| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
Methyl diethylphosphonoacetate does not have a defined biological target as it is a synthetic reagent rather than a pharmacologically active compound. Its function is chemical—it serves as a Horner-Wadsworth-Emmons reagent for the synthesis of α,β-unsaturated esters. The compound's phosphonate group enables the formation of carbon-carbon double bonds through condensation with aldehydes and ketones. When incorporated into pharmaceutical compounds, the phosphonate group can serve as a bioisostere for phosphate or carboxylate groups. The compound itself is not evaluated for biological activity against specific targets.
|
|---|---|
| ln Vitro |
In order to create antibiotic structural units and other similar compounds, branched allyl fluorides and regioselective Diels-Alder reactions require methyl 2-(diethoxyphosphoryl)acetate as a reactant or reagent.
As a chemical reagent, methyl diethylphosphonoacetate exhibits no intrinsic pharmacological activity in vitro. Its utility is demonstrated in the preparation of allylic fluorides, in regioselective Diels-Alder reactions, and as a reactant in the preparation of substituted thiophenes and furans for type 2 diabetes treatment. The compound serves as a reagent in the synthesis of various bioactive molecules, including antiviral, antibacterial, and anticancer agents, due to its ability to introduce a phosphonate group into organic substrates. In cell-based assays, the compound itself is not tested for biological activity. Instead, the products synthesized from this reagent are evaluated for their pharmacological properties. |
| ln Vivo |
Methyl diethylphosphonoacetate does not exhibit in vivo biological activity as it is not a therapeutic agent. The compound is used as a reagent in the synthesis of pharmaceuticals and bioactive molecules. Any in vivo effects would be associated with the final products synthesized from this intermediate, not with the intermediate itself. The compound is not administered to animals in pharmacological studies and has no known physiological effects. Its role is strictly chemical—providing a versatile phosphonate reagent for constructing complex molecules.
|
| Enzyme Assay |
In vitro enzyme/receptor binding assays are not applicable to methyl diethylphosphonoacetate as it is not a biologically active compound. Standard characterization protocols for this reagent include nuclear magnetic resonance (¹H NMR, ¹³C NMR, ³¹P NMR) and mass spectrometry to confirm structure and purity. Boiling point determination and GC analysis (>96% purity) are used for quality control. For synthetic applications, typical reactions include Horner-Wadsworth-Emmons olefination with aldehydes or ketones to form α,β-unsaturated esters, and further functionalization of the resulting products.
|
| Cell Assay |
Cell-based experiments are not performed with methyl diethylphosphonoacetate itself, as it is a chemical reagent rather than a test compound for biological activity. When the compound is used to synthesize drug candidates, those products may be tested in cell culture using standard protocols. Typically, final compounds are dissolved in DMSO and diluted in culture medium to achieve desired concentrations (typically 0.1-100 µM). Cells are incubated for 24-72 hours, and effects on cell viability, proliferation, or specific signaling pathways are measured using appropriate assays. The intermediate itself is not evaluated in cellular systems.
|
| Animal Protocol |
In vivo animal studies are not conducted with methyl diethylphosphonoacetate, as it is a research reagent for chemical synthesis. When the compound is used to synthesize drug candidates, those final products undergo standard preclinical evaluation. Typical protocols for drug candidates include pharmacokinetic studies in rodents (oral or intravenous administration, blood sampling for LC-MS/MS analysis), efficacy studies in disease models, and toxicology studies (acute and repeated-dose toxicity, histopathology). These studies evaluate the safety and efficacy of the final drug molecules, not the synthetic intermediate.
|
| ADME/Pharmacokinetics |
Pharmacokinetic properties of methyl diethylphosphonoacetate are not characterized as it is not a drug substance. Based on its physicochemical properties (molecular weight 210.16, logP approximately 1.5-2.0, liquid at room temperature), the compound would be expected to have moderate oral bioavailability if administered. The phosphonate ester groups would likely be hydrolyzed in vivo to release the free phosphonic acid. However, the compound is not intended for human exposure and has not been evaluated in formal pharmacokinetic studies. For drug candidates synthesized from this intermediate, pharmacokinetic properties are determined as part of drug development.
|
| Toxicity/Toxicokinetics |
Methyl diethylphosphonoacetate is an irritant to eyes, respiratory system, and skin (R36/37/38), with a WGK Germany classification of 3 and a flash point above 230°F. Safety precautions include S26 (in case of contact with eyes, rinse immediately with plenty of water and seek medical advice) and S36 (wear suitable protective clothing). Standard laboratory safety precautions should be followed when handling this compound, including the use of gloves, safety glasses, and working in a fume hood. The compound should be stored sealed in a dry place at room temperature.
|
| Additional Infomation |
Methyl diethylphosphonoacetate is a versatile Horner-Wadsworth-Emmons reagent used in organic synthesis for the preparation of α,β-unsaturated esters, allylic fluorides, and substituted thiophenes and furans. It is also known as diethyl methoxycarbonylmethylphosphonate and methyl (diethoxyphosphoryl)acetate. The compound is used in the synthesis of various bioactive molecules, including antiviral, antibacterial, and anticancer agents. It has not undergone clinical trials and is not approved as a pharmaceutical. Its mechanism of action is chemical—serving as a phosphonate reagent for carbon-carbon bond formation.
|
| Molecular Formula |
C7H15O5P
|
|---|---|
| Molecular Weight |
210.17
|
| Exact Mass |
210.065
|
| CAS # |
1067-74-9
|
| PubChem CID |
66113
|
| Appearance |
Colorless to light yellow liquid
|
| Density |
1.1±0.1 g/cm3
|
| Boiling Point |
270.2±23.0 °C at 760 mmHg
|
| Flash Point |
131.2±42.9 °C
|
| Vapour Pressure |
0.0±0.6 mmHg at 25°C
|
| Index of Refraction |
1.419
|
| LogP |
0.39
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
5
|
| Rotatable Bond Count |
7
|
| Heavy Atom Count |
13
|
| Complexity |
193
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
P(C([H])([H])C(=O)OC([H])([H])[H])(=O)(OC([H])([H])C([H])([H])[H])OC([H])([H])C([H])([H])[H]
|
| InChi Key |
CTSAXXHOGZNKJR-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C7H15O5P/c1-4-11-13(9,12-5-2)6-7(8)10-3/h4-6H2,1-3H3
|
| Chemical Name |
methyl 2-diethoxyphosphorylacetate
|
| 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 (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
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 | 4.7581 mL | 23.7903 mL | 47.5805 mL | |
| 5 mM | 0.9516 mL | 4.7581 mL | 9.5161 mL | |
| 10 mM | 0.4758 mL | 2.3790 mL | 4.7581 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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
