Cas no 1160574-20-8 (3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile)

3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile is a polyhalogenated benzonitrile derivative with significant utility in synthetic organic chemistry, particularly in pharmaceutical and agrochemical research. Its multi-substituted aromatic structure, featuring bromo, chloro, fluoro, and iodo functional groups, makes it a versatile intermediate for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling precise structural modifications. The electron-withdrawing nitrile group further enhances reactivity in nucleophilic substitution or metal-catalyzed transformations. This compound’s high purity and well-defined regiochemistry ensure consistent performance in complex synthetic pathways, making it valuable for constructing advanced heterocycles or functionalized aromatics. Its stability under standard handling conditions adds to its practicality in laboratory applications.
3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile structure
1160574-20-8 structure
Product Name:3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile
CAS No:1160574-20-8
MF:C7HBrClFIN
MW:360.349415540695
MDL:MFCD11846063
CID:4574265
Update Time:2025-06-12

3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-5-chloro-2-fluoro-6-iodobenzonitrile
    • 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile
    • MDL: MFCD11846063
    • Inchi: 1S/C7HBrClFIN/c8-4-1-5(9)7(11)3(2-12)6(4)10/h1H
    • InChI Key: RVZPTIJVLPYMHN-UHFFFAOYSA-N
    • SMILES: C(#N)C1=C(I)C(Cl)=CC(Br)=C1F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0

3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Oakwood
037741-5g
3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile
1160574-20-8
5g
$1735.00 2023-09-16

Additional information on 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile

Professional Introduction to 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile (CAS No. 1160574-20-8)

3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile (CAS No. 1160574-20-8) is a highly specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its unique halogenation pattern and nitrile functional group, serves as a crucial intermediate in the synthesis of various biologically active molecules. The strategic arrangement of bromo, chloro, and fluoro substituents on the benzene ring, combined with the presence of an iodo group and a nitrile moiety, makes it a versatile building block for drug discovery and development.

The compound's structure is particularly intriguing due to the presence of multiple halogen atoms, which are known to enhance the reactivity and binding affinity of molecules in biological systems. In recent years, there has been a surge in research focused on halogenated aromatic compounds due to their potential applications in medicinal chemistry. These compounds often exhibit improved pharmacokinetic properties, including enhanced solubility and metabolic stability, which are critical factors in the design of novel therapeutic agents.

One of the most compelling aspects of 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile is its utility as a precursor in the synthesis of small-molecule inhibitors targeting various disease pathways. For instance, studies have demonstrated its effectiveness in generating novel kinase inhibitors, which are essential in treating cancers and inflammatory diseases. The halogen atoms in this compound facilitate cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are fundamental in constructing complex molecular architectures.

In the realm of academic research, 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile has been employed in the development of novel antimicrobial agents. The increasing prevalence of antibiotic-resistant bacteria has underscored the need for innovative therapeutic strategies. Researchers have leveraged the compound's reactivity to design molecules that disrupt bacterial cell wall synthesis and DNA replication. These efforts have led to promising candidates for future clinical trials, highlighting the compound's significance in addressing global health challenges.

The pharmaceutical industry has also recognized the value of this compound in drug development pipelines. Its structural features make it an ideal candidate for generating libraries of diverse compounds for high-throughput screening. By modifying one or more substituents, chemists can explore a wide range of biological activities, from anti-inflammatory to antiviral properties. This flexibility has made 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile a cornerstone in many synthetic strategies aimed at identifying next-generation therapeutics.

Advances in computational chemistry have further enhanced the utility of this compound. Molecular modeling techniques allow researchers to predict how different modifications will affect the biological activity of derived molecules. This approach has accelerated the drug discovery process by enabling virtual screening and rapid optimization of lead compounds. The integration of computational methods with traditional synthetic chemistry has been instrumental in harnessing the full potential of 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile.

The environmental impact of using halogenated compounds has also been a topic of discussion in recent literature. While these compounds offer numerous advantages in synthetic chemistry, their persistence in the environment raises concerns about long-term ecological effects. To address this issue, researchers are exploring greener alternatives and more sustainable synthetic routes. Efforts are underway to develop methodologies that minimize waste and reduce reliance on hazardous reagents, ensuring that the benefits of compounds like 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile can be realized without compromising environmental integrity.

In conclusion, 3-Bromo-5-chloro-2-fluoro-6-iodobenzonitrile (CAS No. 1160574-20-8) represents a significant advancement in pharmaceutical chemistry. Its unique structural features and reactivity make it an invaluable tool for synthesizing novel therapeutic agents targeting a variety of diseases. As research continues to evolve, this compound will undoubtedly play a pivotal role in shaping the future of drug discovery and development.

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