Cas no 4894-32-0 (6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde)

6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde is a heterocyclic aldehyde compound with a fused pyrrolopyridine core. Its structure features a chloro substituent at the 6-position and a methyl group at the 4-position, enhancing its reactivity and utility in synthetic chemistry. The aldehyde functional group at the 3-position makes it a versatile intermediate for further derivatization, including condensation and nucleophilic addition reactions. This compound is particularly valuable in pharmaceutical and agrochemical research, where it serves as a key building block for the synthesis of biologically active molecules. Its well-defined reactivity profile and stability under standard conditions contribute to its reliability in complex organic transformations.
6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde structure
4894-32-0 structure
Product Name:6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
CAS No:4894-32-0
MF:C9H7ClN2O
MW:194.61768078804
CID:833746
Update Time:2026-04-29

6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
    • 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 6-chloro-4-Methyl-
    • Inchi: InChI=1S/C9H7ClN2O/c1-5-2-7(10)12-9-8(5)6(4-13)3-11-9/h2-4H,1H3,(H,11,12)
    • InChI Key: RAGLPZGWBMJHHO-UHFFFAOYSA-N
    • SMILES: CC1=CC(=NC2=C1C(=CN2)C=O)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1

6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde Pricemore >>

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Additional information on 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

Comprehensive Overview of 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (CAS No. 4894-32-0)

6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (CAS No. 4894-32-0) is a heterocyclic 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 diverse biological activities. Researchers are particularly interested in its potential applications in drug discovery, especially in the development of kinase inhibitors and antimicrobial agents.

The molecular structure of 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde features a chloro substituent at the 6-position and a methyl group at the 4-position, which contribute to its reactivity and interaction with biological targets. The carbaldehyde functional group at the 3-position makes it a versatile intermediate for further chemical modifications, enabling the synthesis of more complex molecules. This adaptability is one reason why it is frequently explored in medicinal chemistry and organic synthesis.

In recent years, the demand for pyrrolopyridine derivatives has surged due to their relevance in treating various diseases, including cancer and infectious diseases. For instance, compounds like 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde are being studied for their potential to modulate key enzymes involved in cell signaling pathways. This aligns with the growing interest in targeted therapies and personalized medicine, which are hot topics in the pharmaceutical industry.

From a synthetic perspective, the compound’s heterocyclic core offers multiple sites for functionalization, making it a valuable building block in combinatorial chemistry. Researchers often utilize it to create libraries of analogs for high-throughput screening, a technique widely used in drug discovery. Its stability under various reaction conditions further enhances its utility in organic synthesis, attracting interest from both academic and industrial chemists.

Another area where 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde shows promise is in agrochemical research. Pyrrolopyridine derivatives have been investigated for their herbicidal and insecticidal properties, addressing the need for novel crop protection solutions amid rising concerns about pesticide resistance and environmental sustainability. This ties into broader discussions about green chemistry and the development of eco-friendly agrochemicals.

Analytical techniques such as NMR spectroscopy, mass spectrometry, and HPLC are commonly employed to characterize this compound and ensure its purity. Quality control is critical, especially when it is used as an intermediate in the synthesis of bioactive molecules. The availability of high-purity 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde is essential for reproducible research outcomes, a point emphasized in recent publications.

Given the compound’s relevance, many researchers search for information on its synthetic routes, spectral data, and biological activities. Frequently asked questions include: "What are the latest applications of pyrrolopyridine derivatives in drug discovery?" and "How can 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde be functionalized for specific therapeutic targets?" Addressing these queries not only enhances the compound’s visibility but also supports the scientific community’s efforts to advance knowledge in this field.

In summary, 6-Chloro-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (CAS No. 4894-32-0) is a multifaceted compound with significant potential in pharmaceutical and agrochemical applications. Its structural features, combined with its versatility as a synthetic intermediate, make it a subject of ongoing research. As the scientific community continues to explore its properties, this compound is likely to play an increasingly important role in the development of new therapeutic and agrochemical solutions.

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