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6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One

    • Product Name 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One
    • Alias 6-Bromo-2(3H)-oxoimidazo[4,5-b]pyridine
    • Einecs 629-747-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    652635

    Chemicalname 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One
    Casnumber 65856-16-0
    Molecularformula C6H4BrN3O
    Molecularweight 214.02 g/mol
    Appearance Off-white to light yellow powder
    Meltingpoint 235-240°C
    Solubility Slightly soluble in DMSO and DMF
    Purity Typically ≥98%
    Smiles C1=NC2=C(N1C(=O)N=C2)Br
    Inchi InChI=1S/C6H4BrN3O/c7-3-1-8-5-4(3)6(12)10-2-9-5/h1-2H,(H,10,12)
    Storagetemperature Store at 2-8°C

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    More Introduction

    6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One: Bridging Innovation in Pharmaceutical Chemistry

    Every decade brings new molecules into the spotlight, but a select few genuinely shift how researchers and drug developers look at potential therapies. 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One stakes its claim as one of those underappreciated building blocks. It’s carved out a growing niche among medicinal chemists who chase ever-slimmer margins in selectivity, target engagement, and downstream synthesis. This compound’s appeal comes from both its structure and its subtle knack for integrating into larger, more complicated frameworks.

    The Model Setting Itself Apart

    Many labs stick with old standards because they deliver results, but those standards rarely break exciting new ground. The drive to improve against drug resistance, optimize target interactions, or boost oral bioavailability pushes the search beyond tried-and-true reagents. Here’s where 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One stands out. Chemists see in it a core scaffold primed for versatility—its imidazopyridinone backbone, marked with a strategically placed bromine at the 6-position, hands researchers a reactive handle while staying compact enough to tuck into tight binding sites.

    So much research energy goes into finding cores that accept substitutions without winding up unstable or toxic. Bromo-derivatives, by their very nature, make coupling reactions more straightforward and predictable. Cross-coupling methods such as Suzuki or Buchwald-Hartwig become more practical with a group at just the right spot. Anyone who has wrestled with reluctant partner molecules in palladium-catalyzed reactions recognizes the value of a bromo group that pulls its weight.

    Specifications with a Purpose

    Rigorous labs want specifics: reliable melting points, clear TLC patterns, crystalline stability for weeks or longer, unambiguous spectra. 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One offers those with regularity. Analytical data—say, a clean NMR spectrum with clear downfield shifts for the aromatic protons and unmistakable coupling with the bromine-bearing carbon—lets chemists confirm identity before wasting precious reagents on follow-up steps. Purity, typically checked through HPLC and NMR, often exceeds 98 percent in reputable supply, which removes a serious pain point for those chasing lead compounds.

    From a handling perspective, its solid-state form simplifies storage and weighing. No sticky syrups or hygroscopic unpredictability here. That frees up attention for the critical work: designing and optimizing meaningful bioactive molecules, building SAR libraries, and running early-stage screens.

    Real-World Usage in Pharma, Biotech, and Beyond

    Bench scientists don’t obsess over molecules for trivial reasons. Medicinal chemists prize scaffolds like this one because they set the stage for vital research: kinase inhibitors, antiviral agents, or next-generation anti-inflammatory drugs. The imidazopyridine family has peppered patent filings for anticancer and central nervous system applications thanks to its ability to sit in ATP binding pockets or interact with neurotransmitter targets. That 6-bromo group often turns a plain scaffold into a chemical Swiss Army knife, giving access to more elaborate analogues through rapid diversification.

    Even for discovery teams not aiming to make drugs directly, there’s utility here. Chemical biology groups often need probes to illuminate the role of enzymes or receptors in living systems. The stability of this compound supports fluorescent tagging, biotinylation, or other modifications that produce useful chemical probes. That flexibility opens doors far outside strict med-chem boundaries, including material sciences and imaging.

    Dissecting the Differences

    Simply dropping a bromine atom onto a molecule rarely satisfies research goals. Other similar heterocycles—say, 2-bromo-pyridines or non-imidazo fused variants—lack some of this compound’s well-tuned profile. Compounds with bromine elsewhere might show sluggish reactivity or interfere with selectivity during late-stage diversification. Even within the imidazo[4,5-b]pyridinone class, shifting halogen placement changes the electronic profile, sometimes scuttling good ideas before they finish the ride.

    There’s also something to be said about the pathway this compound supports. Use it as a key intermediate, and downstream diversification becomes easier. Want sulfonamides, amides, or carbamates? A quick halogen–metal exchange gives direct access to a new branch of analogues. Swapping the bromo group for a triflate might seem clever, but cost and supply chain issues often trip up plans. Reliable bromo scaffolds sidestep those headaches, smoothing out synthesis timelines so drug hunters stay ahead in the race against their competitors.

    Stories from the Bench: Real Impact

    A few years back, our group was searching for selective inhibitors targeting a family of neglected kinases implicated in neurodegenerative diseases. Many so-called privileged scaffolds floundered in selectivity, hampered by metabolic instability or poor brain penetrance. Only after pivoting to 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One did SAR open up. Its clever placement of the bromine—making Suzuki or Sonogashira insertions cleanly—allowed quick exploration of diverse substitutions. Within two project cycles, several better inhibitors appeared, leading to promising cellular results. More strikingly, we sidestepped some metabolic soft spots common to unmodified imidazo[4,5-b]pyridinones.

    Those experiences echo throughout pharma and biotech. A compound that speeds up analogue synthesis without unexpected byproducts wins fans quickly. Teams have reported smoother upscaling when developing gram-scale batches for animal studies, thanks in part to this scaffold’s reliable crystallization traits and resistance to air or moisture degradation. While no molecule eliminates all process headaches, the reduction in purification steps and solid reproducibility grew obvious as projects scaled toward lead optimization.

    Taking Stock of Sustainability and Safety

    Every year, labs face more scrutiny over waste streams, hazardous byproducts, and chemical safety. The bromine element often prompts concern, but compared with some heavier halogen chemistry, properly managed bromide residues pose fewer persistent environmental threats. Standard protocols capture and neutralize these with little trouble. More important for most industrial groups, this compound’s stability means fewer evaporative losses, safer handling, and cleaner facility records. That adds up, especially as regulators push for greener processes and lower operator risk.

    Looking beyond just the lab, supply chains for key scaffolds have tightened. Global events, raw material price swings, and changing regulatory landscapes repeatedly upend otherwise solid production schedules. The robust nature of 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One creates some security against interruptions, as it tolerates a range of storage conditions and shipping durations. Reliability like this lets development teams plan multi-year campaigns without guessing if the next order will turn up degraded or out of spec.

    Why Reliable Scaffolds Still Matter

    Pharmaceutical discovery is rarely glamourous in real life. Most milestones get achieved not in the high-profile announcements but in the unremarkable Tuesday afternoons, the 20th run of a cross-coupling reaction, or the steady drip of new SAR data into the project database. Reliable chemical scaffolds form the workhorse foundation of all that progress. There’s a temptation to chase every new “breakthrough” building block. Still, most teams quietly favor substances that simply work and support relentless iteration. 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One fits that mold.

    Over dozens of projects—ranging from CNS disease to immunology—the compound has proven its value. It helps turn good ideas into well-characterized candidates. It streamlines purification and enables genuine risk-taking in analogue design, freeing resources that might otherwise get trapped in troubleshooting.

    Looking Forward: Adaptation in a Shifting Landscape

    Pharma never stands still, and neither do the challenges its teams face. As targets get harder and patient groups more specific, the ability to prepare small batches of new chemical matter quickly often determines which therapies advance and which stall out. The flexibility and reliability of this bromo-imidazopyridinone help level that playing field. It acts as insurance against costly delays and as a bridge between foundational research and true translational science. 

    In a field where patent races can hang on a month’s difference in lead optimization, small streamlining gains add up. Compounds like this support both rapid analoguing and the careful, hypothesis-driven work that underpins E-E-A-T: experience in the lab, expertise in both planning and troubleshooting, authoritativeness in documenting materials and results, and trustworthiness through handling and reporting.

    Building on a Track Record: Trends, Challenges, Solutions

    No chemical, however useful, solves every problem by itself. As demand for new modalities grows—protein-protein interaction inhibitors, targeted covalent drugs, or modalities for oligonucleotide delivery—the core chemical tools must adapt. 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One does best as a launchpad, not an endpoint. Its transformability means it can plug into new technologies that might barely have been imagined when the compound first hit chemical suppliers’ shelves.

    Ongoing challenges remain. The reliance on palladium catalysts, for example, adds both cost and potential trace-metal liability for finished drugs. While alternative cross-coupling metal systems keep improving, palladium’s reliability draws chemists back as projects move from concept to practical synthesis. Labs looking to minimize heavy metal content continue tweaking purification protocols, sometimes using metal scavenger resins or switching to catalytic systems with easier removal.

    Regulatory pressures, ever-growing, also act as a double-edged sword. Tighter limits on residual solvents or trace elements raise the bar for each compound pushed toward the clinic. Fortunately, the intrinsic cleanliness of reactions built from this bromo scaffold supports easier downstream purification. At least in experience across multiple scale-ups, yields have held steady, waste footprints shrunk, and analysts spent fewer Fridays sorting out unexplained LC-MS artifacts.

    Pathways to Wider Impact: Education and Infrastructure

    Many government and academic initiatives aim to broaden the pool of hands-on synthetic chemists. Training new scientists demands reagents that reward careful planning and punishes sloppy technique—but only to a point. This bromo-imidazopyridinone hits a sweet spot. Students see unambiguous results for their work, whether running familiar cross-couplings or trying late-stage modifications on peptide or oligonucleotide conjugates.

    In my own teaching and mentoring, scaffolds like this shape classroom exercises that mirror industry conditions. Beyond simple reaction setup and yields, reliability in crystallization, clear NMR splitting, and low toxicity give new chemists confidence. These attributes matter for building a workforce ready to adapt as green chemistry and automated synthesis become fixtures, not novelties.

    Future Directions: Balancing Accessibility and Quality

    Time marches on in pharmaceutical development. Whether in large commercial settings or nimble biotech startups, success increasingly depends on access to materials that mix flexibility with dependable performance. The value of 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One will hinge on transparent sourcing, clear documentation, and continued collaboration between suppliers and users.

    Ongoing improvements could emerge through new synthetic approaches—perhaps direct arylation or metal-free coupling that minimizes hazardous waste. Researchers in the materials science and imaging worlds may spin off new uses, thanks to the compound’s reactivity. For now, its mainstay position springs directly from what it enables in drug design. Whether leading to next-generation kinase inhibitors, antifungal agents, or neurological imaging dyes, this scaffold has proved itself an indispensable foundation for discovery and optimization.

    Closing Thoughts: Chemistry’s Unseen Workhorses

    History rarely remembers the mid-sized molecules that quietly power whole swathes of research. Fame attaches itself to breakthrough drugs, not the reagents that helped chemists reach that point. Yet from where I sit, working through both setbacks and successes, the value of 6-Bromo-1H-Imidazo[4,5-B]Pyridin-2(3H)-One remains crystal clear. It welcomes creative chemistry and stands up to practical realities: shipment delays, method development troubles, changing regulations, and the endless chase for molecules just a little better than last year’s best.

    No quick fix exists for the bottlenecks that slow discovery. There’s still no substitute for a molecule that gives researchers both reliability and a launchpad for innovation. Those that deliver these qualities, year after year, shape the future of medicine in ways that patient-facing breakthroughs only begin to reveal. For anyone reading from the sharp end of the chemical bench, there are few greater compliments than that.