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2,4-Dihydroxybenzaldehyde

Alias: 2,4Dihydroxybenzaldehyde; 2,4 Dihydroxybenzaldehyde
Cat No.:V38620 Purity: ≥98%
2,4-Dihydroxybenzaldehyde is an endogenously produced metabolite.
2,4-Dihydroxybenzaldehyde
2,4-Dihydroxybenzaldehyde Chemical Structure CAS No.: 95-01-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
Other Sizes
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Product Description
2,4-Dihydroxybenzaldehyde is an endogenously produced metabolite.
2,4-Dihydroxybenzaldehyde (CAS 95-01-2) is an endogenous metabolite and a resorcinol derivative with potent antioxidant and antibacterial activity. It is a pharmaceutical intermediate that can be used to synthesize various Schiff base compounds. The compound exhibits significant anti-angiogenic, anti-inflammatory, and analgesic activities. It reduces the production of NO and ROS by inhibiting the expression of iNOS and COX-2. It acts as an inhibitor of Pieris rapae phenoloxidase with IC50 values of 4.88 µM and 204.17 µM.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of 2,4-Dihydroxybenzaldehyde include iNOS and COX-2, whose expression it inhibits to reduce NO and ROS production. It also targets phenoloxidase, with IC50 values of 4.88 µM and 204.17 µM. The compound exhibits anti-angiogenic, anti-inflammatory, and analgesic activities. As a resorcinol derivative, it has potent antioxidant and antibacterial activities. These targets make it relevant for inflammation, pain, and infectious disease research.
ln Vitro
In vitro, 2,4-Dihydroxybenzaldehyde reduces NO and ROS production by inhibiting iNOS and COX-2 expression. It exhibits significant anti-angiogenic, anti-inflammatory, and analgesic activities. The compound acts as an inhibitor of Pieris rapae phenoloxidase with IC50 values of 4.88 µM and 204.17 µM. It demonstrates potent antioxidant and antibacterial activity. These in vitro activities support its use in inflammation, pain, angiogenesis, and infectious disease research.
ln Vivo
In vivo, 2,4-Dihydroxybenzaldehyde has demonstrated anti-inflammatory, anti-angiogenic, and anti-nociceptive activities. Its anti-inflammatory and anti-nociceptive properties suggest potential as a therapeutic agent for inflammatory diseases and pain management. However, detailed in vivo efficacy data are limited. As an endogenous metabolite, it is naturally present in biological systems. Further studies are needed to evaluate its therapeutic potential in animal models of inflammation and pain.
Enzyme Assay
In vitro enzyme assays for 2,4-Dihydroxybenzaldehyde involve measuring iNOS and COX-2 inhibition. Cells or enzyme preparations are incubated with compound concentrations ranging from 0.1-1000 μM. iNOS and COX-2 expression is measured by Western blot or ELISA. NO production is measured using Griess reagent. ROS production is measured using fluorescent probes. Phenoloxidase inhibition is assessed using enzyme activity assays with appropriate substrates. All assays include appropriate controls and reference compounds.
Cell Assay
In vitro cell-based assays for 2,4-Dihydroxybenzaldehyde are conducted using macrophages, endothelial cells, or other relevant cell lines. Cells are treated with compound concentrations ranging from 0.1-1000 μM for 24-72 hours. NO and ROS levels are measured. Inflammatory cytokine production is assessed by ELISA. Angiogenesis is evaluated using endothelial tube formation assays. Antibacterial activity is assessed using bacterial cultures. Cell viability is assessed using MTT assays. Experiments include vehicle controls and positive controls.
Animal Protocol
In vivo animal studies with 2,4-Dihydroxybenzaldehyde are limited, as the compound is primarily used as a research tool. Anti-inflammatory studies may be conducted in rodent models of acute inflammation (e.g., carrageenan-induced paw edema). Analgesic activity is assessed in pain models. Anti-angiogenic activity is evaluated in angiogenesis models. The compound is administered via intraperitoneal or oral routes at doses ranging from 1-50 mg/kg. Each group consists of 6-10 animals with vehicle-treated controls.
ADME/Pharmacokinetics
Pharmacokinetic properties of 2,4-Dihydroxybenzaldehyde have not been extensively characterized. As a small, polar molecule (MW 138.12, C7H6O3), it is expected to have moderate oral bioavailability and reasonable tissue distribution. The compound is an endogenous metabolite and likely undergoes hepatic metabolism through conjugation (glucuronidation and sulfation), with elimination via renal excretion. Detailed PK parameters require further investigation.
Toxicity/Toxicokinetics
Toxicological data for 2,4-Dihydroxybenzaldehyde indicate that it is generally well-tolerated at concentrations used for research. As an endogenous metabolite, it is expected to have a favorable safety profile. No significant toxicity has been reported. However, comprehensive toxicological studies have not been conducted. As with all research chemicals, appropriate safety precautions should be taken during handling, and the compound should be used only for research purposes.
Additional Infomation
2,4-Dihydroxybenzaldehyde is a dihydroxybenzaldehyde, a compound in which one of the hydroxyl groups of resorcinol is replaced at the para-position by a formyl group. It has been reported to exist in mulberry trees (Morus macroura), white-flowered Bonninghausenia albiflora, and other organisms with relevant data.
2,4-Dihydroxybenzaldehyde is an endogenous metabolite and resorcinol derivative with potent antioxidant and antibacterial activity. It exhibits significant anti-angiogenic, anti-inflammatory, and analgesic activities by reducing NO and ROS production through iNOS and COX-2 inhibition. It inhibits Pieris rapae phenoloxidase. The compound is a pharmaceutical intermediate for synthesizing Schiff base compounds. Not approved for clinical therapeutic use; intended for research purposes.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₇H₆O₃
Molecular Weight
138.12
Exact Mass
138.031
CAS #
95-01-2
PubChem CID
7213
Appearance
White to yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
350.7±0.0 °C at 760 mmHg
Melting Point
135-137 °C(lit.)
Flash Point
165.9±16.1 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.674
LogP
1.38
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
10
Complexity
124
Defined Atom Stereocenter Count
0
InChi Key
IUNJCFABHJZSKB-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H6O3/c8-4-5-1-2-6(9)3-7(5)10/h1-4,9-10H
Chemical Name
2,4-dihydroxybenzaldehyde
Synonyms
2,4Dihydroxybenzaldehyde; 2,4 Dihydroxybenzaldehyde
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 (e.g. under nitrogen), 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)
DMSO : ~100 mg/mL (~724.01 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (18.10 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (18.10 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (18.10 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.2401 mL 36.2004 mL 72.4008 mL
5 mM 1.4480 mL 7.2401 mL 14.4802 mL
10 mM 0.7240 mL 3.6200 mL 7.2401 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:

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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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  • 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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