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HS Code |
873475 |
| Chemicalname | 3-Bromoimidazo[1,2-a]pyridine-6-carboxylic acid methyl ester |
| Molecularformula | C9H7BrN2O2 |
| Molecularweight | 255.07 g/mol |
| Casnumber | 1026786-95-7 |
| Appearance | White to off-white solid |
| Purity | Typically >= 95% |
| Smiles | COC(=O)c1ccc2ncc(br)n2c1 |
| Meltingpoint | 165-168°C (approximate) |
| Solubility | Soluble in DMSO, DMF; slightly soluble in water |
| Storagetemperature | 2-8°C (refrigerated) |
| Synonyms | Methyl 3-bromo-imidazo[1,2-a]pyridine-6-carboxylate |
| Iupacname | Methyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate |
As an accredited 3-Bromoimidazole[1,2-A]Pyridine-6-Carboxylic Acid Methyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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In research circles where every new compound counts, a substance like 3-Bromoimidazole[1,2-A]Pyridine-6-Carboxylic Acid Methyl Ester does not slip quietly into the background. This chemical, identified by its precise arrangement of a bromo group on the imidazole-pyridine backbone and a methyl ester on its carboxylic acid, has started to draw attention from researchers who value both complexity and functional promise.
Synthetic chemistry offers plenty of well-trodden trails, but each time discussion turns toward molecules with fused-ring systems and halogen substitutions, new doors to reactivity swing open. With its unique structure—a bromo substituent at the 3-position and a methyl ester at the 6-position—this compound provides researchers with a scaffold that invites investigations into electronic effects, hydrogen bonding, and reactivity mapping. Whether it enters the discussion during lead optimization in medicinal chemistry, or as a template for catalysis development, the molecule keeps showing up as a versatile building block.
Colleagues who spend hours at the bench know the challenge of fine-tuning a molecule to get just the right reactivity or selectivity. Fused heterocycles like imidazopyridines have found their way into countless drug leads, but often, tweaking electronics or increasing solubility requires just the substitution pattern this methyl ester offers. Experienced chemists will spot not just the placement of the bromo group as a site for further modification, but the ester as a temporary anchor—something that can be taken off or transformed downstream in a reaction sequence. This approach—using handles that chemists can later “edit” for different targets—has driven a lot of recent progress in pharmaceutical discovery.
Every researcher remembers their first failed attempt to install a troublesome bromo group or protect an acid with a methyl ester. Part of the reason compounds like this become sought-after is because getting the structure right is a non-trivial task. From personal experience, I recall chasing a similar fused-ring system just to watch half my starting material disappear during purification. Reliable access to intermediates like this changes workflow in the lab, moving the conversation from “if we can make it” to “how far can we push this?”
Medicinal chemists have shared successes using related imidazopyridine scaffolds to tackle protein kinases, G-protein-coupled receptors, and a range of microbial targets. In some cases, brominated analogs set the stage for Suzuki, Stille, or Buchwald-Hartwig couplings, turning a single building block into a launching pad for dozens of possible analogs. In others, the ability to later remove or swap the methyl ester marks the difference between a tractable synthesis and a bottleneck. It’s not just about having a new widget—chemists know that these fine details matter when a project is running late or budgets are tight.
Chemists live and breathe by numbers: grams, purities, melting points, NMR shifts. For a while, access to pure, well-characterized 3-Bromoimidazole[1,2-A]Pyridine-6-Carboxylic Acid Methyl Ester was hit-or-miss, with suppliers varying widely in batch consistency. As standards have improved, it’s become reasonable for research groups to expect analytical data (NMR, LC-MS, HPLC) matching literature values and confirming identity and purity above the usual 97% threshold. From experience, finding impurity spikes in a purchased batch means extra headaches with purification or lost time chasing artifacts through bioassays.
This compound doesn’t belong to the crowd of commodity chemicals like toluene, acetone, or regular alkyl bromides. The way the imidazopyridine core is fused gives it more rigidity, changing how it stacks, reacts, and binds. The bromo group stands ready for cross-coupling chemistry, while the ester gives a convenient surrogate for a carboxylic acid—stable enough for most conditions, but easy to reveal when it’s time to adjust polarity or introduce a new handle. Not every methyl ester can say the same; overly delicate ones fall apart on the shelf or in the flask. Specialists in the field recognize this stability as a sign that the compound was made with careful control, not hammered together in haste.
Benchmarking this molecule against others, those who work with imidazole or pyridine derivatives will spot the trade-offs. You lose some straightforward reactivity that comes from having a plain acid or an unsubstituted nitrogen, but gain precise control over where electron density sits—a boon during SAR (Structure Activity Relationship) work. Chemical intuition, built over years of shaking flasks and troubleshooting columns, tells you that a well-placed bromo substituent can open the floodgates for new analogs, while the methyl ester tames solubility and simplifies chromatographic steps. Time saved here gets poured into deeper exploration down the pipeline.
In the last few years, the pharmaceutical industry has invested heavily in compounds with fused heterocyclic backbones. Look at any cutting-edge CNS (Central Nervous System) or oncology program, and imidazopyridines show up as privileged structures. The incorporation of a bromo group brings a new twist—some research points to improved binding affinity or altered metabolic pathways, thanks to the electronic influence of the halogen. The methyl ester, meanwhile, has become a tool for pro-drug strategies, easing transport across biological membranes before being cleaved enzymatically to yield active acids onsite.
Chemists tracking patents or publications know where innovation is happening. Scanning through the literature, one finds that analogs of this compound are referenced in exploratory kinase panels, enzyme inhibition studies, and even as templates for fluorescent probes. The flexibility of the core structure appeals to those hunting for new modes of action; the presence of a modifiable bromo group means that virtually any research group can tune the molecule for their purpose, whether by arylation, alkylation, or more exotic transformations.
The impact isn’t just academic. Contract research organizations and custom synthesis shops have begun offering these intermediates as “standard” menu items, reflecting real demand from clients across pharma and biotech. From time to time, I’ve heard colleagues express relief at finding a supplier who understands the need for small batch, high-purity compounds—especially during a hit-to-lead campaign where every gram counts and the difference between 95% and 98% purity shows up in downstream data.
Stack this molecule up against other available building blocks, and several practical differences become clear. Compared to unsubstituted imidazopyridines, the bromo group creates an obvious attachment point for introducing new aromatic or aliphatic fragments. Chemists seeking to diversify a series, or those following a fragment-based drug design approach, place a premium on this kind of reactivity. In my own years working with halogenated starting materials, the reliability of cross-coupling reactions hinges on having the right balance of steric and electronic effects; too much crowding near the bromo group, and yields suffer, but this compound gets it right—offering enough space to keep reactivity up while still delivering interesting biological properties.
Compared to more common carboxylic acids, the methyl ester adds a layer of choice. It lets chemists decide if and when to expose the acid, carrying the compound through a series of steps without risking unwanted side reactions. In some cases, direct transformation of the ester through hydrolysis or amidation proves easier than carrying an acid through a multistep route. Even outside the pharmaceutical context, fine chemical producers and material scientists have used methyl esters to adjust polymer compatibility or surface properties, again reflecting the ongoing need for nuance in how these features are deployed.
These kinds of differences are not always obvious on paper, but in practice, they shape the way a research project runs. Small details—like running a quick TLC (thin layer chromatography) to check reaction progress—get smoother when your methyl ester doesn’t streak or decompose under standard conditions. I’ve had runs where the wrong functional group brought an otherwise-promising campaign to a halt, while well-designed intermediates like this kept the door open for further modification without extra purification headaches.
Google’s E-E-A-T principles—emphasizing experience, expertise, authoritativeness, and trust—resonate with those who work in research-driven industries. Chemical suppliers who win long-term clients go beyond delivering compounds; they supply confidence. In my years as both a hands-on chemist and a project evaluator, I’ve watched labs bounce between sources, chasing lower prices or closer locations, only to come back to suppliers who demonstrate rigorous quality control and transparent documentation. The difference often shows up not only in the product you receive, but also in the clarity of communication and support when troubleshooting gets tough.
For 3-Bromoimidazole[1,2-A]Pyridine-6-Carboxylic Acid Methyl Ester, transparency matters. I’ve come to expect detailed CoA (Certificate of Analysis) documents, full spectral data, and reference chromatograms, not just for compliance, but for reproducibility. Research lives and dies on results that others can replicate. The supplier’s reputation—and the data that back it—frequently guide decisions, especially in an era where grant cycles run short and external audits dig deep. Too many times, small gaps in a product’s documentation have derailed timelines or invited skepticism from collaborators or funders.
No compound arrives without a few challenges. In working with halogenated heteroaromatics, researchers sometimes run into solubility or handling concerns. Methyl esters often bring predictable shelf lives, but storage conditions still matter. A cool, dry environment and airtight bottles reduce degradation—advice that most chemists learn the hard way after scraping sticky residues from flask walls or losing material to slow hydrolysis. Still, for a fused aromatic system like this, stability tends to hold up through most standard laboratory routines, which is more than can be said for some higher-functionality intermediates.
Safety remains a topic that commands constant attention. Anyone who’s run a reaction with bromo-imidazo analogs will stress the importance of good ventilation. Handling the compound on the bench isn’t the same as tossing around benign aldehydes or amides; it demands gloves, goggles, and respect for both acute hazards and chronic exposure risks. Working under a fume hood and using proper waste disposal channels reflect not just standard practice, but a culture of lab safety that endures long past graduate school. That said, responsible sourcing cuts risks: documented impurity profiles and controlled shipping methods keep surprises at bay, and save time on unnecessary troubleshooting.
For those running large screening libraries or cyclic round discoveries, batch consistency can trip up even the most seasoned group. It’s not unusual to encounter reports where a single impure batch clouds SAR interpretation or throws off biological data. I’ve seen entire projects delayed by minor supplier inconsistencies or by failure to confirm identity along the supply chain. Increasingly, industry and academia have turned to third-party validation—independent NMR, LC-MS, and even chiral HPLC—to cross-check what comes in the door. Open dialogue with suppliers, and an insistence on full analytical runs, have cut down the frequency of these headaches in well-organized labs.
Another area where improvements are making a difference is in green chemistry and sustainability. While the synthesis of this compound doesn’t traditionally land on the list of “eco-friendly” reactions, emerging catalytic methods are showing promise for reducing waste. Teams are looking for palladium-catalyzed cross-couplings that use less solvent or water-based systems to cut the volume of hazardous organic byproducts. In several recent projects, switching to greener protocols meant reimagining the entire synthetic route, but the payoff came in fewer regulatory hurdles and reduced waste disposal costs. The challenge lies in adopting new methods without sacrificing yield or purity—something that the best teams chase relentlessly.
Supply chains matter more now than ever before. Ethical sourcing of chemicals—even highly specialized research intermediates—has become part of the broader conversation about responsible science. Suppliers that invest in clear traceability, fair labor practices, and transparency around regulatory compliance don’t just score points for their marketing materials; they win loyalty from scientists whose own reputations ride on the integrity of their work. Initiatives to track sourcing, flagging lots for adherence to REACH or other regulatory standards, have crept into contracts and RFPs (Requests for Proposals) from large biopharma companies and public research institutes, signaling a shift in what counts as due diligence. I’ve witnessed teams turn away from tempting deals when a supplier couldn’t back up claims with factual sourcing data or verify environmental standards.
This atmosphere of accountability now stretches to documentation for grant reports, patent filings, and even publications. Peer reviewers and funding agencies are rightly skeptical of results that rest on unverified or insecure supply lines. The real-world impact is clear: compounds like 3-Bromoimidazole[1,2-A]Pyridine-6-Carboxylic Acid Methyl Ester now arrive with “proof of provenance,” reflecting a commitment to transparent, responsible chemical commerce. As a researcher, I find reassurance in this—knowing the reagents fueling discovery come from ethical hands, not just efficient factories.
Too often, commentary on research chemicals gets bogged down in jargon and technical minutiae, losing sight of the hands-on work that drives breakthroughs. With a molecule like this, opportunity runs deep. Chemists see not just a well-designed intermediate, but a springboard for new methodologies. Early-stage work on C–H activation or directed functionalization often picks up with scaffolds that offer reliable points for manipulation. The bromo group, in particular, provides a solid anchor for emerging cross-coupling methods; it stands as an invitation to test the limits of new catalysts or protocols. Industry researchers regularly push to adapt the molecule to automated synthesis platforms, squeezing more value from each batch.
The story doesn’t end in the test tube. Downstream, the methyl ester’s balance of stability and transformability leads to work on analogs tailored for imaging, diagnostics, or material science. In multicomponent reactions or diversity-oriented synthesis, this compound broadens the chemist’s toolkit, stretching what is possible with a single backbone. I’ve watched teams riff on the core structure, feeding it into parallel synthesis or flow chemistry platforms, chasing subtle modifications that unlock entirely new series—with each modification, the original compound’s value multiplies.
Thanks to intense collaboration between synthetic chemists, analytical teams, and project managers, the future possibilities seem almost limitless, bounded only by imagination and budget. As research priorities shift—from infectious disease to neurodegeneration, from fine chemical production to advanced materials science—the ability to work with robust, well-characterized, and functionalized intermediates keeps progress on track and innovation real.