Cas no 1243318-10-6 (5-Bromo-2-cyclopropoxypyridine)

5-Bromo-2-cyclopropoxypyridine is a heterocyclic compound featuring a pyridine core substituted with a bromo group at the 5-position and a cyclopropoxy moiety at the 2-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The bromo group offers a versatile handle for further functionalization via cross-coupling reactions, while the cyclopropoxy substituent enhances steric and electronic properties, influencing binding affinity in bioactive molecules. Its stability under standard conditions ensures reliable handling and storage. This compound is particularly useful in the development of novel therapeutic agents and advanced materials, where precise molecular modifications are critical.
5-Bromo-2-cyclopropoxypyridine structure
1243318-10-6 structure
Product Name:5-Bromo-2-cyclopropoxypyridine
CAS No:1243318-10-6
MF:C8H8BrNO
MW:214.0592212677
MDL:MFCD16996137
CID:3161023
PubChem ID:72221063
Update Time:2025-07-01

5-Bromo-2-cyclopropoxypyridine Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-2-(cyclopropoxy)pyridine
    • CS-16454
    • SCHEMBL15633157
    • TQP0349
    • EN300-2918240
    • 5-bromo-2-cyclopropyloxypyridine
    • CS-0097659
    • MB19974
    • WFGHZOZHSRYNKT-UHFFFAOYSA-N
    • 5-BROMO-2-CYCLOPROPOXYPYRIDINE
    • DA-37841
    • 1243318-10-6
    • D75905
    • AKOS027449681
    • 980-282-8
    • 5-Bromo-2-cyclopropoxypyridine
    • MDL: MFCD16996137
    • Inchi: 1S/C8H8BrNO/c9-6-1-4-8(10-5-6)11-7-2-3-7/h1,4-5,7H,2-3H2
    • InChI Key: WFGHZOZHSRYNKT-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C=C1)OC1CC1

Computed Properties

  • Exact Mass: 212.97893g/mol
  • Monoisotopic Mass: 212.97893g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 138
  • 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
  • XLogP3: 2.4
  • Topological Polar Surface Area: 22.1?2

5-Bromo-2-cyclopropoxypyridine Pricemore >>

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Additional information on 5-Bromo-2-cyclopropoxypyridine

Recent Advances in the Application of 5-Bromo-2-cyclopropoxypyridine (CAS: 1243318-10-6) in Chemical Biology and Pharmaceutical Research

5-Bromo-2-cyclopropoxypyridine (CAS: 1243318-10-6) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly in the development of kinase inhibitors and other small-molecule therapeutics. Recent studies have highlighted its potential in targeting specific enzymatic pathways involved in cancer, inflammation, and infectious diseases.

One of the most notable applications of 5-Bromo-2-cyclopropoxypyridine is its role in the synthesis of Bruton's tyrosine kinase (BTK) inhibitors. BTK is a critical enzyme in B-cell receptor signaling, and its inhibition has shown promise in treating B-cell malignancies and autoimmune disorders. Researchers have utilized 5-Bromo-2-cyclopropoxypyridine as a building block to develop novel BTK inhibitors with improved selectivity and pharmacokinetic properties. Recent preclinical studies have demonstrated the efficacy of these inhibitors in reducing tumor growth and inflammation in animal models.

In addition to its role in BTK inhibition, 5-Bromo-2-cyclopropoxypyridine has been employed in the design of antiviral agents. A 2023 study published in the Journal of Medicinal Chemistry reported the synthesis of a series of pyridine-based compounds, including derivatives of 5-Bromo-2-cyclopropoxypyridine, that exhibited potent activity against RNA viruses such as SARS-CoV-2 and influenza. These findings underscore the compound's potential as a scaffold for developing broad-spectrum antiviral therapeutics.

The chemical versatility of 5-Bromo-2-cyclopropoxypyridine also extends to its use in proteolysis-targeting chimeras (PROTACs). PROTACs are a novel class of therapeutics that degrade target proteins via the ubiquitin-proteasome system. Recent research has demonstrated that 5-Bromo-2-cyclopropoxypyridine can be incorporated into PROTACs to selectively degrade disease-relevant proteins, offering a promising strategy for tackling drug-resistant cancers and other challenging conditions.

Despite its promising applications, challenges remain in optimizing the synthetic routes and scalability of 5-Bromo-2-cyclopropoxypyridine. A 2022 study in Organic Process Research & Development highlighted the need for more efficient and environmentally friendly synthesis methods to meet the growing demand for this compound in pharmaceutical development. Future research directions may focus on green chemistry approaches and catalytic processes to enhance the sustainability of its production.

In conclusion, 5-Bromo-2-cyclopropoxypyridine (CAS: 1243318-10-6) represents a valuable tool in modern drug discovery, with applications spanning kinase inhibition, antiviral therapy, and targeted protein degradation. Continued research into its chemical properties and biological activities will likely yield further innovations in the treatment of complex diseases. The compound's versatility and efficacy make it a focal point for ongoing and future studies in the chemical biology and pharmaceutical fields.

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