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

Comprehensive Overview of 2-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetonitrile (CAS No. 1310379-44-2)

2-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetonitrile (CAS No. 1310379-44-2) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This nitrile-containing pyrazole derivative is recognized for its versatile applications in synthetic chemistry, particularly in the development of novel heterocyclic frameworks. The presence of both bromine and methyl substituents on the pyrazole ring enhances its reactivity, making it a valuable intermediate for cross-coupling reactions and functional group transformations.

In recent years, the demand for high-purity pyrazole derivatives like 2-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetonitrile has surged due to their role in designing targeted small-molecule inhibitors. Researchers are particularly interested in its potential for modulating enzyme activity, a hot topic in drug discovery for conditions such as inflammation and metabolic disorders. The compound’s acetonitrile moiety further allows for facile derivatization, aligning with the growing trend of fragment-based drug design (FBDD) in the pharmaceutical industry.

From an agrochemical perspective, 4-bromo-1-methylpyrazole derivatives are being explored for their efficacy in crop protection. The nitrile group in 2-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetonitrile offers a strategic handle for synthesizing herbicides and fungicides with improved environmental profiles. This aligns with the global push toward sustainable agriculture, a subject frequently searched in scientific and regulatory forums.

Synthetic accessibility is another key advantage of this compound. Its CAS No. 1310379-44-2 is often referenced in patents and journals detailing Pd-catalyzed coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig animations. These methods are pivotal for constructing complex architectures in medicinal chemistry, a recurring theme in AI-driven literature searches. The compound’s crystalline solid form and stability under ambient conditions also make it a practical choice for industrial-scale applications.

Analytical characterization of 2-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetonitrile typically involves techniques like NMR spectroscopy and high-resolution mass spectrometry (HRMS), which confirm its structural integrity. Purity assessments via HPLC are critical, as impurities can significantly impact downstream reactions—a concern frequently raised in quality control discussions. The compound’s molecular weight (229.07 g/mol) and lipophilicity (calculated LogP ~1.2) further aid in pharmacokinetic predictions, a trending topic in computational chemistry.

In conclusion, 2-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetonitrile exemplifies the intersection of synthetic utility and applied research. Its relevance to drug discovery, agrochemical innovation, and green chemistry ensures its continued prominence in scientific literature. As interest grows in tailored heterocycles and catalytic transformations, this compound remains a cornerstone for advancing molecular design strategies.

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