Cas no 1268390-67-5 (4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine)

4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine is a versatile heterocyclic compound featuring a chloromethyl functional group attached to a pyrrolopyridine core. This structure makes it a valuable intermediate in organic synthesis, particularly for the development of pharmaceuticals and agrochemicals. The chloromethyl group offers reactivity for further functionalization, enabling the introduction of diverse substituents. Its pyrrolopyridine scaffold is of interest due to its presence in biologically active molecules, contributing to potential applications in medicinal chemistry. The compound is characterized by high purity and stability, ensuring reliable performance in synthetic workflows. Its well-defined reactivity profile facilitates precise modifications, making it a useful building block for researchers in drug discovery and materials science.
4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine structure
1268390-67-5 structure
Product Name:4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine
CAS No:1268390-67-5
MF:C8H7ClN2
MW:166.607580423355
MDL:MFCD20527501
CID:1033293
PubChem ID:54339971
Update Time:2025-05-19

4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine
    • 1268390-67-5
    • DTXSID30710685
    • SCHEMBL3088057
    • A852487
    • DB-229080
    • 4-ChloroMethyl-1H-pyrrolo[2,3-b]pyridine
    • AKOS016010665
    • SB14296
    • MDL: MFCD20527501
    • Inchi: 1S/C8H7ClN2/c9-5-6-1-3-10-8-7(6)2-4-11-8/h1-4H,5H2,(H,10,11)
    • InChI Key: TYFNNVHCLAPKKE-UHFFFAOYSA-N
    • SMILES: ClCC1C=CN=C2C=1C=CN2

Computed Properties

  • Exact Mass: 166.0297759g/mol
  • Monoisotopic Mass: 166.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 140
  • 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: 1.7
  • Topological Polar Surface Area: 28.7?2

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Additional information on 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine

Comprehensive Overview of 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine (CAS No. 1268390-67-5)

4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine (CAS No. 1268390-67-5) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. This compound belongs to the pyrrolopyridine family, a class of nitrogen-containing heterocycles known for their versatility in drug discovery and material science. The presence of a chloromethyl group at the 4-position enhances its reactivity, making it a valuable intermediate for synthesizing more complex molecules.

In recent years, the demand for 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine has surged, driven by its applications in developing kinase inhibitors and other bioactive molecules. Researchers are particularly interested in its potential role in targeting cancer therapeutics and neurodegenerative diseases, aligning with the growing focus on precision medicine. The compound’s CAS No. 1268390-67-5 is frequently searched in academic databases and patent filings, reflecting its relevance in cutting-edge scientific endeavors.

The synthesis of 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine typically involves multi-step organic reactions, including cyclization and functional group transformations. Its pyrrolopyridine core is structurally analogous to purine bases, which explains its affinity for biological targets. This characteristic has led to its exploration in small-molecule drug development, a hot topic in the pharmaceutical industry. Additionally, its derivatization potential makes it a candidate for covalent inhibitor design, a trending area in medicinal chemistry.

From an industrial perspective, CAS No. 1268390-67-5 is often discussed in the context of green chemistry and sustainable synthesis. Companies are increasingly optimizing its production to minimize waste and energy consumption, addressing environmental concerns. The compound’s stability under various conditions also makes it suitable for high-throughput screening, a technique widely used in modern drug discovery pipelines.

Another notable aspect of 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine is its role in material science. Its conjugated system and electron-rich nature contribute to applications in organic electronics and photovoltaic materials. Researchers are investigating its derivatives for use in OLEDs and sensors, tapping into the booming demand for advanced functional materials.

In summary, 4-(Chloromethyl)-1H-pyrrolo[2,3-b]pyridine (CAS No. 1268390-67-5) is a multifaceted compound with broad applications in pharmaceuticals, agrochemicals, and material science. Its structural features and reactivity profile continue to inspire innovation across multiple disciplines, making it a subject of ongoing research and commercial interest.

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