• 1. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 2. Aggregation-induced chiral symmetry breaking of a naphthalimide–cyanostilbene dyad?
  Xin Li,Liangliang Zhu,Sai Duan,Yanli Zhao,Hans ?gren Phys. Chem. Chem. Phys., 2014,16, 23854-23860
• 3. An integrated chip for immunofluorescence and its application to analyze lysosomal storage disorders
  Jie Shen,Ying Zhou,Tu Lu,Junya Peng,Zhixiang Lin,Yuhong Pang,Li Yu Lab Chip, 2012,12, 317-324
• 4. An aptamer-based keypad lock system?
  Yaqing Liu,Jiangtao Ren,Jing Li,Jiyang Liu,Erkang Wang Chem. Commun., 2012,48, 802-804
• 5. An integrated droplet-digital microfluidic system for on-demand droplet creation, mixing, incubation, and sorting?
  Lab Chip, 2019,19, 524-535

• Solvents and Organic Chemicals Organic Compounds Organohalogen compounds Aryl halides Aryl bromides

Chemical Profile of 4-Bromo-2-(methoxymethyl)thiophene (CAS No. 141832-35-1)

4-Bromo-2-(methoxymethyl)thiophene, identified by its Chemical Abstracts Service (CAS) number 141832-35-1, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical and materials chemistry. This compound belongs to the thiophene family, characterized by a five-membered aromatic ring containing sulfur, which makes it a versatile scaffold for synthesizing various biologically active molecules. The presence of both bromine and a methoxymethyl (methyl ether) substituent at specific positions on the thiophene ring enhances its reactivity and utility in synthetic chemistry.

The structural features of 4-Bromo-2-(methoxymethyl)thiophene make it a valuable intermediate in the development of pharmaceuticals, agrochemicals, and advanced materials. The bromine atom at the 4-position provides a reactive site for cross-coupling reactions such as Suzuki-Miyaura, Buchwald-Hartwig, and Heck couplings, which are pivotal in constructing complex molecular architectures. Meanwhile, the methoxymethyl group at the 2-position introduces both electronic and steric effects that can modulate the reactivity and properties of the compound. These features have been exploited in recent years to develop novel therapeutic agents targeting various diseases.

In recent years, 4-Bromo-2-(methoxymethyl)thiophene has been explored as a key building block in the synthesis of small-molecule inhibitors for cancer therapy. Thiophene derivatives have shown promise in disrupting essential biological pathways involved in tumor growth and progression. For instance, studies have demonstrated that thiophene-based compounds can inhibit kinases and other enzymes that are overexpressed in cancer cells. The bromine substituent facilitates further functionalization via palladium-catalyzed cross-coupling reactions, allowing chemists to attach diverse pharmacophores that enhance binding affinity and selectivity. Additionally, the methoxymethyl group can be oxidized or hydrolyzed to introduce additional functional groups, enabling further derivatization.

One notable application of 4-Bromo-2-(methoxymethyl)thiophene is in the development of antiviral agents. The structural motif of thiophene has been found to interact with viral proteases and polymerases, thereby inhibiting viral replication. Researchers have synthesized analogs of this compound that exhibit potent activity against RNA viruses, including those responsible for influenza and hepatitis C. The bromine atom serves as a handle for introducing modifications that improve pharmacokinetic properties, while the methoxymethyl group can be tailored to enhance binding interactions with viral targets. These findings highlight the compound's potential as a scaffold for antiviral drug discovery.

Another emerging area where 4-Bromo-2-(methoxymethyl)thiophene is making an impact is in materials science. Thiophene derivatives are known for their electronic properties, making them suitable for use in organic semiconductors, conductive polymers, and light-emitting diodes (OLEDs). The bromine substituent allows for polymerization via radical or transition-metal-catalyzed reactions, while the methoxymethyl group can influence solubility and processing characteristics. Recent advances in this field have led to the development of high-performance organic electronic devices that are more efficient and environmentally friendly compared to traditional silicon-based technologies.

The synthesis of 4-Bromo-2-(methoxymethyl)thiophene typically involves bromination of 2-methoxymethoxythiophene using brominating agents such as N-bromosuccinimide (NBS). This reaction proceeds under mild conditions and yields high regioselectivity due to the electron-donating nature of the methoxymethyl group. Purification is achieved through column chromatography or recrystallization, ensuring high purity for subsequent applications. The compound's stability under various storage conditions makes it a reliable reagent for synthetic studies.

From a medicinal chemistry perspective, 4-Bromo-2-(methoxymethyl)thiophene offers a unique platform for drug discovery due to its ability to undergo multiple functionalizations without compromising structural integrity. Researchers have leveraged this compound to develop inhibitors targeting enzyme families such as protein tyrosine kinases (PTKs), phosphodiesterases (PDEs), and cyclooxygenases (COXs). The bromine atom enables facile introduction of aryl groups via cross-coupling reactions, while the methoxymethyl group can be further modified to introduce hydrogen bond donors or acceptors that enhance binding interactions with biological targets.

In conclusion,4-Bromo-2-(methoxymethyl)thiophene (CAS No. 141832-35-1) is a multifaceted compound with broad applications in pharmaceuticals, agrochemicals, and materials science. Its unique structural features—combining a reactive bromine substituent with a versatile methoxymethyl group—make it an invaluable intermediate for synthetic chemists working on drug discovery and advanced materials development. As research continues to uncover new therapeutic targets and innovative material applications,4-Bromo-2-(methoxymethyl)thiophene will undoubtedly remain at the forefront of scientific exploration.

• 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)