Cas no 1204298-60-1 (3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine)

3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine is a heterocyclic compound featuring a pyrrolopyridine core substituted with bromine and methoxy functional groups. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. The bromine atom provides a reactive site for further functionalization via cross-coupling reactions, while the methoxy group enhances electronic properties and stability. Its high purity and well-defined reactivity profile ensure consistent performance in complex organic transformations. This compound is particularly useful in medicinal chemistry for constructing novel scaffolds with potential therapeutic applications. Proper handling under inert conditions is recommended due to its sensitivity to moisture and air.
3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine structure
1204298-60-1 structure
Product Name:3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine
CAS No:1204298-60-1
MF:C8H7BrN2O
MW:227.057980775833
MDL:MFCD12827759
CID:1033161
PubChem ID:53405712
Update Time:2025-05-20

3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine
    • 3-Bromo-5-methoxy-6-azaindole
    • 3542AA
    • OR46100
    • FCH1377017
    • AK119911
    • AX8245327
    • CS-0041906
    • 1204298-60-1
    • PB39865
    • MFCD12827759
    • DS-6135
    • DTXSID50695647
    • SY067981
    • DB-366234
    • s10195
    • AKOS016010747
    • MDL: MFCD12827759
    • Inchi: 1S/C8H7BrN2O/c1-12-8-2-5-6(9)3-10-7(5)4-11-8/h2-4,10H,1H3
    • InChI Key: HSLZMAWJHILVMP-UHFFFAOYSA-N
    • SMILES: BrC1=CNC2C=NC(=CC=21)OC

Computed Properties

  • Exact Mass: 225.97418g/mol
  • Monoisotopic Mass: 225.97418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 167
  • 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: 37.9
  • XLogP3: 2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 362.3±37.0 °C at 760 mmHg
  • Flash Point: 172.9±26.5 °C
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine Security Information

3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine Pricemore >>

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Additional information on 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine

Introduction to 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine (CAS No: 1204298-60-1)

3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine, identified by its CAS number 1204298-60-1, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the pyrrolopyridine class, a structural motif widely recognized for its biological activity and utility in drug development. The presence of both bromo and methoxy substituents on the pyrrolopyridine core enhances its synthetic versatility, making it a valuable intermediate in the synthesis of more complex molecules.

The pyrrolopyridine scaffold is a privileged structure in medicinal chemistry, often found in bioactive molecules targeting various therapeutic areas. The 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine derivative has been explored for its potential in developing novel pharmacological agents. Its unique structural features make it a compelling candidate for further investigation, particularly in the context of small-molecule drug discovery.

In recent years, there has been a surge in research focused on heterocyclic compounds due to their diverse biological activities and tunable chemical properties. Pyrrolopyridines, in particular, have been extensively studied for their roles as scaffolds in the design of kinase inhibitors, antiviral agents, and other therapeutic compounds. The bromo and methoxy functional groups on 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine provide reactive sites for further chemical modifications, enabling the synthesis of a wide array of derivatives with tailored biological properties.

One of the most notable applications of this compound is in the synthesis of kinase inhibitors. Kinases are enzymes that play crucial roles in many cellular processes, and their dysregulation is often associated with various diseases, including cancer. By targeting kinases with small-molecule inhibitors, researchers aim to modulate these pathways and restore normal cellular function. The 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine core has been incorporated into several kinase inhibitor candidates that have shown promising activity in preclinical studies.

Another area where this compound has been explored is in the development of antiviral agents. Viruses rely on host cellular machinery to replicate, and inhibiting viral enzymes or processes can be an effective strategy for antiviral therapy. Pyrrolopyridines have demonstrated efficacy against a range of viruses by interfering with essential viral replication steps. The structural features of 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine make it a suitable candidate for designing novel antiviral compounds that can evade viral resistance mechanisms.

The synthetic accessibility of 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine also contributes to its appeal in drug discovery. The presence of the bromo substituent allows for convenient palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are widely used to construct complex molecular architectures. Additionally, the methoxy group can be further functionalized through oxidation or reduction reactions, providing additional avenues for structural diversification.

Recent advances in computational chemistry have further accelerated the discovery process for heterocyclic compounds like 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine. Molecular modeling techniques allow researchers to predict the binding modes of these compounds to biological targets with high accuracy. This enables the rational design of derivatives with enhanced potency and selectivity. By integrating experimental data with computational predictions, researchers can optimize lead structures more efficiently.

The pharmaceutical industry has also embraced green chemistry principles in the synthesis of heterocyclic compounds. The use of sustainable solvents and catalytic methods has reduced the environmental impact of drug development processes. 3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine serves as an excellent example of how traditional synthetic strategies can be adapted to meet these challenges. Researchers have developed environmentally friendly routes to this compound that minimize waste and energy consumption while maintaining high yields.

In conclusion,3-Bromo-5-methoxy-1H-pyrrolo[2,3-c]pyridine (CAS No: 1204298-60-1) is a versatile heterocyclic compound with significant potential in pharmaceutical research. Its structural features make it a valuable intermediate for synthesizing bioactive molecules targeting various diseases. The ongoing exploration of this compound underscores its importance in drug discovery and highlights the continued relevance of pyrrolopyridines as pharmacological scaffolds.

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