|
HS Code |
857961 |
| Iupac Name | 6-Bromo-4-methoxy-1H-indazole |
| Molecular Formula | C8H7BrN2O |
| Molecular Weight | 227.06 g/mol |
| Cas Number | 136378-81-1 |
| Appearance | Off-white to light brown solid |
| Melting Point | 160-164°C |
| Solubility | Soluble in DMSO and DMF; slightly soluble in water |
| Smiles | COc1cccc2[nH]nc(Br)c12 |
| Pubchem Cid | 2763271 |
| Storage Condition | Store at room temperature, protect from light and moisture |
| Synonyms | 6-Bromo-4-methoxyindazole |
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Some chemicals seem ordinary at first glance, but their value comes out in the work they spark in research labs. 6-Bromo-4-Methoxy-1H-Indazole is one of those unsung heroes. It doesn't get paraded across glossy brand brochures, and its name probably won’t ring bells for the average person. Scientists, on the other hand, know it for its unique contribution to the fields of medicinal chemistry and material science. This compound, known for its distinctive indazole backbone featuring both bromo and methoxy groups, is a workhorse in the synthesis of complex molecules. For institutions and researchers, its introduction means access to one more tool to tackle stubborn synthesis challenges or chase new targets in pharmaceutical studies.
6-Bromo-4-Methoxy-1H-Indazole stands out due to its thoughtful combination of a bromine atom and a methoxy group attached to the indazole ring. This chemical arrangement isn't just decoration — each component adds specific properties. The bromo group encourages further reactions such as cross-coupling, Suzuki or Buchwald-Hartwig amination, which are commonly used in medicinal chemistry to construct sophisticated molecules. The methoxy group brings another layer of reactivity, affecting both the electronic properties and the physical behavior of the compound in reactions. Drawing from years of watching the journey from bench to breakthrough, it is clear that subtle modifications in ring systems like indazoles often open doors to new pharmacological properties, whether the goal is designing a kinase inhibitor or an organic light-emitting diode.
Indazoles themselves have earned respect in the pharmaceutical world. Their capacity to mimic biological molecules gives them a head start in drug design. Tweaks to the indazole core, such as the addition of bromine at position six and methoxy at position four, present unique building blocks for the discovery of bioactive compounds. Research articles published in peer-reviewed journals back up the relevance of these substitutions — indazoles with halogen and alkoxy groups often reveal improved target affinity or metabolic stability in therapeutic candidates. Anyone working hands-on with molecular modification appreciates that even a single atom swapped or added can bring a cascade of new properties.
The model or batch consistency of 6-Bromo-4-Methoxy-1H-Indazole matters because reproducibility sits at the heart of credible science. Reliable results require a chemical to deliver consistent purity and be free from unstable byproducts. Laboratories expect this indazole derivative in white to off-white crystalline form, free from visible impurities. Its melting point, solubility in common organic solvents such as dichloromethane or ethyl acetate, and spectral data (NMR, mass spectrometry) are checked batch after batch. Having worked alongside analytical chemists, the impact of this level of scrutiny is obvious: finding unknown peaks or impurities in a sample can derail months of progress.
Purity often makes or breaks a synthesis. If a batch of 6-Bromo-4-Methoxy-1H-Indazole strays from specification, downstream reactions can falter, wasting valuable reagents and time. For drug discovery teams, such a setback is more than an inconvenience—it affects entire pipelines. That’s why many researchers look for suppliers who back their products with detailed CoAs (certificate of analysis), consistent HPLC purity, and batch traceability. Even advanced academic groups can't identify every quirk or impurity on their own; reliable supply is non-negotiable for discovery and publication alike.
Ask an organic chemist about 6-Bromo-4-Methoxy-1H-Indazole, and chances are, they’ll link it to modern cross-coupling chemistry. Halogenated indazole derivatives invite C-C or C-N bond formation, leveraging palladium or copper catalysis. This opens the door to libraries of derivatives built for high-throughput screening or structure-activity relationship studies. Researchers in pharmaceutical development frequently use this platform molecule to build novel kinase inhibitors, anti-inflammatory drug candidates, or selective enzyme inhibitors.
My years around medicinal chemists have shown time and again that molecules like 6-Bromo-4-Methoxy-1H-Indazole serve as springboards for new therapies. Scientists often start with the basic scaffold and swap out substituents, scanning for meaningful biological activity. Sometimes it’s a matter of connecting peripheral pharmacophores that can be attached at the site where bromine sits; at other times, the indazole core forms part of a macrocycle that captures a protein target. The roomy versatility of this compound helps keep synthesis flexible, creative, and ultimately productive.
Outside of pharmaceuticals, indazole compounds have found use in fields like materials chemistry and agricultural science. Polymers or electronic materials derived from indazole cores present opportunities to tune conductivity, fluorescence, or even environmental stability. It’s significant when a single small molecule spans such diverse application spaces. Not every product with a difficult name stands ready to bridge this gap between chemistry and the real world.
Comparing 6-Bromo-4-Methoxy-1H-Indazole to other halogenated or methoxy-substituted indazoles reveals differences not just in structure, but in impact. Swap the methoxy for methyl, or move the bromo group to a different position, and reactivity patterns can change dramatically. Years in synthetic labs drive home the point that a simple shift in atom position can lead to alternate selectivities in coupling reactions, or different physicochemical behavior in solubility and partitioning. For those who develop new chemistry, such subtleties shape the whole workflow.
Take comparable indazole analogs—some with chloride instead of bromide, or without the methoxy group. Chlorides show less reactivity for some palladium catalyzed reactions, slowing down key steps or requiring harsher conditions. Methoxy groups at other positions interact differently with reagents or targets, affecting yields and purity. The specific combination seen in 6-Bromo-4-Methoxy-1H-Indazole offers a blend of ease-of-use in synthetic methods, as well as an entry into target classes unavailable with other scaffolds.
Cost also plays a role in the decision to use one analog over another. The ability to run reactions more efficiently — getting better yields in fewer steps or under milder conditions — lowers overhead and frees up specialist labor. 6-Bromo-4-Methoxy-1H-Indazole gives a leg up in this respect. Its selective functionalization potential gives researchers room to optimize around reaction bottlenecks, saving time and reducing waste. Having seen both ends of a funding cycle, every researcher knows that even small efficiencies can add up to sustained progress.
The best endorsement for any research chemical comes from how it performs in the hands of scientists. Trust does not materialize overnight; it’s built from experience — the successful syntheses, the well-behaved chromatography, the clean NMRs. Publications that reference successful syntheses with 6-Bromo-4-Methoxy-1H-Indazole form a kind of track record. Experts who describe efficient cross-coupling, robust yields, and manageable purification offer credibility that marketing copy cannot match. Those working at the coalface of research, from early-career postdocs to seasoned team leads, rely on this corpus of evidence.
Safety, too, is a crucial piece of the puzzle. While not classified as especially hazardous compared to some synthetic intermediates, responsible handling of all indazole derivatives is required. Material safety data sheets, personal protective equipment, and good lab sense keep teams healthy. A culture that values transparency, with access to all the necessary technical and safety data, supports both innovation and well-being.
The global supply chain for research chemicals continues to face shocks — from pandemic disruption to regulatory changes around sensitive starting materials. Researchers can find projects delayed by customs hurdles or shifting export controls. At the same time, pressure mounts to make research more sustainable and less wasteful. Knowing this, those working to synthesize or source 6-Bromo-4-Methoxy-1H-Indazole pay close attention to supplier reliability, environmental compliance, and regular replenishment of stock. Delays in obtaining a specialty reagent have left more than one project in limbo, sometimes at critical stages.
Supply shortfalls point toward a need for broader, more diversified production networks. Looking back at experiences in multinational research settings, it makes a clear difference when institutions have backup suppliers, clear lines of communication, and documented alternatives for hard-to-get intermediates. Even consortia of universities or companies can negotiate improved access to key compounds when buying collaboratively and advocating for their shared research needs. Investing in local synthesis capabilities, even on a small scale, can buffer against sudden disruptions — for indazole derivatives as much as for other niche reagents.
On the sustainability front, chemists continue reworking established syntheses to use greener methods, such as solvent minimization, recyclable catalysts, and efficient purification. The twelve principles of green chemistry guide these efforts. 6-Bromo-4-Methoxy-1H-Indazole synthesis, like many indazole scaffolds, involves steps that can be improved, supporting lower waste and smaller carbon footprints. Specialist labs already report success in developing alternatives to classic halogenation or methylation steps. As demand for both strong scientific yield and reduced environmental impact rises, adoption of green protocols looks set to spread, benefiting all stages from procurement to publication.
The cornerstones of good science rest on data, experience, and honest collaboration. Choosing the right chemical building block, such as 6-Bromo-4-Methoxy-1H-Indazole, is not just a matter of checking a box for purity or melting point. Teams look for a track record of reliability, clear documentation, and demonstrated value across projects. Several published syntheses highlight the role of 6-Bromo-4-Methoxy-1H-Indazole as a precursor to promising therapeutic candidates or innovative materials with enhanced performance characteristics. This growing body of research not only demonstrates the versatility of the molecule but also builds confidence among users seeking robust, actionable data for their next step.
Research culture benefits when senior chemists mentor peers on sourcing, testing, and optimizing the reagents that keep new ideas moving forward. This involves detailed scrutiny of spectral data, open-mindedness about trying new suppliers or methods, and a willingness to share practical troubleshooting tips. Peer support networks, both formal and informal, often tip the balance between success and setback, especially for early-career scientists facing unfamiliar synthetic challenges. In these environments, the option to use flexible building blocks such as 6-Bromo-4-Methoxy-1H-Indazole provides much-needed latitude in experimental design.
The road between bench synthesis and market application often feels bumpy. New targets in medicinal chemistry or advanced materials demand reliable intermediates that work across a range of reaction conditions. 6-Bromo-4-Methoxy-1H-Indazole’s consistent performance in different synthetic pathways cements its place as a staple on many lab shelves. This confidence reflects years of field experience—scientists know the pitfalls of unreliable starting materials or finicky intermediates all too well. Today’s environment rewards adaptability, persistence, and connections between teams, vendors, and knowledge networks.
Improvement never stands still. Groups using 6-Bromo-4-Methoxy-1H-Indazole continually tweak reaction conditions, hunt fresh applications, and explore uncharted chemical space. Each successful project becomes a stepping stone for the next round of discovery, forming a cycle where a single, well-designed reagent can impact multiple lines of research. Feedback from users feeds improvement on both sides—suppliers adjust specs based on user insights, and labs refine synthesis routes using supplier data. This loop of incremental, experience-driven change makes a big difference in real scientific progress.
There are thousands of fine chemicals on the market, but the ones that gain loyal followings deliver more than just molecular mass. 6-Bromo-4-Methoxy-1H-Indazole fits this mold. Its well-structured blend of reactive sites, consistent batch quality, and proven versatility make it a key resource for chemists facing both ambitious research aims and daily practical challenges. Beyond its synthetic flexibility, its presence across peer-reviewed studies and trusted supplier channels underlines a track record earned in countless labs. More than a line item in a catalog, it supports the steady, cooperative work that fuels discovery in chemistry, medicine, and beyond.
In science, progress rarely hinges on a single, revolutionary compound. Rather, it grows from the cumulative effects of thousands of reliable intermediates, carefully chosen for each step on the path from idea to outcome. As researchers continue to explore new territories—therapeutics with novel mechanisms, smart materials with refined properties—the role of enabling compounds like 6-Bromo-4-Methoxy-1H-Indazole only looks set to grow. Investing in reliable, high-quality reagents is an investment in the future of scientific innovation. From what I’ve seen and experienced, this investment delivers returns that far outstrip their sometimes-unassuming appearance in a reagent bottle.