Cas no 898746-46-8 (1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde)

1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde is a versatile heterocyclic aldehyde that serves as a key intermediate in organic synthesis and pharmaceutical research. Its fused pyrrolopyridine scaffold offers a rigid, electron-rich framework, making it valuable for constructing complex molecules, particularly in medicinal chemistry. The aldehyde functional group at the 6-position provides a reactive handle for further derivatization, enabling condensation, nucleophilic addition, or reductive amination reactions. This compound is particularly useful in the development of kinase inhibitors, receptor modulators, and other bioactive compounds due to its ability to mimic privileged pharmacophores. Its high purity and stability under controlled conditions ensure reliable performance in synthetic applications.
1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde structure
898746-46-8 structure
Product Name:1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde
CAS No:898746-46-8
MF:C8H6N2O
MW:146.14604139328
MDL:MFCD08689966
CID:840579
PubChem ID:24728893
Update Time:2025-10-28

1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde
    • 1H-Pyrrolo[2,3-b]pyridine-6-carboxaldehyde
    • 1H-PYRROLO[2,3-C]PYRIDINE-3-CARBALDEHYDE
    • 7-Azaindole-6-carboxaldehyde
    • 1822891-33-7
    • AS-30862
    • MFCD08689966
    • SY148539
    • SCHEMBL14361210
    • EN300-127365
    • YKB74646
    • 7H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde
    • WHWVDVTZWYOMOI-UHFFFAOYSA-N
    • PB48516
    • 898746-46-8
    • Z1198180847
    • CS-W006067
    • DTXSID10646554
    • AKOS006291020
    • MDL: MFCD08689966
    • Inchi: 1S/C8H6N2O/c11-5-7-2-1-6-3-4-9-8(6)10-7/h1-5H,(H,9,10)
    • InChI Key: WHWVDVTZWYOMOI-UHFFFAOYSA-N
    • SMILES: O=CC1C=CC2=C(NC=C2)N=1

Computed Properties

  • Exact Mass: 146.048012819g/mol
  • Monoisotopic Mass: 146.048012819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 160
  • 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: 45.8?2

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Additional information on 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde

Introduction to 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde (CAS No. 898746-46-8) and Its Emerging Applications in Chemical Biology

1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde, identified by the chemical abstracts service number 898746-46-8, is a heterocyclic compound that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This bicyclic molecule, featuring a pyrrole ring fused with a pyridine moiety, serves as a versatile scaffold for the development of novel pharmaceuticals and bioactive molecules. The presence of an aldehyde group at the 6-position enhances its reactivity, making it a valuable intermediate in synthetic chemistry and drug discovery.

The compound’s significance lies in its ability to interact with biological targets through multiple binding modes, which is a critical factor in designing molecules with high selectivity and efficacy. Recent studies have highlighted the potential of 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde as a key building block in the synthesis of small-molecule inhibitors targeting various therapeutic areas, including cancer, inflammation, and neurodegenerative diseases. Its structural framework allows for modifications that can fine-tune pharmacokinetic and pharmacodynamic profiles, making it an attractive candidate for medicinal chemists.

In the realm of drug discovery, the aldehyde functionality of 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde enables conjugation with nucleophiles such as amines, thiols, and hydroxyl groups, facilitating the creation of diverse derivatives. This chemical versatility has been leveraged in the development of probes for biochemical assays and in the synthesis of libraries for high-throughput screening. The compound’s ability to serve as a precursor for more complex molecules underscores its importance in academic and industrial research.

Recent advancements in computational chemistry have further enhanced the utility of 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde by enabling virtual screening and molecular docking studies. These computational approaches have identified novel analogs with improved binding affinities and reduced toxicity profiles. For instance, researchers have utilized these methods to design derivatives that exhibit potent activity against kinases and other enzymes implicated in disease pathways. Such findings demonstrate the compound’s potential as a lead molecule in structure-based drug design.

The synthesis of 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde has been optimized through various methodologies, including multi-step organic transformations and catalytic processes. Advances in synthetic techniques have not only improved yield but also reduced environmental impact, aligning with the growing emphasis on sustainable chemistry. These developments have made it more feasible to produce larger quantities of the compound for both research and commercial purposes.

In addition to its pharmaceutical applications, 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde has shown promise in materials science. Its ability to form coordination complexes with metal ions has been exploited in the development of luminescent probes and catalysts. These applications highlight the compound’s broad utility beyond traditional biological contexts.

The future prospects of 1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde are promising, with ongoing research exploring its role in modulating complex biological pathways. As our understanding of disease mechanisms evolves, so too will the strategies for utilizing this versatile scaffold. Collaborative efforts between chemists and biologists are likely to yield innovative derivatives with therapeutic potential that were previously unattainable.

In conclusion,1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde (CAS No. 898746-46-8) represents a cornerstone molecule in modern chemical biology. Its unique structural features and reactivity make it indispensable for drug discovery efforts aimed at addressing unmet medical needs. As research continues to uncover new applications for this compound,1H-Pyrrolo[2,3-b]pyridine-6-carbaldehyde is poised to remain at the forefront of molecular innovation.

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