Cas no 55675-86-0 (4-Amino-[1,1'-biphenyl]-3-carbonitrile)

4-Amino-[1,1'-biphenyl]-3-carbonitrile is a biphenyl derivative featuring an amino group and a nitrile substituent on adjacent positions of one aromatic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. Its biphenyl core provides structural rigidity, while the electron-donating amino group and electron-withdrawing nitrile moiety enable diverse reactivity, making it useful in cross-coupling reactions and heterocycle formation. The compound’s well-defined structure and functional group compatibility facilitate precise modifications for target applications. It is typically handled under controlled conditions due to its sensitivity to air and moisture.
4-Amino-[1,1'-biphenyl]-3-carbonitrile structure
55675-86-0 structure
Product Name:4-Amino-[1,1'-biphenyl]-3-carbonitrile
CAS No:55675-86-0
MF:C13H10N2
MW:194.231902599335
CID:3028941
PubChem ID:9855722
Update Time:2025-06-12

4-Amino-[1,1'-biphenyl]-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • KLVYCVRFSVGOAT-UHFFFAOYSA-N
    • 4-aminobiphenyl-3-carbonitrile
    • 4-amino-biphenyl-3-carbonitrile
    • 55675-86-0
    • 4-amino-[1,1'-biphenyl]-3-carbonitrile
    • SCHEMBL5302056
    • 2-amino-5-phenylbenzonitrile
    • AKOS017518641
    • A1-08083
    • H28399
    • 4-Amino-[1,1'-biphenyl]-3-carbonitrile
    • Inchi: 1S/C13H10N2/c14-9-12-8-11(6-7-13(12)15)10-4-2-1-3-5-10/h1-8H,15H2
    • InChI Key: KLVYCVRFSVGOAT-UHFFFAOYSA-N
    • SMILES: NC1C=CC(=CC=1C#N)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 194.084
  • Monoisotopic Mass: 194.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 247
  • 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: 49.8A^2
  • XLogP3: 3.1

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Additional information on 4-Amino-[1,1'-biphenyl]-3-carbonitrile

Professional Introduction to 4-Amino-[1,1'-biphenyl]-3-carbonitrile (CAS No. 55675-86-0)

4-Amino-[1,1'-biphenyl]-3-carbonitrile, with the CAS number 55675-86-0, is a specialized organic compound that has garnered significant attention in the field of chemical and pharmaceutical research. This compound, featuring a biphenyl core with an amino group at the 4-position and a nitrile group at the 3-position, exhibits unique structural and chemical properties that make it a valuable intermediate in the synthesis of various pharmacologically active molecules.

The biphenyl scaffold is a common motif in medicinal chemistry due to its ability to confer rigidity and specific spatial orientation to drug molecules, enhancing their binding affinity to biological targets. The presence of both an amino group and a nitrile group on the biphenyl ring introduces additional functionalization possibilities, allowing for further derivatization into more complex structures. These features make 4-Amino-[1,1'-biphenyl]-3-carbonitrile a versatile building block for the development of novel therapeutic agents.

In recent years, there has been growing interest in the use of biphenyl derivatives in the treatment of various diseases, including cancer, inflammation, and neurological disorders. The amino and nitrile groups provide handles for chemical modification, enabling the design of molecules with tailored biological activities. For instance, studies have shown that biphenyl-based compounds can interact with specific enzymes and receptors involved in disease pathways, making them promising candidates for drug development.

One of the most exciting areas of research involving 4-Amino-[1,1'-biphenyl]-3-carbonitrile is its potential application in oncology. Researchers have been exploring its derivatives as inhibitors of kinases and other enzymes that play critical roles in cancer cell proliferation and survival. The rigid biphenyl core helps stabilize the binding of these compounds to their targets, while the amino and nitrile groups allow for further optimization to improve potency and selectivity. Preliminary studies have demonstrated promising results in vitro and in animal models, suggesting that this compound could be a valuable asset in the fight against cancer.

Another area where this compound has shown promise is in the treatment of inflammatory diseases. Inflammation is a hallmark of many chronic conditions, including rheumatoid arthritis and inflammatory bowel disease. By targeting key inflammatory pathways, biphenyl derivatives like 4-Amino-[1,1'-biphenyl]-3-carbonitrile could offer new therapeutic strategies. The ability to modify the structure of this compound allows researchers to fine-tune its biological activity, making it an attractive scaffold for developing anti-inflammatory agents.

The synthesis of 4-Amino-[1,1'-biphenyl]-3-carbonitrile involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include nucleophilic substitution reactions on halogenated biphenyl precursors followed by functional group transformations to introduce the amino and nitrile groups. Advances in synthetic methodologies have made it possible to produce this compound more efficiently, enabling larger-scale applications in research and drug development.

The chemical properties of 4-Amino-[1,1'-biphenyl]-3-carbonitrile, such as its solubility and stability, also play a crucial role in its utility as a pharmaceutical intermediate. These properties must be carefully considered during both synthesis and formulation to ensure that the compound behaves as expected in various applications. For example, solubility issues can be addressed by incorporating solubilizing agents or by using prodrugs that release the active compound under specific physiological conditions.

In conclusion, 4-Amino-[1,1'-biphenyl]-3-carbonitrile (CAS No. 55675-86-0) is a highly versatile intermediate with significant potential in pharmaceutical research. Its unique structural features make it an excellent candidate for synthesizing novel therapeutic agents targeting various diseases. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone of drug development efforts in the coming years.

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