Cas no 153261-62-2 (1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone)

1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone is a synthetic organic compound featuring a dibenzoazepine core with a methoxy substituent at the 10-position and an acetyl group at the 5-position. This structure imparts unique reactivity and potential utility in pharmaceutical and materials chemistry. The methoxy group enhances solubility and modulates electronic properties, while the acetyl moiety offers a versatile site for further functionalization. The compound’s rigid fused-ring system may contribute to stability and binding affinity in biological applications. Its well-defined molecular architecture makes it a valuable intermediate for the synthesis of more complex derivatives, particularly in medicinal chemistry research targeting CNS disorders or as a scaffold for novel materials.
1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone structure
153261-62-2 structure
Product Name:1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone
CAS No:153261-62-2
MF:C17H15NO2
MW:265.306504487991
CID:1030952
PubChem ID:10264838
Update Time:2025-05-23

1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone
    • 1-(5-methoxybenzo[b][1]benzazepin-11-yl)ethanone
    • Ethanone, 1-(10-methoxy-5H-dibenz(b,f)azepin-5-yl)-
    • 1-(10-methoxy-5H-dibenzo[b,f]azepin-5-yl)ethan-1-one
    • H68FWK6V2T
    • 1-(10-Methoxy-5H-dibenzo(b,f)azepin-5-yl)ethanone
    • 153261-62-2
    • DTXSID50437600
    • UNII-H68FWK6V2T
    • Inchi: 1S/C17H15NO2/c1-12(19)18-15-9-5-3-7-13(15)11-17(20-2)14-8-4-6-10-16(14)18/h3-11H,1-2H3
    • InChI Key: RBGWLODVRLTOMM-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC2C=CC=CC=2N(C(C)=O)C2C=CC=CC=21

Computed Properties

  • Exact Mass: 265.110278721g/mol
  • Monoisotopic Mass: 265.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 404
  • 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: 3
  • Topological Polar Surface Area: 29.5?2

1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019094530-1g
1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone
153261-62-2 95%
1g
576.64 USD 2021-06-17

Additional information on 1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone

Recent Advances in the Study of 1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone (CAS: 153261-62-2)

The compound 1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone (CAS: 153261-62-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its dibenzoazepine core and methoxy substitution, exhibits unique pharmacological properties that make it a promising candidate for therapeutic applications. Recent studies have focused on its synthesis, structural optimization, and biological evaluation, shedding light on its potential mechanisms of action and therapeutic utility.

One of the key advancements in the study of this compound is the development of more efficient synthetic routes. Researchers have reported a novel multi-step synthesis protocol that improves yield and purity, addressing previous challenges in large-scale production. The optimized method involves a palladium-catalyzed coupling reaction followed by a selective oxidation step, which has been demonstrated to be both scalable and reproducible. These improvements are critical for facilitating further preclinical and clinical studies.

In terms of biological activity, recent in vitro and in vivo studies have explored the compound's potential as a modulator of central nervous system (CNS) targets. Preliminary data suggest that 1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone exhibits affinity for serotonin and dopamine receptors, implicating its possible use in neuropsychiatric disorders such as depression and schizophrenia. Additionally, its pharmacokinetic profile, including bioavailability and metabolic stability, has been characterized in rodent models, providing a foundation for future drug development efforts.

Another area of interest is the compound's potential anti-inflammatory properties. Recent findings indicate that it may inhibit key pro-inflammatory cytokines, such as TNF-α and IL-6, in cellular assays. This suggests a broader therapeutic scope beyond CNS applications, possibly extending to autoimmune and inflammatory conditions. However, further mechanistic studies are required to elucidate the precise pathways involved and to validate these effects in more complex biological systems.

Despite these promising developments, challenges remain. The compound's solubility and formulation stability need further optimization to enhance its druggability. Additionally, comprehensive toxicology studies are essential to assess its safety profile before advancing to clinical trials. Collaborative efforts between academic and industrial researchers are underway to address these issues, with the goal of translating these findings into viable therapeutic options.

In conclusion, the recent research on 1-(10-Methoxy-5H-dibenzo[b,f]azepin-5-yl)ethanone (CAS: 153261-62-2) highlights its multifaceted potential in drug discovery. Advances in synthesis, biological evaluation, and mechanistic understanding have positioned this compound as a valuable candidate for further investigation. Continued interdisciplinary research will be crucial to fully realize its therapeutic promise and overcome existing limitations.

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