Cas no 55954-26-2 (Methyl 2-(2,6-dimethoxyphenyl)acetate)

Methyl 2-(2,6-dimethoxyphenyl)acetate is a synthetic ester compound characterized by its aromatic dimethoxy-substituted phenyl core and acetate functional group. This intermediate is valued in organic synthesis for its role in constructing complex molecules, particularly in pharmaceutical and agrochemical applications. The electron-rich dimethoxy groups enhance reactivity in electrophilic substitutions, while the ester moiety offers versatility for further derivatization, such as hydrolysis or transesterification. Its stable structure under mild conditions makes it suitable for multi-step synthetic routes. The compound is typically handled under standard laboratory conditions, with purity and consistency being critical for reproducible results in research and industrial processes.
Methyl 2-(2,6-dimethoxyphenyl)acetate structure
55954-26-2 structure
Product Name:Methyl 2-(2,6-dimethoxyphenyl)acetate
CAS No:55954-26-2
MF:C11H14O4
MW:210.226463794708
MDL:MFCD18432469
CID:1595929
PubChem ID:53961728
Update Time:2025-06-09

Methyl 2-(2,6-dimethoxyphenyl)acetate Chemical and Physical Properties

Names and Identifiers

    • Methyl (2,6-dimethoxyphenyl)acetate
    • (2,6-Dimethoxy-phenyl)-acetic acid methyl ester
    • SB37669
    • Benzeneacetic acid, 2,6-dimethoxy-, methyl ester
    • 55954-26-2
    • AKOS024261818
    • Methyl 2-(2,6-dimethoxyphenyl)acetate
    • MFCD18432469
    • DTXSID801298107
    • CS-0158760
    • AS-43838
    • Methyl 2,6-dimethoxybenzeneacetate
    • Methyl2-(2,6-dimethoxyphenyl)acetate
    • DB-257494
    • MDL: MFCD18432469
    • Inchi: 1S/C11H14O4/c1-13-9-5-4-6-10(14-2)8(9)7-11(12)15-3/h4-6H,7H2,1-3H3
    • InChI Key: JLKNYVDHXZQZKF-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC=C(C=1CC(=O)OC)OC

Computed Properties

  • Exact Mass: 210.08920892g/mol
  • Monoisotopic Mass: 210.08920892g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 5
  • Complexity: 193
  • 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: 1.7
  • Topological Polar Surface Area: 44.8?2

Methyl 2-(2,6-dimethoxyphenyl)acetate Pricemore >>

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Methyl 2-(2,6-dimethoxyphenyl)acetate Related Literature

Additional information on Methyl 2-(2,6-dimethoxyphenyl)acetate

Recent Advances in the Study of Methyl 2-(2,6-dimethoxyphenyl)acetate (CAS: 55954-26-2) in Chemical Biology and Pharmaceutical Research

Methyl 2-(2,6-dimethoxyphenyl)acetate (CAS: 55954-26-2) is a chemical compound that has garnered significant attention in recent years due to its potential applications in pharmaceutical and chemical biology research. This ester derivative, characterized by its dimethoxyphenyl moiety, has been explored for its role in synthetic chemistry, drug development, and as a precursor for bioactive molecules. Recent studies have highlighted its utility in the synthesis of complex organic molecules and its potential pharmacological properties, making it a compound of interest for researchers in the field.

One of the key areas of research involving Methyl 2-(2,6-dimethoxyphenyl)acetate is its application in the synthesis of novel drug candidates. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its use as an intermediate in the production of anti-inflammatory agents. The study revealed that the compound's structural features, particularly the electron-rich aromatic ring and the ester functionality, make it a versatile building block for the development of small-molecule inhibitors targeting inflammatory pathways. Researchers synthesized a series of derivatives and evaluated their bioactivity, identifying several promising candidates with potent inhibitory effects on cyclooxygenase-2 (COX-2).

In addition to its role in drug synthesis, Methyl 2-(2,6-dimethoxyphenyl)acetate has been investigated for its potential as a chiral auxiliary in asymmetric synthesis. A recent publication in Organic Letters (2024) described its use in the enantioselective construction of quaternary carbon centers, a challenging task in organic chemistry. The study reported high enantiomeric excess (ee) and yield, underscoring the compound's utility in facilitating stereocontrol during complex molecular transformations. This advancement opens new avenues for the synthesis of enantiomerically pure pharmaceuticals, which are often required for optimal therapeutic efficacy and reduced side effects.

Further exploration of Methyl 2-(2,6-dimethoxyphenyl)acetate has extended into the realm of chemical biology, where it has been employed as a probe to study enzyme mechanisms. A 2024 study in ACS Chemical Biology utilized the compound to investigate the substrate specificity of certain esterases and lipases. The researchers found that the compound's unique steric and electronic properties made it an excellent model substrate for understanding enzyme-substrate interactions. These findings have implications for the design of enzyme inhibitors and the development of biocatalysts for industrial applications.

The safety and pharmacokinetic properties of Methyl 2-(2,6-dimethoxyphenyl)acetate have also been a focus of recent research. A preclinical study published in Drug Metabolism and Disposition (2023) evaluated the compound's metabolic stability and toxicity profile. The results indicated favorable metabolic characteristics, with minimal cytotoxicity observed in vitro. However, the study also highlighted the need for further optimization to improve bioavailability, suggesting that structural modifications may be necessary to enhance its drug-like properties.

In conclusion, Methyl 2-(2,6-dimethoxyphenyl)acetate (CAS: 55954-26-2) continues to be a valuable compound in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, chiral auxiliary, and biochemical probe underscores its importance in advancing drug discovery and understanding biological mechanisms. Future research is expected to explore its applications in targeted drug delivery and as a scaffold for the development of new therapeutic agents. As the field progresses, this compound is likely to remain a focal point for innovative research and development efforts.

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