Production Method 1

23432-42-0

860195-53-5

Reaction Conditions

1.1 Reagents: Phosphoric tribromide Solvents: Toluene ;  5 h, 125 °C
1.2 Reagents: Sodium acetate Solvents: Water ;  neutralized, cooled

Reference

Application of Fragment Screening and Merging to the Discovery of Inhibitors of the Mycobacterium tuberculosis Cytochrome P450 CYP121

Hudson, Sean A.; McLean, Kirsty J.; Surade, Sachin; Yang, Yong-Qing; Leys, David; et al, Angewandte Chemie, 2012, 51(37), 9311-9316

4-Bromo-6-nitroquinoline Raw materials

• 6-Nitroquinolin-4-ol

4-Bromo-6-nitroquinoline Preparation Products

• 4-Bromo-6-nitroquinoline (860195-53-5)

• 1. Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications
  Partha Laskar,Christine Dufès Nanoscale Adv., 2021,3, 6007-6026
• 2. Examination of deposit in commercial diluted phosphoric acid
  Analyst, 1880,5, 146-147
• 3. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 4. Empowering microfluidics by micro-3D printing and solution-based mineral coating?
  Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
• 5. Ester-mediated peptide formation promoted by deep eutectic solvents: a facile pathway to proto-peptides?
  Chen-Yu Chien,Sheng-Sheng Yu Chem. Commun., 2020,56, 11949-11952

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Nitroquinolines and derivatives

Comprehensive Overview of 4-Bromo-6-nitroquinoline (CAS No. 860195-53-5): Properties, Applications, and Research Insights

4-Bromo-6-nitroquinoline (CAS No. 860195-53-5) is a halogenated nitroquinoline derivative that has garnered significant attention in pharmaceutical and materials science research. This compound, characterized by its bromine and nitro functional groups, serves as a versatile intermediate in organic synthesis. Its molecular structure, C₉H₅BrN₂O₂, offers unique reactivity, making it valuable for constructing complex heterocyclic frameworks. Researchers frequently explore its potential in drug discovery, particularly in targeting kinase inhibitors and antimicrobial agents, aligning with current trends in precision medicine and antibiotic resistance solutions.

The synthesis of 4-Bromo-6-nitroquinoline typically involves nitration and bromination of quinoline precursors, followed by purification via crystallization or chromatography. Its crystalline form and stability under standard conditions make it suitable for industrial-scale applications. Recent studies highlight its role in developing fluorescent probes for cellular imaging, a hot topic in biomedical engineering. Additionally, its electron-withdrawing properties are exploited in organic electronics, such as OLEDs and photovoltaic materials, addressing the growing demand for sustainable energy technologies.

From a commercial perspective, 4-Bromo-6-nitroquinoline is available in high purity (≥98%) from specialty chemical suppliers. Its pricing and availability often correlate with demand in pharmaceutical R&D and academic research. Analytical techniques like HPLC, NMR, and mass spectrometry are essential for quality control, ensuring compliance with regulatory standards such as REACH and GMP. Users frequently search for "synthesis protocol of 4-Bromo-6-nitroquinoline" or "suppliers of CAS 860195-53-5," reflecting practical needs in procurement and laboratory workflows.

Environmental and safety considerations for 4-Bromo-6-nitroquinoline include proper storage in amber glass containers to prevent photodegradation and adherence to OSHA guidelines for handling powdered compounds. While not classified as hazardous under GHS, its nitro group warrants caution during thermal processing. These aspects resonate with the broader scientific community's focus on green chemistry and laboratory safety innovations.

Future research directions may explore 4-Bromo-6-nitroquinoline's utility in catalysis or as a scaffold for metal-organic frameworks (MOFs), areas gaining traction in nanotechnology journals. Collaborative efforts between chemists and biologists could further unlock its potential in targeted drug delivery systems, a trending topic in cancer therapeutics. As interest in heterocyclic chemistry grows, this compound's relevance in both fundamental and applied sciences is poised to expand.

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