| Size | Price | Stock | Qty |
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| 10g |
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| Other Sizes |
| Targets |
2-Hydroxy-4-methoxybenzaldehyde targets tyrosinase, acting as a potential inhibitor. It is also used as a reactant in the synthesis of LPA1R antagonists, which target the LPA1 receptor involved in cell proliferation and contraction. As a phenolic aldehyde, the compound may also have antioxidant properties. Its role as a building block for Schiff base ligands suggests that it can chelate metal ions and modulate metal-dependent enzymes.
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|---|---|
| ln Vitro |
2-Hydroxy-4-methoxybenzaldehyde reduces the amount of L-3,4-diphenylalanine (L-DOPA) that mushroom tyrosinase can oxidize by 4.3 μg/mL (0.03 mM)[1].
In vitro, 2-hydroxy-4-methoxybenzaldehyde has been studied for its tyrosinase inhibitory activity. It is used as a reactant in the synthesis of various compounds, including LPA1R antagonists. Its antioxidant properties may contribute to its biological activities. However, detailed in vitro potency data, such as IC₅₀ values for specific activities, are not extensively documented in the available literature. |
| ln Vivo |
In vivo, 2-hydroxy-4-methoxybenzaldehyde has been studied for its potential as a tyrosinase inhibitor. Its role as a precursor for LPA1R antagonists suggests potential applications in respiratory diseases. However, comprehensive in vivo efficacy and safety studies are needed to fully evaluate its therapeutic potential.
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| Enzyme Assay |
In vitro non-cell enzyme assays for 2-hydroxy-4-methoxybenzaldehyde typically involve measuring tyrosinase inhibition activity using mushroom tyrosinase and a substrate such as L-DOPA. The compound is incubated with the enzyme and substrate, and the production of dopachrome is measured spectrophotometrically at 475 nm. IC₅₀ values are calculated from dose-response curves. The compound's antioxidant activity can be measured using DPPH, ABTS, or FRAP assays.
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| Cell Assay |
In vitro cell-based assays for 2-hydroxy-4-methoxybenzaldehyde use various cell lines to study its biological activities. For tyrosinase inhibition studies, melanocytes or melanoma cells are used, and melanin production is measured. For LPA1R antagonist studies, lung fibroblasts are used, and LPA-induced proliferation and contraction are assessed. Cell viability is assessed using MTT or similar assays.
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| Animal Protocol |
In vivo animal studies for 2-hydroxy-4-methoxybenzaldehyde would likely employ models of hyperpigmentation (for tyrosinase inhibition) or respiratory diseases (for LPA1R antagonism). The compound is administered orally or topically, and parameters such as skin pigmentation, lung function, and histopathology of tissues are assessed. Pharmacokinetic studies in these models provide information about the compound's absorption, distribution, metabolism, and excretion.
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| ADME/Pharmacokinetics |
2-Hydroxy-4-methoxybenzaldehyde has a molecular weight of 152.15 g/mol and a molecular formula of C₈H₈O₃. It is also known as 2-hydroxy-p-anisaldehyde, 4-methoxysalicylaldehyde, and 4-o-methylresorcylaldehyde. The compound appears as a white to beige to light brown crystalline powder with a melting point of 42-43°C. It has a purity of ≥98%. Detailed pharmacokinetic parameters have not been extensively characterized.
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| Toxicity/Toxicokinetics |
The toxicity profile of 2-hydroxy-4-methoxybenzaldehyde has not been comprehensively evaluated in published studies. As a natural compound from Periploca sepium, it is generally considered to have low to moderate toxicity. The compound is classified as a research reagent and is not intended for human therapeutic use without further safety evaluation. Standard laboratory safety precautions should be followed when handling the compound.
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| References | |
| Additional Infomation |
2-Hydroxy-4-methoxybenzaldehyde belongs to the methoxybenzene class of compounds and phenolic compounds. It has been reported to exist in Periploca sepium, Tarenna attenuata, and other organisms with relevant data.
2-Hydroxy-4-methoxybenzaldehyde is a phenolic aldehyde compound and the main component of root bark essential oil of Periploca sepium Bunge. It is also known as 2-hydroxy-p-anisaldehyde, 4-methoxysalicylaldehyde, and 4-o-methylresorcylaldehyde. The compound is a potential tyrosinase inhibitor present in African medicinal plants. It is employed in the synthesis of Schiff base ligands and applied as a reactant in the synthesis of LPA1R antagonists used in the inhibition of LPA-induced proliferation and contraction of normal human lung fibroblasts. Not approved for clinical use; intended for research purposes only. |
| Molecular Formula |
C8H8O3
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|---|---|
| Molecular Weight |
152.1473
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| Exact Mass |
152.047
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| CAS # |
673-22-3
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| PubChem CID |
69600
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| Appearance |
Off-white to light brown solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
271.5±20.0 °C at 760 mmHg
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| Melting Point |
41-43 °C(lit.)
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| Flash Point |
112.1±15.3 °C
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| Vapour Pressure |
0.0±0.6 mmHg at 25°C
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| Index of Refraction |
1.588
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| LogP |
1.79
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
11
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| Complexity |
135
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
WZUODJNEIXSNEU-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3
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| Chemical Name |
2-hydroxy-4-methoxybenzaldehyde
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO : ≥ 50 mg/mL (~328.62 mM)
H2O : ~2 mg/mL (~13.14 mM) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.43 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 (16.43 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (16.43 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 50 mg/mL (328.62 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.5725 mL | 32.8623 mL | 65.7246 mL | |
| 5 mM | 1.3145 mL | 6.5725 mL | 13.1449 mL | |
| 10 mM | 0.6572 mL | 3.2862 mL | 6.5725 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.
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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