Cas no 1354021-07-0 (4-Bromo-6-chloronicotinonitrile)

4-Bromo-6-chloronicotinonitrile is a halogenated pyridine derivative commonly used as an intermediate in pharmaceutical and agrochemical synthesis. Its key advantages include high reactivity due to the presence of both bromo and chloro substituents, which facilitate further functionalization via cross-coupling or nucleophilic substitution reactions. The nitrile group enhances versatility, enabling transformations into carboxylic acids, amides, or heterocycles. This compound exhibits stability under standard storage conditions, ensuring consistent performance in synthetic applications. Its well-defined structure makes it valuable for constructing complex molecules, particularly in medicinal chemistry for developing bioactive compounds. Suitable for controlled reactions, it offers precise selectivity in multi-step synthetic routes.
4-Bromo-6-chloronicotinonitrile structure
1354021-07-0 structure
Product Name:4-Bromo-6-chloronicotinonitrile
CAS No:1354021-07-0
MF:C6H2BrClN2
MW:217.450479030609
CID:4803308
PubChem ID:118839708
Update Time:2026-02-27

4-Bromo-6-chloronicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-6-chloronicotinonitrile
    • F73849
    • MFCD21025851
    • SCHEMBL21296119
    • CS-0377316
    • 4-bromo-6-chloropyridine-3-carbonitrile
    • 1354021-07-0
    • Inchi: 1S/C6H2BrClN2/c7-5-1-6(8)10-3-4(5)2-9/h1,3H
    • InChI Key: SDBOUCULKBNTGZ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(N=CC=1C#N)Cl

Computed Properties

  • Exact Mass: 215.909
  • Monoisotopic Mass: 215.909
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 164
  • 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: 2.2
  • Topological Polar Surface Area: 36.7

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4-Bromo-6-chloronicotinonitrile Related Literature

Additional information on 4-Bromo-6-chloronicotinonitrile

4-Bromo-6-chloronicotinonitrile (CAS No. 1354021-07-0): An Overview of Its Properties, Applications, and Recent Research

4-Bromo-6-chloronicotinonitrile (CAS No. 1354021-07-0) is a versatile compound with significant applications in the fields of chemistry, biology, and pharmaceuticals. This compound, characterized by its bromine and chlorine substituents on a nicotinonitrile backbone, has attracted considerable attention due to its unique chemical properties and potential in various research areas.

The molecular structure of 4-Bromo-6-chloronicotinonitrile consists of a pyridine ring with a cyano group at the 3-position, a bromine atom at the 4-position, and a chlorine atom at the 6-position. This arrangement imparts specific electronic and steric properties that make it an attractive building block for synthetic chemistry. The compound's high reactivity and stability under various conditions have made it a valuable intermediate in the synthesis of more complex molecules.

In recent years, 4-Bromo-6-chloronicotinonitrile has been extensively studied for its potential applications in medicinal chemistry. One notable area of research is its use as a precursor in the development of novel drugs targeting various diseases. For instance, studies have shown that derivatives of 4-Bromo-6-chloronicotinonitrile exhibit promising antitumor activities against several cancer cell lines. These derivatives are being investigated for their ability to inhibit specific enzymes involved in cancer progression, such as kinases and proteases.

Beyond its medicinal applications, 4-Bromo-6-chloronicotinonitrile has also found utility in the field of materials science. Its unique electronic properties make it suitable for use in the synthesis of conductive polymers and other advanced materials. Researchers have explored the use of 4-Bromo-6-chloronicotinonitrile-based polymers in organic electronics, including organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). These materials exhibit excellent charge transport properties and have the potential to revolutionize the next generation of electronic devices.

The synthesis of 4-Bromo-6-chloronicotinonitrile typically involves multi-step reactions starting from readily available precursors. One common synthetic route involves the bromination and chlorination of nicotinonitrile followed by purification steps to obtain the desired product. The efficiency and yield of these reactions can be optimized by carefully controlling reaction conditions such as temperature, solvent, and catalysts. Recent advancements in green chemistry have also led to the development of more environmentally friendly methods for synthesizing 4-Bromo-6-chloronicotinonitrile, reducing waste and minimizing the use of hazardous reagents.

In addition to its synthetic applications, 4-Bromo-6-chloronicotinonitrile has been studied for its biological activities. Research has shown that this compound can modulate various biological pathways, making it a valuable tool for probing cellular processes. For example, studies have demonstrated that 4-Bromo-6-chloronicotinonitrile can inhibit certain ion channels and receptors, providing insights into their roles in cellular signaling and disease mechanisms.

The safety profile of 4-Bromo-6-chloronicotinonitrile is an important consideration for its practical applications. While it is not classified as a hazardous substance under current regulations, proper handling and storage practices are essential to ensure safety in laboratory settings. Researchers should adhere to standard safety protocols when working with this compound to minimize potential risks.

In conclusion, 4-Bromo-6-chloronicotinonitrile (CAS No. 1354021-07-0) is a multifaceted compound with significant potential in various scientific fields. Its unique chemical properties make it an attractive candidate for drug development, materials science, and biological research. Ongoing studies continue to uncover new applications and insights into its behavior, further solidifying its importance in modern scientific research.

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