3078-39-5

Basic information

• Product Name: 3-Iodotyrosine
• Synonyms: 4-Hydroxy-3-iodophenylalanine
• CAS NO: 3078-39-5
• Molecular Formula: C₉H₁₀INO₃
• Molecular Weight: 307.0851
• Mol File: 3078-39-5.mol

Chemical Properties

• Boiling Point: 391°Cat760mmHg
• Flash Point: 190.3°C
• Density: 1.944g/cm³
• CAS DataBase Reference: 3-Iodotyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Iodotyrosine(3078-39-5)
• EPA Substance Registry System: 3-Iodotyrosine(3078-39-5)

Safety Data

• Hazardous Substances Data: 3078-39-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Iodotyrosine is used as a key chemical intermediate for the synthesis of thyroid hormone replacements, contributing to the treatment of various thyroid-related conditions.
Used in Medical Research:
3-Iodotyrosine is utilized as a marker for assessing iodine deficiency and thyroid gland function, aiding in the diagnosis and monitoring of thyroid disorders.
Used in Biological Research:
3-Iodotyrosine plays a crucial role in the study of thyroid hormone synthesis and its impact on various physiological processes, furthering our understanding of thyroid-related health issues.

Upstream product

• 3387-86-8 3-amino-tyrosine 
• 556-02-5 ?Tyr 
• 3604-79-3 3-nitrotyrosine 

Downstream Products

• 66-02-4 3,5-diiodotyrosine 
• 79677-58-0 2-Amino-3-(4-hydroxy-3-iodo-phenyl)-propionic acid methyl ester; hydrochloride 
• 52815-35-7 2,2,3,3,4,4,4-Heptafluoro-butyric acid 4-[2-(2,2,3,3,4,4,4-heptafluoro-butyrylamino)-2-methoxycarbonyl-ethyl]-2-iodo-phenyl ester 

Relevant articles and documents

Regioselective iodination of tyrosine in a liquid membrane system, in the presence of crown ether type macrocyclic ligands. I obtention of monoiodotyrosine

The experiments performed have shown that, when using a "liquid membrane" system (aqueous phase source containing KI + I2 K+I3-, the receiving aqueous phase containing tyrosine, the "liquid membrane" being represented by dichloroethane, which contains the crown ether CE =18-crown-6), the selective iodination of tyrosine can be controlled so as to obtain, after four hours, monoiodotyrosine with a 100% yield.

Regioselective iodination of tyrosine in a liquid membrane system in the presence of crown ether type, macrocyclic ligands. II: The factors which influence regioselective iodination

The regioselective iodination of tyrosine 1 in a "liquid membrane" system - aqueous phase source/dichloroethane/aqueous receiving phase - in view of obtaining preferentially, first, monoiododerivative 2 and then diiododerivative 3 is controlled by the exclusive existence in the "liquid membrane" of the complex species [CE?I]+I3- (with no free I2). The highest yield (100%) of derivative 2 is obtained when CE=18-crown-6. The process is considered to be of the electophilic aromatic substitution type (through "phase transfer catalysis") the experiments suggesting that the reactive iodine species results from the [CE?I]+I3- complex decomposition at the "membrane"/receiving aqueous phase (containing tyrosine) interface.