Cas no 263277-12-9 (Benzyl 4-(benzyloxy)-3-hydroxybenzoate)

Benzyl 4-(benzyloxy)-3-hydroxybenzoate is a synthetic ester derivative of benzoic acid, characterized by the presence of benzyl ether and hydroxyl functional groups. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its bifunctional structure (hydroxyl and benzyloxy groups) offers versatility in further chemical modifications, such as protection-deprotection strategies or coupling reactions. The benzyl groups enhance solubility in organic solvents, facilitating handling in synthetic workflows. The compound's stability under standard conditions and well-defined reactivity make it a valuable building block for constructing complex molecular architectures in research and industrial applications.
Benzyl 4-(benzyloxy)-3-hydroxybenzoate structure
263277-12-9 structure
Product Name:Benzyl 4-(benzyloxy)-3-hydroxybenzoate
CAS No:263277-12-9
MF:C21H18O4
MW:334.365226268768
CID:1092432
PubChem ID:54394841
Update Time:2025-05-26

Benzyl 4-(benzyloxy)-3-hydroxybenzoate Chemical and Physical Properties

Names and Identifiers

    • Benzyl 4-(benzyloxy)-3-hydroxybenzoate
    • benzyl 3-hydroxy-4-phenylmethoxybenzoate
    • SCHEMBL3960881
    • VJEWLMHAPKBHFM-UHFFFAOYSA-N
    • 263277-12-9
    • benzyl 4-benzyloxy-3-hydroxy-benzoate
    • benzyl 4-benzyloxy-3-hydroxybenzoate
    • Benzyl4-(benzyloxy)-3-hydroxybenzoate
    • Benzoic acid, 3-hydroxy-4-(phenylmethoxy)-, phenylmethyl ester
    • Inchi: 1S/C21H18O4/c22-19-13-18(21(23)25-15-17-9-5-2-6-10-17)11-12-20(19)24-14-16-7-3-1-4-8-16/h1-13,22H,14-15H2
    • InChI Key: VJEWLMHAPKBHFM-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C1C=CC(C(=O)OCC2C=CC=CC=2)=CC=1O

Computed Properties

  • Exact Mass: 334.12050905g/mol
  • Monoisotopic Mass: 334.12050905g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 7
  • Complexity: 399
  • 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
  • XLogP3: 4.4
  • Topological Polar Surface Area: 55.8?2

Benzyl 4-(benzyloxy)-3-hydroxybenzoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019093347-1g
Benzyl 4-(benzyloxy)-3-hydroxybenzoate
263277-12-9 95%
1g
$400.00 2023-09-02
Cooke Chemical
BD8527447-1g
Benzyl4-(benzyloxy)-3-hydroxybenzoate
263277-12-9 95+%
1g
RMB 1208.80 2025-02-21
Crysdot LLC
CD12090238-5g
Benzyl 4-(benzyloxy)-3-hydroxybenzoate
263277-12-9 95+%
5g
$671 2024-07-24

Additional information on Benzyl 4-(benzyloxy)-3-hydroxybenzoate

Recent Advances in the Study of Benzyl 4-(benzyloxy)-3-hydroxybenzoate (CAS: 263277-12-9) in Chemical Biology and Pharmaceutical Research

Benzyl 4-(benzyloxy)-3-hydroxybenzoate (CAS: 263277-12-9) is a synthetic compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its benzyl-protected phenolic hydroxyl group, has been explored for its diverse biological activities, including anti-inflammatory, antioxidant, and antimicrobial properties. Recent studies have further elucidated its molecular mechanisms and potential therapeutic uses, making it a promising candidate for drug development.

One of the key areas of research involving Benzyl 4-(benzyloxy)-3-hydroxybenzoate is its role as an intermediate in the synthesis of more complex bioactive molecules. For instance, it has been utilized in the preparation of polyphenolic derivatives, which are known for their potent antioxidant effects. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited significant radical scavenging activity, surpassing that of standard antioxidants like ascorbic acid. This finding underscores its potential in developing novel therapeutics for oxidative stress-related diseases.

In addition to its antioxidant properties, Benzyl 4-(benzyloxy)-3-hydroxybenzoate has been investigated for its anti-inflammatory effects. A recent preclinical study highlighted its ability to inhibit key inflammatory mediators such as cyclooxygenase-2 (COX-2) and nuclear factor-kappa B (NF-κB). These findings, published in Bioorganic & Medicinal Chemistry Letters, suggest that the compound could serve as a lead structure for designing new anti-inflammatory drugs with improved efficacy and reduced side effects compared to existing therapies.

Another promising avenue of research involves the antimicrobial potential of Benzyl 4-(benzyloxy)-3-hydroxybenzoate. A 2022 study in the European Journal of Medicinal Chemistry reported that this compound exhibited broad-spectrum activity against both Gram-positive and Gram-negative bacteria, including multidrug-resistant strains. Mechanistic studies revealed that it disrupts bacterial cell membrane integrity and inhibits biofilm formation, making it a valuable candidate for addressing the global challenge of antibiotic resistance.

Despite these advancements, challenges remain in the clinical translation of Benzyl 4-(benzyloxy)-3-hydroxybenzoate. Issues such as bioavailability, metabolic stability, and potential toxicity need to be addressed through further pharmacokinetic and pharmacodynamic studies. However, the compound's versatility and demonstrated bioactivities position it as a valuable tool in chemical biology and a promising scaffold for drug discovery. Future research should focus on optimizing its structure-activity relationships and exploring its potential in combination therapies.

Recommended suppliers
Jiangsu Kolod Food Ingredients Co.,ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Kolod Food Ingredients Co.,ltd
Shanghai Aoguang Biotechnology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Aoguang Biotechnology Co., Ltd
Hebei Liye chemical Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hebei Liye chemical Co.,Ltd
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Shanghai Joy Biotech Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Joy Biotech Ltd