4-[(4,6-Dichloropyrimidin-2-yl)amino]benzonitrile

4-[(4,6-Dichloropyrimidin-2-yl)amino]benzonitrile is an organic compound containing both a pyrimidine ring substituted at positions 4 and 6 with chlorine atoms and a benzonitrile group connected via an amino bridge. With the molecular formula C10H7Cl2N3, it appears as a white crystalline solid and is commonly used as an intermediate in the synthesis of bioactive heterocyclic compounds. Its molecular structure enables selective reactivity, making it highly valuable in pharmaceutical chemistry.

SPECIFICATIONS

Product Name 4-[(4,6-Dichloropyrimidin-2-yl)amino]benzonitrile
CAS NO. 329187-59-9
Molecular Formula C11H6Cl2N4
Molecular Mass 265.1
Assay 98%
Boiling Point( °C ) 468.9
Appearance(pending) Light Yellow to Light Brown
Density(g/cm3 25 °C) 1.5

 

Applications by Fields

  1. Pharmaceutical Industry
    • Antibacterial Drug Synthesis:Acts as a key intermediate in the synthesis of pyrimidine-based antibiotics. The dichloropyrimidine scaffold is known for its biological activity and ability to inhibit microbial DNA or protein synthesis pathways.
    • Antiviral Agent Development:Extensively used in the design and production of nucleoside analogs or RNA polymerase inhibitors. The presence of the cyano (-CN) group enhances target affinity in many antiviral lead compounds.
    • Kinase Inhibitor Precursors:The compound’s pyrimidine core makes it a potential building block in the synthesis of protein kinase inhibitors, relevant in cancer and autoimmune disease research.
  2. Organic Synthesis
    • Custom Molecular Design:Frequently employed in structure–activity relationship (SAR) studies where the goal is to explore modifications on both the pyrimidine and phenyl rings for biological optimization.
    • Functional Heterocycle Construction:Its dual functional groups (amino and nitrile) allow for diversified derivatization, such as nucleophilic substitution, amidation, and cyclization reactions, enabling the construction of complex heterocyclic frameworks.
  3. Chemical Research & Development
    • Combinatorial Chemistry Libraries:Due to its high reactivity and pharmaceutical relevance, it is used in the development of compound libraries for high-throughput screening in medicinal chemistry.

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