Cas no 869640-46-0 (2-Bromo-4-isopropoxypyridine)

2-Bromo-4-isopropoxypyridine is a brominated pyridine derivative featuring an isopropoxy substituent at the 4-position. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The bromine atom at the 2-position enhances reactivity for cross-coupling reactions, such as Suzuki or Negishi couplings, enabling efficient derivatization. The isopropoxy group contributes to improved solubility and steric modulation, facilitating selective functionalization. Its stable yet reactive nature makes it valuable for constructing complex heterocyclic frameworks. The compound is typically handled under inert conditions to preserve its integrity. Suitable for research and industrial-scale synthesis, it offers a balance of reactivity and stability for advanced chemical transformations.
2-Bromo-4-isopropoxypyridine structure
2-Bromo-4-isopropoxypyridine structure
Product Name:2-Bromo-4-isopropoxypyridine
CAS No:869640-46-0
MF:C8H10BrNO
MW:216.07510137558
CID:4815613
Update Time:2025-10-28

2-Bromo-4-isopropoxypyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-4-isopropoxypyridine
    • 2-Bromo-4-(iso-propoxy)pyridine
    • Pyridine, 2-bromo-4-(1-methylethoxy)-
    • Inchi: 1S/C8H10BrNO/c1-6(2)11-7-3-4-10-8(9)5-7/h3-6H,1-2H3
    • InChI Key: JNKIIJYPNGOUMF-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CN=1)OC(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 119
  • XLogP3: 2.6
  • Topological Polar Surface Area: 22.1

2-Bromo-4-isopropoxypyridine Pricemore >>

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Additional information on 2-Bromo-4-isopropoxypyridine

Recent Advances in the Application of 2-Bromo-4-isopropoxypyridine (CAS: 869640-46-0) in Chemical Biology and Pharmaceutical Research

2-Bromo-4-isopropoxypyridine (CAS: 869640-46-0) is a versatile chemical intermediate that has garnered significant attention in recent pharmaceutical and chemical biology research. This compound, characterized by its brominated pyridine core and isopropoxy substituent, serves as a critical building block in the synthesis of complex molecules, particularly in drug discovery and development. Recent studies have highlighted its utility in the construction of kinase inhibitors, antiviral agents, and other bioactive compounds, underscoring its importance in medicinal chemistry.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of 2-Bromo-4-isopropoxypyridine as a precursor in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The study demonstrated that the bromine atom at the 2-position facilitates efficient cross-coupling reactions, enabling the rapid assembly of diverse inhibitor scaffolds. The resulting compounds exhibited potent inhibitory activity against BTK, with IC50 values in the low nanomolar range, suggesting potential applications in treating B-cell malignancies and autoimmune diseases.

Another notable application of 2-Bromo-4-isopropoxypyridine was reported in a recent ACS Chemical Biology paper, where it was employed in the development of fluorescent probes for studying protein-protein interactions. The isopropoxy group was found to enhance the solubility and cell permeability of the probes, making them suitable for live-cell imaging. This advancement opens new avenues for real-time monitoring of intracellular signaling pathways, providing valuable insights into disease mechanisms.

Recent synthetic methodologies have also focused on optimizing the production of 2-Bromo-4-isopropoxypyridine to meet the growing demand in pharmaceutical research. A 2024 publication in Organic Process Research & Development detailed a scalable and cost-effective synthesis route, achieving high yields and purity. This development is expected to facilitate broader adoption of the compound in industrial and academic settings.

In conclusion, 2-Bromo-4-isopropoxypyridine (CAS: 869640-46-0) continues to play a pivotal role in advancing chemical biology and pharmaceutical research. Its unique structural features and reactivity profile make it an indispensable tool for drug discovery and biochemical studies. Future research is likely to explore its applications in emerging therapeutic areas, further solidifying its importance in the field.

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