Cas no 1260385-31-6 (1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde)

1H-Pyrrolo[2,3-c]pyridine-7-carbaldehyde is a heterocyclic aldehyde compound featuring a fused pyrrolopyridine core, which serves as a versatile intermediate in organic synthesis and pharmaceutical research. Its structure combines the reactivity of an aldehyde group with the electron-rich nature of the pyrrolopyridine system, making it valuable for constructing complex molecules, particularly in medicinal chemistry. The compound is often utilized in the development of bioactive molecules, including kinase inhibitors and other therapeutic agents, due to its ability to participate in condensation, nucleophilic addition, and cyclization reactions. Its well-defined reactivity and stability under standard conditions enhance its utility in multi-step synthetic routes. Proper handling and storage under inert conditions are recommended to preserve its integrity.
1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde structure
1260385-31-6 structure
Product Name:1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde
CAS No:1260385-31-6
MF:C8H6N2O
MW:146.14604139328
MDL:MFCD18380824
CID:889771
PubChem ID:66545146
Update Time:2025-05-20

1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde
    • AKOS015991381
    • 6H-Pyrrolo[2,3-c]pyridine-7-carbaldehyde
    • 1935414-30-4
    • AB92517
    • G74017
    • CS-0338203
    • DTXSID00735163
    • 1260385-31-6
    • DB-345787
    • EG-0706
    • MDL: MFCD18380824
    • Inchi: 1S/C8H6N2O/c11-5-7-8-6(1-3-9-7)2-4-10-8/h1-5,10H
    • InChI Key: KPAOFKCPGFSNPO-UHFFFAOYSA-N
    • SMILES: O=CC1C2=C(C=CN=1)C=CN2

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: 0.8
  • Topological Polar Surface Area: 45.8?2

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Additional information on 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde

Recent Advances in the Study of 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde (CAS: 1260385-31-6) and Its Applications in Chemical Biology and Medicine

1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde (CAS: 1260385-31-6) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and medicinal chemistry. This compound, characterized by its pyrrolopyridine core and aldehyde functional group, serves as a key intermediate in the synthesis of various biologically active molecules. Recent studies have explored its potential in drug discovery, particularly in the development of kinase inhibitors, antiviral agents, and anticancer therapeutics.

One of the most notable advancements in the study of 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde is its role in the design of kinase inhibitors. Kinases are critical regulators of cellular signaling pathways, and their dysregulation is often implicated in diseases such as cancer and inflammatory disorders. Researchers have successfully utilized this compound as a scaffold to develop selective inhibitors targeting specific kinases, such as JAK2 and ALK. These inhibitors have shown promising results in preclinical studies, demonstrating potent activity and favorable pharmacokinetic profiles.

In addition to its applications in kinase inhibition, 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde has also been investigated for its antiviral properties. Recent studies have highlighted its potential as a building block for the synthesis of novel antiviral agents, particularly against RNA viruses. The aldehyde group in the compound allows for facile derivatization, enabling the introduction of various pharmacophores that enhance antiviral activity. For instance, derivatives of this compound have exhibited inhibitory effects against the replication of SARS-CoV-2, suggesting its potential utility in combating emerging viral threats.

The synthetic versatility of 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde further extends to its use in the development of anticancer agents. Researchers have leveraged its structural features to create compounds that target specific pathways involved in tumorigenesis, such as the PI3K/AKT/mTOR pathway. These compounds have demonstrated efficacy in inhibiting cancer cell proliferation and inducing apoptosis in vitro and in vivo. Moreover, the compound's ability to serve as a precursor for fluorescent probes has enabled its use in imaging studies, providing insights into the localization and dynamics of target proteins in cancer cells.

Despite these promising developments, challenges remain in the optimization of 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde-based therapeutics. Issues such as solubility, metabolic stability, and off-target effects need to be addressed to enhance their clinical applicability. Recent efforts have focused on structural modifications and formulation strategies to overcome these limitations. For example, the incorporation of solubilizing groups and the use of prodrug approaches have shown potential in improving the pharmacokinetic properties of these compounds.

In conclusion, 1H-pyrrolo[2,3-c]pyridine-7-carbaldehyde (CAS: 1260385-31-6) represents a valuable scaffold in chemical biology and medicinal chemistry, with diverse applications in drug discovery. Its role in the development of kinase inhibitors, antiviral agents, and anticancer therapeutics underscores its significance in addressing unmet medical needs. Continued research and innovation in this area are expected to yield novel therapeutics with improved efficacy and safety profiles, further solidifying its position in the pharmaceutical landscape.

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