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HS Code |
224916 |
| Chemical Name | 5-Bromo-6-Methoxy-1H-Indazole |
| Molecular Formula | C8H7BrN2O |
| Molecular Weight | 227.06 g/mol |
| Cas Number | 1092445-52-1 |
| Appearance | Off-white to light yellow solid |
| Melting Point | 191-193°C |
| Solubility | Soluble in DMSO and DMF |
| Purity | Typically ≥98% |
| Smiles | COC1=CC2=C(C=C1Br)NN=C2 |
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5-Bromo-6-Methoxy-1H-Indazole draws the attention of chemists and pharmaceutical researchers for good reason. Structurally, it stands out as a brominated indazole—compact, robust, and built for detailed synthesis work. The addition of both bromine and a methoxy group gives this compound a subtle but important flair that keeps it relevant for those chasing new chemical pathways. With plenty of research focused on indazole cores, this version manages to bridge some important gaps.
Since indazoles sit at the crossroads of heterocyclic chemistry, a tweak on the core structure, such as by adding a bromo or methoxy group, can steer reactivity and behavior. This fine-tuning helps researchers reach targets in medicinal chemistry that might not be accessible with more basic analogs. For someone with experience at the bench, the difference between a plain indazole and this modified form can define the success or failure of an entire research campaign.
This molecule distinguishes itself not by complexity, but by thoughtful design. Many research chemicals aim for either broad reactivity or high stability. This one threads the needle, offering both. The bromine atom at position five isn’t just along for the ride; it drives reactions forward, opening avenues for further substitutions. Methoxy at six tweaks both electronic properties and solubility.
Colleagues often mention their frustration with tough starting materials that bottleneck their workflow. Swapping in a compound like this means taking fewer steps to reach a target. Whether working up a new kinase inhibitor or building a small fragment library, each functional group on 5-Bromo-6-Methoxy-1H-Indazole unlocks shortcuts. There is little wasted time on tricky protection or deprotection — one fewer headache during a long week in the lab.
Researchers don’t always get the luxury of high-purity compounds, but the best results demand nothing less. 5-Bromo-6-Methoxy-1H-Indazole is typically prepared at a purity above 98 percent, judged by HPLC. That means less time purifying and more time experimenting. A structure like C7H6BrN2O isn’t unwieldy, so storing and weighing out the compound rarely causes trouble. It comes as a pale solid that handles standard atmospheric conditions without fuss, easing some common storage headaches.
We’ve all had moments grumbling about solvating stubborn crystals. This one dissolves with little protest in common organic solvents. That reliability can make a long day run more smoothly, especially for those juggling multiple syntheses. Having a bench-stable material on hand always feels like a small win—one more reason people come back to this molecule for iterative synthesis campaigns.
Many in the research world stay focused on how results translate to the next publication, grant application, or patent filing. Starting materials with narrow application windows can tie up whole projects, while flexible cores, such as 5-Bromo-6-Methoxy-1H-Indazole, let people pivot. There is a market-wide need for adaptable intermediates. This molecule appears in custom drug designs, flow chemistry, and even newer automated synthesis equipment, proving its ability to adapt across formats and strategies.
One of the most direct uses lands in small molecule screening. By linking this indazole core to a range of other fragments, chemists generate diverse libraries more quickly. Those fragment-based screens often turn up new leads for enzyme inhibition, binding affinity, or cell-line selectivity. There’s no overstating how much time this kind of efficiency can save in projects with short deadlines.
People sometimes wonder if the differences between indazoles really matter in practical work. It’s only after a few rounds of synthesis and testing that the advantages become clear. Regular indazole, or even unsubstituted methyl or bromo analogs, tend to behave predictably, but rarely offer more than baseline performance. Compounds like 5-Bromo-6-Methoxy-1H-Indazole fill a space where more nuanced reactivity matters. The methoxy group can shift electron density, making certain substitutions easier. The bromo position allows palladium-catalyzed couplings with higher success rates.
There’s often a temptation to keep using what’s already in the stockroom, but newer analogs reveal just how much can change with small modifications. Take standard 5-bromoindazole: it performs fine in Suzuki-Miyaura couplings, but its solubility profile makes purification tough in some solvent systems. Add a methoxy, and suddenly the compound works across a wider set of reaction conditions without need for solvent tweaks or tedious work-up. Over months, that saved time adds up.
Indazole derivatives sit at the intersection of synthetic organic chemistry, medicinal chemistry, and chemical biology. In academic labs, grad students turn to 5-Bromo-6-Methoxy-1H-Indazole as a starting point for building complex scaffolds. It’s robust under many conditions and the functional group combination sparks creative retrosynthetic thinking. I’ve watched groups use this compound not only as an intermediate, but also as a point of departure for method development, pushing catalytic conditions or reagent compatibilities that set new protocols.
Industry teams appreciate the efficiency boost during process development. Time spent troubleshooting problematic chemistry translates directly to lost productivity. A reliable intermediate such as this one saves headaches and helps keep projects on track, especially for teams running multiple parallel syntheses or scaling efforts toward clinical candidates. This attention to productivity rarely draws headlines, but veteran chemists know the true value in having a compound that just works.
It’s tempting to gloss over handling considerations in favor of page after page of synthetic results, but most of us know that one mishap can throw off months of careful planning. 5-Bromo-6-Methoxy-1H-Indazole offers a relatively low-risk profile compared to some of the more reactive reagents in the lab. It holds up to reasonable humidity, doesn’t react spontaneously with air or light, and doesn’t emit strong odors. In my own experience, just being able to handle a reagent without reaching for gloves immediately or having to stow it in a desiccator makes for a more pleasant bench experience.
This stability gives researchers confidence during prep, sampling, and analysis. Standard disposal methods cover most bulk quantities, and spills don’t require specialized cleanup beyond what’s already routine in an organic chemistry lab. Practicality on this front shouldn’t overshadow performance, but in the push and pull between lab safety and productivity, small creature comforts like these pay off.
Keeping a project on schedule often ties back to whether requisitioned materials arrive on time, meet spec, and do what they’re meant to do. Compounds that regularly meet these marks become mainstays. 5-Bromo-6-Methoxy-1H-Indazole consistently lands on project planners’ shortlists because it meets key criteria—high purity, robust performance, and easy integration into existing methods.
Years of managing research timelines taught me to look beyond the flashy new reagents everyone’s talking about and instead focus on building a toolkit of reliable intermediates. This indazole derivative stays relevant because it does more than cover the basics; it pushes teams closer to milestones with less risk of unexpected derailments. Groups already familiar with palladium coupling, nucleophilic substitutions, or late-stage functionalization will find immediate comfort integrating this molecule into established workflows.
The pharmaceutical sector spends billions searching for new molecular entities, and efficiency can swing the difference between success and another round of layoffs. Indazoles, especially those with functional diversity like 5-Bromo-6-Methoxy-1H-Indazole, cut through stereotypical bottlenecks. When time pressures mount, chemists want to focus on troubleshooting unpredictable transformations or exploring SAR trends, not wrestling with an unreliable starting material.
The unique substitution pattern in 5-Bromo-6-Methoxy-1H-Indazole offers streamlined entry points for both structure-building and fine-tuning physical properties (like logP or metabolic stability). Many kinase and phosphodiesterase inhibitors owe their early progress to libraries that incorporate this scaffold. Its built-in reactivity shaves days or even weeks from campaign timelines by supporting parallel or combinatorial approaches.
Questions about origin, purity, and environmental impact shape the sourcing of research chemicals today. Labs with an eye on sustainability appreciate compounds that minimize waste and don’t require hazardous additives for purification or cleanup. Suppliers that adhere to best practices will typically accompany this product with complete paperwork. That trust forms the backbone of responsible research and keeps regulatory concerns at bay.
While this molecule doesn’t carry specialized scheduling or hazardous material designations, teams still apply routine checking to ensure clean documentation along the chain of custody. This builds confidence, both during audits and at the publication stage. Responsible sourcing now counts as much toward future grant applications as traditional research productivity.
Quality research doesn’t exist in a vacuum. A look at published work highlights how often 5-Bromo-6-Methoxy-1H-Indazole appears as a key player, not just in supporting roles but as a featured core of active molecules. Publications in peer-reviewed journals show the compound enabling progress in a range of projects, from kinase exploration to scaffold-hopping exercises that uncover hidden SAR trends.
Trends in organic synthesis shift rapidly, but fundamental intermediates like this rarely fall out of favor. Uptake isn’t driven by force of habit, but by a proven track record in method development, scalability, and downstream biological evaluation. Each new application builds out knowledge of what works and refines best practices, both within individual labs and across the broader community.
Long gone are the days when only well-funded labs could access the building blocks needed for pharmaceutical research. 5-Bromo-6-Methoxy-1H-Indazole reflects this shift toward democratized access. Today, pricing keeps it within reach of both academic researchers and industrial teams. Broad distribution means new ideas aren’t stifled by supply chain snags or excessive costs. More hands get the chance to push the boundaries of what’s possible in synthesis and bioactivity screening.
This open access keeps the playing field level. Early-career researchers, students on tight budgets, and smaller biotech start-ups benefit as much as established leaders. Every time a team publishes a result built on a freely available intermediate, it reinforces the cycle of innovation.
No product solves every challenge, and 5-Bromo-6-Methoxy-1H-Indazole doesn’t pretend to. One ongoing issue across research is the trade-off between customization and broad applicability. A molecule finely tuned for one project might not translate elsewhere. But the popularity of this indazole comes from its ability to straddle multiple use cases. Streamlined functionalization allows late-stage diversification, so projects aren’t locked into fixed paths too early.
Working with brominated aromatics often kicks up discussions about safety, long-term stability, or waste. For teams conscious of lab safety and environmental impact, this compound charts a middle course. It avoids the worst hazard classifications while offering the performance edge required for leading-edge science. Regular training and clear documentation help keep use on the right track. It’s on researchers to seek out the data and experiences that keep risk to a minimum without throwing wrenches into established workflows.
Mentoring new chemists always brings the challenge of balancing complexity with accessibility. 5-Bromo-6-Methoxy-1H-Indazole offers a rare mix—a structure robust enough for advanced projects, but not so finicky that early mistakes set a team back weeks. Teaching new students or junior researchers how to handle, analyze, and build upon this scaffold paves the way for their confidence.
Exposure to reliable intermediates does more than train technical skills—it fosters an attitude toward research that values both ingenuity and practical problem-solving. Watching a novice progress from cautious prep work to independent synthesis using this molecule stands as a reminder of how essential the right starting point can be.
My work in the lab has taught me that the seemingly ordinary chemicals—the ones that don’t get flashy ad campaigns or conference banners—carry some of the highest value. 5-Bromo-6-Methoxy-1H-Indazole is one of those hidden-in-plain-sight compounds that carries teams forward. It delivers the trifecta of dependability, versatility, and performance. Across academic, biotech, and pharmaceutical groups, it’s more than a line on a reagent list; it’s a platform that supports real progress.
New molecules and fresh syntheses continue to make headlines, but core building blocks like this shape the reality of research workflows every day. In the end, the compound’s continued popularity says more about its strength than any single marketing line could. For all its utility, the best testament comes from seeing it time and again as the backbone of projects that turn big ideas into results.