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Phenytoin-d10 (5,5-Diphenylhydantoin-d10)

Phenytoin-d10 is the deuterium labelled form of Phenytoin.
Phenytoin-d10 (5,5-Diphenylhydantoin-d10)
Phenytoin-d10 (5,5-Diphenylhydantoin-d10) Chemical Structure CAS No.: 65854-97-9
Product category: Virus Protease
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
Other Sizes

Other Forms of Phenytoin-d10 (5,5-Diphenylhydantoin-d10):

  • (R)-Mephenytoin ((-)-Mephenytoin)
  • (S)-Mephenytoin ((+)-Mephenytoin)
  • Mephenytoin-d5
  • 4-Hydroxymephenytoin-d3 (hydroxycoumarin-d3)
  • Mephenytoin-d8
  • Phenytoin (5,5-Diphenylhydantoin)
  • Phenytoin Sodium
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Phenytoin-d10 is the deuterium labelled form of Phenytoin. Phenytoin (5,5-Diphenylhydantoin) is a potent blocker of voltage-gated Na+ channels (VGSCs). Phenytoin has anti-epileptic activity and also reduces mammary tumor growth and metastasis in mice.
Phenytoin-d10 (CAS 65854-97-9), also known as 5,5-Diphenylhydantoin-d10, is the deuterium-labeled form of Phenytoin. Phenytoin is a voltage-gated Na+ channel blocker and t-type Ca2+ channel inhibitor, exhibiting antiepileptic activity. Phenytoin-d10 is intended for use as an internal standard for the quantification of phenytoin by GC- or LC-MS.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Phenytoin-d10 is not the compound itself but the parent drug Phenytoin, which is a voltage-gated Na+ channel blocker and t-type Ca2+ channel inhibitor. Phenytoin exhibits antiepileptic activity and can also reduce mammary tumor growth and metastasis in mice. Phenytoin-d10 is used as an internal standard for the quantification of Phenytoin.
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].
Phenytoin-d10 itself does not exhibit direct in vitro biological activity because it is a stable isotope-labeled internal standard. However, the parent compound Phenytoin is a potent voltage-gated Na+ channel blocker with antiepileptic activity. Phenytoin-d10 is used as an internal standard to accurately measure Phenytoin concentrations in biological samples.
ln Vivo
Phenytoin-d10 is not intended for in vivo administration as a therapeutic agent; it is used as an analytical standard. The in vivo activity of the parent compound Phenytoin is well documented as an anticonvulsant agent used to prevent tonic-clonic seizures and partial seizures. Phenytoin-d10 is utilized in pharmacokinetic studies to track the distribution, metabolism, and excretion of Phenytoin.
Enzyme Assay
In vitro enzyme/receptor binding assays for Phenytoin-d10 are not typically performed, as it is an analytical standard. Instead, the compound is used in analytical method development and validation. Quality control assays involve HPLC or LC-MS/MS to verify isotopic purity (≥98 atom % D) and chemical purity (>95%). The compound is tested for stability under various storage conditions. It appears as a white solid.
Cell Assay
Phenytoin-d10 itself is not tested in in vitro cellular assays for biological activity, as it is an analytical standard. Its utility is assessed by its performance as an internal standard in analytical workflows, including its ability to provide accurate quantification in LC-MS/MS or GC-MS analyses. The compound is used in quality control applications for Phenytoin analysis.
Animal Protocol
In vivo animal studies for Phenytoin-d10 are not conducted as therapeutic efficacy studies. Instead, the compound is administered to animals as a tracer in pharmacokinetic studies to quantify the parent drug Phenytoin in plasma, tissues, and excreta. These studies help determine the absorption, distribution, metabolism, and excretion (ADME) profile of Phenytoin.
ADME/Pharmacokinetics
Phenytoin-d10 has a molecular formula of C15H2D10N2O2 and a molecular weight of 262.33. It has a purity of >95% and an isotopic enrichment of ≥98 atom % D. It appears as a white solid. The compound is stable under recommended storage conditions. It is intended for research use only and is not for human consumption.
Toxicity/Toxicokinetics
The toxicity profile of Phenytoin-d10 is not extensively characterized, as it is an analytical standard rather than a therapeutic agent. The parent compound Phenytoin has well-established safety and toxicity profiles as an anticonvulsant agent. Phenytoin-d10 is intended for research use only and is not approved for clinical use. Standard laboratory safety precautions should be followed when handling this compound.
References

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

[2]. The sodium channel-blocking antiepileptic drug phenytoin inhibits breast tumour growth and metastasis. Mol Cancer. 2015 Jan 27;14(1):13.

[3]. Rogawski, M.A. and W. Loscher, The neurobiology of antiepileptic drugs. Nat Rev Neurosci, 2004. 5(7): p. 553-64.

[4]. Mechanisms of action of antiseizure drugs. Handb Clin Neurol, 2012. 108: p. 663-81.

[5]. Balaji, S., Medical therapy for sudden death. Pediatr Clin North Am, 2004. 51(5): p. 1379-87.

Additional Infomation
Phenytoin-d10 (CAS 65854-97-9) is the deuterium-labeled form of Phenytoin. Phenytoin is a voltage-gated Na+ channel blocker and t-type Ca2+ channel inhibitor with antiepileptic activity. Phenytoin-d10 is intended for use as an internal standard for the quantification of phenytoin by GC- or LC-MS. It is intended for research use only and is not approved for clinical use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H2D10N2O2
Molecular Weight
262.33
Exact Mass
262.153
CAS #
65854-97-9
Related CAS #
Phenytoin;57-41-0;Phenytoin sodium;630-93-3
PubChem CID
10999866
Appearance
White to off-white solid powder
Melting Point
295-297ºC
Flash Point
9℃
LogP
2.427
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Heavy Atom Count
19
Complexity
350
Defined Atom Stereocenter Count
0
SMILES
[2H]C1=C(C(=C(C(=C1[2H])[2H])C2(C(=O)NC(=O)N2)C3=C(C(=C(C(=C3[2H])[2H])[2H])[2H])[2H])[2H])[2H]
InChi Key
CXOFVDLJLONNDW-LHNTUAQVSA-N
InChi Code
InChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)/i1D,2D,3D,4D,5D,6D,7D,8D,9D,10D
Chemical Name
5,5-bis(2,3,4,5,6-pentadeuteriophenyl)imidazolidine-2,4-dione
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 3.8120 mL 19.0600 mL 38.1199 mL
5 mM 0.7624 mL 3.8120 mL 7.6240 mL
10 mM 0.3812 mL 1.9060 mL 3.8120 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.
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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.)
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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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