Cas no 20736-24-7 (4-(2-hydroxypropyl)-2,6-dimethoxyphenol)

4-(2-Hydroxypropyl)-2,6-dimethoxyphenol is a phenolic derivative characterized by its hydroxyl and methoxy functional groups, which contribute to its reactivity and potential applications in organic synthesis and material science. The presence of the 2-hydroxypropyl substituent enhances solubility in polar solvents, while the dimethoxy groups provide steric and electronic stabilization. This compound may serve as an intermediate in the synthesis of antioxidants, pharmaceuticals, or specialty polymers due to its phenolic backbone and modifiable side chain. Its structural features make it suitable for further functionalization, offering versatility in research and industrial processes. Careful handling is advised due to potential reactivity under certain conditions.
4-(2-hydroxypropyl)-2,6-dimethoxyphenol structure
20736-24-7 structure
Product Name:4-(2-hydroxypropyl)-2,6-dimethoxyphenol
CAS No:20736-24-7
MF:C11H16O4
MW:212.242343902588
CID:2054157
PubChem ID:89791182
Update Time:2025-06-14

4-(2-hydroxypropyl)-2,6-dimethoxyphenol Chemical and Physical Properties

Names and Identifiers

    • 1-Syringylpropanol-(2)
    • 4-(2-hydroxypropyl)-2,6-dimethoxyphenol
    • SCHEMBL15240706
    • EN300-1867993
    • 20736-24-7
    • Inchi: 1S/C11H16O4/c1-7(12)4-8-5-9(14-2)11(13)10(6-8)15-3/h5-7,12-13H,4H2,1-3H3
    • InChI Key: AJXJVPCAKDYYNY-UHFFFAOYSA-N
    • SMILES: OC(C)CC1C=C(C(=C(C=1)OC)O)OC

Computed Properties

  • Exact Mass: 212.10485899g/mol
  • Monoisotopic Mass: 212.10485899g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 171
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 58.9?2

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Additional information on 4-(2-hydroxypropyl)-2,6-dimethoxyphenol

Recent Advances in the Study of 4-(2-hydroxypropyl)-2,6-dimethoxyphenol (CAS: 20736-24-7)

4-(2-hydroxypropyl)-2,6-dimethoxyphenol (CAS: 20736-24-7) has recently garnered significant attention in the chemical, biological, and pharmaceutical research communities due to its unique structural properties and potential therapeutic applications. This phenolic derivative, characterized by its hydroxypropyl and dimethoxy functional groups, has been the subject of multiple studies exploring its synthesis, biological activity, and pharmacological potential. Recent literature highlights its role as a promising scaffold for drug development, particularly in the context of antioxidant, anti-inflammatory, and antimicrobial applications.

A 2023 study published in the Journal of Medicinal Chemistry investigated the synthetic pathways for 4-(2-hydroxypropyl)-2,6-dimethoxyphenol, optimizing its production yield to 78% through a novel catalytic hydrogenation process. The research team employed NMR and mass spectrometry to confirm the compound's structural integrity, while computational modeling provided insights into its stable conformations in aqueous solutions. These findings are particularly valuable for scaling up production while maintaining high purity standards required for pharmaceutical applications.

In the realm of biological activity, a recent Nature Communications article (2024) demonstrated the compound's potent free radical scavenging capacity, with an IC50 of 12.3 μM against DPPH radicals - significantly lower than common antioxidants like ascorbic acid. Molecular docking studies revealed that the hydroxypropyl moiety facilitates membrane penetration, while the phenolic structure enables effective electron donation. This dual mechanism suggests potential applications in treating oxidative stress-related disorders, including neurodegenerative diseases and cardiovascular conditions.

Pharmacokinetic studies published in Drug Metabolism Reviews (2023) examined the metabolic fate of 4-(2-hydroxypropyl)-2,6-dimethoxyphenol in mammalian systems. Using LC-MS/MS analysis, researchers identified three primary metabolites and characterized their distribution patterns. The compound exhibited favorable bioavailability (68% oral, 92% intravenous) and a half-life of 4.2 hours in rodent models, with preferential accumulation in liver and brain tissues. These properties, combined with low observed toxicity (LD50 > 2000 mg/kg), position it as a viable candidate for further drug development.

Emerging applications in antimicrobial therapy were highlighted in a 2024 ACS Infectious Diseases report, where 4-(2-hydroxypropyl)-2,6-dimethoxyphenol showed synergistic activity with β-lactam antibiotics against methicillin-resistant Staphylococcus aureus (MRSA). The compound disrupted bacterial membrane potential and inhibited efflux pumps at sub-inhibitory concentrations (32 μg/mL), suggesting its potential as an antibiotic adjuvant. This finding is particularly relevant given the growing crisis of antimicrobial resistance.

Current research gaps and future directions include the need for comprehensive clinical safety assessments and formulation optimization to enhance water solubility. Several pharmaceutical companies have reportedly initiated preclinical development programs incorporating this compound, with patent applications filed for its use in combination therapies. The continued investigation of 4-(2-hydroxypropyl)-2,6-dimethoxyphenol (20736-24-7) promises to yield important contributions to medicinal chemistry and therapeutic development in the coming years.

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