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TDCIPP

Cat No.:V8054 Purity: ≥98%
TDCPP is a chlorinated analog of tris(2,3-dibromopropyl)phosphate (Tris), one of the most frequently detected organophosphorus flame retardants (OPFR) in the environment.
TDCIPP
TDCIPP Chemical Structure CAS No.: 13674-87-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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100mg
250mg
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Product Description
TDCPP is a chlorinated analog of tris(2,3-dibromopropyl)phosphate (Tris), one of the most frequently detected organophosphorus flame retardants (OPFR) in the environment.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Cell viability remains unaffected by TDCPP exposure at concentrations higher than 68 μg/mL. When exposed to 136 μg/mL TDCPP, HCEC displayed a 16% reduction in cell viability. Furthermore, TDCPP caused all viable cells to be completely reduced (87%) up until treatment to ≥272 μg/mL of TDCPP. TDCPP's LC50 value was determined by indirect regression analysis based on cell viability, and it was 202 μg/mL. Cell wetness increased in TDCPP-exposed cells at concentrations higher than in control cells. In comparison to controls, antioxidant Bcl-2 protein expression increased up to 1.4 times at 2 μg/mL TDCPP and 1.2 times at 20 μg/mL. times, but at 200 μg/mL, it dynamically dropped to 0.4 times. The quantity of caspase-3 activity introduced was 2.1 times greater than the control at 200 μg/mL TDCPP [1]. TDCPP affects cell viability and toxicity at similar values (IC50 = 171 μM and 168 μM, respectively), although it inhibits cell growth at lower concentrations (IC50 = 27 μM) [2].
References

[1]. Effects of organophosphorus flame retardant TDCPP on normal human corneal epithelial cells: Implications for human health. Environ Pollut. 2017 Nov;230:22-30.

[2]. Flame retardant tris(1,3-dichloro-2-propyl)phosphate (TDCPP) toxicity is attenuated by N-acetylcysteine in human kidney cells. Toxicol Rep. 2017 May 17;4:260-264.

Additional Infomation
Tris(1,3-dichloro-2-propyl) Phosphate (TDCPP) can cause cancer according to an independent committee of scientific and health experts.
Tris(1,3-dichloropropan-2-yl) phosphate is a trialkyl phosphate.
See also: Tris(2,3-dichloropropyl) phosphate (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H15CL6O4P
Molecular Weight
430.9048
Exact Mass
427.883
CAS #
13674-87-8
PubChem CID
26177
Appearance
Colorless to light yellow liquid
Density
1.5±0.1 g/cm3
Boiling Point
457.4±40.0 °C at 760 mmHg
Melting Point
-64°C
Flash Point
377.7±35.0 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.497
LogP
1.79
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
12
Heavy Atom Count
20
Complexity
243
Defined Atom Stereocenter Count
0
InChi Key
ASLWPAWFJZFCKF-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H15Cl6O4P/c10-1-7(2-11)17-20(16,18-8(3-12)4-13)19-9(5-14)6-15/h7-9H,1-6H2
Chemical Name
tris(1,3-dichloropropan-2-yl) phosphate
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)
Ethanol : ~100 mg/mL (~232.07 mM)
DMSO : ≥ 62.5 mg/mL (~145.05 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 33.33 mg/mL (77.35 mM) in 15% Cremophor EL + 85% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (4.83 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 20.8 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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (4.83 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 20.8 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.


Solubility in Formulation 4: ≥ 2.08 mg/mL (4.83 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 20.8 mg/mL clear DMSO stock solution to 900 μL corn oil and mix evenly.

Solubility in Formulation 5: 33.33 mg/mL (77.35 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3207 mL 11.6036 mL 23.2072 mL
5 mM 0.4641 mL 2.3207 mL 4.6414 mL
10 mM 0.2321 mL 1.1604 mL 2.3207 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT06316609 ACTIVE, NOT RECRUITING Other: Gestational Exposure to Emerging Contaminants (ECs) Atopic Dermatitis Children's Hospital of Fudan University 2016-06
Biological Data
  • TDCPP inhibits the growth and viability of HK-2 cells in a dose-dependent manner. (A) Representative light micrographs of cultures exposed to increasing concentrations of TDCPP for 24 hours (100× magnification). A reduction in cell number was evident at 100 μM TDCPP, whereas cell death was evident at 200 μM TDCPP. (B) Changes in cell growth were measured in cultures with continuous exposure to increasing concentrations of TDCPP for up to 96 hours. The mean ± SEM from 3 independent experiments is shown and fit to a linear function. Inset shows the slope for each linear function; asterisks indicate significant difference from slope of control (p < 0.05). (C) Changes in cell viability were measured in cultures with continuous exposure to increasing concentrations of TDCPP for 24 hours. The mean ± SEM from 18 independent experiments is shown and fit to a sigmoidal dose-response function. The IC50 was 168 μM, with a 95% confidence interval of 160–177 μM (gray bracket). (D) Changes in cell toxicity were measured in cultures with continuous exposure to increasing concentrations of TDCPP for 24 hours. The mean ± SEM from 18 independent experiments is shown and fit to a sigmoidal dose-response function. The IC50 was 171 μM, with a 95% confidence interval of 162–181 μM (gray bracket).[2]. Killilea DW, et al. Flame retardant tris(1,3-dichloro-2-propyl)phosphate (TDCPP) toxicity is attenuated by N-acetylcysteine in human kidney cells. Toxicol Rep. 2017 May 17;4:260-264
  • NAC reverse the effect of TDCPP on cellular toxicity in HK-2 cells in a dose-dependent manner. Cells were treated with increasing concentrations of NAC before (top row) or after (bottom row) increasing concentrations of TDCPP for 24 hours. NAC was provided for 1 hour (first column), 3 hours (middle column), or 24 hours (last column) and at 3 different doses of 1 mM, 2.5 mM, or 10 mM (increasing gray shading). The mean ± SEM from 2–5 independent experiments is shown and fit to a sigmoidal dose-response function. Best-fit values for each curve were tested for significant difference based on the Extra sum-of-squares F test using the LogIC50 of each curve; asterisks indicate significant difference between curves (p < 0.05).[2]. Killilea DW, et al. Flame retardant tris(1,3-dichloro-2-propyl)phosphate (TDCPP) toxicity is attenuated by N-acetylcysteine in human kidney cells. Toxicol Rep. 2017 May 17;4:260-264
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