![Bis(diphenylphosphino)methane (Methylenebis[diphenylphosphine])](/upload/1124/V65403.png)
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| Targets |
Bis(diphenylphosphino)methane is a bidentate phosphine ligand that serves as a catalyst and ligand in organic synthesis. As a chemical reagent, it does not have specific biological receptors as its primary targets. The compound's mechanism of action in catalysis involves coordination to metal centers (e.g., palladium, platinum, rhodium) to form stable complexes that facilitate various organic transformations. The two phosphorus atoms can bind to a single metal center in a chelating fashion, providing stability and influencing the reactivity of the metal complex. Its primary applications are as a ligand for transition metal catalysis.
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| ln Vitro |
utilized as an organic synthesis catalyst. It serves as a flavor and fragrance intermediary as well.
In vitro, bis(diphenylphosphino)methane is used as a biochemical reagent and organic compound for biomedical research. It serves primarily as a catalyst in organic synthesis, such as the Suzuki reaction. The compound is a bidentate phosphine ligand that forms stable complexes with transition metals. Cellular assays are not typically performed with this compound as a direct cell-modulating agent, as its primary applications are in chemical synthesis and catalysis. The compound's ability to coordinate metals makes it valuable for studying metal-mediated reactions. |
| ln Vivo |
In vivo data for bis(diphenylphosphino)methane is limited, as it is primarily a research reagent and catalyst. The compound is classified for research use only and is not intended for human or veterinary therapeutic applications. Its primary applications are in organic synthesis and catalysis rather than as a therapeutic agent. The compound's phosphorus content and potential for metal complexation suggest limited bioavailability and potential for toxicity. Specific in vivo data for the parent compound is not available in the public literature.
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| Enzyme Assay |
In vitro assays for bis(diphenylphosphino)methane typically involve its use as a ligand or catalyst in organic synthesis rather than as a biological assay reagent. A typical application involves using the compound in palladium-catalyzed coupling reactions, such as the Suzuki reaction. The compound is dissolved in organic solvents such as toluene or THF. Reaction progress is monitored by TLC, GC, or HPLC. Catalyst activity and selectivity are evaluated by product yield and purity. The compound's ability to form stable metal complexes makes it valuable for studying coordination chemistry and catalysis.
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| Cell Assay |
Cellular assays for bis(diphenylphosphino)methane are not standard, as the compound is primarily used as a catalyst in organic synthesis rather than as a cell-modulating agent. The compound's phosphorus content and potential for metal complexation suggest potential for cytotoxicity at high concentrations. Any cellular studies would focus on evaluating the compound's cytotoxicity. A typical protocol would involve culturing appropriate cell lines in growth medium at 37°C with 5% CO₂. Cells would be treated with varying concentrations of the compound. Cell viability would be assessed using MTT or similar assays.
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| Animal Protocol |
In vivo animal studies for bis(diphenylphosphino)methane are not standard, as it is a research reagent and catalyst rather than a therapeutic candidate. The compound is classified for research use only and is not intended for human or veterinary applications. Any animal studies would be limited to toxicological evaluations of the compound as an industrial chemical. The compound's phosphorus content and potential for metal complexation suggest potential for toxicity. Specific in vivo protocols are not available in the public literature.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for bis(diphenylphosphino)methane is limited, as it is primarily a research reagent. The compound has a molecular weight of 384.40 g/mol and a molecular formula of C₂₅H₂₂P₂. It is a solid at room temperature with a melting point of 118.0-122.0°C. It is stored in a dry, cool place. As a phosphine, it is susceptible to oxidation and should be handled under inert atmosphere. Specific ADME data is not available.
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| Toxicity/Toxicokinetics |
Bis(diphenylphosphino)methane is classified for research use only and is not intended for human or veterinary applications. Standard safety precautions include handling with appropriate personal protective equipment (gloves, lab coat, safety goggles) in a well-ventilated area. The compound should be stored in a dry, cool place under inert atmosphere, protected from oxidation. Acute toxicity data is not readily available in the public literature. As with all research chemicals, appropriate laboratory safety practices should be followed. No specific LD₅₀ values or detailed toxicological profiles are available in the public domain.
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| Additional Infomation |
Bis(diphenylphosphino)methane (Methylenebis(diphenylphosphine), CAS 2071-20-7) is a biochemical reagent with the molecular formula C₂₅H₂₂P₂. It is a bidentate phosphine ligand used as a catalyst in organic synthesis, particularly in palladium-catalyzed coupling reactions such as the Suzuki reaction. The compound is classified as a research-use-only compound not intended for diagnostic or therapeutic purposes. It is available from multiple commercial suppliers in various pack sizes. No clinical trials or approved drug status exist for this compound as it is not a therapeutic agent.
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| Molecular Formula |
C25H22P2
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| Molecular Weight |
384.39
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| Exact Mass |
384.119
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| CAS # |
2071-20-7
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| PubChem CID |
74952
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| Appearance |
White to off-white solid powder
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| Boiling Point |
497.2±28.0 °C at 760 mmHg
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| Melting Point |
118-119 °C(lit.)
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| Flash Point |
270.2±30.3 °C
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| Vapour Pressure |
0.0±1.2 mmHg at 25°C
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| LogP |
8.57
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
0
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
27
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| Complexity |
325
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| Defined Atom Stereocenter Count |
0
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| SMILES |
P(C1C([H])=C([H])C([H])=C([H])C=1[H])(C1C([H])=C([H])C([H])=C([H])C=1[H])C([H])([H])P(C1C([H])=C([H])C([H])=C([H])C=1[H])C1C([H])=C([H])C([H])=C([H])C=1[H]
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| InChi Key |
XGCDBGRZEKYHNV-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C25H22P2/c1-5-13-22(14-6-1)26(23-15-7-2-8-16-23)21-27(24-17-9-3-10-18-24)25-19-11-4-12-20-25/h1-20H,21H2
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| Chemical Name |
diphenylphosphanylmethyl(diphenyl)phosphane
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage. (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| 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
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| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6015 mL | 13.0076 mL | 26.0152 mL | |
| 5 mM | 0.5203 mL | 2.6015 mL | 5.2030 mL | |
| 10 mM | 0.2602 mL | 1.3008 mL | 2.6015 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.
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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