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3,5-Diiodothyropropionic acid

Cat No.:V33746 Purity: ≥98%
3,5-Diiodothyropropionic acid is a thyroid hormone analog that can induce the expression of α-myosin heavy chain mRNA and bind to thyroid hormone receptors (TR).
3,5-Diiodothyropropionic acid
3,5-Diiodothyropropionic acid Chemical Structure CAS No.: 1158-10-7
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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5mg
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100mg
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Product Description
3,5-Diiodothyropropionic acid is a thyroid hormone analog that can induce the expression of α-myosin heavy chain mRNA and bind to thyroid hormone receptors (TR). The Ka values for TRα1 and TRβ1 are 2.40 and 2.40, respectively. 4.06M-1.
3,5-Diiodothyropropionic acid (CAS#: 1158-10-7) is a thyroid hormone analog and a metabolite of thyroid hormones. It is also known as 3,5-diiodo-4-(4-hydroxyphenoxy)benzenepropanoic acid or DITPA. The compound has been studied for its potential use in metabolic disorders and cardiovascular diseases. As a thyroid hormone analog, it may interact with thyroid hormone receptors and modulate metabolic processes. It is a diiodinated derivative of thyropropionic acid.
Biological Activity I Assay Protocols (From Reference)
Targets
Thyroid hormone receptors (TRα and TRβ). 3,5-Diiodothyropropionic acid is a thyroid hormone analog that binds to thyroid hormone receptors. It may act as an agonist or partial agonist at these receptors, modulating gene expression and metabolic processes. The compound has been studied for its potential to mimic the effects of thyroid hormones without the full spectrum of side effects. It may also interact with other cellular targets involved in metabolism and cardiovascular function.
ln Vitro
3,5-Diiodothyropropionic acid is a thyroid hormone analog that has been studied for its biological activities. It binds to thyroid hormone receptors and may modulate metabolic processes. The compound has been investigated for its potential use in metabolic disorders and cardiovascular diseases. As a diiodinated derivative, it is less potent than triiodothyronine (T3) but may have a more favorable side effect profile. The compound has been studied in models of hyperlipidemia, obesity, and heart failure.
ln Vivo
In vivo, 3,5-Diiodothyropropionic acid has been studied in animal models for its metabolic and cardiovascular effects. It has been shown to reduce serum cholesterol and triglyceride levels in animal models of hyperlipidemia. The compound may also have positive inotropic effects on the heart, making it a potential treatment for heart failure. It has been studied in models of obesity for its effects on weight loss and energy expenditure.
Enzyme Assay
In vitro receptor binding assays are performed using nuclear extracts or membrane preparations from cells expressing thyroid hormone receptors (TRα and TRβ). Increasing concentrations of 3,5-Diiodothyropropionic acid (0.01 nM - 10 μM) are incubated with a fixed concentration of radiolabeled T3 (e.g., [¹²⁵I]-T3) in assay buffer (20 mM Tris-HCl, pH 7.4, 150 mM NaCl, 5 mM EDTA, 0.1% BSA) for 60-120 minutes at room temperature. Nonspecific binding is determined using 1 μM unlabeled T3. Bound radioactivity is separated by filtration or precipitation and quantified. IC50 or Ki values are calculated. Receptor activation can be assessed using reporter gene assays.
Cell Assay
Cell-based assays for 3,5-Diiodothyropropionic acid are performed using cells expressing thyroid hormone receptors (TRα and TRβ) and a thyroid hormone response element (TRE)-driven luciferase reporter. Cells are treated with varying concentrations of the compound (0.01 nM - 10 μM) for 24-48 hours. Luciferase activity is measured after addition of substrate. EC50 values are calculated from dose-response curves. The compound's efficacy as an agonist or antagonist is determined by comparison with T3. Cellular metabolic assays (e.g., oxygen consumption rate, glucose uptake) may also be performed to assess functional effects.
Animal Protocol
In animal studies, 3,5-Diiodothyropropionic acid is typically administered orally or intraperitoneally to rodents. For hyperlipidemia studies, animals are fed a high-fat diet and treated with the compound. Serum cholesterol, triglycerides, and other lipid parameters are measured. For heart failure studies, cardiac function is assessed by echocardiography. For obesity studies, body weight, food intake, and energy expenditure are monitored. Doses are selected based on preliminary pharmacokinetic and tolerability assessments.
ADME/Pharmacokinetics
3,5-Diiodothyropropionic acid is a thyroid hormone analog with a molecular weight of approximately 528.1 and formula C15H12I2O4. As a small molecule, it is expected to have reasonable oral bioavailability. The compound contains two iodine atoms, which contribute to its lipophilicity and receptor binding affinity. It should be stored as powder under appropriate conditions. The compound is stable when stored properly. Solubility in aqueous and organic solvents should be determined experimentally.
Toxicity/Toxicokinetics
No specific toxicity data are documented for 3,5-Diiodothyropropionic acid. As a thyroid hormone analog, it may cause side effects related to thyroid hormone excess, including tachycardia, arrhythmias, weight loss, anxiety, and bone loss at high doses. The compound should be handled with appropriate safety precautions. It is intended for research use only and is not approved for human therapeutic applications. Standard laboratory safety practices should be followed when handling the compound.
References

[1]. Cardiac effects of 3,5-diiodothyropropionic acid, a thyroid hormone analog with inotropic selectivity. J Pharmacol Exp Ther. 1992 Oct;263(1):163-9.

Additional Infomation
3,5-Diiodothyronine propionate (DITPA) is a monocarboxylic acid, namely (4-hydroxy-3,5-diiodophenyl)propionate, in which the phenolic hydroxyl group is replaced by a 4-hydroxyphenyl group. It is an ionic analog of levothyroxine. It is an organoiodine compound, an aromatic ether, a phenolic compound, and a monocarboxylic acid. DITPA has been used in research on congestive heart failure.
3,5-Diiodothyropropionic acid is also known as DITPA or 3,5-diiodo-4-(4-hydroxyphenoxy)benzenepropanoic acid. It is a thyroid hormone analog that has been studied for its potential use in metabolic disorders and cardiovascular diseases. The compound binds to thyroid hormone receptors and modulates metabolic processes. It has been investigated for its effects on serum lipids, cardiac function, and body weight. The compound is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H12O4I2
Molecular Weight
510.06138
Exact Mass
509.883
CAS #
1158-10-7
PubChem CID
160565
Appearance
White to off-white solid powder
Density
2.068g/cm3
Boiling Point
535.3ºC at 760mmHg
Flash Point
277.6ºC
Vapour Pressure
2.72E-12mmHg at 25°C
Index of Refraction
1.708
LogP
4.41
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
21
Complexity
333
Defined Atom Stereocenter Count
0
InChi Key
WONYMNWUJVKVII-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H12I2O4/c16-12-7-9(1-6-14(19)20)8-13(17)15(12)21-11-4-2-10(18)3-5-11/h2-5,7-8,18H,1,6H2,(H,19,20)
Chemical Name
3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~50 mg/mL (~98.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.90 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.90 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (4.90 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9606 mL 9.8028 mL 19.6055 mL
5 mM 0.3921 mL 1.9606 mL 3.9211 mL
10 mM 0.1961 mL 0.9803 mL 1.9606 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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