Cas no 952800-39-4 (Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate)

Methyl 1H-pyrrolo[3,2-b]pyridine-3-carboxylate is a heterocyclic organic compound featuring a fused pyrrole-pyridine core with a methyl ester functional group at the 3-position. This structure serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry applications, while the ester group allows for further derivatization via hydrolysis or nucleophilic substitution. The compound exhibits favorable stability under standard handling conditions, making it suitable for diverse synthetic workflows. Its high purity and well-defined reactivity profile contribute to its utility in constructing complex nitrogen-containing heterocycles for drug discovery and material science research.
Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate structure
952800-39-4 structure
Product Name:Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate
CAS No:952800-39-4
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD09864655
CID:802616
PubChem ID:45073303
Update Time:2025-05-20

Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 1H-pyrrolo[3,2-b]pyridine-3-carboxylate
    • 1H-Pyrrolo[3,2-b]pyridine-3-carboxylic acid methyl ester
    • 4-Azaindole-3-carboxylic acid methyl ester
    • PubChem20921
    • Methyl 4-azaindole-3-carboxylate
    • HIN2100
    • LFOJQCBWPFHMJU-UHFFFAOYSA-N
    • WT1427
    • FCH834546
    • OR41124
    • SB17581
    • AB0069118
    • AX8160106
    • ST24030864
    • Z5399
    • A845265
    • 1H-P
    • Methyl 1H-pyrrolo[3,2-b]pyridine-3-carboxylate (ACI)
    • J-521772
    • DTXSID60662724
    • MFCD09864655
    • AKOS006237886
    • SCHEMBL15389085
    • 1H-Pyrrolo[3,2-b]pyridine-3-carboxylicacid, methyl ester
    • SY031912
    • CS-0022423
    • Methyl 1H-pyrrolo[3 pound not2-b]pyridine-3-carboxylate
    • Methyl1H-pyrrolo[3,2-b]pyridine-3-carboxylate
    • FS-3497
    • 952800-39-4
    • Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate
    • MDL: MFCD09864655
    • Inchi: 1S/C9H8N2O2/c1-13-9(12)6-5-11-7-3-2-4-10-8(6)7/h2-5,11H,1H3
    • InChI Key: LFOJQCBWPFHMJU-UHFFFAOYSA-N
    • SMILES: O=C(C1C2C(=CC=CN=2)NC=1)OC

Computed Properties

  • Exact Mass: 176.059
  • Monoisotopic Mass: 176.059
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 208
  • 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
  • Topological Polar Surface Area: 55
  • XLogP3: 0.9

Experimental Properties

  • Color/Form: No data available
  • Density: 1.324
  • Melting Point: No data available
  • Boiling Point: 347.469°C at 760 mmHg
  • Flash Point: 163.943°C
  • Refractive Index: 1.648

Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate Pricemore >>

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Additional information on Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate

Comprehensive Overview of Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate (CAS No. 952800-39-4)

Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate (CAS No. 952800-39-4) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and material science research. This compound, characterized by its pyrrolopyridine core structure, serves as a versatile intermediate in the synthesis of bioactive molecules. Its unique chemical properties make it a valuable building block for drug discovery, particularly in the development of kinase inhibitors and other therapeutic agents targeting neurological and inflammatory diseases.

The growing interest in Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate is driven by its potential applications in medicinal chemistry and biotechnology. Researchers are increasingly exploring its role in designing novel small-molecule drugs, especially those targeting cancer and neurodegenerative disorders. The compound's ability to modulate protein-protein interactions and enzyme activity has positioned it as a key player in modern drug development pipelines.

From a structural perspective, Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate features a fused bicyclic system combining pyrrole and pyridine rings. This arrangement contributes to its electron-rich nature, enhancing its reactivity in various organic synthesis pathways. The ester functional group at the 3-position further increases its utility as a precursor for carboxylic acid derivatives, amides, and other pharmacologically relevant motifs.

Recent advancements in green chemistry have also highlighted the importance of compounds like Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate. Scientists are investigating eco-friendly synthetic routes to produce this intermediate, aligning with global sustainability goals. The development of catalytic methods and solvent-free reactions for its preparation has become a hot topic in academic and industrial research circles.

The analytical characterization of Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate typically involves advanced techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography. These methods confirm the compound's purity and structural integrity, which are crucial for its applications in high-throughput screening and structure-activity relationship studies. The CAS No. 952800-39-4 serves as a unique identifier for this compound across scientific databases and regulatory documentation.

In the context of drug discovery, Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate has shown promise as a scaffold for developing selective kinase inhibitors. Its molecular framework allows for strategic modifications that can enhance binding affinity and pharmacokinetic properties. This has led to increased patent activity surrounding derivatives of this core structure, particularly in therapeutic areas such as oncology and autoimmune diseases.

The commercial availability of Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate (CAS No. 952800-39-4) has expanded significantly in recent years, with multiple suppliers offering it for research purposes. Quality control measures, including HPLC purity verification and stable isotope labeling options, have become standard offerings to meet the demands of rigorous pharmaceutical research.

Looking ahead, the scientific community anticipates continued growth in applications for Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate. Emerging trends in precision medicine and personalized therapeutics are likely to drive further exploration of this compound's potential. Its compatibility with combinatorial chemistry approaches makes it particularly valuable for generating diverse molecular libraries in drug discovery campaigns.

For researchers working with Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate, proper handling and storage recommendations include protection from moisture and light, typically at controlled room temperature. While not classified as hazardous under standard laboratory conditions, appropriate safety protocols should always be followed when handling any chemical substance in research settings.

The future research directions for Methyl 1H-pyrrolo[3,2-B]pyridine-3-carboxylate (CAS No. 952800-39-4) may include exploration of its photophysical properties for material science applications, investigation of its metabolic stability in biological systems, and development of novel synthetic methodologies for its production. These avenues reflect the compound's versatility and the growing interdisciplinary interest in its potential applications across multiple scientific domains.

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