| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
|
||
| 5mg |
|
||
| 10mg |
|
||
| Other Sizes |
| Targets |
As a stable isotope-labeled internal standard, Chlorpyrifos-d10 does not have a primary pharmacological target. The unlabeled parent compound, chlorpyrifos, is an organophosphate insecticide that acts as an irreversible inhibitor of acetylcholinesterase (AChE). It exerts its insecticidal and mammalian toxicity by phosphorylating the active site serine of AChE.
|
|---|---|
| ln Vitro |
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as quantitative tracers while the drugs were being developed. Because deuteration may have an effect on a drug's pharmacokinetics and metabolic properties, it is a cause for concern [1].
The unlabeled chlorpyrifos is lethal to several insect parasitoids with LC50 values of 0.8 ng/ml (A. melinus), 6 ng/ml (G. ashmeadi), 12 ng/ml (E. eremicus), and 17 ng/ml (E. formosa). It is also toxic to mice (LD50 = 155 mg/kg). It induces mortality in O. insidiosus adults and inhibits acetylcholinesterase activity in a dose-dependent manner. |
| ln Vivo |
In vivo, unlabeled chlorpyrifos is a widely used agricultural insecticide for control of insects on corn, sorghum, alfalfa, and other crops. In mammals, it is a known neurotoxicant. Postnatal day 11 to 14 exposure to chlorpyrifos (3 mg/kg) decreases nest building and defense behaviors in adult female mice, demonstrating long-term neurobehavioral effects from early-life exposure.
|
| Enzyme Assay |
The binding affinity of unlabeled chlorpyrifos to AChE is determined via a non-cellular enzyme inhibition assay using electric eel or recombinant human AChE. The enzyme is incubated with varying concentrations of chlorpyrifos-oxon (the active oxidative metabolite) in phosphate buffer. Following a pre-incubation period, the substrate acetylthiocholine and Ellman's reagent (DTNB) are added. The residual enzyme activity is measured by absorbance at 412 nm.
|
| Cell Assay |
Cell-based assays for chlorpyrifos are typically performed in human neuroblastoma cell lines (e.g., SH-SY5Y). Cells are exposed to varying concentrations of chlorpyrifos or its metabolite chlorpyrifos-oxon for 24-48 hours. Cell viability is assessed using MTT or LDH assays to measure cytotoxicity. Additionally, intracellular AChE activity can be measured directly in cell lysates using a fluorogenic or colorimetric assay.
|
| Animal Protocol |
Chlorpyrifos-d10 is used as an internal standard in residue analysis. A typical protocol for food safety monitoring (e.g., grains, fruits, vegetables) uses the QuEChERS (Quick, Easy, Cheap, Effective, Rugged, Safe) method. Sample is extracted with acetonitrile, and Chlorpyrifos-d10 is added. After dispersive solid-phase extraction cleanup, the extract is analyzed by GC-MS. The analyte/internal standard peak area ratio is used for quantification.
|
| ADME/Pharmacokinetics |
Chlorpyrifos-d10 is chemically identical to the unlabeled analyte except for a +10 Da mass shift due to deuterium substitution, resulting in virtually identical extraction recovery, chromatographic retention time, and ionization efficiency. It is stable under standard GC-MS and LC-MS conditions and is a critical tool for meeting regulatory guidelines for pesticide residue analysis.
|
| Toxicity/Toxicokinetics |
Unlabeled chlorpyrifos has significant mammalian toxicity. It is toxic to mice with an oral LD50 of 155 mg/kg. The primary mechanism of toxicity is irreversible inhibition of acetylcholinesterase, leading to cholinergic crisis (salivation, lacrimation, urination, defecation, seizures, respiratory failure). It is also a developmental neurotoxicant. The deuterated standard is used at trace levels for analysis.
|
| References | |
| Additional Infomation |
Chlorpyrifos-d10 is an essential analytical standard for regulatory compliance in food safety. Many countries have set maximum residue limits (MRLs) for chlorpyrifos on food products, and its use has been banned or restricted in the EU and some US states due to neurodevelopmental toxicity concerns. The availability of a high-quality stable isotope-labeled internal standard like Chlorpyrifos-d10 is critical for laboratories to meet these strict regulatory limits and ensure accurate, enforceable results.
|
| Molecular Formula |
C9HD10CL3NO3PS
|
|---|---|
| Molecular Weight |
360.65
|
| Exact Mass |
358.989
|
| CAS # |
285138-81-0
|
| Related CAS # |
Chlorpyrifos;2921-88-2
|
| PubChem CID |
16213399
|
| Appearance |
White to off-white solid powder
|
| Density |
1.523g/cm3
|
| Boiling Point |
375.9ºC at 760 mmHg
|
| Melting Point |
44-45ºC(lit.)
|
| Flash Point |
181.1ºC
|
| Vapour Pressure |
1.63E-05mmHg at 25°C
|
| Index of Refraction |
1.565
|
| LogP |
5.368
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
5
|
| Rotatable Bond Count |
6
|
| Heavy Atom Count |
18
|
| Complexity |
303
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
[2H]C([2H])([2H])C([2H])([2H])OP(=S)(OC1=NC(=C(C=C1Cl)Cl)Cl)OC([2H])([2H])C([2H])([2H])[2H]
|
| InChi Key |
SBPBAQFWLVIOKP-MWUKXHIBSA-N
|
| InChi Code |
InChI=1S/C9H11Cl3NO3PS/c1-3-14-17(18,15-4-2)16-9-7(11)5-6(10)8(12)13-9/h5H,3-4H2,1-2H3/i1D3,2D3,3D2,4D2
|
| Chemical Name |
bis(1,1,2,2,2-pentadeuterioethoxy)-sulfanylidene-(3,5,6-trichloropyridin-2-yl)oxy-λ5-phosphane
|
| 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 | 2.7728 mL | 13.8639 mL | 27.7277 mL | |
| 5 mM | 0.5546 mL | 2.7728 mL | 5.5455 mL | |
| 10 mM | 0.2773 mL | 1.3864 mL | 2.7728 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.