specific applications would depend on further research into its biological activity and safety profile. As with many halogenated compounds, considerations regarding environmental impact and toxicity are essential in its handling and application.

Formula: C₉H₈I₂O₃

InChI: InChI=1/C9H8I2O3/c10-6-3-5(1-2-8(12)13)4-7(11)9(6)14/h3-4,14H,1-2H2,(H,12,13)

SMILES: C(CC(=O)O)c1cc(c(c(c1)I)O)I

Synonyms:

• Dihpa
• Benzenepropanoic acid, 4-hydroxy-3,5-diiodo-
• 3-(4-Hydroxy-3,5-Diiodophenyl)Propanoic Acid

3,5-Diiodo-4-hydroxyphenylpropionic Acid

CAS: 13811-11-5

Formula: C₉H₈I₂O₃

Color and Shape: Solid

Molecular weight: 417.9670

Ref: IN-DA001808

3,5-Diiodo-4-hydroxyphenylpropionic Acid

Controlled Product

CAS: 13811-11-5

Stability Light Sensitive
Applications 3,5-Diiodo-4-hydroxyphenylpropionic Acid is an intermediate in synthesizing 3,3’,5-Triiodo Thyropropionic Acid (T795410), which is a Thyroid hormone analog, an antilipemic.
References Tomita, L., et al.: J. Biol. Chem., 219, 595 (1956);

Formula: C₉H₈I₂O₃

Color and Shape: Neat

Molecular weight: 417.97

Ref: TR-D455183

3,5-Diiodo-4-hydroxyphenylpropionic acid

CAS: 13811-11-5

3,5-Diiodo-4-hydroxyphenylpropionic acid (DIPPA) is a nucleophilic compound that inhibits the catechol-O-methyltransferase enzyme and is used to treat cardiac disease. It has been shown to improve ventricular function in congestive heart failure patients. DIPPA binds to the hydroxyl group of the enzyme's active site and competitively inhibits the binding of catechol or o-methoxybenzaldehyde. This prevents the methylation of catecholamines, which are important for cardiac function. The mechanism of action for DIPPA is similar to that of other drugs that have been found to be effective in treating congestive heart failure such as propranolol or amiodarone.

Formula: C₉H₈I₂O₃

Molecular weight: 417.97 g/mol

Ref: 3D-FD66715