• 1. Establishment and implications of a characterization method for magnetic nanoparticle using cell tracking velocimetry and magnetic susceptibility modified solutions
  Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
• 2. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
  Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064
• 3. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
• 4. Dissolution of cork biopolymers in biocompatible ionic liquids
  Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
• 5. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Haloquinolines
• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

Introduction to 5-Bromoquinoline-8-carbonitrile (CAS No. 507476-70-2)

5-Bromoquinoline-8-carbonitrile, with the chemical formula C?H?BrN?, is a versatile heterocyclic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the quinoline family, which is well-documented for its broad spectrum of biological activities. The presence of both bromine and nitrile functional groups in its structure imparts unique reactivity, making it a valuable intermediate in synthetic chemistry and drug development.

The molecular structure of 5-Bromoquinoline-8-carbonitrile features a quinoline core substituted with a bromine atom at the 5-position and a nitrile group at the 8-position. This specific arrangement enhances its utility in various chemical transformations, including nucleophilic aromatic substitution and metal-catalyzed cross-coupling reactions. The bromine atom serves as a handle for further functionalization, while the nitrile group can be converted into other pharmacologically relevant moieties such as carboxylic acids or amides.

In recent years, 5-Bromoquinoline-8-carbonitrile has been extensively studied for its potential applications in medicinal chemistry. Quinoline derivatives are known for their antimicrobial, antimalarial, and anticancer properties. The introduction of halogen atoms, particularly bromine, into the quinoline scaffold has been shown to enhance binding affinity to biological targets. This has led to the development of novel compounds with improved pharmacokinetic profiles and reduced toxicity.

One of the most compelling aspects of 5-Bromoquinoline-8-carbonitrile is its role as a precursor in the synthesis of biologically active molecules. Researchers have leveraged its reactivity to develop inhibitors of kinases and other enzymes involved in cancer progression. For instance, studies have demonstrated that derivatives of this compound can selectively inhibit tyrosine kinases, which are overexpressed in many solid tumors. The nitrile group can be hydrolyzed to form a carboxylic acid, which can then be further modified to introduce additional pharmacophores.

The bromine atom in 5-Bromoquinoline-8-carbonitrile also facilitates the introduction of other functional groups through palladium-catalyzed coupling reactions. Suzuki-Miyaura and Heck couplings, in particular, have been employed to attach aryl or vinyl groups to the quinoline core. These modifications have led to the discovery of new compounds with enhanced potency and selectivity against various disease targets. The ability to precisely tune the structure of these derivatives makes 5-Bromoquinoline-8-carbonitrile an indispensable tool in drug discovery.

Recent advances in computational chemistry have further highlighted the importance of 5-Bromoquinoline-8-carbonitrile in rational drug design. Molecular modeling studies have revealed that small changes in its structure can significantly alter its binding affinity to target proteins. This has enabled researchers to predictively design analogs with improved pharmacological properties before conducting wet-lab experiments. Such computational approaches are particularly valuable in high-throughput screening programs aimed at identifying lead compounds for further optimization.

The synthesis of 5-Bromoquinoline-8-carbonitrile itself is another area of active research. While several synthetic routes have been reported, recent methodologies have focused on improving yield and reducing environmental impact. Transition-metal-catalyzed reactions, for example, have been optimized to minimize waste and energy consumption. These green chemistry approaches align with the growing emphasis on sustainable practices in pharmaceutical manufacturing.

Moreover, 5-Bromoquinoline-8-carbonitrile has found applications beyond traditional pharmaceuticals. Its unique chemical properties make it useful in materials science, particularly in the development of organic electronic devices. Quinoline derivatives are known for their electron-deficient nature, which makes them suitable candidates for use as semiconductors or light-emitting materials. By incorporating 5-Bromoquinoline-8-carbonitrile into these materials, researchers aim to enhance their performance and stability.

In conclusion,5-Bromoquinoline-8-carbonitrile (CAS No. 507476-70-2) is a multifaceted compound with significant potential in both pharmaceutical and materials science applications. Its structural features enable diverse chemical transformations, making it a valuable intermediate in drug development and synthetic chemistry. As research continues to uncover new applications for this compound, its importance is likely to grow even further.

• 74316-55-5(5-Bromo-8-methylquinoline)
• 1314687-82-5(6-Bromoquinoline-3-carbonitrile)
• 642477-82-5(4-Bromoquinoline-6-carbonitrile)
• 1242063-18-8(4-Bromoquinoline-7-carbonitrile)
• 903131-13-5(4-Bromo-1H-indole-3-carbonitrile)
• 90271-86-6(5-bromo-1H-indole-3-carbonitrile)
• 36075-68-0(4-Bromo-8-methylquinoline)
• 224434-83-7(6-Bromo-3-cyanoindole)
• 1167055-46-0(4-Bromo-1H-indole-7-carbonitrile)
• 1375108-40-9(7-Bromoquinoline-3-carbonitrile)