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Ethyl 2,5-dibromonicotinate (CAS No. 1214375-74-2): An Overview of Its Properties, Applications, and Recent Research

Ethyl 2,5-dibromonicotinate (CAS No. 1214375-74-2) is a versatile compound with significant applications in the fields of organic synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique chemical structure, which includes a pyridine ring substituted with two bromine atoms and an ethyl ester group. The combination of these functional groups imparts Ethyl 2,5-dibromonicotinate with a range of interesting properties that make it a valuable intermediate in various chemical processes.

The molecular formula of Ethyl 2,5-dibromonicotinate is C₉H₉Br₂O₂, and its molecular weight is approximately 303.97 g/mol. The compound is typically obtained as a white to off-white solid with a melting point ranging from 85 to 88°C. It is soluble in common organic solvents such as dichloromethane, ethanol, and dimethylformamide (DMF), but has limited solubility in water. These physical properties make it suitable for use in a variety of chemical reactions and processes.

In the realm of organic synthesis, Ethyl 2,5-dibromonicotinate serves as a valuable building block for the synthesis of more complex molecules. The presence of the bromine atoms allows for selective functionalization through various substitution reactions, such as nucleophilic aromatic substitution (SNAr) and cross-coupling reactions like the Suzuki-Miyaura coupling. These reactions enable the introduction of diverse functional groups onto the pyridine ring, expanding the range of possible applications for the derived compounds.

One of the key areas where Ethyl 2,5-dibromonicotinate has gained significant attention is in pharmaceutical research. The pyridine ring is a common structural motif found in many bioactive molecules, including drugs and drug candidates. The ability to introduce bromine atoms at specific positions on the pyridine ring can significantly influence the biological activity and pharmacological properties of the resulting compounds. Recent studies have explored the use of Ethyl 2,5-dibromonicotinate as an intermediate in the synthesis of potential therapeutic agents for various diseases.

For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported the synthesis and biological evaluation of a series of pyridine-based compounds derived from Ethyl 2,5-dibromonicotinate. These compounds exhibited potent antitumor activity against several cancer cell lines, including breast cancer and lung cancer cells. The researchers found that the brominated pyridine derivatives were able to selectively inhibit key signaling pathways involved in cancer progression, making them promising candidates for further development as anticancer agents.

Beyond its applications in pharmaceutical research, Ethyl 2,5-dibromonicotinate has also been investigated for its potential use in materials science. The unique electronic properties of pyridine derivatives make them attractive candidates for the development of functional materials with applications in electronics and energy storage. A recent study published in Advanced Materials explored the use of brominated pyridine derivatives as precursors for the synthesis of conductive polymers and metal-organic frameworks (MOFs). The researchers demonstrated that these materials exhibited excellent electrical conductivity and high surface area, making them suitable for use in devices such as supercapacitors and sensors.

The environmental impact and safety profile of chemicals are critical considerations in their development and application. While Ethyl 2,5-dibromonicotinate is not classified as a hazardous substance under current regulations, it is important to handle it with appropriate care to ensure safe laboratory practices. Proper storage conditions should be maintained to prevent degradation or contamination. Additionally, waste disposal should be conducted according to local environmental guidelines to minimize any potential ecological impact.

In conclusion, Ethyl 2,5-dibromonicotinate (CAS No. 1214375-74-2) is a multifaceted compound with a wide range of applications in organic synthesis, pharmaceutical research, and materials science. Its unique chemical structure provides a platform for the development of novel molecules with diverse biological activities and functional properties. Ongoing research continues to uncover new possibilities for this compound, highlighting its importance in advancing scientific knowledge and technological innovation.

• 53087-78-8(ethyl 2-bromopyridine-3-carboxylate)
• 168629-64-9(tert-butyl 2-bromopyridine-3-carboxylate)
• 65996-17-0(ethyl 2-bromo-4-methyl-pyridine-3-carboxylate)
• 1009735-22-1(Methyl 2,6-Dibromopyridine-3-carboxylate)
• 78686-82-5(methyl 2,5-dibromopyridine-3-carboxylate)
• 65996-16-9(Ethyl 2-bromo-5-methylnicotinate)
• 52718-95-3(methyl 2-bromopyridine-3-carboxylate)
• 29312-99-0(2,5-dibromopyridine-3-carboxylic acid)
• 136227-39-9(Methyl 2-bromo-5-methylnicotinate)
• 1190862-68-0(ethyl 5,6-dibromonicotinate)