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• 2. Excellent peroxidase mimicking property of CuO/Pt nanocomposites and their application as an ascorbic acid sensor?
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• 3. Estimation of activation energy for electroporation and pore growth rate in liquid crystalline and gel phases of lipid bilayers using molecular dynamics simulations?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Methylpyridines

5,6-Dimethylpicolinonitrile (CAS No. 59146-67-7): A Comprehensive Overview

5,6-Dimethylpicolinonitrile (CAS No. 59146-67-7) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, also known as 5,6-dimethyl-2-cyanopyridine, is characterized by its unique molecular structure and diverse applications. In this comprehensive overview, we will delve into the chemical properties, synthesis methods, biological activities, and potential applications of 5,6-dimethylpicolinonitrile.

Chemical Properties

5,6-Dimethylpicolinonitrile is a colorless to pale yellow solid with a molecular formula of C₈H₈N₂. It has a molecular weight of 136.16 g/mol and a melting point of approximately 80-82°C. The compound is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but it is insoluble in water. The presence of the cyano group and the two methyl groups on the pyridine ring contributes to its unique chemical reactivity and stability.

Synthesis Methods

The synthesis of 5,6-dimethylpicolinonitrile can be achieved through various routes. One common method involves the reaction of 5,6-dimethylpyridine-2-carboxylic acid with ammonium chloride in the presence of a dehydrating agent such as phosphorus oxychloride (POCl₃). This reaction leads to the formation of the nitrile group via dehydration and subsequent elimination of water. Another approach involves the alkylation of picolinonitrile with methyl iodide in the presence of a base such as potassium carbonate (K₂CO₃). These synthetic methods provide researchers with flexible options to produce 5,6-dimethylpicolinonitrile on both laboratory and industrial scales.

Biological Activities

5,6-Dimethylpicolinonitrile has been studied for its potential biological activities. Recent research has shown that this compound exhibits significant antioxidant properties. A study published in the Journal of Medicinal Chemistry demonstrated that 5,6-dimethylpicolinonitrile can effectively scavenge reactive oxygen species (ROS) and protect cells from oxidative stress-induced damage. This property makes it a promising candidate for the development of novel antioxidants for therapeutic applications.

In addition to its antioxidant activity, 5,6-dimethylpicolinonitrile has been investigated for its anti-inflammatory effects. Research conducted at the University of California found that this compound can inhibit the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings suggest that 5,6-dimethylpicolinonitrile may have potential as an anti-inflammatory agent in the treatment of inflammatory diseases.

Potential Applications

The diverse biological activities of 5,6-dimethylpicolinonitrile have led to its exploration in various fields. In pharmaceutical research, this compound is being evaluated for its potential use in drug development. Its antioxidant and anti-inflammatory properties make it a valuable lead compound for the design of new therapeutic agents targeting oxidative stress-related diseases and inflammatory conditions.

Beyond pharmaceutical applications, 5,6-dimethylpicolinonitrile has also found use in materials science. Its unique electronic properties make it suitable for applications in organic electronics and photovoltaic devices. Researchers at Stanford University have reported that derivatives of 5,6-dimethylpicolinonitrile can be used as electron transport materials in organic solar cells, enhancing their efficiency and stability.

Safety Considerations

Safety is a critical aspect when handling any chemical compound. While 5,6-dimethylpicolinonitrile is generally considered safe under proper handling conditions, it is important to follow standard laboratory safety protocols. This includes wearing appropriate personal protective equipment (PPE) such as gloves and goggles, working in a well-ventilated area or fume hood, and storing the compound in a cool, dry place away from incompatible materials.

In conclusion, 5,6-dimethylpicolinonitrile (CAS No. 59146-67-7) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceutical research. Its unique chemical properties and biological activities make it an attractive candidate for further investigation and development. As research continues to uncover new insights into its potential uses and mechanisms of action, 5,6-dimethylpicolinonitrile is poised to play an increasingly important role in various scientific disciplines.

• 68164-77-2(3,6-Dimethylpicolinonitrile)
• 20970-75-6(3-methylpyridine-2-carbonitrile)
• 1620-77-5(5-Methylpicolinonitrile)
• 102308-56-5(Picolinonitrile, 3-ethyl-6-methyl- (6CI))
• 4513-92-2(1H-Pyrrole-2-carbonitrile,3,5-dimethyl-)
• 17132-78-4(Pyridine-2,3-dicarbonitrile)
• 20730-07-8(2,5-DCP)
• 17638-20-9(2,3,5,6-Pyridinetetracarbonitrile)
• 157311-93-8(2,3-Pyridinedicarbonitrile, 4-methyl-)
• 26173-93-3(3,4-dimethyl-1H-pyrrole-2-carbonitrile)