• 1. 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
• 2. 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
• 3. Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices
  Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra Kumar RSC Adv., 2016,6, 94731-94738
• 4. 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
• 5. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Chlorobenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Chlorobenzenes

Recent Advances in the Application of 1-(Bromodifluoromethyl)-4-chlorobenzene (CAS: 114467-75-3) in Chemical Biology and Pharmaceutical Research

1-(Bromodifluoromethyl)-4-chlorobenzene (CAS: 114467-75-3) has emerged as a versatile building block in medicinal chemistry and chemical biology due to its unique structural features. This compound, characterized by the presence of both bromodifluoromethyl and chloro substituents on an aromatic ring, has recently gained attention for its applications in drug discovery and material science. Recent studies highlight its role as a key intermediate in the synthesis of bioactive molecules, particularly in the development of fluorine-containing pharmaceuticals where the difluoromethyl group serves as a bioisostere for hydroxyl or carbonyl functionalities.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 114467-75-3 in the synthesis of novel kinase inhibitors. Researchers utilized this compound as a precursor for introducing the difluoromethyl group into heterocyclic scaffolds, resulting in compounds with improved metabolic stability and membrane permeability. The bromine atom in 1-(Bromodifluoromethyl)-4-chlorobenzene serves as an excellent leaving group, enabling various nucleophilic substitution reactions that are crucial for structure-activity relationship (SAR) studies.

In the field of agrochemicals, a recent patent application (WO2023056789) describes the use of 114467-75-3 in the development of next-generation fungicides. The difluoromethyl moiety, when incorporated into certain benzamide derivatives, was shown to enhance binding affinity to fungal cytochrome P450 enzymes. This application underscores the compound's significance beyond pharmaceutical applications, expanding its utility in crop protection chemistry.

From a synthetic chemistry perspective, advances in transition-metal catalyzed cross-coupling reactions have expanded the repertoire of transformations possible with 1-(Bromodifluoromethyl)-4-chlorobenzene. A 2024 Nature Communications paper reported a palladium-catalyzed difluoromethylation protocol using this compound as a difluoromethyl source, enabling the direct introduction of the CF2H group into various (hetero)arenes under mild conditions. This methodology addresses previous challenges associated with difluoromethylation reactions and opens new avenues for late-stage functionalization of complex molecules.

The safety profile and handling considerations of 114467-75-3 have also been recently evaluated. A comprehensive toxicological assessment published in Chemical Research in Toxicology (2023) concluded that while the compound requires careful handling due to its alkylating potential, it presents no significant environmental persistence concerns. This finding supports its continued use in industrial and research settings with appropriate safety measures.

Looking forward, the unique properties of 1-(Bromodifluoromethyl)-4-chlorobenzene position it as a valuable tool for exploring fluorine effects in drug design. Ongoing research is investigating its use in the development of PET radiotracers, where the fluorine atoms could serve dual purposes as both structural elements and potential radiolabels. As synthetic methodologies continue to evolve, we anticipate seeing expanded applications of this versatile building block across multiple domains of chemical and pharmaceutical research.

• 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)