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1,3-Phenylene tetraphenyl bis(phosphate)

Alias: Tetraphenyl resorcinol bis(diphenylphosphate)
1,3-Phenylidene tetraphenylbis(phosphate) (tetraphenylresorcinol bis(diphenyl phosphate)) is a flame retardant.
1,3-Phenylene tetraphenyl bis(phosphate)
1,3-Phenylene tetraphenyl bis(phosphate) Chemical Structure CAS No.: 57583-54-7
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
1,3-Phenylene tetraphenyl bis(phosphate) (Tetraphenyl resorcinol bis(diphenylphosphate)) is a flame retardant.
1,3-Phenylene tetraphenyl bis(phosphate) (CAS 57583-54-7) is an organophosphorus compound classified as a bis(phosphate) ester. Its molecular formula is C30H24O8P2, with a molecular weight of 574.45 g/mol. It is used as an industrial flame retardant and plasticizer, particularly in engineering plastics and rubber. It is also a component in some hydraulic fluids. In research, it is used as a reference standard for environmental monitoring of organophosphate flame retardants in air, dust, and water. It is not a pharmaceutical drug; it is an industrial chemical.
Biological Activity I Assay Protocols (From Reference)
Targets
Not applicable. 1,3-Phenylene tetraphenyl bis(phosphate) is an industrial flame retardant and has no specific biological target for therapeutic purposes. As a flame retardant, it acts by promoting char formation during combustion. In toxicological research, it is studied as an environmental contaminant and may have weak endocrine-disrupting activity. It does not bind to any specific receptor or enzyme for pharmacological benefit. Its utility is as an analytical reference standard.
ln Vitro
In vitro, this compound is not used for biological activity or drug discovery. It is a chemical standard for analytical method development. For GC-MS analysis, it is dissolved in hexane (1 mg/mL). Calibration standards are prepared at 0.1-50 ug/mL. It is used to quantify OPFRs in environmental samples (dust, sediment). It may show weak anti-androgenic activity in reporter assays at very high concentrations (100 uM), but this is not a primary application. It does not have direct cell-based activity.
ln Vivo
In vivo, this compound is not administered for therapeutic purposes. It is used in animal studies as a model compound to investigate the bioaccumulation and metabolism of organophosphate flame retardants. In a 28-day feeding study in rats, administration of 100 mg/kg/day may be performed to examine its effects on the liver or thyroid. These are toxicological studies, not efficacy models.
Enzyme Assay
General protocol for in vitro analytical use: Prepare a 1 mg/mL stock solution in n-hexane. Prepare calibration standards in hexane at 0.1, 0.5, 1, 5, 10, 25, 50, 100 ug/mL. Add 10 uL of internal standard (e.g., Triphenyl phosphate-d15, 10 ug/mL) per mL of standard. Inject 1 uL into a GC-MS with a DB-5MS column (30 m × 0.25 mm). Oven program: 80degC for 1 min, ramp 20degC/min to 350degC, hold 10 min. Detect in EI mode with SIM ions m/z 437, 279. For sample preparation, extract dust (100 mg) with 10 mL hexane:acetone (1:1), sonicate, centrifuge, evaporate, and reconstitute in 1 mL hexane. Store the compound at room temperature. For LC-MS, use C18 column with water:acetonitrile (0.1% formic acid), positive mode, m/z 575 [M+H]+.
Cell Assay
General protocol for in vitro cell-based experiments: For an androgen receptor antagonism screening assay, culture MDA-kb2 cells in RPMI-1640 with 10% charcoal-stripped FBS. Seed in 96-well plates (1×10^4 cells/well). Treat with the compound (1-100 uM) and 1 nM DHT for 24 h. Measure luciferase activity. The compound may cause weak inhibition at 100 uM. Perform a parallel MTT assay to confirm no cytotoxicity. This is a toxicological hazard assessment, not drug discovery.
Animal Protocol
General protocol for in vivo animal experiments: For a toxicokinetic study, administer the compound (100 mg/kg, oral) in corn oil to male Sprague-Dawley rats (n=5). Collect blood at 0, 1, 2, 4, 8, 12, 24, 48 h. Extract plasma with ethyl acetate, evaporate, reconstitute in hexane, and analyze by GC-MS. The half-life is expected to be 6-12 hours. This study assesses systemic exposure, not therapeutic efficacy.
ADME/Pharmacokinetics
General pharmacokinetic properties: This compound (MW 574.45) is a large, lipophilic molecule (LogP >5). It is poorly soluble in water but soluble in organic solvents. If absorbed, it would distribute to fatty tissues and be metabolized slowly. Elimination half-life may be long (days). For storage, it is a solid, kept at room temperature in a sealed container. Stock solutions in hexane are stable at -20degC for 6 months.
Toxicity/Toxicokinetics
General toxicity profile: This industrial chemical is a potential irritant and is toxic to aquatic life with long-lasting effects. It may be a weak endocrine disruptor. Standard safety precautions (gloves, lab coat, fume hood) should be used. GHS hazard statements may include H302, H315, H319, H411. For research use only.
Additional Infomation
1,3-Phenylene tetraphenyl bis(phosphate) is also known as Resorcinol bis(diphenyl phosphate) (RDP). It is a phosphoric ester flame retardant used as a substitute for polybrominated diphenyl ethers. Its molecular formula is C30H24O8P2. It is a viscous liquid or solid. The product is for research, analytical, and forensic use only, not for human consumption.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H24O8P2
Molecular Weight
574.45
Exact Mass
574.095
CAS #
57583-54-7
PubChem CID
93311
Appearance
Typically exists as solids at room temperature
Hydrogen Bond Donor Count
0
Rotatable Bond Count
12
Heavy Atom Count
40
Complexity
718
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C(C=C1)OP(=O)(OC2=CC=CC=C2)OC3=CC(=CC=C3)OP(=O)(OC4=CC=CC=C4)OC5=CC=CC=C5
InChi Key
OWICEWMBIBPFAH-UHFFFAOYSA-N
InChi Code
InChI=1S/C30H24O8P2/c31-39(33-25-14-5-1-6-15-25,34-26-16-7-2-8-17-26)37-29-22-13-23-30(24-29)38-40(32,35-27-18-9-3-10-19-27)36-28-20-11-4-12-21-28/h1-24H
Chemical Name
(3-diphenoxyphosphoryloxyphenyl) diphenyl phosphate
Synonyms
Tetraphenyl resorcinol bis(diphenylphosphate)
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.7408 mL 8.7040 mL 17.4080 mL
5 mM 0.3482 mL 1.7408 mL 3.4816 mL
10 mM 0.1741 mL 0.8704 mL 1.7408 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
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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.

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