Cas no 1805569-11-2 (4-Bromo-6-nitropicolinonitrile)

4-Bromo-6-nitropicolinonitrile is a heterocyclic compound featuring a pyridine core substituted with bromo, nitro, and cyano functional groups. This structure imparts reactivity suitable for diverse synthetic applications, particularly in pharmaceutical and agrochemical intermediates. The bromo and nitro groups offer sites for nucleophilic substitution and reduction, enabling further functionalization, while the nitrile group enhances versatility in cyclization and coupling reactions. Its high purity and stability make it a reliable building block for complex molecular architectures. The compound is typically handled under standard laboratory conditions, with attention to compatibility in reactions involving halides or nitroaromatics.
4-Bromo-6-nitropicolinonitrile structure
1805569-11-2 structure
Product Name:4-Bromo-6-nitropicolinonitrile
CAS No:1805569-11-2
MF:C6H2BrN3O2
MW:228.002979755402
CID:4900508
Update Time:2025-11-02

4-Bromo-6-nitropicolinonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-6-nitropicolinonitrile
    • Inchi: 1S/C6H2BrN3O2/c7-4-1-5(3-8)9-6(2-4)10(11)12/h1-2H
    • InChI Key: CTZZRSRAFBLZMC-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C#N)N=C(C=1)[N+](=O)[O-]

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 231
  • XLogP3: 1.8
  • Topological Polar Surface Area: 82.5

4-Bromo-6-nitropicolinonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029013542-250mg
4-Bromo-6-nitropicolinonitrile
1805569-11-2 95%
250mg
$931.00 2022-04-01
Alichem
A029013542-1g
4-Bromo-6-nitropicolinonitrile
1805569-11-2 95%
1g
$2,952.90 2022-04-01

4-Bromo-6-nitropicolinonitrile Related Literature

Additional information on 4-Bromo-6-nitropicolinonitrile

4-Bromo-6-nitropicolinonitrile (CAS No. 1805569-11-2): A Versatile Intermediate for Pharmaceutical and Agrochemical Applications

4-Bromo-6-nitropicolinonitrile (CAS No. 1805569-11-2) is a highly valuable heterocyclic compound that has gained significant attention in recent years due to its versatile applications in pharmaceutical and agrochemical research. This nitrogen-containing aromatic compound serves as a crucial building block for the synthesis of various biologically active molecules, making it an essential intermediate in modern organic chemistry.

The molecular structure of 4-Bromo-6-nitropicolinonitrile features a pyridine ring substituted with three functional groups: a bromine atom at the 4-position, a nitro group at the 6-position, and a cyano group at the 2-position. This unique combination of substituents makes it particularly reactive in various cross-coupling reactions, which are fundamental to modern drug discovery processes. Researchers often search for "4-Bromo-6-nitropicolinonitrile synthesis" or "1805569-11-2 applications" when exploring its potential uses.

In the pharmaceutical industry, 4-Bromo-6-nitropicolinonitrile serves as a key intermediate for developing kinase inhibitors, which are crucial in cancer treatment research. The compound's ability to participate in palladium-catalyzed reactions makes it valuable for creating complex molecular architectures found in many FDA-approved drugs. Recent studies have shown its potential in developing treatments for neurodegenerative diseases, answering the growing demand for solutions to conditions like Alzheimer's and Parkinson's.

The agrochemical sector has also benefited from 4-Bromo-6-nitropicolinonitrile derivatives, particularly in developing new-generation pesticides and herbicides. Its structural features allow for the creation of compounds with improved selectivity and lower environmental impact, addressing current concerns about sustainable agriculture. Search queries like "nitropicolinonitrile agrochemical uses" reflect the growing interest in this application.

From a synthetic chemistry perspective, 4-Bromo-6-nitropicolinonitrile offers several advantages. The bromine substituent enables efficient transition metal-catalyzed cross-coupling, while the nitro group can be easily reduced to an amine for further functionalization. The cyano group provides an additional handle for molecular diversification, making this compound a favorite among medicinal chemists working on structure-activity relationship studies.

Recent advances in flow chemistry and continuous processing have made the production of 4-Bromo-6-nitropicolinonitrile more efficient and scalable. These technological developments respond to the pharmaceutical industry's need for reliable supplies of high-quality intermediates, especially with the increasing demand for personalized medicine and targeted therapies.

The compound's stability under various conditions makes it suitable for long-term storage and international shipping, which is crucial for global research collaborations. Proper handling requires standard laboratory safety protocols, similar to those used for other nitroaromatic compounds. Researchers often look for information about "4-Bromo-6-nitropicolinonitrile handling" and "CAS 1805569-11-2 safety" when working with this material.

Market analysis shows growing demand for 4-Bromo-6-nitropicolinonitrile, particularly in regions with strong pharmaceutical and agrochemical industries. The compound's price and availability fluctuate based on raw material costs and production capacity, with suppliers constantly optimizing their processes to meet the needs of research institutions and industrial users.

Future research directions for 4-Bromo-6-nitropicolinonitrile include exploring its potential in material science applications, particularly in developing organic electronic materials. The compound's conjugated system and multiple functional groups make it an interesting candidate for creating novel organic semiconductors, aligning with the global push for more sustainable electronic components.

Quality control for 4-Bromo-6-nitropicolinonitrile typically involves HPLC analysis, mass spectrometry, and NMR spectroscopy to ensure purity and correct structure. These analytical techniques are standard in the industry, and suppliers often provide detailed certificates of analysis to meet the stringent requirements of pharmaceutical customers.

Environmental considerations for 4-Bromo-6-nitropicolinonitrile production focus on waste minimization and solvent recovery. Modern synthetic approaches emphasize green chemistry principles, reducing the environmental footprint of chemical manufacturing while maintaining high yields and product quality.

In conclusion, 4-Bromo-6-nitropicolinonitrile (CAS No. 1805569-11-2) represents an important chemical building block with wide-ranging applications in life sciences and material development. Its unique combination of reactivity and stability continues to make it a valuable tool for researchers addressing some of today's most pressing challenges in healthcare, agriculture, and technology.

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