• 1. An arsenic trioxide nanoparticle prodrug (ATONP) potentiates a therapeutic effect on an aggressive hepatocellular carcinoma model via enhancement of intratumoral arsenic accumulation and disturbance of the tumor microenvironment?
  Xin Fu,Qing-rong Liang,Rong-guang Luo,Yan-shu Li,Xiao-ping Xiao,Lu-lu Yu,Wen-zhe Shan,Guang-qin Fan J. Mater. Chem. B, 2019,7, 3088-3099
• 2. An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes?
  Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
• 3. An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands?
  Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier Felpin React. Chem. Eng., 2019,4, 1608-1615
• 4. Alternative donor substrates for inverting and retaining glycosyltransferases?
  Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
• 5. Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties
  Huabin Zhang,Shaowu Du CrystEngComm, 2014,16, 4059-4068

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxamides
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids and derivatives Pyridinecarboxamides

Comprehensive Guide to 5-Bromo-2-chloro-N-methylpyridine-3-carboxamide (CAS 1189749-84-5): Properties, Applications, and Market Insights

5-Bromo-2-chloro-N-methylpyridine-3-carboxamide (CAS 1189749-84-5) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This pyridine derivative features a unique combination of bromo and chloro substituents, along with a methylcarboxamide functional group, making it a valuable intermediate for drug discovery and material science applications. With the increasing demand for halogenated pyridines in medicinal chemistry, this compound has become a subject of intense study among researchers exploring novel bioactive molecules.

The molecular structure of 5-Bromo-2-chloro-N-methylpyridine-3-carboxamide offers multiple sites for further chemical modifications, which explains its growing popularity in structure-activity relationship (SAR) studies. Recent literature highlights its potential as a building block for kinase inhibitors and other therapeutic agents targeting neurological disorders—a particularly hot topic in 2024 as the pharmaceutical industry seeks new treatments for Alzheimer's and Parkinson's diseases. The compound's CAS 1189749-84-5 identifier ensures precise tracking in global chemical databases, addressing researchers' frequent queries about reliable sourcing and characterization data.

From a synthetic chemistry perspective, 5-Bromo-2-chloro-N-methylpyridine-3-carboxamide demonstrates excellent stability under various reaction conditions, as evidenced by its widespread use in palladium-catalyzed cross-coupling reactions. This property aligns with current industry trends toward sustainable chemistry, where researchers increasingly search for "stable heterocyclic intermediates for green synthesis." The compound's halogenated pyridine core facilitates diverse transformations while maintaining structural integrity—a key consideration for process chemists optimizing large-scale production routes.

Analytical characterization of CAS 1189749-84-5 reveals distinct spectroscopic signatures that aid in quality control. The N-methylcarboxamide moiety generates characteristic NMR peaks between δ 2.8-3.2 ppm (1H) and δ 25-30 ppm (13C), while the bromo and chloro substituents influence the aromatic region's splitting pattern. These features respond to common search queries like "NMR data for halogenated pyridine carboxamides" and "spectral analysis of bromo-chloro pyridine derivatives," making such technical details valuable for analytical chemists and quality assurance specialists.

In material science applications, 5-Bromo-2-chloro-N-methylpyridine-3-carboxamide serves as a precursor for functionalized polymers and liquid crystals. Its molecular architecture allows incorporation into conjugated systems—a property explored in organic electronics research, particularly for OLED materials. This connects with trending searches about "pyridine-based semiconductors" and "halogenated heterocycles for optoelectronics," reflecting the compound's relevance in next-generation display technologies.

The commercial availability of CAS 1189749-84-5 through specialty chemical suppliers has expanded in recent years, with purity grades ranging from 95% to 99.5% to meet different application requirements. Procurement specialists often search for "reliable 5-Bromo-2-chloro-N-methylpyridine-3-carboxamide suppliers" and "bulk pricing for pyridine carboxamide intermediates," indicating strong market demand. Current pricing trends reflect the compound's position as a premium research chemical, with costs influenced by halogen market fluctuations and custom synthesis requirements.

Regulatory aspects of 5-Bromo-2-chloro-N-methylpyridine-3-carboxamide remain favorable for research use, as it doesn't appear on major controlled substance lists. However, proper handling protocols are essential due to its potential irritant properties—a point frequently addressed in safety data sheets (SDS) that researchers commonly search for. The compound's environmental fate has become a discussion point in green chemistry forums, particularly regarding the biodegradation pathways of halogenated pyridine derivatives.

Future research directions for CAS 1189749-84-5 include exploration as a fragment in fragment-based drug discovery (FBDD) and further investigation of its metal coordination chemistry. These applications respond to emerging search trends like "pyridine carboxamides in medicinal chemistry" and "heterocyclic ligands for catalysis." As synthetic methodologies advance, particularly in late-stage functionalization techniques, the utility of this versatile pyridine derivative is expected to grow across multiple scientific disciplines.

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