Cas no 351066-36-9 (3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde)

3-Methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde is a synthetic aromatic aldehyde characterized by its methoxy and benzyloxy substituents, which enhance its reactivity in organic synthesis. This compound serves as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals due to its functionalized aromatic core. Its structural features, including the electron-donating methoxy group and the sterically accessible aldehyde moiety, facilitate selective transformations such as condensation, reduction, and nucleophilic addition reactions. The compound's stability under standard conditions and well-defined purity make it suitable for precise synthetic applications. Its utility in constructing complex molecular architectures underscores its importance in fine chemical and medicinal chemistry research.
3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde structure
351066-36-9 structure
Product Name:3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde
CAS No:351066-36-9
MF:C16H16O3
MW:256.296444892883
MDL:MFCD00617730
CID:302896
PubChem ID:570617
Update Time:2025-11-05

3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Methoxy-4-((4-methylbenzyl)oxy)benzaldehyde
    • 3-METHOXY-4-[(4-METHYLBENZYL)OXY]BENZALDEHYDE
    • 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde
    • Benzaldehyde,3-methoxy-4-[(4-methylphenyl)methoxy]-
    • 004703
    • AC1LC6ZD
    • AC1Q6QDI
    • Benzaldehyde, 3-methoxy-4-(4-methylbenzyloxy)-
    • Oprea1_487884
    • Oprea1_874971
    • SBB012889
    • ZERO
    • 3-Methoxy-4-[(4-methylbenzyl)oxy]benzaldehyde, AldrichCPR
    • 3-Methoxy-4-(4-methyl-benzyloxy)-benzaldeh yde
    • 351066-36-9
    • FT-0712944
    • NS00095913
    • AKOS000201742
    • MFCD00617730
    • SCHEMBL12517074
    • DTXSID00341147
    • VS-04083
    • YXMSGTVWNGZDMN-UHFFFAOYSA-N
    • 3-Methoxy-4-[(4-methylbenzyl)oxy]benzaldehyde #
    • CS-0118278
    • BB 0243312
    • MDL: MFCD00617730
    • Inchi: 1S/C16H16O3/c1-12-3-5-13(6-4-12)11-19-15-8-7-14(10-17)9-16(15)18-2/h3-10H,11H2,1-2H3
    • InChI Key: YXMSGTVWNGZDMN-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(C=O)=CC=1OC)CC1C=CC(C)=CC=1

Computed Properties

  • Exact Mass: 256.11000
  • Monoisotopic Mass: 256.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 5
  • Complexity: 271
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 35.5A^2
  • XLogP3: 3.2

Experimental Properties

  • Density: 1.133
  • Boiling Point: 407.1°C at 760 mmHg
  • Flash Point: 191.7°C
  • Refractive Index: 1.584
  • PSA: 35.53000
  • LogP: 3.39510

3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde Customs Data

  • HS CODE:2912499000
  • Customs Data:

    China Customs Code:

    2912499000

    Overview:

    2912499000. Other aldehyde ethers\Aldehydes, phenols and aldehydes containing other oxygen-containing groups. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Appearance of tetraformaldehyde

    Summary:

    2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

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3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde Suppliers

Amadis Chemical Company Limited
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(CAS:351066-36-9)3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde
Order Number:A1085783
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 19:24
Price ($):270.0

Additional information on 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde

Recent Advances in the Study of 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde (CAS: 351066-36-9) in Chemical Biology and Pharmaceutical Research

The compound 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde (CAS: 351066-36-9) has recently garnered significant attention in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This aldehyde derivative, featuring a methoxy-substituted benzaldehyde core with a p-methylbenzyl ether moiety, has demonstrated promising biological activities in recent studies, particularly in the areas of anti-inflammatory and anticancer drug development.

Recent structural-activity relationship (SAR) studies published in the Journal of Medicinal Chemistry (2023) have revealed that the specific substitution pattern of 351066-36-9 contributes to its enhanced bioavailability compared to simpler benzaldehyde derivatives. The presence of the 4-methylphenylmethoxy group at the 4-position appears to significantly improve membrane permeability while maintaining favorable metabolic stability, as demonstrated in in vitro ADME assays using Caco-2 cell monolayers.

In pharmacological research, 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde has shown potent inhibitory effects against several molecular targets. A 2024 study in Bioorganic Chemistry reported its activity as a selective COX-2 inhibitor with an IC50 of 0.87 μM, suggesting potential applications in developing novel non-steroidal anti-inflammatory drugs (NSAIDs) with reduced gastrointestinal side effects. Molecular docking simulations indicate that the compound binds to the COX-2 active site through hydrogen bonding interactions with the aldehyde carbonyl oxygen and hydrophobic interactions with the p-methylbenzyl group.

The synthetic utility of 351066-36-9 has also been explored in recent medicinal chemistry campaigns. A Nature Communications paper (2023) described its use as a key intermediate in the synthesis of novel benzopyran derivatives with enhanced anticancer properties. The aldehyde functionality serves as a versatile handle for subsequent derivatization through reductive amination or aldol condensation reactions, enabling rapid generation of structurally diverse compound libraries for biological screening.

Recent advances in formulation science have addressed previous challenges with the poor aqueous solubility of 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde. A 2024 study in the International Journal of Pharmaceutics demonstrated that nanoparticle formulations using poly(lactic-co-glycolic acid) (PLGA) carriers could improve the compound's solubility by 15-fold while maintaining its biological activity. This development opens new possibilities for preclinical testing and potential therapeutic applications.

Ongoing research is investigating the compound's potential in neurodegenerative diseases. Preliminary results presented at the 2024 American Chemical Society National Meeting suggest that 351066-36-9 may modulate α-synuclein aggregation pathways, with implications for Parkinson's disease therapy. These findings, while preliminary, highlight the expanding therapeutic potential of this chemical scaffold.

In conclusion, 3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde represents a versatile and pharmacologically interesting compound that continues to reveal new applications in medicinal chemistry and drug development. Its unique combination of synthetic accessibility, favorable physicochemical properties, and diverse biological activities makes it a valuable scaffold for future therapeutic discovery efforts. Further research is warranted to fully explore its potential across multiple disease areas.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:351066-36-9)3-methoxy-4-[(4-methylphenyl)methoxy]benzaldehyde
A1085783
Purity:99%
Quantity:5g
Price ($):270.0
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