Cas no 1111638-02-8 (5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine)

5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic compound featuring a pyrrolopyridine core substituted with a bromine atom at the 5-position and a methyl group at the 2-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical research, particularly in the synthesis of biologically active molecules. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the methyl group can influence steric and electronic properties. Its well-defined molecular framework is useful in medicinal chemistry for developing kinase inhibitors and other therapeutic agents. The compound is typically supplied with high purity, ensuring reliability in synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity.
5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine structure
1111638-02-8 structure
Product Name:5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine
CAS No:1111638-02-8
MF:C8H7BrN2
MW:211.058580636978
MDL:MFCD15529124
CID:830491
PubChem ID:329772093
Update Time:2025-10-27

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

Names and Identifiers

    • 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine
    • 5-Bromo-2-methyl-7-azaindole
    • 5-Bromo-2-iodo-1H-pyrrolo[2,3-b]pyridine
    • 7-Azaindole,5-bromo-2-methyl-
    • AC1Q2OC0
    • ACMC-20998n
    • ANW-16245
    • CTK4A7212
    • RW2806
    • SureCN2038921
    • C8H7BrN
    • IWLFWGLFINYFHA-UHFFFAOYSA-N
    • VP12523
    • TRA0086879
    • RP09292
    • FCH1391323
    • PB18134
    • OR301272
    • ST1090520
    • AX8211833
    • AB0051933
    • Z7343
    • AC-24703
    • W-204750
    • 1111638-02-8
    • 2-METHYL-5-BROMO-7-AZAINDOLE
    • CS-W008884
    • DTXSID00670449
    • SCHEMBL2038921
    • 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine, AldrichCPR
    • 5-Bromo-2-methyl-1-hydropyrrolo[2,3-b]pyridine
    • DS-12767
    • SY041150
    • AKOS015842593
    • MFCD15529124
    • J-516965
    • MDL: MFCD15529124
    • Inchi: 1S/C8H7BrN2/c1-5-2-6-3-7(9)4-10-8(6)11-5/h2-4H,1H3,(H,10,11)
    • InChI Key: IWLFWGLFINYFHA-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C2C(=C1)C=C(C)N2

Computed Properties

  • Exact Mass: 209.97931
  • Monoisotopic Mass: 209.979
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • 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: 28.7
  • XLogP3: 2.4

Experimental Properties

  • Color/Form: No data available
  • Density: 1.654
  • Melting Point: No data available
  • Boiling Point: No data available
  • Flash Point: No data available
  • PSA: 28.68
  • LogP: 2.93000

5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine Security Information

5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine Pricemore >>

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Additional information on 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine

5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine: A Comprehensive Overview

5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine, also known by its CAS number 1111638-02-8, is a heterocyclic aromatic compound with significant potential in various fields of chemistry and materials science. This compound belongs to the class of pyrrolopyridines, which are fused bicyclic structures combining a pyrrole and a pyridine ring. The presence of a bromine atom at the 5-position and a methyl group at the 2-position introduces unique electronic and steric properties, making it an interesting subject for both fundamental research and practical applications.

The synthesis of 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine typically involves multi-step organic reactions. Recent advancements in catalytic methods have enabled more efficient pathways for constructing such fused heterocycles. For instance, researchers have employed transition metal-catalyzed coupling reactions to assemble the pyrrolopyridine framework with high regioselectivity. These methods not only improve the yield but also allow for greater control over the substitution patterns, which is crucial for exploring the compound's properties.

One of the most promising applications of 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine lies in its use as a building block for advanced materials. Its aromaticity and conjugated system make it suitable for applications in organic electronics, such as in the development of new semiconducting materials or light-emitting diodes (LEDs). Recent studies have demonstrated that incorporating this compound into polymer frameworks can enhance charge transport properties, paving the way for next-generation electronic devices.

In addition to its role in materials science, 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine has shown potential in medicinal chemistry. Its structural features allow for interactions with various biological targets, making it a candidate for drug discovery efforts. For example, researchers have investigated its ability to modulate ion channels and enzyme activities, which are critical in treating neurological disorders and cancer. The bromine substituent plays a key role in these interactions by introducing electron-withdrawing effects that can influence binding affinity.

The study of 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine's photophysical properties has also garnered significant attention. Its absorption and emission characteristics make it a strong candidate for applications in optoelectronics and sensing technologies. Recent experiments have revealed that this compound exhibits strong fluorescence under certain conditions, which could be exploited for designing sensors or imaging agents.

From an environmental perspective, understanding the stability and degradation pathways of 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine is essential for assessing its safety and sustainability. Researchers have conducted detailed studies on its behavior under various environmental conditions, including exposure to light and oxidizing agents. These studies aim to ensure that its use does not pose risks to ecosystems or human health.

In conclusion, 5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine, with its unique structure and versatile properties, continues to be a focal point in contemporary chemical research. Its applications span across multiple disciplines, from materials science to medicinal chemistry, underscoring its importance as a valuable compound in modern scientific endeavors.

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