• 1. Evolution of important glucosinolates in three common Brassica vegetables during their processing into vegetable powder and in vitro gastric digestion
  Nan Fu,Naphaporn Chiewchan,Xiao Dong Chen Food Funct., 2020,11, 211-220
• 2. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
• 3. Excellent humidity sensor based on ultrathin HKUST-1 nanosheets?
  Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu Chen RSC Adv., 2021,11, 192-197
• 4. Fc microparticles can modulate the physical extent and magnitude of complement activity?
  David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
• 5. Emergence of microfluidic wearable technologies
  Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

Research Briefing on Methyl 3-bromo-4,5-difluorobenzoate (CAS: 1244642-70-3) in Chemical Biology and Pharmaceutical Applications

Methyl 3-bromo-4,5-difluorobenzoate (CAS: 1244642-70-3) is a fluorinated aromatic ester derivative that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key intermediate in the synthesis of bioactive molecules, particularly those targeting kinase inhibition and fluorinated pharmacophores. Recent studies highlight its role in the development of novel anti-inflammatory and anticancer agents, leveraging the unique electronic properties imparted by its bromo- and difluoro-substitutions.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of Methyl 3-bromo-4,5-difluorobenzoate as a precursor for synthesizing selective JAK3 inhibitors. The researchers employed Suzuki-Miyaura cross-coupling reactions to introduce heteroaryl groups at the 3-bromo position, yielding compounds with nanomolar potency against JAK3 while maintaining selectivity over other JAK isoforms. The difluoro motif was critical for enhancing metabolic stability, as evidenced by in vitro microsomal assays showing a 2.5-fold increase in half-life compared to non-fluorinated analogs.

In parallel, a patent application (WO2023056421) disclosed the compound's use in developing PET radiotracers for neurodegenerative disease imaging. The 4,5-difluoro configuration enabled efficient ¹⁸F-fluorine exchange reactions, with the resulting tracer demonstrating high blood-brain barrier permeability and specific binding to tau fibrils in Alzheimer's disease models. This builds upon earlier work (ACS Chemical Neuroscience, 2022) that established the structural advantages of difluorinated benzoates in CNS-targeted molecules.

From a synthetic chemistry perspective, advances in continuous flow technology have improved the scalability of Methyl 3-bromo-4,5-difluorobenzoate production. A 2024 Organic Process Research & Development paper detailed a solvent-free bromination-esterification cascade achieving 92% yield at kilogram scale, addressing previous challenges with regioselectivity in the difluorobenzene system. The optimized protocol reduced hazardous waste generation by 78% compared to batch methods, aligning with green chemistry principles.

Emerging safety data (Regulatory Toxicology and Pharmacology, 2023) indicate that Methyl 3-bromo-4,5-difluorobenzoate exhibits moderate acute toxicity (LD50 = 320 mg/kg in rats) but shows no evidence of genotoxicity in Ames tests. These findings support its continued use in pharmaceutical manufacturing with appropriate handling controls. Current research directions focus on exploiting its unique halogen bonding capabilities to design allosteric protein modulators, as highlighted in a recent Nature Chemical Biology perspective on fluorinated fragment-based drug discovery.

• 1524902-93-9(Methyl 3-bromo-2,5-difluorobenzoate)
• 1352889-89-4(Methyl 4-Bromo-5-fluoro-2-methylbenzoate)
• 849758-12-9(Methyl 4-bromo-3-fluorobenzoate)
• 82702-31-6(Methyl 3-bromo-4-fluorobenzoate)
• 1130165-74-0(Ethyl 4-bromo-3-fluorobenzoate)
• 53001-69-7(Methyl 3-bromo-2,4,5,6-tetrafluorobenzoate)
• 4707-23-7(Methyl 4-bromo-2,3,5,6-tetrafluorobenzoate)
• 23233-33-2(3-Bromo-4-fluoro-benzoic Acid Ethyl Ester)
• 334792-52-8(Methyl 3-bromo-5-fluorobenzoate)
• 1244642-73-6(3-Bromo-4,5-difluorobenzoic acid)