Cas no 1805333-59-8 (2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine)

2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine is a halogenated pyridine derivative with a difluoromethyl substituent, offering unique reactivity and selectivity in synthetic applications. The presence of both amino and bromo functional groups enhances its versatility as a building block in pharmaceutical and agrochemical synthesis, enabling cross-coupling reactions and further derivatization. The difluoromethyl group contributes to improved metabolic stability and lipophilicity, making it valuable in drug discovery. Its well-defined structure and high purity ensure consistent performance in heterocyclic chemistry. This compound is particularly useful in the development of biologically active molecules, where precise functionalization and structural diversity are critical.
2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine structure
1805333-59-8 structure
Product Name:2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine
CAS No:1805333-59-8
MF:C7H7BrF2N2
MW:237.044687509537
CID:4852992
Update Time:2025-05-20

2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine
    • Inchi: 1S/C7H7BrF2N2/c1-3-5(6(9)10)4(8)2-12-7(3)11/h2,6H,1H3,(H2,11,12)
    • InChI Key: VHVZQOARKCSEBT-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(C)=C1C(F)F)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 156
  • XLogP3: 2.2
  • Topological Polar Surface Area: 38.9

2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029070184-1g
2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine
1805333-59-8 97%
1g
$1,519.80 2022-04-01

Additional information on 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine

Recent Advances in the Study of 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine (CAS: 1805333-59-8)

2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine (CAS: 1805333-59-8) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its unique pyridine core with bromo, difluoromethyl, and amino functional groups, has shown promising potential in various applications, including drug discovery and agrochemical development. Recent studies have focused on its synthesis, biological activity, and potential therapeutic applications, making it a subject of considerable scientific interest.

The synthesis of 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine has been optimized in recent years to improve yield and purity. A 2023 study published in the Journal of Medicinal Chemistry detailed a novel catalytic method for its synthesis, which significantly reduced the production of unwanted byproducts. The study highlighted the compound's stability under various conditions, making it a viable candidate for further pharmaceutical development. Additionally, the presence of the difluoromethyl group has been noted for its ability to enhance metabolic stability, a critical factor in drug design.

In terms of biological activity, 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine has demonstrated inhibitory effects on several key enzymes involved in inflammatory pathways. A recent Nature Chemical Biology article reported its potent activity against cyclooxygenase-2 (COX-2), an enzyme implicated in inflammation and pain. The study suggested that the compound's unique structural features contribute to its high selectivity and potency, positioning it as a potential lead compound for anti-inflammatory drug development.

Beyond its therapeutic potential, this compound has also been explored in agrochemical applications. Research published in Pest Management Science in 2024 revealed its efficacy as a fungicide against a broad spectrum of plant pathogens. The difluoromethyl group was found to enhance the compound's bioavailability and persistence in plant tissues, offering a sustainable alternative to conventional fungicides. These findings underscore the versatility of 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine across multiple industries.

Despite these promising developments, challenges remain in the large-scale production and formulation of this compound. A 2024 review in Organic Process Research & Development discussed the need for greener synthetic routes to minimize environmental impact. Furthermore, ongoing pharmacokinetic and toxicological studies are essential to fully evaluate its safety profile for human and environmental use. Collaborative efforts between academia and industry are expected to address these challenges and accelerate the compound's transition from the lab to the market.

In conclusion, 2-Amino-5-bromo-4-(difluoromethyl)-3-methylpyridine (CAS: 1805333-59-8) represents a compelling area of research in chemical biology and pharmaceutical sciences. Its unique structural features and diverse biological activities make it a valuable candidate for further investigation. As synthetic methodologies advance and its mechanisms of action are elucidated, this compound is poised to play a significant role in the development of next-generation therapeutics and agrochemicals.

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