• 1. Distinct impact of glycation towards the aggregation and toxicity of murine and human amyloid-β?
  Eunju Nam,Jiyeon Han,Sunhee Choi,Mi Hee Lim Chem. Commun., 2021,57, 7637-7640
• 2. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 3. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
• 4. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788
• 5. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Ketones

Introduction to 1-(4-bromothiophen-2-yl)-2-chloroethan-1-one (CAS No. 62673-68-1)

1-(4-bromothiophen-2-yl)-2-chloroethan-1-one, identified by its CAS number 62673-68-1, is a significant compound in the realm of organic synthesis and pharmaceutical research. This heterocyclic ketone features a unique structural motif combining a thiophene ring with bromine and chlorine substituents, making it a valuable intermediate in the development of novel bioactive molecules. The presence of both bromine and chlorine atoms provides versatile handles for further functionalization, enabling chemists to explore diverse chemical pathways.

The compound's relevance is underscored by its applications in the synthesis of pharmacologically active agents. In recent years, there has been growing interest in thiophene derivatives due to their demonstrated efficacy in various therapeutic areas, including anti-inflammatory, antimicrobial, and anticancer applications. The structural framework of 1-(4-bromothiophen-2-yl)-2-chloroethan-1-one aligns well with this trend, as it serves as a precursor for constructing more complex scaffolds with enhanced biological activity.

One of the most compelling aspects of this compound is its utility in cross-coupling reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig couplings. The bromothiophene moiety acts as an excellent substrate for palladium-catalyzed reactions, facilitating the introduction of aryl or heteroaryl groups. This capability has been leveraged in the synthesis of kinase inhibitors, which are critical targets in oncology research. For instance, recent studies have demonstrated that derivatives of 1-(4-bromothiophen-2-yl)-2-chloroethan-1-one can be transformed into potent inhibitors of tyrosine kinases, contributing to the development of next-generation cancer therapeutics.

The chloroethyl ketone segment of the molecule also offers opportunities for further derivatization. Chlorinated ketones are well-documented intermediates in medicinal chemistry, often serving as precursors to amides, esters, and other pharmacophores. By employing nucleophilic addition reactions, researchers can introduce various functional groups at the α-position of the carbonyl group, expanding the chemical space available for drug discovery.

Recent advancements in computational chemistry have further highlighted the potential of 1-(4-bromothiophen-2-yl)-2-chloroethan-1-one. Molecular modeling studies suggest that its scaffold can be optimized to enhance binding affinity to biological targets. These insights are particularly valuable in the context of fragment-based drug design, where small molecules like this one serve as starting points for generating lead compounds with high selectivity and potency.

In addition to its pharmaceutical applications, this compound has found utility in materials science. The thiophene ring contributes to electronic properties that make it suitable for use in organic semiconductors and optoelectronic devices. Researchers are exploring its incorporation into polymer blends to improve charge transport properties, which could have implications for flexible electronics and solar cells.

The synthesis of 1-(4-bromothiophen-2-yl)-2-chloroethan-1-one typically involves multi-step organic transformations starting from commercially available precursors such as 2-bromothiophene and ethyl chloroformate. Optimized synthetic routes have been developed to maximize yield and purity, ensuring that researchers can access this intermediate efficiently for their downstream applications.

Economic considerations also play a role in the adoption of this compound in industrial settings. As demand for specialized intermediates grows, cost-effective production methods are being refined to meet market needs. Continuous flow chemistry approaches have been investigated as a means to improve scalability while maintaining high chemical purity.

Regulatory compliance is another critical factor governing the use of 1-(4-bromothiophen-2-yl)-2-chloroethan-1-one. Manufacturers must adhere to stringent guidelines regarding safety handling and environmental impact. Fortunately, due to its stable nature and lack of inherent toxicity, it poses minimal regulatory challenges compared to more complex or hazardous compounds.

The future prospects for this compound remain promising as new methodologies emerge in synthetic organic chemistry. Innovations such as photoredox catalysis and biocatalysis are opening up novel avenues for functionalizing heterocyclic systems like thiophenes. By integrating these technologies with traditional synthetic strategies, chemists can access previously unattainable molecular architectures.

In conclusion,1-(4-bromothiophen-2-yl)-2-chloroethan-1-one (CAS No. 62673-68-1) stands out as a versatile building block with far-reaching implications across multiple scientific disciplines. Its role in pharmaceutical development continues to evolve alongside advancements in synthetic techniques and computational tools, underscoring its enduring importance in modern chemistry research.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 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)
• 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)