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Dipyridamole-d20 (Dipyridamole d20)

Cat No.:V72033 Purity: ≥98%
Dipyridamole-d20 is the deuterated form of Dipyridamole.
Dipyridamole-d20 (Dipyridamole d20)
Dipyridamole-d20 (Dipyridamole d20) Chemical Structure CAS No.: 1189983-52-5
Product category: Phosphodiesterase(PDE)
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes

Other Forms of Dipyridamole-d20 (Dipyridamole d20):

  • Dipyridamole-d16 (Dipyridamole-d16)
  • Dipyridamole Mono-O-β-D-glucuronide
  • Dipyridamole ( NSC-515776; RA-8; Persantine)
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Top Publications Citing lnvivochem Products
Product Description
Dipyridamole-d20 is the deuterated form of Dipyridamole. Dipyridamole is a phosphodiesterase inhibitor that blocks adenosine absorption and metabolism by red blood cells and vascular endothelial cells.
Dipyridamole-d20 is the deuterium-labeled form of dipyridamole, a well-known phosphodiesterase inhibitor that blocks the uptake and metabolism of adenosine by erythrocytes and vascular endothelial cells. It is intended for use as an internal standard for the quantification of dipyridamole by GC-MS or LC-MS. The incorporation of stable heavy isotopes of hydrogen into drug molecules serves as tracers for quantitation during drug development. This isotopically labeled compound has a molecular formula of C₂₄H₂₀D₂₀N₈O₄ and a molecular weight of 524.75.
Biological Activity I Assay Protocols (From Reference)
Targets
Dipyridamole-d20 targets the same enzymes as its non-deuterated counterpart, primarily phosphodiesterases (PDEs), with a particular affinity for PDE5A. Additionally, dipyridamole inhibits the cellular uptake of adenosine, thereby potentiating its vasodilatory and antiplatelet effects. The deuterated form is used as an analytical tracer to study these interactions.
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].
As an internal standard, Dipyridamole-d20 is not typically evaluated for its own in vitro activity. However, the parent compound dipyridamole is a potent vasodilator that inhibits platelet aggregation and exhibits antiviral and anti-inflammatory properties. The deuterated form is assumed to possess identical physicochemical properties, allowing it to accurately mirror the behavior of the unlabeled drug in biological assays.
ln Vivo
The in vivo activity of Dipyridamole-d20 is not separately characterized, as it is used as a tracer. The parent compound dipyridamole is clinically used as an antiplatelet agent and for myocardial perfusion imaging. The deuterated form is administered in pharmacokinetic studies to trace the distribution and metabolism of the parent drug in living organisms.
Enzyme Assay
In vitro assays for Dipyridamole-d20 typically involve its use as an internal standard in LC-MS or GC-MS methods. The compound is spiked into biological samples (e.g., plasma, tissue homogenates) prior to extraction. Its deuterium atoms provide a distinct mass shift, allowing for precise correction of matrix effects, ionization efficiency, and recovery during quantitative analysis of dipyridamole.
Cell Assay
For in vitro cell assays, Dipyridamole-d20 is not used as a direct treatment. Instead, it is used as an analytical tool. Cells are treated with unlabeled dipyridamole, and the deuterated compound is added to cell lysates or supernatants as an internal standard for the accurate quantification of drug uptake and metabolism by LC-MS.
Animal Protocol
For in vivo animal studies, Dipyridamole-d20 is administered to rodents alongside or instead of the unlabeled drug. Blood and tissue samples are collected at various time points. The compound is extracted and analyzed by LC-MS, using the deuterium label to distinguish it from endogenous compounds and to accurately measure the pharmacokinetic parameters of dipyridamole.
ADME/Pharmacokinetics
Dipyridamole-d20 has a molecular weight of 524.75 and a molecular formula of C₂₄H₂₀D₂₀N₈O₄. It is typically stored as a powder at -20°C. The compound is soluble in DMSO. Its deuterium labeling provides a mass shift of +20 Da, which is crucial for its function as an internal standard in mass spectrometry. As a labeled compound, its pharmacokinetic properties are assumed to be identical to those of unlabeled dipyridamole.
Toxicity/Toxicokinetics
No specific toxicity data are available for Dipyridamole-d20. As an isotopically labeled compound, its toxicity profile is expected to be comparable to that of the parent drug dipyridamole at equivalent doses. Dipyridamole is generally well-tolerated, with common side effects including headache, dizziness, and gastrointestinal disturbances. Standard laboratory safety precautions should be followed.
References

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

[2]. Klabunde, R.E., Dipyridamole inhibition of adenosine metabolism in human blood. Eur J Pharmacol, 1983. 93(1-2): p. 21-6.

[3]. Mode of action of dipyridamole on human platelets. Thromb Res, 1979. 16(3-4): p. 367-79.

[4]. Dipyridamole enhances NO/cGMP-mediated vasodilator-stimulated phosphoprotein phosphorylation and signaling in human platelets: in vitro and in vivo/ex vivo studies. Stroke, 2003. 34(3): p. 764-9.

Additional Infomation
Dipyridamole-d20 (CAS# 1189983-52-5) is a stable isotope-labeled compound used exclusively as a research tool. It has not been investigated in clinical trials nor approved as a therapeutic drug. Its primary application is in pharmaceutical research and development for the quantitative analysis of dipyridamole in complex biological matrices. It is a valuable reagent for bioanalytical method development and validation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C24H40N8O4
Molecular Weight
524.748838424683
Exact Mass
524.442
CAS #
1189983-52-5
Related CAS #
Dipyridamole;58-32-2
PubChem CID
45039101
Appearance
Light yellow to yellow solid powder
LogP
0.7
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
12
Heavy Atom Count
36
Complexity
561
Defined Atom Stereocenter Count
0
SMILES
OCCN(CCO)C1=NC2C(C(=N1)N1C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C1([2H])[2H])=NC(N(CCO)CCO)=NC=2N1C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C1([2H])[2H]
InChi Key
IZEKFCXSFNUWAM-KHKAULECSA-N
InChi Code
InChI=1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2/i1D2,2D2,3D2,4D2,5D2,6D2,7D2,8D2,9D2,10D2
Chemical Name
2-[[2-[bis(2-hydroxyethyl)amino]-4,8-bis(2,2,3,3,4,4,5,5,6,6-decadeuteriopiperidin-1-yl)pyrimido[5,4-d]pyrimidin-6-yl]-(2-hydroxyethyl)amino]ethanol
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 1.9057 mL 9.5283 mL 19.0567 mL
5 mM 0.3811 mL 1.9057 mL 3.8113 mL
10 mM 0.1906 mL 0.9528 mL 1.9057 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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