10468-90-3

Usage

Uses

Used in Medical Applications:
3-IODO-L-THYRONINE is used as a diagnostic marker for the early detection of congenital or drug-induced hypothyroidism in the developing human fetus. This application is particularly important as timely identification and treatment of hypothyroidism can prevent severe developmental issues and intellectual disabilities in newborns.
Used in Pharmaceutical Industry:
3-IODO-L-THYRONINE is used as an active pharmaceutical ingredient for the treatment of congenital or drug-induced hypothyroidism. Its role in regulating the body's metabolic processes makes it a valuable compound in the development of medications aimed at managing thyroid hormone levels and addressing related health concerns.

InChI:InChI=1/C15H14INO4/c16-12-7-9(8-13(17)15(19)20)1-6-14(12)21-11-4-2-10(18)3-5-11/h1-7,13,18H,8,17H2,(H,19,20)/t13-/m0/s1

Upstream product

• 51-48-9 L-thyroxine 
• 6893-02-3 triiodothyronine 
• 1041-01-6 3,5-diiodo-L-thyronine 
• 5817-39-0 L-3,3',5'-triiodothyronine 
• 70-40-6 L-3,3'-Diiodothyronine 
• 59302-19-1 N-Acetyl-3-iodo-L-tyrosinamid 
• 1023-47-8 N-acetyl-3-iodo-L-tyrosine 
• 59302-20-4 (S)-2-Acetylamino-3-[3-iodo-4-(4-methoxy-phenoxy)-phenyl]-propionamide 

Downstream Products

• 5817-39-0 L-3,3',5'-triiodothyronine 
• 70-40-6 L-3,3'-Diiodothyronine 

Relevant academic research and scientific papers

Remarkable Effect of Chalcogen Substitution on an Enzyme Mimetic for Deiodination of Thyroid Hormones

Iodothyronine deiodinases are selenoenzymes which regulate the thyroid hormone homeostasis by catalyzing the regioselective deiodination of thyroxine (T4). Synthetic deiodinase mimetics are important not only to understand the mechanism of enzyme catalysis, but also to develop therapeutic agents as abnormal thyroid hormone levels have implications in different diseases, such as hypoxia, myocardial infarction, critical illness, neuronal ischemia, tissue injury, and cancer. Described herein is that the replacement of sulfur/selenium atoms in a series of deiodinase mimetics by tellurium remarkably alters the reactivity as well as regioselectivity toward T4. The tellurium compounds reported in this paper represent the first examples of deiodinase mimetics which mediate sequential deiodination of T4 to produce all the hormone derivatives including T0 under physiologically relevant conditions.

Biomimetic deiodination of thyroid hormones and iodothyronamines-a structure-activity relationship study

Mammalian selenoenzymes, iodothyronine deiodinases (DIOs), catalyze the tyrosyl and phenolic ring deiodination of thyroid hormones (THs) and play an important role in maintaining the TH concentration throughout the body. These enzymes also accept the decarboxylated thyroid hormone metabolites, iodothyronamines (TAMs), as substrates for deiodination. Naphthalene-based selenium and/or sulphur-containing small molecules have been shown to mediate the regioselective tyrosyl ring deiodination of thyroid hormones and their metabolites. Herein, we report on the structure-activity relationship studies of a series of peri-substituted selenium-containing naphthalene derivatives for the deiodination of thyroid hormones and iodothyronamines. Single crystal X-ray crystallographic and 77Se NMR spectroscopic studies indicated that the intramolecular Se?X (X = N, O and S) interactions play an important role in the deiodinase activity of the synthetic mimics. Furthermore, the decarboxylated metabolites, TAMs, have been observed to undergo slower tyrosyl ring deiodination than THs by naphthyl-based selenium and/or sulphur-containing synthetic deiodinase mimics and this has been explained on the basis of the strength of Se?I halogen bonding formed by THs and TAMs.