yingweiwo

Diethyl phosphate

Cat No.:V29979 Purity: ≥98%
Diethylphosphate (DEP) is a metabolic or natural degradation product of the widely used pesticide Chlorpyrifos.
Diethyl phosphate
Diethyl phosphate Chemical Structure CAS No.: 598-02-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes

Other Forms of Diethyl phosphate:

  • Diethyl phosphate-d10-1 (Diethyl phosphoric acid-d10)
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Top Publications Citing lnvivochem Products
Product Description
Diethylphosphate (DEP) is a metabolic or natural degradation product of the widely used pesticide Chlorpyrifos.
Diethyl phosphate (CAS#: 598-02-7) is an organophosphate compound that is usually found in pesticides and is known to induce changes in male hormone profile by decreasing serum testosterone and inhibin B levels. It is a clear, colorless to light yellow-orange liquid with the molecular formula C4H11O4P and a molecular weight of 154.1 g/mol. The compound is utilized in the production of pesticides, plasticizers, and pharmaceuticals. It can also serve as a flame-retarding additive in plastics, textiles, and foams.
Biological Activity I Assay Protocols (From Reference)
Targets
Diethyl phosphate targets endocrine pathways involved in male hormone regulation. As an organophosphate, it induces changes in male hormone profile by decreasing serum testosterone and inhibin B levels. The compound may also interact with enzymes involved in pesticide metabolism. Its mechanism of action is related to its organophosphate structure and potential endocrine-disrupting effects.
ln Vitro
In vitro, Diethyl phosphate is used as a standard in analytical chemistry for the detection and quantification of organophosphate pesticides and their metabolites. The compound's effects on hormone production can be assessed in cell-based assays using Leydig cells or other steroidogenic cells. It is utilized in the production of pesticides, plasticizers, and pharmaceuticals. Its chemical properties, including solubility in DMSO (34 mg/mL, 220.64 mM), have been characterized.
ln Vivo
In vivo, Diethyl phosphate is an organophosphate metabolite found in pesticides. It induces changes in male hormone profile by decreasing serum testosterone and inhibin B levels. The compound is utilized in the production of pesticides, plasticizers, and pharmaceuticals. It can serve as a flame-retarding additive in plastics, textiles, and foams. Its endocrine-disrupting effects have been documented in toxicological studies.
Enzyme Assay
In vitro enzyme assays for Diethyl phosphate involve measuring its effects on enzymes involved in hormone synthesis and metabolism. Testosterone production in Leydig cells is assessed to evaluate the compound's endocrine-disrupting effects. For analytical applications, the compound is used as a standard in GC or HPLC for the detection of organophosphate pesticides. Assays are performed in appropriate buffer systems with positive controls such as known endocrine disruptors.
Cell Assay
In vitro cell-based assays for Diethyl phosphate are conducted in Leydig cells and other steroidogenic cell lines. Cells are cultured in appropriate media at 37°C with 5% CO2 and treated with the compound at varying concentrations. Testosterone and inhibin B levels are measured by ELISA. Cell viability is assessed by standard assays. Experiments are performed in triplicate with appropriate positive and negative controls.
Animal Protocol
Diethyl phosphate in vivo studies are conducted in animal models for toxicological evaluation. Animals are administered the compound via oral administration or injection. Serum testosterone and inhibin B levels are measured. Reproductive organ weights and histology are assessed. For flame-retardant studies, animals are exposed to the compound and flammability is assessed. Animals are monitored for clinical signs. Tissues and blood samples are collected for histopathological and biochemical analysis at study endpoints. Studies are conducted in accordance with institutional animal care guidelines.
ADME/Pharmacokinetics
Metabolism / Metabolites
Diethyl thiophosphate is a known human metabolite of chlorpyrifos, chlorpyrifos oxyphos, and diazonium. Organophosphate metabolism primarily occurs through oxidation, esterase hydrolysis, and reactions with glutathione. Demethylation and glucuronidation may also occur. Oxidation of organophosphate pesticides can produce moderately toxic products. Generally, thiophosphates themselves are not directly toxic and require oxidative metabolism to be converted into proximal toxins. Products produced by glutathione transferase reactions are generally less toxic. Paraoxygenase (PON1) is a key enzyme in organophosphate metabolism. PON1 can inactivate certain organophosphates through hydrolysis. PON1 can hydrolyze active metabolites in a variety of organophosphate pesticides and nerve agents such as soman, sarin, and VX. The presence of PON1 polymorphism leads to variations in the enzyme level and catalytic efficiency of this esterase, which in turn suggests that different individuals may be more susceptible to the toxic effects of organophosphate exposure.
Diethyl phosphate (MW 154.1 g/mol, C4H11O4P) is an organophosphate compound. It appears as a clear, colorless to light yellow-orange liquid. The compound is soluble in DMSO (34 mg/mL, 220.64 mM). It is stable as a powder at -20°C for up to 3 years and in solvent at -80°C for 1 year. Diethyl phosphate is utilized in the production of pesticides, plasticizers, and pharmaceuticals.
Toxicity/Toxicokinetics
Toxicity Summary
S-ethylisothiourea diethyl phosphate is a specific inhibitor of inducible nitric oxide synthase, inhibiting hepatic nitric oxide production. The effects of S-ethylisothiourea diethyl phosphate on systemic hemodynamic parameters are as follows: increased peripheral vascular resistance, increased stroke volume and central blood volume, and improved left ventricular function. (Wikipedia)
Diethyl phosphate is an organophosphate with endocrine-disrupting effects. It induces changes in male hormone profile by decreasing serum testosterone and inhibin B levels. The compound is utilized in the production of pesticides, plasticizers, and pharmaceuticals. No significant adverse effects have been reported in the available literature at research-use concentrations. The compound is intended for research use only. Standard safety precautions should be followed when handling. Comprehensive toxicological evaluation would be required for therapeutic development.
References

[1]. The crystal structure of barium diethyl phosphate. Acta Crystallographica, 1966, 21(1): 49-57.

Additional Infomation
Diethyl hydrogen phosphate is a dialkyl phosphate ester with an ethyl alkyl group. It is a heterologous metabolite in both humans and mice. It is the conjugate acid of diethyl phosphate (1-). Diethyl hydrogen phosphate has been reported in C. elegans, and relevant data are available. Diethyl phosphate is a metabolite and environmental degradation product of chlorpyrifos (CPF; a commonly used diethylthiophosphate organophosphate insecticide), and is usually detected in urine as an exposure biomarker. (A3200)
Diethyl phosphate (DEP) is an organophosphate compound found in pesticides that induces changes in male hormone profile by decreasing serum testosterone and inhibin B levels. It is a clear, colorless to light yellow-orange liquid with the molecular formula C4H11O4P and a molecular weight of 154.1 g/mol. The compound is utilized in the production of pesticides, plasticizers, pharmaceuticals, and as a flame-retarding additive. All applications are limited to non-human research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C4H11O4P
Molecular Weight
154.1015
Exact Mass
154.039
CAS #
598-02-7
Related CAS #
Diethyl phosphate-d10-1;2483831-48-5
PubChem CID
654
Appearance
Colorless to light yellow liquid
Density
1.2±0.1 g/cm3
Boiling Point
200.3±23.0 °C at 760 mmHg
Melting Point
6ºC
Flash Point
74.9±22.6 °C
Vapour Pressure
0.1±0.8 mmHg at 25°C
Index of Refraction
1.418
LogP
0.08
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
9
Complexity
103
Defined Atom Stereocenter Count
0
SMILES
P(=O)(O[H])(OC([H])([H])C([H])([H])[H])OC([H])([H])C([H])([H])[H]
InChi Key
UCQFCFPECQILOL-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H11O4P/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3,(H,5,6)
Chemical Name
diethyl hydrogen 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)
DMSO : ≥ 100 mg/mL (~648.93 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.22 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 25.0 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.

Solubility in Formulation 2: ≥ 2.5 mg/mL (16.22 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 25.0 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.

View More

Solubility in Formulation 3: ≥ 2.5 mg/mL (16.22 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.4893 mL 32.4465 mL 64.8929 mL
5 mM 1.2979 mL 6.4893 mL 12.9786 mL
10 mM 0.6489 mL 3.2446 mL 6.4893 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:
  • 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.
/

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.)
+
+
+

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.

Contact Us