Cas no 1805012-66-1 (4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine)

4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine is a halogenated pyridine derivative with a reactive amino group and difluoromethyl substitution, making it a versatile intermediate in pharmaceutical and agrochemical synthesis. The presence of bromo and chloro substituents enhances its reactivity in cross-coupling and nucleophilic substitution reactions, while the difluoromethyl group contributes to metabolic stability and bioavailability in active compounds. Its structural features enable precise modifications for drug discovery and crop protection applications. The compound is typically handled under controlled conditions due to its sensitivity. High-purity grades are available for research and industrial use, ensuring consistent performance in synthetic pathways.
4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine structure
1805012-66-1 structure
Product Name:4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine
CAS No:1805012-66-1
MF:C6H4BrClF2N2
MW:257.463166236877
CID:4850210
Update Time:2025-05-27

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

Names and Identifiers

    • 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine
    • Inchi: 1S/C6H4BrClF2N2/c7-5-3(8)4(11)2(1-12-5)6(9)10/h1,6H,(H2,11,12)
    • InChI Key: DCFPYBPMSJOZAT-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(=C(C=N1)C(F)F)N)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 161
  • XLogP3: 2.4
  • Topological Polar Surface Area: 38.9

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

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029073513-1g
4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine
1805012-66-1 97%
1g
$1,564.50 2022-04-01

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

Introduction to 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine (CAS No. 1805012-66-1)

4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine (CAS No. 1805012-66-1) is a multifunctional compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, holds potential applications in the development of novel therapeutic agents and as a valuable intermediate in organic synthesis.

The molecular structure of 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine is composed of a pyridine ring substituted with an amino group, a bromine atom, a chlorine atom, and a difluoromethyl group. The presence of these functional groups imparts distinct chemical properties and reactivity profiles, making it an attractive candidate for various chemical transformations and biological studies.

In recent years, the exploration of halogenated pyridines has been a focal point in the design and synthesis of new drugs. The bromine and chlorine substituents in 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine can significantly influence the compound's pharmacokinetic properties, such as solubility, metabolic stability, and bioavailability. These factors are crucial for optimizing drug candidates for clinical trials.

The difluoromethyl group in 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine is particularly noteworthy due to its ability to enhance the lipophilicity and metabolic stability of the molecule. Fluorinated compounds often exhibit improved binding affinities to target proteins, which can lead to enhanced biological activity and reduced off-target effects. This makes 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine a promising scaffold for the development of selective and potent therapeutic agents.

Research into the biological activities of 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine has revealed its potential as an inhibitor of specific enzymes and receptors. For instance, studies have shown that this compound can effectively inhibit certain kinases involved in cancer cell proliferation, making it a potential lead compound for anticancer drug development. Additionally, its ability to modulate G protein-coupled receptors (GPCRs) has been explored in the context of treating neurological disorders.

The synthetic accessibility of 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine is another factor that contributes to its appeal in pharmaceutical research. Various synthetic routes have been developed to efficiently produce this compound, allowing for its large-scale synthesis and further optimization. These synthetic methods often involve multistep reactions that incorporate halogenation, fluorination, and functional group transformations, highlighting the versatility of this compound as a building block in organic synthesis.

In conclusion, 4-Amino-2-bromo-3-chloro-5-(difluoromethyl)pyridine (CAS No. 1805012-66-1) represents a valuable molecule with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and versatile chemical properties make it an attractive candidate for the development of novel therapeutic agents. Ongoing research continues to uncover new applications and optimize its use in various biological systems, underscoring its importance in advancing the field of drug discovery.

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