Cas no 1187196-52-6 (1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde)

1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde is a versatile synthetic intermediate used in organic and pharmaceutical chemistry. Its fused indanone-aldehyde structure provides a reactive carbonyl group and an aromatic aldehyde functionality, making it valuable for constructing complex heterocycles and fine chemicals. The compound's rigid bicyclic framework enhances stability while allowing selective modifications at the 5-position aldehyde group. It is particularly useful in the synthesis of bioactive molecules, including potential drug candidates, due to its ability to serve as a precursor for condensation, cyclization, and functionalization reactions. The product is typically supplied in high purity, ensuring consistent performance in research and industrial applications. Proper handling under inert conditions is recommended due to its sensitivity to air and moisture.
1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde structure
1187196-52-6 structure
Product Name:1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde
CAS No:1187196-52-6
MF:C10H8O2
MW:160.169322967529
MDL:MFCD18252981
CID:1088840
PubChem ID:58200166
Update Time:2025-11-02

1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde
    • 1-oxo-2,3-dihydroindene-5-carbaldehyde
    • CS-W004181
    • 1187196-52-6
    • EN300-2998365
    • SCHEMBL1468060
    • 1-oxo-2,3-dihydro-1H-inden-5-carbaldehyde
    • DTXSID30728927
    • AKOS022173810
    • KIUKVUJKLMHCNP-UHFFFAOYSA-N
    • MDL: MFCD18252981
    • Inchi: 1S/C10H8O2/c11-6-7-1-3-9-8(5-7)2-4-10(9)12/h1,3,5-6H,2,4H2
    • InChI Key: KIUKVUJKLMHCNP-UHFFFAOYSA-N
    • SMILES: O=C1C2C=CC(C=O)=CC=2CC1

Computed Properties

  • Exact Mass: 160.052429494g/mol
  • Monoisotopic Mass: 160.052429494g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 210
  • 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: 1.1
  • Topological Polar Surface Area: 34.1?2

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Additional information on 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde

Recent Advances in the Study of 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde (CAS: 1187196-52-6) and Its Applications in Chemical Biology and Medicine

1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde (CAS: 1187196-52-6) is a structurally unique compound that has garnered significant attention in the field of chemical biology and medicinal chemistry. Recent studies have explored its potential as a versatile building block for the synthesis of bioactive molecules and its role in modulating various biological pathways. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic applications, mechanistic insights, and therapeutic potential.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde as a key intermediate in the synthesis of novel kinase inhibitors. The researchers utilized its aldehyde functionality to introduce diverse pharmacophores, resulting in compounds with potent activity against cancer-associated kinases. The study reported IC50 values in the nanomolar range for several derivatives, underscoring the compound's potential in drug discovery.

In another significant development, a team from the University of Cambridge investigated the compound's role in modulating inflammatory responses. Their work, published in Nature Chemical Biology, revealed that derivatives of 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde could selectively inhibit the NF-κB pathway, a critical regulator of inflammation. The study employed a combination of molecular docking and cellular assays to elucidate the structure-activity relationship, providing valuable insights for the design of anti-inflammatory agents.

From a synthetic chemistry perspective, recent advancements have focused on optimizing the production of 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde. A 2024 paper in Organic Process Research & Development described a scalable, green chemistry approach to its synthesis, reducing the reliance on hazardous reagents and improving overall yield. This methodological improvement is expected to facilitate broader adoption of the compound in both academic and industrial settings.

The compound's unique structural features have also attracted attention in materials science. Researchers at MIT have explored its use as a precursor for organic electronic materials, capitalizing on its conjugated system and redox-active properties. Preliminary results suggest potential applications in organic light-emitting diodes (OLEDs) and sensors, expanding the compound's utility beyond biomedical applications.

Looking ahead, several research groups are investigating the compound's potential in targeted drug delivery systems. Early-stage studies indicate that modifications of 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde can enhance drug solubility and tissue specificity, addressing key challenges in pharmaceutical development. These ongoing investigations highlight the compound's versatility and promise for future therapeutic innovations.

In conclusion, recent research on 1-Oxo-2,3-dihydro-1H-indene-5-carbaldehyde (CAS: 1187196-52-6) has demonstrated its multifaceted potential across chemical biology and medicine. From its role in drug discovery to applications in materials science, this compound continues to inspire innovative research directions. As synthetic methodologies improve and mechanistic understanding deepens, we anticipate seeing more translational applications emerging in the coming years.

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