Cas no 2228-79-7 (2,5,6,7-tetrahydro-1H-azepin-2-one)

2,5,6,7-Tetrahydro-1H-azepin-2-one is a cyclic lactam featuring a seven-membered azepine ring, which serves as a versatile intermediate in organic synthesis and pharmaceutical applications. Its saturated structure enhances stability while retaining reactivity for further functionalization, making it valuable in the development of heterocyclic compounds. The lactam moiety provides a reactive site for ring-opening or substitution reactions, facilitating the synthesis of amines, amides, and other derivatives. This compound is particularly useful in medicinal chemistry for constructing bioactive scaffolds due to its balanced lipophilicity and conformational flexibility. Its well-defined structure ensures reproducibility in synthetic routes, supporting research in drug discovery and material science.
2,5,6,7-tetrahydro-1H-azepin-2-one structure
2228-79-7 structure
Product Name:2,5,6,7-tetrahydro-1H-azepin-2-one
CAS No:2228-79-7
MF:C6H9NO
MW:111.141761541367
MDL:MFCD19216497
CID:1015956
PubChem ID:557502
Update Time:2025-05-26

2,5,6,7-tetrahydro-1H-azepin-2-one Chemical and Physical Properties

Names and Identifiers

    • 6,7-Dihydro-1H-azepin-2(5H)-one
    • 1,2,3,4-tetrahydroazepin-7-one
    • 1,5,6,7-tetrahydro-2H-Azepin-2-one
    • 2,5,6,7-tetrahydro-1H-azepin-2-one
    • 1,5,6,7-tetrahydro-2 h -azepin-2-one
    • 2H-Azepin-2-one, 1,5,6,7-tetrahydro-
    • 2228-79-7
    • AKOS006350867
    • 3,4-Dihydro-2H-azepin-7-ol #
    • MFCD19216497
    • DTXSID60339641
    • EN300-74672
    • azacyclohept-3-ene-2-one
    • SCHEMBL651905
    • MDL: MFCD19216497
    • Inchi: 1S/C6H9NO/c8-6-4-2-1-3-5-7-6/h2,4H,1,3,5H2,(H,7,8)
    • InChI Key: DGDYEWHHLLKNRD-UHFFFAOYSA-N
    • SMILES: O=C1C=CCCCN1

Computed Properties

  • Exact Mass: 111.06847
  • Monoisotopic Mass: 111.068413911g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 118
  • 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: 0.5
  • Topological Polar Surface Area: 29.1?2

Experimental Properties

  • PSA: 29.1

2,5,6,7-tetrahydro-1H-azepin-2-one Pricemore >>

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Additional information on 2,5,6,7-tetrahydro-1H-azepin-2-one

Compound CAS No. 2228-79-7: 2,5,6,7-Tetrahydro-1H-Azepin-2-One

The compound with CAS number 2228-79-7, commonly referred to as 2,5,6,7-tetrahydro-1H-azepin-2-one, is a significant molecule in the field of organic chemistry. This compound belongs to the class of azepinones, which are seven-membered ring structures containing a ketone group. The structure of azepinone derivatives has been extensively studied due to their potential applications in drug discovery and material science.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of azepinone derivatives. For instance, researchers have employed catalytic asymmetric synthesis to construct the seven-membered ring framework with high enantioselectivity. These methods not only enhance the yield but also provide access to enantiopure compounds, which are crucial for pharmacological studies.

The unique structural features of azepinone derivatives make them promising candidates for various applications. In the pharmaceutical industry, these compounds have been explored as potential inhibitors of key enzymes involved in metabolic disorders. For example, studies have shown that certain azepinone derivatives can modulate the activity of histone deacetylases (HDACs), which are implicated in cancer and neurodegenerative diseases.

In addition to their biological applications, azepinone derivatives have also found utility in materials science. Their rigid cyclic structure and conjugated system make them suitable for use in organic electronics. Recent research has focused on incorporating these compounds into light-emitting diodes (LEDs) and photovoltaic devices to improve efficiency and stability.

The synthesis of azepinone derivatives has been optimized through green chemistry approaches. By utilizing renewable feedstocks and minimizing waste generation, these methods align with current sustainability goals. For instance, researchers have developed a one-pot synthesis route using bio-based starting materials to produce azepinones with high purity.

In conclusion, the compound CAS No. 2228-79-7 (azepinone) represents a versatile scaffold with diverse applications across multiple disciplines. Ongoing research continues to uncover new potential uses and improve synthetic strategies for this valuable molecule.

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