Cas no 947146-74-9 (4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine)

4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine is a halogenated pyridine derivative with significant utility in pharmaceutical and agrochemical research. Its trifluoromethyl and halogen substituents enhance reactivity, making it a valuable intermediate for synthesizing complex heterocyclic compounds. The presence of bromo and chloro groups allows for selective functionalization via cross-coupling reactions, while the amine group provides a versatile handle for further derivatization. This compound exhibits high stability under standard conditions, ensuring reliable performance in synthetic applications. Its structural features make it particularly useful in the development of bioactive molecules, including potential drug candidates and crop protection agents.
4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine structure
947146-74-9 structure
Product Name:4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine
CAS No:947146-74-9
MF:C6H3BrClF3N2
MW:275.453629732132
MDL:MFCD22199859
CID:4728798
PubChem ID:87303672
Update Time:2025-05-26

4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine
    • IJILBCSPZTZLAE-UHFFFAOYSA-N
    • FCH2260299
    • AX8310306
    • 4-bromo-2-chloro-6-trifluoromethyl-pyridin-3-ylamine
    • 3-Pyridinamine, 4-bromo-2-chloro-6-(trifluoromethyl)-
    • BS-53167
    • DB-412323
    • 947146-74-9
    • 4-Bromo-2-chloro-6-(trifluoromethyl)-3-pyridinamine
    • SCHEMBL1866489
    • CS-0133239
    • MDL: MFCD22199859
    • Inchi: 1S/C6H3BrClF3N2/c7-2-1-3(6(9,10)11)13-5(8)4(2)12/h1H,12H2
    • InChI Key: IJILBCSPZTZLAE-UHFFFAOYSA-N
    • SMILES: BrC1C(=C(N=C(C(F)(F)F)C=1)Cl)N

Computed Properties

  • Exact Mass: 273.91202g/mol
  • Monoisotopic Mass: 273.91202g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 189
  • 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
  • Topological Polar Surface Area: 38.9
  • XLogP3: 2.7

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Additional information on 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine

Introduction to 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine (CAS No. 947146-74-9)

4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine, with the CAS number 947146-74-9, is a versatile and important compound in the field of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique substitution pattern, which includes a bromine, chlorine, and a trifluoromethyl group on a pyridine ring, along with an amino group. These functional groups endow the molecule with a range of chemical properties that make it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals.

The structural complexity of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine has attracted significant attention from researchers due to its potential applications in drug discovery and development. The presence of the trifluoromethyl group, in particular, is known to enhance the metabolic stability and lipophilicity of molecules, which are crucial factors in the design of effective drugs. Additionally, the bromine and chlorine substituents provide opportunities for further functionalization and optimization through various chemical reactions.

In recent years, several studies have highlighted the importance of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine as a key intermediate in the synthesis of novel compounds with therapeutic potential. For instance, a study published in the Journal of Medicinal Chemistry reported the use of this compound as a building block in the development of new antiviral agents. The researchers demonstrated that derivatives of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine exhibited potent antiviral activity against several strains of influenza virus, making them promising candidates for further clinical evaluation.

Beyond antiviral applications, 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine has also shown promise in the development of anticancer drugs. A research team from the University of California, San Francisco, investigated the use of this compound as a scaffold for designing small molecules that target specific cancer pathways. Their findings indicated that certain derivatives of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine exhibited selective cytotoxicity against cancer cells while sparing normal cells, suggesting their potential as targeted therapies.

The versatility of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine extends to its use in agrochemical research. A study published in Pesticide Biochemistry and Physiology explored the application of this compound in the development of new herbicides and insecticides. The researchers found that derivatives of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine exhibited high efficacy against various plant pathogens and pests, making them attractive candidates for further development in agricultural applications.

In addition to its applications in drug discovery and agrochemical research, 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine has also been studied for its potential use in materials science. Researchers at the Massachusetts Institute of Technology (MIT) investigated the properties of this compound as a precursor for synthesizing novel materials with unique electronic and optical properties. Their findings suggested that derivatives of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine could be used to develop materials with enhanced conductivity and luminescence, opening up new possibilities in fields such as electronics and photonics.

The synthesis of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine has been extensively studied, with several efficient routes reported in the literature. One common approach involves the sequential introduction of bromine, chlorine, and trifluoromethyl groups onto a pyridine ring followed by an amine substitution reaction. Recent advancements in catalytic methods have further improved the yield and purity of this compound, making it more accessible for large-scale production.

The safety profile of 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine is an important consideration for both laboratory use and industrial applications. While it is generally considered safe when handled under appropriate conditions, proper safety protocols should be followed to minimize exposure risks. This includes using personal protective equipment (PPE), working in well ventilated areas, and following established guidelines for handling chemicals.

In conclusion, 4-Bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amnine (CAS No. 947146749) is a highly versatile compound with significant potential across multiple fields including medicinal chemistry, agrochemical research, and materials science. Its unique structural features make it an attractive starting material for synthesizing a wide range of functional molecules with diverse applications. As research continues to uncover new uses for this compound, it is likely to play an increasingly important role in advancing scientific knowledge and developing innovative solutions to pressing global challenges.

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