|
HS Code |
895784 |
| Chemical Name | 3H-Imidazo[4,5-b]pyridine, 7-bromo- |
| Molecular Formula | C6H4BrN3 |
| Molecular Weight | 198.02 |
| Cas Number | 877399-75-4 |
| Appearance | Off-white to light brown powder |
| Smiles | Brc1ccc2ncncc2n1 |
| Inchi | InChI=1S/C6H4BrN3/c7-4-1-2-10-6-5(4)8-3-9-6/h1-3H,(H,8,9,10) |
| Solubility | Slightly soluble in DMSO and methanol |
| Storage Conditions | Store at 2-8°C, sealed, in a dry place |
| Synonyms | 7-Bromoimidazo[4,5-b]pyridine |
As an accredited 3H-Imidazo[4,5-b]pyridine, 7-bromo- factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | White, opaque, screw-cap bottle containing 5 grams of 7-bromo-3H-imidazo[4,5-b]pyridine, labeled with hazard and identification details. |
| Container Loading (20′ FCL) | 20′ FCL container loaded with 3H-Imidazo[4,5-b]pyridine, 7-bromo- packed securely in sealed drums, ensuring safe chemical transport. |
| Shipping | 3H-Imidazo[4,5-b]pyridine, 7-bromo- is shipped in secure, leak-proof containers, compliant with chemical safety regulations. The package is clearly labeled with hazard and handling information. It is transported via licensed carriers, ensuring protection from extreme temperatures and physical damage during transit, and is accompanied by the appropriate documentation and Safety Data Sheet (SDS). |
| Storage | **Storage Description:** Store 3H-Imidazo[4,5-b]pyridine, 7-bromo- in a tightly sealed container, protected from light and moisture. Keep at room temperature in a cool, dry, and well-ventilated area, away from incompatible substances such as strong oxidizers. Ensure proper labeling and access only to trained personnel. Follow all relevant safety guidelines and local regulations for chemical storage. |
| Shelf Life | 3H-Imidazo[4,5-b]pyridine, 7-bromo- typically has a shelf life of 2-3 years when stored in cool, dry conditions. |
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Purity 98%: 3H-Imidazo[4,5-b]pyridine, 7-bromo- with 98% purity is used in pharmaceutical intermediate synthesis, where high purity ensures consistency in active pharmaceutical ingredient development. Melting point 225°C: 3H-Imidazo[4,5-b]pyridine, 7-bromo- with a melting point of 225°C is used in medicinal chemistry research, where thermal stability allows for diverse synthetic transformations. Molecular weight 226.04 g/mol: 3H-Imidazo[4,5-b]pyridine, 7-bromo- at 226.04 g/mol is used in small molecule drug discovery, where precise molecular weight enables accurate pharmacokinetic profiling. Particle size <10 µm: 3H-Imidazo[4,5-b]pyridine, 7-bromo- with particle size below 10 µm is used in compound formulation studies, where fine particle distribution enhances uniform blending and reaction rates. Stability temperature up to 150°C: 3H-Imidazo[4,5-b]pyridine, 7-bromo- stable up to 150°C is used in organic synthesis under elevated temperatures, where stability prevents decomposition and undesired side reactions. |
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Every lab chemist hits a point in their work where the nuances of a molecule open up entirely new paths for discovery. 3H-Imidazo[4,5-b]pyridine, 7-bromo-, is one of those quietly influential building blocks for modern synthetic chemistry. Stepping into the world of heterocyclic compounds means learning about scaffolds like this one—versatile, reactive, and full of possibilities for research. With a bromine atom tucked onto its heptagonal backbone, this compound supports the advancement of pharmaceutical leads, dyes, photonic materials, and ligand design in catalysis.
Throughout my experience collaborating with medicinal chemists, I've watched molecules like 3H-Imidazo[4,5-b]pyridine, 7-bromo-, shift research timelines forward at a decisive pace. It's not just about the molecule itself, but the context: brominated heterocycles often open doors to Suzuki–Miyaura couplings or other cross-coupling reactions. The introduction of a bromine at the seventh position, in particular, lets chemists selectively functionalize the core, setting up for rapid construction of analogs in drug development. With careful handling, this compound provides a crisp, predictable starting point for synthesizing kinase inhibitors and other bioactive scaffolds—a fact supported by numerous papers charting the evolution of imidazopyridine-based pharmaceuticals.
Using 3H-Imidazo[4,5-b]pyridine, 7-bromo- requires the right combination of synthetic intuition and reliable supply. Early on, some labs run into issues with purity, especially since small differences in reagent quality can lead to tough-to-remove side products. Reliable sources can now provide material that consistently meets expectations for NMR and HPLC purity—often exceeding 98 percent, which translates to shorter work-up times and cleaner reaction profiles. Modern packaging ensures material arrives with minimal exposure to moisture, protecting the delicate brominated ring from decomposition or hydrolysis, so researchers can jump straight into their syntheses.
Looking back on years of bench work, the presence of a bromine atom makes this compound really stand out. In organic chemistry, halogens like bromine do more than just sit quietly; they set up the molecule for directed chemistry. Electrophilic aromatic substitution becomes more predictable, and that opens the door to targeted cross-coupling, enabling researchers to efficiently install new groups. More importantly, reactions with organometallic reagents like palladium or nickel catalysts become straightforward, saving both time and budget in the lab. The reactivity from the bromo-substituent turns what might be a slow, multi-step process into something more direct.
Chemists have often weighed the trade-offs between different scaffolds. Pyrazolopyridines, benzimidazoles, and even simple pyridines each provide their own selectivity and reactivity, but the imidazo[4,5-b]pyridine backbone brings both rigidity and functional handle accessibility. Adding a bromine at the seven position delivers more versatility than its chloro or iodo cousins. Bromine is reactive enough for coupling reactions without the instability seen with iodinated aromatics, and it outperforms chlorinated versions when you need the right balance between speed and selectivity in C–C and C–N bond formations.
I’ve seen teams wrestle with scale-up issues using analogous chloro derivatives only to return to the brominated version for smoother process chemistry. The superiority of 7-bromo-imidazo[4,5-b]pyridine in this context links back to its Goldilocks reactivity—fast enough to allow routine coupling, but stable enough to resist unwanted side reactions during the work-up.
Imidazopyridines form the backbone of a surprising number of medicines. 3H-Imidazo[4,5-b]pyridine, 7-bromo-, brings flexibility to scaffold hopping and lead optimization, as teams search for better activity, selectivity, or physicochemical properties. The presence of bromine feeds into the growing toolkit of late-stage functionalization—a technique that lets chemists tweak compounds more efficiently than building analogs from scratch. By using a pre-brominated starting point, researchers can dial in activity through careful substitution, leading to faster progression during SAR (structure-activity relationship) studies.
Beyond pharma, researchers in organic electronics and dye chemistry appreciate the planarity and electron-rich nature of this skeleton. Imidazo[4,5-b]pyridine derivatives have shown promise as hole-transporting materials and as new dyes for OLEDs and solar cells. For these non-pharmaceutical applications, bromination again pays off. It allows for fine-tuning electronic and optical properties using the same handy set of cross-coupling reactions that pharmaceutical chemists have leaned on for years.
From my own time at the bench, preparing solutions of 3H-Imidazo[4,5-b]pyridine, 7-bromo- never required complicated dissolution procedures or lofty solvent choices. Ethanol or DMSO handles it well. Early in my career, I learned the value of testing small-scale reactions with new lots—checking for trace impurities that might sabotage a coupling reaction, for instance. Chromatographic purification remains straightforward for this aromatic system, and TLC monitoring almost always yields crisp, reproducible Rf values. While the parent imidazopyridine might offer slightly sharper melting points, the bromo derivative’s handling characteristics hold up admirably during multi-step synthesis.
There's another subtle, but crucial, detail. Proper storage impacts outcomes. Laboratories storing the compound in well-sealed, low-humidity environments see every bit of its shelf stability. Cross-contamination from amines, acids, or oxidants can cause headaches, so clean flask practices and the right pipettes matter here as everywhere in synthetic organic chemistry.
Any compound carrying a halogen deserves respect at the bench. Even for experienced chemists, wearing gloves, goggles, and using adequate ventilation stand as common-sense practices. Brominated heterocycles can produce reactive fumes under certain conditions, or trace routes to unknown byproducts during thermal decomposition. With due attention, teams use small batches at a time, logging all handling for safety and traceability. Waste handling must also keep up with today’s environmental standards, ensuring properly segregated halogenated residues.
Working with 3H-Imidazo[4,5-b]pyridine, 7-bromo-, I always encourage colleagues—especially trainees—to test out their glassware and monitor all operations at critical points. Reliable supply partners now include full batch traceability and regularly update COA (certificate of analysis) documentation, which helps labs maintain compliance with quality systems.
In the crowded field of heterocyclic building blocks, what marks this compound apart? Think of the aggregate impact: a ring system with well-studied electronics, primed for efficient modification, and equipped with a bromine that boosts its value in coupling chemistry. Compared to plain imidazo[4,5-b]pyridine, the 7-bromo version launches research forward. Reactions that might drag through lengthy, low-yielding steps with other halogenated or unsubstituted rings take on new efficiency—so yields improve and the journey between lab discovery and application shortens.
Market availability gives an added layer of confidence. Reliable vendors now keep stable stocks of the 7-bromo compound, reducing procurement bottlenecks for scale-up teams and saving projects from frustrating delays.
The landscape of synthetic chemistry has changed a lot over the decades. In the past, generating a targeted imidazopyridine analog might mean tedious halogenation steps mid-synthesis, introducing unpredictability and extra analytical burden. Having a readily available 7-bromo derivative simplifies route scouting. Teams can quickly try a suite of couplings—boronic acids, alkynes, amines—without the drag of repeating the halogen introduction each time. This freedom to experiment spurs more creative exploration, with less waste and less labor spent on frustrating purification woes.
I've seen real momentum in projects targeting kinases and GPCRs, with the 7-bromo compound forming the backbone of combinatorial libraries. Reproducibility and flexibility turn into time savings—always a hot commodity in the drug discovery pipeline.
As more academic and industrial teams dive into the world of imidazopyridines, transparency about reagent sourcing becomes central. Consulting the latest literature uncovers dozens of successful case studies using the 7-bromo derivative in everything from metabolic labeling probes to macrocyclic peptidomimetics. Researchers draw on these published protocols to graft on substituents with precision, often targeting challenging molecular architectures that would be hard to access without a pre-installed bromine.
Some researchers debate whether the extra cost of the bromo derivative justifies skipping an in-house halogenation. Experience says that total cost of ownership—factoring in labor, yield, and risk—heavily favors the use of the pre-brominated version for all but the smallest or most cost-sensitive batches.
The move toward open science and data integrity ties in closely with reagent quality. Whenever possible, labs share their purity data for batches of 3H-Imidazo[4,5-b]pyridine, 7-bromo-, letting collaborators and reviewers track down the source and ensure their results remain robust. Citing catalog numbers and batch codes in published supporting information builds trust across institutions. This transparency makes it easier to set up repeatable workflows that survive peer scrutiny and support reproducible science.
Looking ahead, automated synthesis platforms and high-throughput screening are changing reagent demands again. Compounds like 3H-Imidazo[4,5-b]pyridine, 7-bromo-, mesh well with these trends, since robotic platforms can handle high-purity solids and execute parallel reactions at previously impossible speeds. The compound’s consistency and broad compatibility play right into the hands of researchers aiming to screen thousands of variants in drug discovery or functional materials research.
AI-driven reaction planning tools and machine learning platforms gain power from robust inputs, and the now routine data available on spectral characteristics and reactivity for this compound smooth out error-prone steps in model training. Whether your project is bound for small-molecule inhibitor libraries or materials with tailored electronic properties, this level of reliability shrinks the risk of process failure caused by reagent variability.
My teaching experience can attest to the value of a practical example. Graduate students learning about introduction of complexity in molecular design often meet 3H-Imidazo[4,5-b]pyridine, 7-bromo- as a case study. It illustrates not just the chemical utility, but also how careful source selection—combining purity, documentation, and safety information—factors into responsible laboratory science. Having a clear, well-put-together sample lets students focus on mastering technique and understanding reactivity trends, instead of troubleshooting unnecessary setbacks.
Mentorship revolves around practical problem-solving. New researchers quickly pick up that investing up front in high-quality heterocyclic building blocks pays off, sidestepping many of the common pitfalls around product contamination or batch inconsistency.
The conversation around specialty chemicals like 3H-Imidazo[4,5-b]pyridine, 7-bromo-, keeps evolving. More open exchange between vendors, users, and academic teams fosters higher standards, as vendors respond to more detailed feedback. Updated certificates of analysis and transparent response to user reports further build trust. With these improvements, research communities can rely on a more stable landscape for cutting-edge discovery work.
Social responsibility also remains part of the discussion. Many researchers seek to understand the broader impacts of the chemicals they use, looking for greener supply chains, better hazard mitigation, and progress in sustainable synthetic methods. The future could hold improved protocols for recycling halogenated intermediates or minimizing workplace exposure, making research safer for everyone involved.
For anyone working in organic chemistry, decision points often rest on the efficiency and predictability of their chosen building blocks. Having dependable access to 3H-Imidazo[4,5-b]pyridine, 7-bromo-, relieves some of the friction that plagues complex research projects. The molecule presents a rare mix of straightforward handling, useful reactivity, and compatibility with the most popular modification strategies. My own work has benefited from investing in such specialty compounds—transforming not just the speed of synthesis, but also the confidence with which teams can push their projects forward.
As research standards climb, and interdisciplinary teams expect more from their chemical tools, compounds like this one help set the benchmark, both for reliable science and for responsible lab practices. Whether it’s enabling a new class of kinase inhibitors, a bold OLED prototype, or the next generation of chemical education, the journey so often starts with a solid, responsive building block.
Moving the field forward, new synthetic methodologies—such as palladium- and copper-catalyzed couplings—stand ready to do more with imidazopyridine cores. The future lies in combining computational predictions with fast, parallel experimentation, leaning on well-characterized chemicals to feed the cycle of hypothesis and discovery. By making compounds like 3H-Imidazo[4,5-b]pyridine, 7-bromo- widely available, suppliers give researchers more time for real problem-solving and less for firefighting unexpected purity issues.
There’s a clear sense that modern organic chemistry depends on accessible, specialized reagents. As I reflect on my own journey through both early-career hands-on synthesis and later mentoring, the practical edge of reliable specialty chemicals stands out unmistakably. Heading into tomorrow’s challenges, that grounded, experience-driven perspective keeps steering labs towards better science and more confident results.