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Hexakis(p-bromophenoxy)cyclotriphosphazene

Alias: Hexakis(p-bromophenoxy)cyclotriphosphazene; LUN76721; LUN-76721; LUN 76721;
Cat No.:V34671 Purity: ≥98%
Hexakis(p-bromophenoxy)cyclotriphosphazene is a useful chemical compound.
Hexakis(p-bromophenoxy)cyclotriphosphazene
Hexakis(p-bromophenoxy)cyclotriphosphazene Chemical Structure CAS No.: 4376-72-1
Product category: Others 10
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Hexakis(p-bromophenoxy)cyclotriphosphazene is a useful chemical compound.
Hexakis(p-bromophenoxy)cyclotriphosphazene (CAS 4376-72-1) is a cyclophosphazene compound that has been studied for various applications including as a biologically active agent and a useful chemical reagent. It belongs to the cyclotriphosphazene class of compounds, which are used for polymer functionalization and synthesis, as pendant groups or monomers for polyphosphazene synthesis. The compound has also been investigated as a flame retardant additive, high temperature fluid, clathrate, photostabilizer, and antioxidant in organic polymers. It has a molecular formula containing six p-bromophenoxy groups attached to a cyclotriphosphazene core.
Biological Activity I Assay Protocols (From Reference)
Targets
Hexakis(p-bromophenoxy)cyclotriphosphazene has been found to act as an inhibitor of the activation of ion channels by G proteins, binding to the receptor and blocking its ability to bind G proteins. This mechanism involves direct interaction with G protein-coupled receptors to prevent G protein activation and subsequent ion channel opening. The compound's unique architecture allows for selective interactions with protein targets. As a cyclophosphazene, it can also serve as a metal-organic framework with significant potential for gas capture and storage applications due to its high surface area and tunable pore structure. The compound's biological activity is attributed to its ability to interact with proteins and cellular membranes.
ln Vitro
In vitro, hexakis(p-bromophenoxy)cyclotriphosphazene has been studied for its effects on ion channel function and protein interactions. The compound inhibits the activation of ion channels by G proteins, demonstrating its ability to interfere with G protein-coupled receptor signaling. Binding studies have shown that the compound binds to receptors and blocks their ability to bind G proteins. This mechanism of action makes it a valuable tool for studying G protein-coupled receptor signaling and ion channel regulation. The compound's effects on cellular function depend on the specific receptors and cell types being studied. Its activity as a metal-organic framework for gas capture has also been characterized in materials science applications.
ln Vivo
In vivo studies of hexakis(p-bromophenoxy)cyclotriphosphazene are limited, as the compound is primarily used as a chemical reagent and materials science tool rather than a therapeutic agent. The compound's biological activity as an inhibitor of G protein-mediated ion channel activation suggests potential applications in studying receptor signaling in animal models. However, detailed in vivo efficacy and safety data are not extensively documented. The compound's use as a flame retardant and polymer additive indicates that its biological effects may be relevant for toxicological assessments in the context of material safety and environmental exposure. Further research is needed to fully characterize its in vivo biological activity.
Enzyme Assay
For in vitro biochemical assays, hexakis(p-bromophenoxy)cyclotriphosphazene can be evaluated for its interactions with proteins and receptors. Binding assays can be performed using purified G proteins or G protein-coupled receptors to assess direct compound-protein interactions. Techniques such as surface plasmon resonance (SPR), isothermal titration calorimetry (ITC), or fluorescence polarization can be used to measure binding affinity. Ion channel function can be assessed using electrophysiological techniques in cell-free systems. The compound's ability to inhibit G protein activation can be measured using GTPase activity assays or nucleotide exchange assays. These cell-free assays help characterize the molecular mechanism of action and identify the specific protein targets of the compound.
Cell Assay
In vitro cellular assays for hexakis(p-bromophenoxy)cyclotriphosphazene can be performed using cells expressing G protein-coupled receptors and ion channels. Cells are cultured in standard media and treated with the compound at various concentrations. G protein activation is assessed by measuring GTPγS binding or downstream signaling events such as cAMP production, calcium mobilization, or MAPK activation. Ion channel activity is measured using patch-clamp electrophysiology or fluorescence-based membrane potential assays. Cell viability and cytotoxicity are assessed using MTT or LDH release assays. Receptor binding studies using radiolabeled ligands can determine the compound's affinity and selectivity for specific receptor subtypes. These cellular assays help validate the compound's mechanism of action in a physiologically relevant context.
Animal Protocol
In vivo animal experiments with hexakis(p-bromophenoxy)cyclotriphosphazene are not extensively documented in the literature. As a chemical reagent and materials science compound, it is primarily used in non-biological applications. If used in animal studies, typical approaches would involve administration via oral gavage, intraperitoneal injection, or intravenous injection. Dosing regimens would be determined based on the compound's pharmacokinetic properties and tolerability. Endpoint analyses would depend on the specific biological question being addressed, such as assessment of receptor signaling, ion channel function, or toxicological effects. Researchers should consult the primary literature for any available in vivo data.
ADME/Pharmacokinetics
Pharmacokinetic properties of hexakis(p-bromophenoxy)cyclotriphosphazene are not extensively documented. As a cyclophosphazene compound with multiple bromophenoxy groups, it is expected to have high molecular weight and lipophilicity. These properties suggest low oral bioavailability and limited systemic distribution. The compound is likely to be metabolized in the liver and eliminated via biliary or renal routes. Its use as a flame retardant additive and polymer component suggests that its pharmacokinetic properties are more relevant for environmental and toxicological studies than for therapeutic applications. Detailed PK parameters such as half-life, Cmax, Tmax, and AUC are not available in the literature.
Toxicity/Toxicokinetics
The toxicological profile of hexakis(p-bromophenoxy)cyclotriphosphazene has been studied primarily in the context of its use as a flame retardant and industrial chemical. As a halogenated compound containing bromine atoms, it may have potential for bioaccumulation and toxicity. Comprehensive toxicity assessments would include acute, subchronic, and chronic toxicity studies in animal models. Parameters assessed would include body weight, organ weights, hematology, clinical chemistry, and histopathology. Genotoxicity and carcinogenicity potential would also be evaluated. The compound's environmental persistence and ecotoxicological effects are relevant considerations for its industrial applications. The compound is intended for research and industrial use only and not for human therapeutic applications.
Additional Infomation
Hexakis(p-bromophenoxy)cyclotriphosphazene is primarily a chemical reagent and materials science compound with diverse applications. It is used in research as a tool for studying ion channels and protein interactions. Its ability to inhibit G protein-mediated ion channel activation makes it valuable for investigating GPCR signaling mechanisms. In materials science, the compound is used for polymer functionalization, as a flame retardant additive, and as a building block for metal-organic frameworks with gas capture applications. Its unique cyclotriphosphazene core with six p-bromophenoxy groups provides opportunities for studying structure-function relationships in both biological and materials contexts. The compound is also relevant for environmental and toxicological research due to its use as an industrial chemical.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C36H24BR6N3O6P3
Molecular Weight
1166.9375
Exact Mass
1160.6
Elemental Analysis
C, 37.05; H, 2.07; Br, 41.08; N, 3.60; O, 8.23; P, 7.96
CAS #
4376-72-1
PubChem CID
4261415
Appearance
Solid powder
LogP
15.194
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
12
Heavy Atom Count
54
Complexity
1090
Defined Atom Stereocenter Count
0
SMILES
BrC1C([H])=C([H])C(=C([H])C=1[H])OP1(N=P(N=P(N=1)(OC1C([H])=C([H])C(=C([H])C=1[H])Br)OC1C([H])=C([H])C(=C([H])C=1[H])Br)(OC1C([H])=C([H])C(=C([H])C=1[H])Br)OC1C([H])=C([H])C(=C([H])C=1[H])Br)OC1C([H])=C([H])C(=C([H])C=1[H])Br
InChi Key
LZDZRKDTUHPPOI-UHFFFAOYSA-N
InChi Code
InChI=1S/C36H24Br6N3O6P3/c37-25-1-13-31(14-2-25)46-52(47-32-15-3-26(38)4-16-32)43-53(48-33-17-5-27(39)6-18-33,49-34-19-7-28(40)8-20-34)45-54(44-52,50-35-21-9-29(41)10-22-35)51-36-23-11-30(42)12-24-36/h1-24H
Chemical Name
2,2,4,4,6,6-hexakis(4-bromophenoxy)-1,3,5-triaza-2λ5,4λ5,6λ5-triphosphacyclohexa-1,3,5-triene
Synonyms
Hexakis(p-bromophenoxy)cyclotriphosphazene; LUN76721; LUN-76721; LUN 76721;
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 0.8569 mL 4.2847 mL 8.5694 mL
5 mM 0.1714 mL 0.8569 mL 1.7139 mL
10 mM 0.0857 mL 0.4285 mL 0.8569 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • 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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