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8-Hydroxyquinoline-2-carbaldehyde

Cat No.:V65181 Purity: ≥98%
8-Hydroxyquinoline-2-carbaldehyde is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
8-Hydroxyquinoline-2-carbaldehyde
8-Hydroxyquinoline-2-carbaldehyde Chemical Structure CAS No.: 14510-06-6
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
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Product Description
8-Hydroxyquinoline-2-carbaldehyde is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
8-Hydroxyquinoline-2-carbaldehyde (CAS 14510-06-6) is a heterocyclic compound with the chemical formula C₁₀H₇NO₂ and a molecular weight of 173.17 g/mol. It is a quinoline derivative featuring a hydroxyl group at the 8-position and an aldehyde group at the 2-position. 8-Hydroxyquinoline-2-carbaldehyde is a high-purity biochemical reagent (>97%) suitable for use as a biomaterial or organic synthesis intermediate in life science research and drug discovery. It appears as a yellow to brown crystalline solid with a melting point of 152-155°C. The compound is a versatile building block in organic synthesis, used in the preparation of pharmaceuticals, agrochemicals, and coordination compounds.
Biological Activity I Assay Protocols (From Reference)
Targets
8-Hydroxyquinoline-2-carbaldehyde does not have a defined biological target as it is a synthetic reagent rather than a pharmacologically active compound. However, the 8-hydroxyquinoline scaffold is a privileged structure in medicinal chemistry, found in numerous bioactive compounds with antimicrobial, anticancer, and neuroprotective activities. The compound is also a metal chelator, capable of binding metal ions through the 8-hydroxyquinoline moiety. When incorporated into pharmaceutical compounds, the quinoline scaffold can interact with biological targets through π-π stacking, hydrogen bonding, and metal coordination. The aldehyde group provides a handle for condensation reactions with amines to form Schiff bases.
ln Vitro
As a chemical reagent, 8-hydroxyquinoline-2-carbaldehyde exhibits no intrinsic pharmacological activity in vitro. Its utility is demonstrated in organic synthesis as a building block for the preparation of pharmaceuticals and other bioactive compounds. The aldehyde group enables condensation reactions with amines to form imines, which can be further reduced or used as ligands for metal complexes. The 8-hydroxyquinoline scaffold is used in the synthesis of antimicrobial, anticancer, and neuroprotective agents. In cell-based assays, the compound itself is not tested for biological activity. Instead, the products synthesized from this reagent are evaluated for their pharmacological properties.
ln Vivo
8-Hydroxyquinoline-2-carbaldehyde does not exhibit in vivo biological activity as it is not a therapeutic agent. The compound is used as a research reagent for organic synthesis and coordination chemistry. Any in vivo effects would be associated with the final products synthesized from this intermediate, not with the intermediate itself. The compound is not administered to animals in pharmacological studies and has no known physiological effects. Its role is strictly chemical—providing a versatile 8-hydroxyquinoline carboxaldehyde scaffold for constructing complex molecules with potential therapeutic applications in infectious diseases, cancer, and neurodegenerative disorders.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable to 8-hydroxyquinoline-2-carbaldehyde as it is not a biologically active compound. Standard characterization protocols for this reagent include nuclear magnetic resonance (¹H NMR, ¹³C NMR) and mass spectrometry to confirm structure and purity. Melting point determination (152-155°C) and HPLC analysis (>97% purity) are used for quality control. For synthetic applications, typical reactions include condensation with amines to form Schiff bases, metal complexation, and further functionalization of the quinoline ring. The resulting products are then evaluated for biological activity in appropriate enzyme or cell-based assays.
Cell Assay
Cell-based experiments are not performed with 8-hydroxyquinoline-2-carbaldehyde itself, as it is a chemical reagent rather than a test compound for biological activity. When the compound is used to synthesize drug candidates (e.g., metal chelators or antimicrobial agents), those products may be tested in cell culture using standard protocols. Typically, final compounds are dissolved in DMSO and diluted in culture medium to achieve desired concentrations (typically 0.1-100 µM). Cells are incubated for 24-72 hours, and effects on cell viability, proliferation, or specific signaling pathways are measured using appropriate assays. The intermediate itself is not evaluated in cellular systems.
Animal Protocol
In vivo animal studies are not conducted with 8-hydroxyquinoline-2-carbaldehyde, as it is a research reagent for chemical synthesis. When the compound is used to synthesize drug candidates, those final products undergo standard preclinical evaluation. Typical protocols for drug candidates include pharmacokinetic studies in rodents (oral or intravenous administration, blood sampling for LC-MS/MS analysis), efficacy studies in disease models, and toxicology studies (acute and repeated-dose toxicity, histopathology). These studies evaluate the safety and efficacy of the final drug molecules, not the synthetic intermediate.
ADME/Pharmacokinetics
Pharmacokinetic properties of 8-hydroxyquinoline-2-carbaldehyde are not characterized as it is not a drug substance. Based on its physicochemical properties (molecular weight 173.17, logP approximately 2.0-2.5), the compound would be expected to have moderate oral bioavailability if administered. The aldehyde would likely be oxidized to the carboxylic acid or reduced to the alcohol, and the phenol may undergo glucuronidation or sulfation. However, the compound is not intended for human exposure and has not been evaluated in formal pharmacokinetic studies. For drug candidates synthesized from this intermediate, pharmacokinetic properties are determined as part of drug development.
Toxicity/Toxicokinetics
8-Hydroxyquinoline-2-carbaldehyde may cause skin and eye irritation. Standard laboratory safety precautions should be followed when handling this compound, including the use of gloves, safety glasses, and working in a fume hood. The compound should be stored in a cool, dry place away from light and moisture. No acute toxicity, mutagenicity, or carcinogenicity data are available. The compound is not intended for drug, household, or other uses. In case of contact, rinse with water and seek medical advice if irritation persists.
Additional Infomation
8-Hydroxyquinoline-2-carboxaldehyde is a hydroxyquinoline.
8-Hydroxyquinoline-2-carbaldehyde is a versatile building block in organic synthesis for the preparation of pharmaceuticals, agrochemicals, and coordination compounds. It is also known as 8-hydroxy-2-quinolinecarboxaldehyde. The 8-hydroxyquinoline scaffold is a privileged structure in medicinal chemistry, found in numerous drugs including clioquinol and other metal chelators. The compound has not undergone clinical trials and is not approved as a pharmaceutical. Its mechanism of action is chemical—serving as a precursor for the synthesis of biologically active 8-hydroxyquinoline derivatives and metal complexes.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H7NO2
Molecular Weight
173.17
Exact Mass
173.047
CAS #
14510-06-6
PubChem CID
599342
Appearance
Light yellow to orange solid powder
Density
1.4±0.1 g/cm3
Boiling Point
392.2±22.0 °C at 760 mmHg
Melting Point
97-100ºC
Flash Point
191.0±22.3 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.733
LogP
1.93
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
13
Complexity
195
Defined Atom Stereocenter Count
0
SMILES
O([H])C1=C([H])C([H])=C([H])C2C([H])=C([H])C(C([H])=O)=NC=21
InChi Key
SLBPIHCMXPQAIQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H7NO2/c12-6-8-5-4-7-2-1-3-9(13)10(7)11-8/h1-6,13H
Chemical Name
8-hydroxyquinoline-2-carbaldehyde
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 5.7747 mL 28.8734 mL 57.7467 mL
5 mM 1.1549 mL 5.7747 mL 11.5493 mL
10 mM 0.5775 mL 2.8873 mL 5.7747 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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