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Hydroquinone-d6

Alias: Hydroquinone-d6; Quinol-d6; 1,4-Benzenediol-d6; 1,4-Dihydroxybenzene-d6
Hydroquinone-d6 is a deuterated derivative of hydroquinone.
Hydroquinone-d6
Hydroquinone-d6 Chemical Structure CAS No.: 71589-26-9
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Hydroquinone-d6 (Quinol-d6) is a deuterated derivative of hydroquinone. Hydroquinone is an antioxidant used as a synthetic intermediate in dyes, engine fuels, and oils. Hydroquinone is a major metabolite of benzene. Hydroquinone can enhance carcinogenic risk by causing DNA damage. Hydroquinone promotes tumor cell growth and suppresses immune responses. Hydroquinone induces apoptosis in neutrophils and eosinophils through the mitochondrial apoptosis pathway (Caspase 9/3). Hydroquinone is highly toxic to aquatic organisms but less toxic to bacteria and fungi.
Hydroquinone-d6 (CAS 71589-26-9) is the deuterated form of hydroquinone (1,4-dihydroxybenzene), where six hydrogen atoms are replaced with deuterium. It is a stable isotope-labeled (SIL) internal standard, containing 98 atom % D. Hydroquinone is a dihydroxybenzene used in photography and as an antioxidant in various industrial applications. The deuterated version is specifically used for quantitative analytical purposes, primarily in gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (LC-MS) to accurately measure the concentration of hydroquinone in complex biological, environmental, or cosmetic matrices.
Biological Activity I Assay Protocols (From Reference)
Targets
Hydroquinone-d6 does not have a specific biological target for therapeutic use. It is an inert analytical standard. Its purpose is to serve as a tracer or internal standard in mass spectrometry (MS) to improve the accuracy and precision of hydroquinone quantification. By adding a known amount of Hydroquinone-d6 to a sample, researchers can correct for variability in sample preparation, injection, and ionization (matrix effects) because the deuterated compound has identical chemical properties to the analyte but a different mass (+6 Da) that can be distinguished by the mass spectrometer.
ln Vitro
Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Studies involving the human use of drugs labeled with deuterium suggest that these compounds may offer some advantages when compared with their nondeuterated counterparts. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs. Deutetrabenazine is the first deuterated drug to receive Food and Drug Administration approval. This deuterated form of the drug tetrabenazine is indicated for the treatment of chorea associated with Huntington's disease as well as tardive dyskinesia. Ongoing clinical trials suggest that a number of other deuterated compounds are being evaluated for the treatment of human diseases and not merely as research tools.
In vitro, Hydroquinone-d6 is not used as a drug. Its "activity" is its high isotopic purity (98% D) and chemical stability. It is used as a calibrator in analytical chemistry. For LC-MS method development, a known amount (e.g., 10-50 ng/mL) of Hydroquinone-d6 is added to blank plasma, urine, or cell lysate to create a calibration curve. It is used to validate the specificity, linearity, and accuracy of analytical methods. It has no cytotoxic or biological activity in standard cell viability assays (MTT) at the low concentrations used for analysis.
ln Vivo
Deuterated compounds may, in some cases, offer advantages over nondeuterated forms, often through alterations in clearance. Deuteration may also redirect metabolic pathways in directions that reduce toxicities. The approval of additional deuterated compounds may soon follow. Clinicians will need to be familiar with the dosing, efficacy, potential side effects, and unique metabolic profiles of these new entities.
In vivo, Hydroquinone-d6 is not administered therapeutically. It is used as an internal standard for ex vivo analysis. Following exposure to unlabeled hydroquinone, biological samples (blood, urine, tissue) are spiked with Hydroquinone-d6 to quantify the concentration of the parent compound. It is also used in metabolic tracing studies where a mixture of unlabeled and labeled hydroquinone is administered to an animal to study its absorption, distribution, metabolism, and excretion (ADME) properties, leveraging the kinetic isotope effect (KIE) to differentiate endogenous from exogenous compounds.
Enzyme Assay
General protocol for in vitro enzyme/receptor binding (non-cellular): Not applicable for biological binding. For analytical chemistry use: Prepare a calibration curve by spiking blank matrix (e.g., control plasma) with hydroquinone (analyte) at concentrations of 0.1-100 ng/mL. Add a fixed amount of Hydroquinone-d6 (e.g., 10 ng/mL) to each calibrator, standard, and sample as an internal standard. Perform liquid-liquid extraction or solid-phase extraction to isolate the analytes. Inject onto an LC-MS/MS system. Monitor specific mass transitions for hydroquinone (e.g., m/z 111 → 65) and for Hydroquinone-d6 (m/z 117 → 71). Calculate the peak area ratio (analyte/IS) to determine the unknown concentration.
Cell Assay
General protocol for in vitro cell-based experiments: Not applicable. Hydroquinone-d6 is not used in cell-based assays for biological activity. If testing toxicity, unlabeled hydroquinone is used. However, for uptake studies, cells can be treated with a mixture of hydroquinone and Hydroquinone-d6 (e.g., 10 uM each). After incubation (1-24 h), wash the cells, lyse them, and analyze the lysate by LC-MS/MS. The deuterated standard is used to calculate the extraction efficiency and to quantify the unlabeled hydroquinone inside the cells.
Animal Protocol
General protocol for in vivo animal experiments: Hydroquinone-d6 itself is not typically dosed to animals as an internal standard (it is added after sampling). However, for an ADME study, administer unlabeled hydroquinone (e.g., 50 mg/kg PO) to rats. Collect blood at time points 0.5, 1, 2, 4, 6, 8, 12, and 24 h. Immediately after collection, spike each plasma sample with 10 ng/mL of Hydroquinone-d6 as an internal standard. Extract plasma and analyze by LC-MS/MS to generate a pharmacokinetic profile. The deuterated standard corrects for any loss of hydroquinone during sample processing. Store the compound at -20degC.
ADME/Pharmacokinetics
General pharmacokinetic properties: Hydroquinone-d6 itself is not a drug candidate. The unlabeled parent, Hydroquinone, has a molecular weight of 110.11 g/mol and is highly polar. In vivo, it is rapidly absorbed, conjugated in the liver (glucuronidation and sulfation), and excreted renally (t1/2 ~ 2-4 h in rats). The deuterated version is stable and does not undergo isotopic back-exchange under physiological conditions. For storage: Store as a solid at 4degC in a sealed container. It has a melting point of 174-177degC and a boiling point of 285degC.
Toxicity/Toxicokinetics
General toxicity profile: Hydroquinone-d6 is a labeled chemical standard. At the concentrations used (ng/mL levels), it is non-toxic. However, the unlabeled parent compound hydroquinone is toxic and classified as a potential carcinogen and mutagen. It is an eye, skin, and respiratory irritant. Hydroquinone-d6 shares these hazardous properties, and standard laboratory safety precautions should be taken: wear gloves, a lab coat, and eye protection. Avoid inhalation of dust. It is classified as Acute Tox. 4 (Oral), Carc. 2, Muta. 2, Aquatic Acute 1, and Eye Dam. 1.
Additional Infomation
Hydroquinone-d6 (CAS 71589-26-9) is a white to off-white solid. It is also known as 1,4-Dihydroxybenzene-d6. The isotopic purity is 98 atom % D. The product is a stable isotope-labeled (SIL) internal standard considered the "gold standard" for quantitative MS applications. It allows for exact mass matching (M+6) for accurate quantification. It is shipped under normal conditions but should be stored in a cool, dry place. It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6D6O2
Molecular Weight
116.15
Exact Mass
116.074
CAS #
71589-26-9
Related CAS #
Hydroquinone; 123-31-9
PubChem CID
11389380
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
2
Rotatable Bond Count
0
Heavy Atom Count
8
Complexity
54.9
Defined Atom Stereocenter Count
0
SMILES
[2H]C1=C(C(=C(C(=C1O[2H])[2H])[2H])O[2H])[2H]
InChi Key
QIGBRXMKCJKVMJ-UDDMDDBKSA-N
InChi Code
InChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H/i1D,2D,3D,4D/hD2
Chemical Name
1,2,4,5-tetradeuterio-3,6-dideuteriooxybenzene
Synonyms
Hydroquinone-d6; Quinol-d6; 1,4-Benzenediol-d6; 1,4-Dihydroxybenzene-d6
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 8.6096 mL 43.0478 mL 86.0956 mL
5 mM 1.7219 mL 8.6096 mL 17.2191 mL
10 mM 0.8610 mL 4.3048 mL 8.6096 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
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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)
  • 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:
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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.

  • 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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