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• Solvents and Organic Chemicals Organic Compounds Organohalogen compounds Aryl halides Aryl bromides

4-Bromo-1H-pyrazole-3-carbonitrile (CAS No. 288246-16-2): A Comprehensive Overview

4-Bromo-1H-pyrazole-3-carbonitrile, identified by the CAS registry number 288246-16-2, is a heterocyclic compound that has garnered significant attention in the fields of organic chemistry and pharmaceutical research. This compound belongs to the class of pyrazoles, which are five-membered rings containing two nitrogen atoms. The presence of a bromine atom at the 4-position and a cyano group at the 3-position introduces unique electronic and structural properties, making it a valuable molecule for various applications.

The synthesis of 4-Bromo-1H-pyrazole-3-carbonitrile typically involves multi-step reactions, often starting from readily available starting materials such as acetylides or other nitrogen-containing precursors. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and improving yields. The compound's structure allows for further functionalization, making it a versatile building block in organic synthesis.

In terms of chemical properties, 4-Bromo-1H-pyrazole-3-carbonitrile exhibits moderate solubility in polar solvents due to the electron-withdrawing effects of the cyano and bromine groups. These groups also contribute to its stability under various reaction conditions, making it suitable for use in both acidic and basic environments. The compound's reactivity is primarily influenced by the electron-deficient nature of the pyrazole ring, which facilitates nucleophilic attacks and other transformations.

Recent studies have highlighted the potential of 4-Bromo-1H-pyrazole-3-carbonitrile in drug discovery. Its ability to act as a ligand in metalloenzyme inhibition has been explored, with promising results in targeting enzymes involved in neurodegenerative diseases such as Alzheimer's and Parkinson's. Additionally, the compound has shown potential as an intermediate in the synthesis of bioactive molecules, including kinase inhibitors and anticancer agents.

The application of 4-Bromo-1H-pyrazole-3-carbonitrile extends beyond pharmaceuticals into materials science. Researchers have investigated its use as a precursor for advanced materials such as conductive polymers and coordination polymers. Its ability to form stable coordination bonds with transition metals makes it a candidate for applications in catalysis and sensing technologies.

In conclusion, 4-Bromo-1H-pyrazole-3-carbonitrile (CAS No. 288246-16-2) is a multifaceted compound with significant potential across diverse fields. Its unique chemical properties, coupled with recent advancements in synthesis and application techniques, position it as an important molecule for future research and development.

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