67-30-1

Basic information

• Product Name: 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID
• Synonyms: tetraiodothyroaceticacid;3,5-DIIODO-4-(4-HYDROXY-3,5-DIIODOPHENOXY)PHENYLACETIC ACID;4-[4-HYDROXY-3,5-DIIODOPHENOXY]-3,5-DIIODOBENZENEACETIC ACID;3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID;4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenylacetic acid;4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic acid, Tetrac;[3,5-Diiodo-4-(3,5-diiodo-4-hydroxyphenoxy)phenyl]acetic acid;2-[3,5-Diiodo-4-(4-hydroxy-3,5-diiodophenoxy)phenyl]acetic acid
• CAS NO: 67-30-1
• Molecular Formula: C₁₄H₈I₄O₄
• Molecular Weight: 747.83
• EINECS: 200-649-1
• Product Categories: Aromatic Phenylacetic Acids and Derivatives;Aromatics;Drug Analogues;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 67-30-1.mol

Chemical Properties

• Melting Point: 219-220 °C (decomp)
• Boiling Point: 544.8±50.0 °C(Predicted)
• Appearance: /
• Density: 2.727±0.06 g/cm3(Predicted)
• Storage Temp.: −20°C
• Solubility: acetone: soluble19.60 - 20.40mg/mL, clear, colorless (or faintly
• PKA: 3.98±0.10(Predicted)
• CAS DataBase Reference: 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID(67-30-1)
• EPA Substance Registry System: 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID(67-30-1)

Safety Data

• Hazard Codes: T+
• Statements: 28
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 1
• WGK Germany: 3
• RTECS: CY1585800
• Hazardous Substances Data: 67-30-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID is used as a positive control to study the effects of various compounds on biological systems. For instance, it has been used to investigate the impact of ioxynil (IOX) and diethylstilbestrol (DES) exposure on zebrafish embryos, providing insights into the potential toxic effects of these substances.
Used in Neuroscience Research:
In the field of neuroscience, 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID is utilized to study its effects on long-term potentiation (LTP) and long-term depression (LTD) in the dentate gyrus of urethane-anesthetized male rats. This helps researchers understand the role of thyroid hormones in synaptic plasticity and memory formation.
Used in Endocrinology Research:
3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID is employed to determine its influence on the actions of thyroid-stimulating hormone (TSH) and thyroid-stimulating immunoglobulins in orbital fibroblasts. This aids in understanding the complex interactions between thyroid hormones and their regulatory mechanisms in the body.

Biochem/physiol Actions

Studies in rats have reported that Tetrac may regulate TSH secretion under in vivo conditions1.

Upstream product

• 92436-93-6 2-(3,5-diiodo-4-(4-methoxyphenoxy)phenyl)acetic acid 
• 156-38-7 4-hydroxyphenylacetate 
• 1083039-03-5 triisopropylsilyl 2-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetate 
• 861065-72-7 [4-(4-methoxy-phenoxy)-3,5-dinitro-phenyl]-acetic acid ethyl ester 
• 83799-60-4 (4-hydroxy-3,5-dinitro-phenyl)-acetic acid ethyl ester 
• 101588-11-8 C₁₇H₂₀N₂O₄ 
• 150-76-5 4-methoxy-phenol 
• 855937-68-7 [3,5-diiodo-4-(4-methoxy-phenoxy)-phenyl]-acetonitrile 
• 860687-73-6 1-(4-chloromethyl-2,6-diiodo-phenoxy)-4-methoxy-benzene 
• 85828-82-6 [3,5-diiodo-4-(4-methoxy-phenoxy)-phenyl]-acetic acid ethyl ester 
• 1155-40-4 2-(4-(4-hydroxyphenoxy)-3,5-diiodophenyl)acetic acid 

Downstream Products

• 1083039-03-5 triisopropylsilyl 2-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetate 
• 1174546-73-6 N-cyclohexyl-2-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetamide 
• 1174546-71-4 tert-butyl-2-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl) acetate 
• 1300559-77-6 {4-[4-(3-aminopropoxy)-3,5-diiodophenoxy]-3,5-diiodophenyl}acetic acid 
• 1300857-63-9 C₁₈H₁₇I₄NO₄ 
• 1300559-73-2 lithium [4-(4-{2-[(diaminomethylene)amino]-ethoxy}-3,5-diiodophenoxy)-3,5-diiodophenyl]acetate 
• 1174546-78-1 triisopropylsilyl 2-(4-(3,5-diiodo-4-(oxiran-2-ylmethoxy)phenoxy)-3,5-diiodophenyl)acetate 

Relevant articles and documents

Synthesis of new analogs of tetraiodothyroacetic acid (tetrac) as novel angiogenesis inhibitors for treatment of cancer

In the angiogenesis process, integrins, which are members of a family of cell surface transmembrane receptors, play a critical role particularly in blood vessel formation and the local release of vascular growth factors. Thyroid hormones such as L-thyroxine (T4) and 3,5,3′-triiodo-L-thyronine (T3) promote angiogenesis and tumor cell proliferation via integrin αvβ3 receptor. At or near an arginine-glycine-aspartate (RGD) recognition site on the binding pocket of integrin αvβ3, tetraiodothyroacetic acid (tetrac, a deaminated derivative of T4) is a thyrointegrin receptor antagonist and blocks the actions of T3 and T4 as well as different growth factors-mediated angiogenesis. In this study, we synthesized novel tetrac analogs by modifying the phenolic moiety of tetrac and tested them for their anti-angiogenesis activity using a Matrigel plug model for angiogenesis in mice. Pharmacological activity results showed that tetrac can accommodate numerous modifications and maintain its anti-angiogenesis activity.

Nanoparticle and polymer formulations for thyroid hormone analogs, antagonists, and formulations and uses thereof

Disclosed are methods of treating subjects having conditions related to angiogenesis including administering an effective amount of a polymeric nanoparticle form of thyroid hormone agonist, partial agonist or an antagonist thereof, to promote or inhibit angiogenesis in the subject. Nanoparticle forms of thyroid hormone or thyroid hormone analogs as well as uses thereof are also disclosed.

COMPOSITIONS OF DUAL THYROINTEGRIN ANTAGONISTS AND USE IN VASCULAR-ASSOCIATED DISORDERS

A dual thyrointegrin antagonist and a method for treating an angiogenesis-mediated disorder and/or a hyperthyroidism disorders by introducing the dual thyrointegrin antagonist into animals (e.g., mammals, human beings). The dual thyrointegrin antagonist includes a chemical structure having a thyroid hormone antagonist and alphavbeta3 integrin antagonist in the same molecule

Design, synthesis, and biological evaluation of bifunctional thyrointegrin inhibitors: New anti-angiogenesis analogs

Context: Inhibition of pathological angiogenesis. Objective: Obtaining new transactivator, bifunctional, thyroid antagonist, non-toxic anti-angiogenic compounds. Materials and methods: In silico drug design, synthesis in bulk and biological evaluation in chick chorioallantoic membrane (CAM) model. Results: Significant inhibition (range 6573%) at 0.252.0 g/ml doses. Discussion and conclusion: The synthesis of compounds (9), (10), and (11) incorporating long-chain moieties guanidine, urea, methyl amine and, propyl amine substitutions, respectively, into the core molecular framework of tetrac (tetraiodothyroacetic acid) were undertaken. The evaluation of the anti-angiogenic bioactivity of these compounds in the CAM model revealed no loss of activity in comparison with tetrac and XT199, which showed nearly 86% inhibition at dose levels of 1 and 0.5 g/ml, respectively, and validated the concept.