Cas no 214603-94-8 (2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one)

2-Chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one is a halogenated heterocyclic compound featuring a pyrrolopyridine core with chloro-substituted functional groups. Its structural framework makes it a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of reactive chloro substituents enhances its utility in cross-coupling reactions and further derivatization. The compound exhibits stability under standard handling conditions while offering versatility in constructing complex molecular architectures. Its well-defined reactivity profile allows for precise modifications, making it suitable for applications in medicinal chemistry and material science. Proper storage and handling are recommended to maintain its integrity.
2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one structure
214603-94-8 structure
Product Name:2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one
CAS No:214603-94-8
MF:C9H6Cl2N2O
MW:229.062739849091
MDL:MFCD15529307
CID:833769
PubChem ID:15434750
Update Time:2025-11-02

2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-1-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone
    • Ethanone, 2-chloro-1-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-
    • Ethanone,2-chloro-1-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-
    • 2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one
    • MDL: MFCD15529307
    • Inchi: 1S/C9H6Cl2N2O/c10-3-7(14)6-4-12-9-5(6)1-2-8(11)13-9/h1-2,4H,3H2,(H,12,13)
    • InChI Key: RSEKGQADBAYFDQ-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C2C(=N1)NC=C2C(CCl)=O

Computed Properties

  • Exact Mass: 227.9857182g/mol
  • Monoisotopic Mass: 227.9857182g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 237
  • 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
  • Topological Polar Surface Area: 45.8
  • XLogP3: 2.6

2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one Pricemore >>

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2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one Related Literature

Additional information on 2-chloro-1-{6-chloro-1H-pyrrolo2,3-bpyridin-3-yl}ethan-1-one

Comprehensive Overview of 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one (CAS No. 214603-94-8)

2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one (CAS No. 214603-94-8) is a specialized organic compound that has garnered significant attention in the field of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique pyrrolopyridine scaffold, is widely studied for its potential applications in drug discovery and development. The presence of chloro substituents at specific positions enhances its reactivity and makes it a valuable intermediate in synthetic chemistry.

The molecular structure of 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one features a pyrrolopyridine core, which is a privileged structure in medicinal chemistry due to its ability to interact with various biological targets. Researchers are particularly interested in this compound for its potential role in the synthesis of kinase inhibitors, which are crucial in the treatment of cancers and inflammatory diseases. The compound's CAS number 214603-94-8 is often searched in scientific databases, highlighting its relevance in contemporary research.

One of the key reasons for the growing interest in 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one is its versatility as a building block in organic synthesis. Chemists utilize this compound to construct more complex molecules, particularly those with potential therapeutic benefits. The compound's reactivity is attributed to the chloro and carbonyl functional groups, which allow for further derivatization under mild conditions. This makes it a popular choice for researchers exploring new chemical entities.

In recent years, the demand for pyrrolopyridine derivatives has surged, driven by their applications in drug discovery. The 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one is no exception, as it serves as a precursor for compounds with potential antiviral and anticancer properties. The compound's CAS 214603-94-8 is frequently referenced in patents and scientific literature, underscoring its importance in the pharmaceutical industry.

From a synthetic perspective, the preparation of 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one involves multi-step organic reactions, often starting from commercially available pyrrolopyridine precursors. The process typically includes chlorination and acylation steps, which are optimized to achieve high yields and purity. Researchers are continually refining these synthetic routes to improve efficiency and scalability, making the compound more accessible for large-scale applications.

The physicochemical properties of 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one are also of significant interest. The compound exhibits moderate solubility in organic solvents, which facilitates its use in various chemical reactions. Its stability under standard laboratory conditions makes it a reliable reagent for synthetic chemists. Additionally, the compound's molecular weight and lipophilicity are critical parameters that influence its behavior in biological systems.

In the context of drug discovery, 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one is often employed as a key intermediate in the synthesis of bioactive molecules. For example, it has been used to develop compounds that target protein kinases, which play a pivotal role in cell signaling pathways. The ability to modulate these pathways has profound implications for treating diseases such as cancer, diabetes, and autoimmune disorders.

The global market for pyrrolopyridine-based compounds is expanding, with CAS 214603-94-8 being a notable contributor to this growth. Pharmaceutical companies and research institutions are investing heavily in the development of new derivatives, leveraging the unique properties of this scaffold. The compound's potential to address unmet medical needs has positioned it as a focal point in modern drug development efforts.

Environmental and safety considerations are also paramount when working with 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one. While the compound is not classified as hazardous under standard regulations, proper handling and disposal protocols must be followed to ensure safety in the laboratory. Researchers are encouraged to consult material safety data sheets (MSDS) and adhere to best practices in chemical management.

Looking ahead, the future of 2-chloro-1-{6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one appears promising, with ongoing research exploring its applications beyond traditional medicinal chemistry. Innovations in synthetic methodology and computational modeling are expected to further unlock the potential of this compound, paving the way for novel therapeutics and materials. As the scientific community continues to investigate its properties, CAS 214603-94-8 will likely remain a topic of interest for years to come.

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