• 1. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 2. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 3. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig
• 4. Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation
  Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400
• 5. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409

Recent Advances in the Study of 4-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (CAS: 1256824-06-2) and Its Applications in Chemical Biology and Medicine

The compound 4-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (CAS: 1256824-06-2) has recently emerged as a key intermediate in the synthesis of novel bioactive molecules, particularly in the fields of oncology and infectious diseases. This heterocyclic scaffold, characterized by its bromo and trifluoromethyl substituents, offers unique physicochemical properties that enhance binding affinity and metabolic stability, making it a valuable building block for drug discovery.

Recent studies have focused on the role of this compound in the development of kinase inhibitors, where its pyrrolopyridine core serves as a privileged structure for targeting ATP-binding sites. A 2023 publication in the Journal of Medicinal Chemistry demonstrated its utility in creating selective JAK2 inhibitors, showing promising activity against myeloproliferative disorders with improved selectivity profiles compared to existing therapeutics.

In synthetic chemistry, novel methodologies have been developed for the functionalization of this scaffold. A team at MIT reported a palladium-catalyzed cross-coupling approach that enables efficient diversification at the 4-bromo position, significantly expanding the structure-activity relationship (SAR) exploration possibilities for this chemical series. This advancement has accelerated the discovery of compounds with nanomolar potency against several cancer cell lines.

The trifluoromethyl group at the 3-position has been shown to confer enhanced membrane permeability and proteolytic stability, as evidenced by recent pharmacokinetic studies. Research published in Bioorganic & Medicinal Chemistry Letters (2024) revealed that derivatives containing this motif exhibited superior oral bioavailability in rodent models compared to their non-fluorinated analogs.

Emerging applications in radiopharmaceuticals have also been reported, where the bromine atom serves as a handle for isotopic exchange with fluorine-18, enabling PET tracer development. This approach is being explored for imaging protein kinases in various pathological conditions, potentially revolutionizing treatment monitoring in personalized medicine.

Despite these advances, challenges remain in the large-scale synthesis of this compound, with current yields in multi-step sequences rarely exceeding 40%. Recent process chemistry innovations from several pharmaceutical companies aim to address this limitation through continuous flow chemistry approaches and improved purification techniques.

The safety profile of this compound and its derivatives continues to be evaluated, with preliminary toxicology studies indicating acceptable margins for further development. However, researchers note the need for comprehensive metabolite identification studies due to the potential formation of reactive intermediates during biotransformation.

Looking forward, the unique properties of 4-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine position it as a versatile scaffold for addressing multiple therapeutic targets. Ongoing research is exploring its incorporation into PROTACs (proteolysis targeting chimeras) and other emerging modalities, suggesting its relevance will continue to grow in chemical biology and medicinal chemistry.

• 2092285-81-7(5-Bromo-3-(difluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 1150618-36-2(5-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 1048914-10-8(3-bromo-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 1256813-92-9(3-bromo-4-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 2092406-15-8(3-Bromo-5-(difluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 892414-47-0(3-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 1363382-02-8(4-bromo-3-methyl-1H-pyrrolo2,3-bpyridine)
• 1934574-07-8(6-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 1036027-54-9(5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)
• 1379358-35-6(4-bromo-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine)