Cas no 1427503-47-6 (4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde)

4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde is a heterocyclic aldehyde compound featuring a fused pyrrolopyridine core with a formyl functional group at the 2-position and a methyl substituent at the 4-position. This structure makes it a versatile intermediate in organic synthesis, particularly for the preparation of pharmaceuticals and agrochemicals. Its reactive aldehyde group allows for further derivatization via condensation, reduction, or nucleophilic addition reactions. The methyl group enhances stability and modulates electronic properties, facilitating selective functionalization. The compound is valuable in medicinal chemistry for constructing biologically active scaffolds, including kinase inhibitors and other therapeutic agents. High purity and well-defined reactivity ensure consistent performance in synthetic applications.
4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde structure
1427503-47-6 structure
Product Name:4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde
CAS No:1427503-47-6
MF:C9H8N2O
MW:160.17262172699
CID:1088815
PubChem ID:71721016
Update Time:2025-11-02

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

Names and Identifiers

    • 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde
    • DTXSID70856874
    • 1427503-47-6
    • CS-0446443
    • Inchi: 1S/C9H8N2O/c1-6-2-3-10-9-8(6)4-7(5-12)11-9/h2-5H,1H3,(H,10,11)
    • InChI Key: NLOIIXTUHVXBIR-UHFFFAOYSA-N
    • SMILES: O=CC1=CC2=C(C)C=CN=C2N1

Computed Properties

  • Exact Mass: 160.063662883g/mol
  • Monoisotopic Mass: 160.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 183
  • 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: 1.5
  • Topological Polar Surface Area: 45.8?2

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

Comprehensive Guide to 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde (CAS No. 1427503-47-6)

4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde (CAS No. 1427503-47-6) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and materials science research. This compound, featuring a pyrrolopyridine core with a methyl substituent and an aldehyde functional group, serves as a versatile building block in medicinal chemistry. Researchers and industry professionals frequently search for "4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde synthesis" and "CAS 1427503-47-6 applications," highlighting its relevance in drug discovery and organic synthesis.

The molecular structure of 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde combines the electron-rich properties of the pyrrole ring with the nitrogen-containing pyridine moiety, making it a valuable scaffold for designing bioactive molecules. Recent trends in pharmaceutical research emphasize the importance of "pyrrolopyridine derivatives in drug development," particularly for targeting kinases and GPCRs. The aldehyde group in this compound offers a reactive handle for further functionalization, enabling the creation of diverse analogs for structure-activity relationship (SAR) studies.

One of the most searched questions related to this compound is "What are the uses of 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde?" In medicinal chemistry, it serves as a precursor for synthesizing potential therapeutic agents, including kinase inhibitors and anti-inflammatory compounds. The pyrrolopyridine core is a privileged structure in drug design, often found in FDA-approved drugs and clinical candidates. Additionally, its applications extend to materials science, where it contributes to the development of organic semiconductors and fluorescent probes.

The synthesis of 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde typically involves multi-step organic transformations, starting from readily available pyridine derivatives. Researchers often optimize routes to improve yield and scalability, addressing common queries like "How to synthesize 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde?" Modern synthetic approaches leverage catalytic methods and green chemistry principles to enhance efficiency and reduce environmental impact.

In the context of market dynamics, the demand for 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde is driven by its role in innovative drug discovery programs. Pharmaceutical companies and contract research organizations (CROs) frequently source this compound for hit-to-lead optimization. The growing interest in "small molecule therapeutics" and "targeted drug delivery" further underscores its commercial significance.

Analytical characterization of 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde involves techniques such as NMR spectroscopy, mass spectrometry, and HPLC. These methods ensure purity and confirm structural integrity, addressing quality control concerns in research and industrial settings. The compound's stability under various conditions is another frequently searched topic, particularly for storage and handling protocols.

Future research directions for 4-Methyl-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde may explore its potential in emerging therapeutic areas, such as neurodegenerative diseases and oncology. The integration of computational chemistry and AI-driven drug design could accelerate the discovery of novel analogs with enhanced pharmacological properties. As the scientific community continues to investigate "pyrrolopyridine-based drugs," this compound remains a key player in advancing biomedical innovation.

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