Cas no 29643-54-7 (1-(5-ethyl-2-methoxyphenyl)ethanone)

1-(5-Ethyl-2-methoxyphenyl)ethanone is a substituted aromatic ketone with the molecular formula C11H14O2. This compound features an acetyl group attached to a benzene ring substituted with an ethyl group at the 5-position and a methoxy group at the 2-position. It serves as a valuable intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and fine chemicals. The presence of both electron-donating (methoxy) and alkyl (ethyl) groups enhances its reactivity in electrophilic aromatic substitution and other key transformations. Its well-defined structure and purity make it suitable for precise synthetic applications. The compound exhibits good stability under standard conditions, facilitating handling and storage in laboratory and industrial settings.
1-(5-ethyl-2-methoxyphenyl)ethanone structure
29643-54-7 structure
Product Name:1-(5-ethyl-2-methoxyphenyl)ethanone
CAS No:29643-54-7
MF:C11H14O2
MW:178.227663516998
CID:1438849
PubChem ID:2758861
Update Time:2025-07-02

1-(5-ethyl-2-methoxyphenyl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(5-Ethyl-2-methoxyphenyl)ethanone
    • 5-ETHYL-2-METHOXYACETOPHENONE
    • CHEMBL5274976
    • J-017589
    • 1-(5-ethyl-2-methoxyphenyl)ethan-1-one
    • CS-0335985
    • FS-1573
    • DTXSID40374530
    • SCHEMBL18782458
    • AKOS006278117
    • 29643-54-7
    • 1-(5-ethyl-2-methoxyphenyl)ethanone
    • MDL: MFCD03789119
    • Inchi: 1S/C11H14O2/c1-4-9-5-6-11(13-3)10(7-9)8(2)12/h5-7H,4H2,1-3H3
    • InChI Key: SCUDFCWZFYZEAA-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC(=CC=1C(C)=O)CC

Computed Properties

  • Exact Mass: 178.099379685g/mol
  • Monoisotopic Mass: 178.099379685g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 177
  • 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: 2.6
  • Topological Polar Surface Area: 26.3?2

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Additional information on 1-(5-ethyl-2-methoxyphenyl)ethanone

Recent Advances in the Study of 1-(5-ethyl-2-methoxyphenyl)ethanone (CAS: 29643-54-7) in Chemical Biology and Pharmaceutical Research

The compound 1-(5-ethyl-2-methoxyphenyl)ethanone (CAS: 29643-54-7) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This aromatic ketone, characterized by its ethyl and methoxy substituents, has shown promising potential in various applications, including drug synthesis, enzyme inhibition, and as a precursor for more complex bioactive molecules. Recent studies have focused on elucidating its physicochemical properties, biological activities, and potential therapeutic applications.

A study published in the Journal of Medicinal Chemistry (2023) investigated the role of 1-(5-ethyl-2-methoxyphenyl)ethanone as a key intermediate in the synthesis of novel anti-inflammatory agents. The researchers demonstrated that this compound could be efficiently modified to produce derivatives with enhanced COX-2 selectivity, thereby reducing the risk of gastrointestinal side effects commonly associated with nonsteroidal anti-inflammatory drugs (NSAIDs). The study highlighted the compound's favorable pharmacokinetic profile and its potential for further optimization.

In another groundbreaking study, researchers explored the antimicrobial properties of 1-(5-ethyl-2-methoxyphenyl)ethanone. The compound exhibited significant activity against a range of Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action was attributed to the disruption of bacterial cell membrane integrity, as revealed through electron microscopy and molecular dynamics simulations. These findings suggest that this compound could serve as a scaffold for developing new antibiotics to combat resistant bacterial strains.

Recent advancements in computational chemistry have also shed light on the molecular interactions of 1-(5-ethyl-2-methoxyphenyl)ethanone with biological targets. Density functional theory (DFT) calculations and molecular docking studies have provided insights into the compound's binding affinity for various enzymes and receptors. These computational approaches have been instrumental in guiding the design of more potent and selective derivatives, accelerating the drug discovery process.

The pharmaceutical industry has shown growing interest in 1-(5-ethyl-2-methoxyphenyl)ethanone due to its versatility and relatively simple synthesis. Several patents have been filed in recent years, covering its use in the production of analgesics, antipyretics, and even anticancer agents. The compound's stability under physiological conditions and its ability to penetrate biological membranes make it an attractive candidate for further development.

Despite these promising developments, challenges remain in the clinical translation of 1-(5-ethyl-2-methoxyphenyl)ethanone-based therapeutics. Issues such as metabolic stability, potential toxicity, and formulation optimization need to be addressed through rigorous preclinical studies. Ongoing research is focusing on structural modifications to improve the compound's safety profile while maintaining its biological efficacy.

In conclusion, 1-(5-ethyl-2-methoxyphenyl)ethanone (CAS: 29643-54-7) represents a valuable chemical entity with diverse applications in medicinal chemistry and drug development. The recent surge in research activity surrounding this compound underscores its potential to address unmet medical needs. Future studies should aim to bridge the gap between bench research and clinical applications, potentially leading to novel therapeutic options for various diseases.

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