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Chlorpyrifos-d10

Cat No.:V71653 Purity: ≥98%
Chlorpyrifos-d10 is the deuterated form of Chlorpyrifos.
Chlorpyrifos-d10
Chlorpyrifos-d10 Chemical Structure CAS No.: 285138-81-0
Product category: ChE
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Other Forms of Chlorpyrifos-d10:

  • Chlorpyrifos methyl-d6
  • Chlorpyrifos-oxon
  • Chlorpyrifos-oxon-d10
  • Chlorpyrifos
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Top Publications Citing lnvivochem Products
Product Description
Chlorpyrifos-d10 is the deuterated form of Chlorpyrifos. Chlorpyrifos is an organophosphate insecticide classified as sulfite. Oxygen metabolites of Chlorpyrifos are inhibitors of AChE and can affect neurological function in insects, humans and other animals. Chlorpyrifos oxon (CPO) metabolites can be hydrolyzed by the plasma enzyme paraoxonase 1 (PON1), and overexpression of PON1 alleviates the neurotoxicity associated with CPO exposure.
Chlorpyrifos-d10 is a stable, deuterium-labeled internal standard for the accurate quantification of the organophosphate insecticide chlorpyrifos by LC-MS or GC-MS. This isotopically labeled compound is an essential tool for residue analysis in food safety, environmental monitoring, and toxicological research, providing precise correction for matrix effects and extraction losses.
Biological Activity I Assay Protocols (From Reference)
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

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

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.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
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 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 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.

Calculator

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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)
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  • 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.

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  • 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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