|
HS Code |
663704 |
| Chemical Name | 4-Bromo-1-Methyl-1H-Indazole |
| Molecular Formula | C8H7BrN2 |
| Molecular Weight | 211.06 g/mol |
| Cas Number | 1163889-31-7 |
| Appearance | White to off-white powder |
| Melting Point | 92-95°C |
| Purity | Typically ≥98% |
| Solubility | Slightly soluble in DMSO, methanol |
| Storage Conditions | Store at 2-8°C, protect from light |
| Smiles | Cn1nc(c2c1cccc2)Br |
| Inchikey | DBYFTFQKQOTURW-UHFFFAOYSA-N |
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Modern science often advances on the backs of specialized molecules. 4-Bromo-1-Methyl-1H-Indazole is a perfect example of that quiet force, playing an important role in various laboratory and industrial settings. This compound draws attention for its clear structure — an indazole ring carrying both a methyl group at the first position and a bromine atom at the fourth. Its molecular formula, C8H7BrN2, hints at a framework that balances reactivity with stability, giving chemists a dependable backbone for creativity in synthesis.
This molecule is not just a subject for theoretical study. Researchers focus on it because indazole derivatives—especially those with substitutions at precise spots on the ring—often carry significant pharmacological or synthetic value. 4-Bromo-1-Methyl-1H-Indazole doesn’t stray far from that path. The presence of the bromo group increases its potential for further transformations, allowing experts to explore countless possibilities in medicinal chemistry, material science, and agrochemical research.
Anyone working in a laboratory will tell you—purity changes everything. This compound usually arrives as a white to off-white crystalline powder, with purity specs that often run north of 98%. The melting point usually falls between 92°C and 97°C, giving it a reassuring consistency from batch to batch. Some labs may track moisture content by Karl Fischer titration, others check heavy metals and residual solvents by instrumental analysis. In either case, authenticity and identity get confirmed by nuclear magnetic resonance and mass spectrometry.
Appearance might look trivial, but a keen-eyed chemist will use color and crystal form to pick up on subtle problems others might miss. Uniform crystals and an absence of visible contaminants let operators catch issues before an experiment goes off the rails. It’s this level of detail—a habit more than a rule—that can make or break a research timeline.
No matter the sector, demand for unique molecular fragments keeps pushing chemists toward new horizons. I’ve seen research teams choose this indazole derivative as a cornerstone for crafting larger, more intricate pharmaceuticals. The methyl and bromo groups put reactive handles right where many synthetic routes require them. Medicinal chemistry often looks for substitutions at the indazole core, since small modifications can unlock whole new profiles of biological activity.
In drug discovery, for instance, simple swaps—a bromo here, a methyl there—can make the difference between an inactive scaffold and a promising lead. These variations influence not just the base activity but the molecule’s ability to reach its biological target, its stability in the body, and its solubility in common solvents. For this reason, 4-Bromo-1-Methyl-1H-Indazole winds up in libraries screened for anti-cancer properties, anti-inflammatory effects, or even as precursors for kinase inhibitor candidates.
Beyond pharmaceuticals, custom synthesis houses see value in reactive functional groups. The indazole nucleus can act as a springboard for further transformations. That bromo atom often attracts attention for its smooth behavior in palladium-catalyzed reactions like Suzuki coupling or Buchwald-Hartwig amination. With this feature, chemists swap out the bromo atom for a wide variety of aromatic or amine groups, building complexity without excessive time or clean-up.
Lumping indazoles together blurs important distinctions. Some analogues carry a nitro, others a chloro, still others a methyl at different positions. What sets 4-Bromo-1-Methyl-1H-Indazole apart is its balanced reactivity: the bromo atom combines a willingness to react with a pleasant amount of predictability. Halogenated indazoles can sometimes behave poorly, generating side products or undergoing unwanted rearrangements. Here, the bromo holds strong under common synthetic conditions, only stepping in when the chemist decides it’s time.
A simple test often makes things clear. Compare 4-bromo with its 5- or 6-bromo siblings, and you’ll spot differences in electron distribution around the ring. Those subtle effects change yields, clean-up, and even the types of molecules you can build. The position of the methyl group adds another axis of control, modulating electron density and influencing what bonds form, break, or migrate.
Custom blend manufacturers report better yields and smoother chromatography when starting from this material compared to some of the more idiosyncratic halogenated indazoles. Final products often show improved stability, which matters greatly when a researcher plans a full synthetic route that lasts days or weeks. A reliable intermediate can shave wasted hours off any project, changing the pace and cost of development—something that concerns every lab manager dealing with real-world budget constraints.
I’ve watched the frustrations that come when a key intermediate refuses to play along. Good chemistry rarely happens in a vacuum—there are always deadlines, material shortages, or failed reactions to contend with. A molecule like 4-Bromo-1-Methyl-1H-Indazole, with well-documented reactivity, can truly simplify planning sessions. The comfort of knowing what to expect, based on years of published data and hands-on use, supports better decisions and allows for more risk-taking where it counts.
Take the coupling reactions every synthetic chemist relies on. Many bromoaromatics struggle with solubility or yield oddball byproducts under cross-coupling conditions. This molecule, due to its substitution pattern and solid physical properties, jumps in and out of those reactions without undue fuss. I recall a grad student in our group experimenting with a handful of indazoles. Out of five, only the 4-bromo-1-methyl compound delivered a clean transition through a Suzuki reaction, letting him unlock a series of analogues that fit the lead compound profile almost perfectly.
Anecdotes aside, published work mirrors those trends. Many peer-reviewed reports point out the remarkable balance of reactivity and predictability. Even in large, automated screening campaigns, the material keeps its cool, giving teams a chance to focus effort on truly novel syntheses rather than repeated troubleshooting.
Accessibility matters just as much as chemical novelty. Not every lab sits flush with funds or stocked with high-end suppliers. There are persistent hurdles—shipping delays, regulatory paperwork, cost spikes—all factors that can change the arc of a project. With 4-Bromo-1-Methyl-1H-Indazole, increasing adoption and reliable supply chains have led to better predictability in both delivery times and pricing. Bulk quantities—enough for pilot scale runs—usually ship with established handlers who know the drill, keeping breakdowns to a minimum.
I’ve seen researchers lose months chasing elusive intermediates from fly-by-night suppliers. Labs that switched to more established distributors for common building blocks, including this indazole, saw better consistency in both purity and documentation. This translates into more reproducible results and fewer regulatory headaches, especially in fields where batch records tie directly to intellectual property or clinical trial filings.
Handling remains straightforward, provided users treat the compound with respect. Lab veterans will recognize the need for gloves, goggles, and standard containment, especially during reactions that push temperature or pressure. Some users wonder about environmental residues, but available safety data and routine waste practices help reduce risks. For teams planning scale-up, it’s best to review storage requirements—the material prefers a cool, dry spot, and containers that shield it from light and moisture. Many synthetic mishaps come from overlooked storage lapses, not from the chemistry itself.
Talk to a bench chemist about picking intermediates, and they’ll rattle off a host of concerns: cost, speed, flexibility, waste streams. In this crowded space, 4-Bromo-1-Methyl-1H-Indazole carves out a specialty. Other halogenated indazoles, such as the chloro- or fluoro-derived variants, sometimes offer slightly different reactivity or cost profiles. Chloro compounds may save a few dollars but often require harsher conditions for coupling, bumping up energy bills and equipment wear.
Methyl placement influences more than just a compound’s name. The difference between a methyl at the 1- versus the 2-position affects solubility, reactivity, and sometimes toxicity. Through direct experience, chemists learn that each subtle change in substitution can ripple through a larger project. Side-by-side, few show as much general-purpose utility as the 4-bromo-1-methyl isomer: it balances accessibility with enough reactive firepower to keep projects moving. This means it’s not just a one-trick pony—it fits a wider range of transformation schemes, whether for final targets or for constructing building blocks along the way.
Industry data points to demand for cross-coupling “workhorses” that allow for late-stage diversification—the last-minute swaps that help tune bioactivity or material properties. Some analogues lose resilience during these reactions, leading to unwelcome surprises or fails on scale-up. Within those constraints, the practical advantages of the 4-bromo-1-methyl template stand out. It streamlines the move from small-scale synthetic runs to gram- or even kilogram-level projects, with the same patterns holding up throughout.
Shifting needs in pharmaceuticals, materials, and specialty chemicals keep pressure on labs to move quickly. Having a versatile, well-characterized intermediate shortens project lead times and frees researchers to pivot as new discoveries emerge. I once spoke with a colleague who lamented the time lost due to intermediate unavailability—across several years, wasted efforts stacked up to months of non-progress. With dependable sourcing and solid performance from intermediates like 4-Bromo-1-Methyl-1H-Indazole, teams sidestep known bottlenecks.
Market reports show several top chemical suppliers investing in deeper inventories of such building blocks, not only to serve organic chemists but to support the fast-evolving needs of biotech startups, custom synthesis outfits, and academic labs. This trend reflects a collective recognition: versatile, well-documented compounds make more than good commercial sense—they underpin scientific productivity across fields.
Open access to information about common intermediates encourages a wider variety of players to join the scientific conversation. Young scientists, educators, and even citizen chemists benefit from a transparent record of what works and what doesn’t. Confidence in compound identity and quality means risk can be managed, and new generations can push frontiers without running aground on avoidable errors.
For those new to synthetic organic chemistry, the landscape can look daunting. Reliable intermediates provide solid handholds—anchors in an unpredictable field. Over years, tweaks to the process—better purification, safer handling steps, streamlined documentation—emerge directly from experience with well-characterized molecules like 4-Bromo-1-Methyl-1H-Indazole.
Education in real chemistry flows both ways. Industry looks to academic research for breakthroughs, while educators depend on trustworthy supply chains and reproducible procedures to teach the next round of innovators. In my own teaching, I’ve found that exposure to reliable chemical building blocks sharpens students’ sense of problem-solving, lowering the mental barrier to creative exploration.
Experience with intermediates often shapes broader attitudes about workflow, innovation, and even safety. When teams work with inconsistent or poorly documented materials, setbacks and discouragement can cascade through an entire project. By contrast, access to a reliable, well-understood compound like 4-Bromo-1-Methyl-1H-Indazole removes a significant source of uncertainty—one less variable in an always-fluid process.
Looking at the bigger picture, the collective time, money, and energy saved by using high-quality intermediates ripples outward. More robust, rapid discovery cycles translate into more real-world solutions. In patient care, safer and more effective drugs come to market. In materials science, tailored polymers or coatings enhance durability or environmental friendliness.
Rather than just lauding the compound, it’s worth considering a few concrete lessons. Research teams looking to improve outcomes should prioritize reliable sources. Not all vendors treat their supply chains with equal care. Close inspection of quality control certificates, batch variation reports, and even shipping records pays dividends—little things matter when a final yield hangs in the balance.
For those scaling up, investing in preliminary pilot runs—using the same intermediate at the bench scale, followed by a test at semi-bulk—gives early warning about issues before they become costly failures. Communicating directly with suppliers for updates about process changes or new documentation can help head off surprises.
On a personal note, one underappreciated strategy is the careful logging of both successful and failed reactions. Over time, behavioral patterns linked to specific intermediates emerge, informing both the design of follow-up experiments and troubleshooting strategies. Shared knowledge, whether through internal lab notebooks or published reports, keeps progress moving steadily forward.
It’s easy to see why 4-Bromo-1-Methyl-1H-Indazole continues to fill an important spot in the modern chemist’s repertoire. Reliable access, consistent performance, and true versatility ensure its practical value for labs of many backgrounds. As science advances and the demand for novel molecules accelerates, dependable building blocks will always be part of the story behind every breakthrough.
By learning from direct experience, trusting verified sources, and sharing best practices, both new and experienced researchers can get the most out of materials like this. Each successful application, each avoided setback, drives the discipline forward—one reaction at a time.