Cas no 219762-28-4 (5-Bromo-2-methyl-3H-imidazo4,5-bpyridine)

5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine is a heterocyclic organic compound featuring a fused imidazo[4,5-b]pyridine core with bromine and methyl substituents. This structure makes it a valuable intermediate in pharmaceutical and agrochemical research, particularly in the synthesis of bioactive molecules. The bromine atom at the 5-position offers reactivity for further functionalization via cross-coupling reactions, while the methyl group at the 2-position enhances stability. Its rigid aromatic framework is advantageous for designing ligands or inhibitors targeting specific biological pathways. The compound's high purity and well-defined reactivity profile ensure consistent performance in synthetic applications, making it a reliable choice for medicinal chemistry and material science.
5-Bromo-2-methyl-3H-imidazo4,5-bpyridine structure
219762-28-4 structure
Product Name:5-Bromo-2-methyl-3H-imidazo4,5-bpyridine
CAS No:219762-28-4
MF:C7H6BrN3
MW:212.046639919281
MDL:MFCD16657201
CID:828782
Update Time:2026-04-29

5-Bromo-2-methyl-3H-imidazo4,5-bpyridine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine
    • LogP
    • 5-Bromo-2-methyl-1H-imidazo[4,5-b]pyridine
    • AXMQBOUOVYZIMK-UHFFFAOYSA-N
    • BCP26632
    • FCH1346622
    • OR61523
    • AX8215972
    • AB0069408
    • Z4419
    • ST24023929
    • AM20050958
    • 5-Bromo-2-methyl-3H-imidazo4,5-bpyridine
    • MDL: MFCD16657201
    • Inchi: 1S/C7H6BrN3/c1-4-9-5-2-3-6(8)11-7(5)10-4/h2-3H,1H3,(H,9,10,11)
    • InChI Key: AXMQBOUOVYZIMK-UHFFFAOYSA-N
    • SMILES: BrC1C([H])=C([H])C2=C(N=1)N=C(C([H])([H])[H])N2[H]

Computed Properties

  • Exact Mass: 210.97458
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 153
  • Topological Polar Surface Area: 41.6

Experimental Properties

  • Density: 1.86±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 284.6±50.0 oC (760 Torr),
  • Flash Point: 125.9±30.1 oC,
  • Solubility: Slightly soluble (4.7 g/l) (25 o C),
  • PSA: 41.57

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Additional information on 5-Bromo-2-methyl-3H-imidazo4,5-bpyridine

Introduction to 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine (CAS No. 219762-28-4)

5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine (CAS No. 219762-28-4) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of imidazopyridines, which are known for their diverse biological activities and potential therapeutic applications. The introduction of a bromine atom and a methyl group in its structure imparts unique chemical and biological properties, making it a valuable candidate for various research and development endeavors.

The chemical structure of 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine consists of a fused imidazole and pyridine ring system, with a bromine atom at the 5-position and a methyl group at the 2-position. This specific arrangement of functional groups provides the compound with distinct electronic and steric properties, which can influence its reactivity and biological activity. The bromine atom, being an electron-withdrawing group, can modulate the electronic distribution within the molecule, potentially affecting its binding affinity to various biological targets.

In recent years, there has been a growing interest in the development of imidazopyridine derivatives for their potential use in treating various diseases. For instance, imidazopyridines have shown promise as potent inhibitors of kinases, enzymes that play crucial roles in cellular signaling pathways. Kinase inhibitors are widely used in cancer therapy due to their ability to block the uncontrolled cell growth associated with many types of cancer. Studies have demonstrated that certain imidazopyridine derivatives can selectively inhibit specific kinases, thereby offering a targeted approach to cancer treatment.

5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine has also been explored for its potential as an antiviral agent. Research has shown that this compound can interfere with viral replication processes by targeting specific viral enzymes or host cell factors involved in viral entry or assembly. This makes it a promising candidate for the development of new antiviral therapies, particularly against emerging viral pathogens that pose significant public health threats.

Beyond its therapeutic applications, 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine is also used as a building block in organic synthesis. Its unique structure and functional groups make it an attractive starting material for the synthesis of more complex molecules with diverse biological activities. Chemists can leverage the reactivity of the bromine and methyl groups to introduce additional functionalities or modify existing ones, thereby expanding the range of potential applications for this compound.

The synthesis of 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine typically involves multi-step processes that require careful control of reaction conditions to ensure high yields and purity. Common synthetic routes include cyclization reactions involving appropriate precursors followed by selective functional group modifications. Advances in synthetic methodologies have led to more efficient and scalable methods for producing this compound, making it more accessible for both academic research and industrial applications.

In terms of safety and handling, it is important to note that while 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine is not classified as a hazardous material or controlled substance, proper precautions should always be taken when handling any chemical compound in a laboratory setting. This includes using appropriate personal protective equipment (PPE) such as gloves and goggles, working in well-ventilated areas, and following standard laboratory safety protocols.

To summarize, 5-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine (CAS No. 219762-28-4) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure and properties make it an attractive candidate for developing new therapeutic agents and as a versatile building block in organic synthesis. Ongoing research continues to uncover new applications for this compound, further highlighting its importance in the scientific community.

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