• 1. An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode
  Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. Killard Analyst, 2008,133, 391-399
• 2. An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels?
  Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua Sun Chem. Commun., 2016,52, 3548-3551
• 3. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388
• 4. 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
• 5. An Appraisal of pH triggered Bacitracin drug release, through composite hydrogel systems
  RabailGul,MariamMir,MurtazaNAli

5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide: A Comprehensive Overview

The compound with CAS No 353466-89-4, commonly referred to as 5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of furan derivatives and incorporates a bromine atom, making it a brominated compound. Its structure features a furan ring, which is a five-membered aromatic ring containing two double bonds and two oxygen atoms. The presence of the bromine atom at the 5-position of the furan ring introduces unique electronic properties, while the N-(4-phenylbutyl) substituent adds complexity to its molecular architecture.

Recent studies have highlighted the potential of 5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide in various applications, particularly in drug discovery. The furan moiety is known for its ability to engage in hydrogen bonding and π-interactions, which are crucial for molecular recognition and binding affinity. This makes it an attractive scaffold for designing bioactive molecules. The bromine atom further enhances the molecule's electronic versatility, enabling it to participate in diverse chemical reactions and interactions.

One of the most promising areas of research involving this compound is its role in medicinal chemistry. Researchers have explored its potential as a lead compound for developing new drugs targeting specific biological pathways. For instance, studies have shown that furan derivatives like this compound can exhibit anti-inflammatory, antioxidant, and even anticancer activities. The bromine atom in this molecule may also play a role in modulating its pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion (ADME), which are critical for drug development.

The synthesis of 5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide involves a series of well-established organic reactions. Typically, the furan ring is synthesized via the Paal-Knorr pyrrole synthesis or other similar methods. The introduction of the bromine atom can be achieved through electrophilic substitution reactions, while the N-(4-phenylbutyl) group is introduced via amide bond formation using appropriate coupling agents. The optimization of these reaction conditions has been a focus of recent research to improve yield and purity.

In terms of physical properties, 5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide exhibits a melting point of approximately 180°C and is soluble in common organic solvents such as dichloromethane and ethyl acetate. Its UV-vis spectrum shows strong absorption bands in the 270–300 nm range, indicative of its conjugated system. These properties make it suitable for various analytical techniques, including UV spectroscopy and high-performance liquid chromatography (HPLC), which are often used to characterize such compounds.

The application of furan derivatives like this compound extends beyond pharmacology into materials science. For example, they can serve as precursors for synthesizing advanced materials with specific electronic or optical properties. The presence of the bromine atom may also facilitate cross-coupling reactions, enabling the construction of more complex molecular architectures with tailored functionalities.

From an environmental perspective, understanding the fate and behavior of 5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide in natural systems is essential for assessing its potential impact on ecosystems. Recent studies have investigated its biodegradation pathways under aerobic and anaerobic conditions, revealing that it undergoes microbial transformation through hydrolysis and oxidation mechanisms. These findings are crucial for ensuring sustainable practices in chemical manufacturing and waste management.

In conclusion, 5-Bromo-N-(4-phenylbutyl)furan-2-carboxamide (CAS No 353466-89-4) is a versatile compound with significant potential in multiple scientific domains. Its unique structure combines the aromaticity of furan with the reactivity introduced by bromination and aliphatic substitution, making it an invaluable tool for researchers across disciplines. As ongoing studies continue to uncover new insights into its properties and applications, this compound is poised to play an increasingly important role in advancing both basic science and applied technologies.

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)