Cas no 24647-29-8 (2-Azabicyclo[2.2.1]heptan-3-one)

2-Azabicyclo[2.2.1]heptan-3-one is a bicyclic lactam compound featuring a rigid norbornane-like framework, which imparts unique steric and electronic properties. Its strained ring system makes it a valuable intermediate in organic synthesis, particularly for the construction of complex heterocycles and bioactive molecules. The compound's structural rigidity enhances selectivity in reactions, such as asymmetric hydrogenations or ring-opening transformations, making it useful in pharmaceutical and agrochemical research. Additionally, its nitrogen-containing scaffold serves as a precursor for chiral auxiliaries and ligands in catalysis. The high purity and stability of this compound ensure reliable performance in demanding synthetic applications.
2-Azabicyclo[2.2.1]heptan-3-one structure
24647-29-8 structure
Product Name:2-Azabicyclo[2.2.1]heptan-3-one
CAS No:24647-29-8
MF:C6H9NO
MW:111.141761541367
MDL:MFCD21602419
CID:845053
PubChem ID:13078198
Update Time:2025-10-29

2-Azabicyclo[2.2.1]heptan-3-one Chemical and Physical Properties

Names and Identifiers

    • 2-Azabicyclo[2.2.1]heptan-3-one
    • 3-azabicyclo[2.2.1]heptan-2-one
    • 2-Azabicyclo[2.2.1]heptan-3-one,(1S,4R)
    • 2-Azanorbornan-3-one
    • 2-Aza-bicyclo[2.2.1]heptan-3-one
    • 2-Azabicyclo[2.2.1]heptan-3-one,(1S,4R)-
    • UIVLZOWDXYXITH-UHFFFAOYSA-N
    • (+/-)-2-azabicyclo[2.2.1]heptan-3-one
    • Z1324055648
    • W18193
    • Z1238833321
    • SCHEMBL775318
    • EN300-83310
    • SB44894
    • CS-B1546
    • SY006471
    • SY199483
    • DB-302880
    • CS-15233
    • (1R,4S)-3-azabicyclo[2.2.1]heptan-2-one
    • 24647-29-8
    • AKOS015855716
    • MFCD01320868
    • MDL: MFCD21602419
    • Inchi: 1S/C6H9NO/c8-6-4-1-2-5(3-4)7-6/h4-5H,1-3H2,(H,7,8)
    • InChI Key: UIVLZOWDXYXITH-UHFFFAOYSA-N
    • SMILES: O=C1C2CCC(C2)N1

Computed Properties

  • Exact Mass: 111.06800
  • Monoisotopic Mass: 111.068413911g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 133
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 29.1
  • XLogP3: 0.2

Experimental Properties

  • Density: 1.137
  • Melting Point: 69-74 oC
  • Boiling Point: 290 oC
  • Flash Point: 161 oC
  • PSA: 32.59000
  • LogP: 0.56080

2-Azabicyclo[2.2.1]heptan-3-one Customs Data

  • HS CODE:2933790090
  • Customs Data:

    China Customs Code:

    2933790090

    Overview:

    2933790090 Other lactams. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:9.0% general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

2-Azabicyclo[2.2.1]heptan-3-one Pricemore >>

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Additional information on 2-Azabicyclo[2.2.1]heptan-3-one

Comprehensive Overview of 2-Azabicyclo[2.2.1]heptan-3-one (CAS No. 24647-29-8)

2-Azabicyclo[2.2.1]heptan-3-one (CAS No. 24647-29-8) is a bicyclic organic compound featuring a nitrogen atom in its structure, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its unique bicyclic framework and ketone functionality contribute to its versatility in organic transformations, particularly in the construction of complex heterocycles. Researchers and industries are increasingly interested in this compound due to its potential applications in drug discovery, especially in the development of central nervous system (CNS) therapeutics and enzyme inhibitors.

The compound's structural motif is often explored in medicinal chemistry, where its rigid scaffold can enhance binding affinity to biological targets. Recent studies highlight its role in synthesizing neurologically active compounds, aligning with the growing demand for treatments targeting neurodegenerative diseases like Alzheimer's and Parkinson's. Additionally, its azabicyclic core is a key feature in designing chiral catalysts, which are critical for asymmetric synthesis in modern organic chemistry.

From a synthetic perspective, 2-Azabicyclo[2.2.1]heptan-3-one is often prepared via intramolecular cyclization or ring-closing metathesis, methods that are frequently optimized for higher yields and greener protocols. Environmental concerns have driven interest in sustainable synthesis of such intermediates, with researchers exploring catalytic methods and biocatalytic approaches to reduce waste and energy consumption. These advancements align with the broader trend toward green chemistry in industrial applications.

In the context of drug design, the compound's spatial geometry allows for precise interactions with biological receptors, making it a candidate for structure-activity relationship (SAR) studies. Its derivatives have shown promise in modulating G-protein-coupled receptors (GPCRs), a hot topic in pharmacology due to their involvement in numerous physiological processes. This relevance has spurred discussions in academic forums and patent literature, further cementing its importance in R&D.

Beyond pharmaceuticals, 2-Azabicyclo[2.2.1]heptan-3-one is investigated for its potential in material science, particularly in the development of functional polymers and coordination complexes. Its ability to act as a ligand for metal ions opens doors to applications in catalysis and sensor technology. As industries seek high-performance materials, this compound's adaptability continues to attract attention.

For researchers sourcing 24647-29-8, quality and purity are paramount. Analytical techniques like NMR spectroscopy and HPLC are routinely employed to verify its integrity. Suppliers often emphasize batch-to-batch consistency, a critical factor for reproducibility in experimental workflows. The compound's stability under various conditions is also a frequent subject of technical inquiries, reflecting its practical utility in labs worldwide.

In summary, 2-Azabicyclo[2.2.1]heptan-3-one (CAS No. 24647-29-8) bridges multiple disciplines, from organic synthesis to biomedical research. Its multifaceted applications and alignment with trends like green chemistry and precision medicine ensure its enduring relevance. As innovation accelerates, this compound will likely remain a cornerstone in the toolkit of chemists and pharmacologists alike.

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