[2,2'-Bipyridine]-6,6'-dicarbonitrile - 4411-83-0

[2,2'-Bipyridine]-6,6'-dicarbonitrile

Catalog Number: EVT-331283
CAS Number: 4411-83-0
Molecular Formula: C12H6N4
Molecular Weight: 206.2 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
[2,2'-Bipyridine]-6,6'-dicarbonitrile (BPY-CN) is a heterocyclic compound that has gained significant attention in recent years due to its diverse applications in various fields, including medical, environmental, and industrial research. BPY-CN is a versatile molecule that exhibits unique chemical and biological properties, making it an attractive candidate for drug development, pollution management, and manufacturing processes.
Applications in Various Fields
[2,2'-Bipyridine]-6,6'-dicarbonitrile has several applications in medical, environmental, and industrial research. In medical research, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been used as a scaffold for the development of novel drugs, such as anticancer and antimicrobial agents. Clinical trials have shown promising results for the use of [2,2'-Bipyridine]-6,6'-dicarbonitrile-based drugs in the treatment of various diseases, including cancer and infectious diseases. However, the potential side effects of [2,2'-Bipyridine]-6,6'-dicarbonitrile-based drugs, such as toxicity and immunogenicity, need to be carefully evaluated. In environmental research, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been used as a chelating agent for the removal of heavy metals from contaminated water and soil. Additionally, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been used as a catalyst for the degradation of organic pollutants, such as dyes and pesticides. In industrial research, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been used as a ligand for the synthesis of metal complexes, which can improve the efficiency and quality of manufacturing processes. However, the health and safety considerations of [2,2'-Bipyridine]-6,6'-dicarbonitrile-based products need to be carefully evaluated to prevent potential hazards to workers and consumers.

Properties

CAS Number

4411-83-0

Product Name

[2,2'-Bipyridine]-6,6'-dicarbonitrile

IUPAC Name

6-(6-cyanopyridin-2-yl)pyridine-2-carbonitrile

Molecular Formula

C12H6N4

Molecular Weight

206.2 g/mol

InChI

InChI=1S/C12H6N4/c13-7-9-3-1-5-11(15-9)12-6-2-4-10(8-14)16-12/h1-6H

InChI Key

KTYGOEZHIBSNMW-UHFFFAOYSA-N

SMILES

C1=CC(=NC(=C1)C2=CC=CC(=N2)C#N)C#N

Canonical SMILES

C1=CC(=NC(=C1)C2=CC=CC(=N2)C#N)C#N
Method of Synthesis or Extraction
[2,2'-Bipyridine]-6,6'-dicarbonitrile can be synthesized using various methods, including the reaction of 2,2'-bipyridine with cyanogen bromide, the reaction of 2,2'-bipyridine with cyanogen chloride, and the reaction of 2,2'-bipyridine with cyanogen iodide. The efficiency and yield of each method depend on the reaction conditions, such as temperature, pressure, and solvent. For example, the reaction of 2,2'-bipyridine with cyanogen bromide in acetonitrile at room temperature yields [2,2'-Bipyridine]-6,6'-dicarbonitrile with a yield of 80%. However, this method requires the use of toxic and hazardous reagents, which can pose environmental and safety concerns. Therefore, alternative methods, such as the reaction of 2,2'-bipyridine with cyanogen chloride in water, have been developed to reduce the environmental impact and improve safety.
Chemical Structure and Biological Activity
[2,2'-Bipyridine]-6,6'-dicarbonitrile has a unique chemical structure that consists of two pyridine rings connected by a carbon-carbon bond and two cyano groups attached to the carbon atoms of the pyridine rings. This structure confers [2,2'-Bipyridine]-6,6'-dicarbonitrile with several biological activities, including antimicrobial, antitumor, and antioxidant properties. [2,2'-Bipyridine]-6,6'-dicarbonitrile has been shown to inhibit the growth of various bacterial and fungal strains, including Staphylococcus aureus and Candida albicans. Additionally, [2,2'-Bipyridine]-6,6'-dicarbonitrile exhibits potent antitumor activity against several cancer cell lines, including breast, lung, and colon cancer cells. The mechanism of action of [2,2'-Bipyridine]-6,6'-dicarbonitrile involves the induction of apoptosis and cell cycle arrest in cancer cells. Moreover, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been shown to possess antioxidant activity, which can protect cells from oxidative stress and prevent the development of various diseases, such as cancer and neurodegenerative disorders.
Biological Effects
[2,2'-Bipyridine]-6,6'-dicarbonitrile has been shown to affect cell function and signal transduction pathways in various cell types. For example, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been shown to inhibit the activity of protein kinase C (PKC), which plays a crucial role in cell proliferation and differentiation. Additionally, [2,2'-Bipyridine]-6,6'-dicarbonitrile has been shown to modulate the activity of ion channels, such as voltage-gated potassium channels, which are involved in the regulation of neuronal excitability and neurotransmitter release. These effects of [2,2'-Bipyridine]-6,6'-dicarbonitrile on cell function and signal transduction pathways suggest its potential therapeutic and toxic effects.
Future Perspectives and Challenges
Despite the promising applications of [2,2'-Bipyridine]-6,6'-dicarbonitrile, several challenges need to be addressed to fully exploit its potential. One of the main challenges is the limited understanding of the mechanism of action of [2,2'-Bipyridine]-6,6'-dicarbonitrile and its biological targets. Further studies are needed to elucidate the molecular mechanisms underlying the biological activities of [2,2'-Bipyridine]-6,6'-dicarbonitrile and to identify its potential therapeutic targets. Additionally, the development of [2,2'-Bipyridine]-6,6'-dicarbonitrile-based drugs and products requires the optimization of their pharmacokinetic and pharmacodynamic properties, as well as the evaluation of their safety and efficacy in preclinical and clinical studies. Moreover, the environmental impact and sustainability of [2,2'-Bipyridine]-6,6'-dicarbonitrile-based products need to be carefully evaluated to ensure their compatibility with the principles of green chemistry and sustainable development.
Conclusion:
In conclusion, [2,2'-Bipyridine]-6,6'-dicarbonitrile is a versatile molecule that exhibits unique chemical and biological properties, making it an attractive candidate for various applications in medical, environmental, and industrial research. The synthesis, chemical structure, biological activity, and applications of [2,2'-Bipyridine]-6,6'-dicarbonitrile have been discussed in this paper, along with its future perspectives and challenges. Further studies are needed to fully exploit the potential of [2,2'-Bipyridine]-6,6'-dicarbonitrile and to address the challenges associated with its development and application.

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