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HS Code |
877332 |
| Product Name | 5-Amino-3-Bromo-1-Methylindazole |
| Cas Number | Unavailable |
| Molecular Formula | C8H8BrN3 |
| Molecular Weight | 226.08 g/mol |
| Appearance | Off-white to light yellow solid |
| Purity | Typically ≥98% |
| Melting Point | Around 180-185°C |
| Solubility | Slightly soluble in DMSO, methanol |
| Storage Conditions | Store at 2-8°C, protected from light |
| Smiles | Cn1nc(C2=CC(N)=CC(Br)=C2)cc1 |
| Synonyms | 1-Methyl-3-bromo-5-amino-indazole |
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Chemistry has its own collection of unsung workhorses, and among the more specialized compounds is 5-Amino-3-Bromo-1-Methylindazole. Those who work with heterocyclic intermediates probably notice this molecule turning up in various research and industrial applications, especially in medicinal chemistry where fine-tuning molecular frameworks matters. The structure—an indazole ring substituted at three points (with an amino group at position 5, bromine at 3, and methyl at 1)—gives it a unique reactivity profile that appeals to synthetic chemists with a knotty target molecule on their hands.
From my time in the lab, I learned that the details of a chemical scaffold spell the difference between a dead-end reaction and a breakthrough. The 5-amino and 3-bromo substitutions on this indazole core don’t just sit there; they bring the kind of controlled functionality chemists look for when crafting complex pharmaceuticals or advanced materials. The presence of bromine at position 3 serves as a handy “handle” for further reactions, such as cross-coupling, Suzuki or Buchwald–Hartwig amination, all key transformations in drug discovery. Meanwhile, the amino group at position 5 opens the door to derivatization, letting scientists tack on chains, rings, or functional groups according to the needs of their synthetic route.
Back in graduate school, I remember spending nights fine-tuning reaction conditions, frustrated whenever a starting material failed to react as planned. Brominated indazoles saved hours of troubleshooting. Bromine’s polarizability and relatively easy displacement in palladium-catalyzed coupling reactions mean researchers can skip circuitous multi-step sequences. Here, the methyl group does more than just fill up space—it can tune the electronic properties of the ring, shifting reactivity in useful directions, and can even help push selectivity toward a desired product. This kind of subtlety is often what separates promising test-tube results from scalable real-world syntheses.
In most labs, you’ll find indazole derivatives in use for designing kinase inhibitors or small-molecule probes. The pharmaceutical world values them for how these compounds can mimic or block biological signals. Add a bromo group to the indazole, and researchers open up new possibilities in the arena of diversity-oriented synthesis. A single change at a single position lets you introduce a wide array of chemical partners, creating libraries of potential new drugs far faster than by working from less reactive or more cumbersome cores. The amino group is not just an ornament either; it enables hydrogen bonding, plays a direct role in binding to target proteins, or simply acts as a point of attachment.
Every chemist has felt the headache of poorly characterized reagents. An off-color sample or unwanted byproduct in a reagent batch can waste days. With 5-Amino-3-Bromo-1-Methylindazole, reputable suppliers work to strict purity standards because the kind of scientists who use this molecule rely on sharp analytical verification—NMR, LC-MS, and melting point data checked and double-checked. I recall getting one batch that failed to spark the palladium reaction I’d planned, only to discover contamination from a similar isomer. After that, I learned to chase sources that actually provide clear analytical data upfront. Trustworthy supply chains make the difference between research that crawls and research that sprints.
Compared to generic indazoles or their simple halogenated cousins, this product makes a deeper impact because it brings together three modifications that change its “chemical personality.” A methyl group can make the compound a bit more stubborn in certain reactions, but sometimes that’s exactly what’s needed to avoid unwanted byproducts. The bromine, as I’ve seen firsthand, lets chemists slot in a wide variety of substituents, expanding what’s possible using known cross-coupling tricks. The amino group, often neglected in simple analogs, bumps up the versatility for both further synthesis and targeting biological functions, which remains a goal for anyone designing new drug scaffolds.
It’s easy to gloss over the crucial role molecules like this play in the bigger economy. Remember the headlines about new treatments for cancer or rare disorders? Many rest on libraries of new small molecules, often built on heterocyclic motifs that start out looking a lot like 5-Amino-3-Bromo-1-Methylindazole. The ripple effects reach beyond pharma; specialty materials, pigments, and even certain electronic applications sometimes lean on these tailored building blocks. The compound’s properties let companies design new products that meet modern demands, whether in greener agrochemicals or more effective diagnostic tools.
I’ve had the experience of collaborating with teams from both academic and industrial sides. The way academic groups chase new reactions mirrors how companies look for compounds that scale well, ship safely, and don’t surprise users with reactivity quirks. Here’s where a compound like 5-Amino-3-Bromo-1-Methylindazole earns its keep—its consistent performance across a variety of conditions means more predictable timelines, better reproducibility, and smaller risk of wasted resources. Every step saved on the synthetic pathway matters because it means lower costs, less solvent, and less regulatory paperwork for everyone downstream.
Safety in handling specialized indazoles starts with respecting their potential. In the lab, nobody forgets gloves, eye protection, and a well-cleaned hood when working with heterocycles—especially when they are functionalized with reactive groups like bromine. There is a growing push worldwide for more transparent safety data, and suppliers are starting to value pre-shipment verification for both purity and hazard assessment. Waste minimization, green chemistry, and careful tracking of reagents are all hallmarks of responsible research and manufacturing. These aren’t just talking points for regulators but lessons learned from decades of cleanup and better risk management. My own first brush with a minor lab spill—well contained thanks to good training—underscored the importance of preparation, especially with compounds outside the usual organic chemistry playbook.
Not all indazoles are built alike. Simple unsubstituted indazoles offer less scope for further transformation, often locking chemists out of valuable downstream reactions. Mono-halogenated indazoles, while useful, lack the extra reactivity that comes with an electron-donating group like an amine. I remember discussions with medicinal chemists frustrated by lackluster activity in single-substituted scaffolds; by turning to a compound featuring both a bromo and an amino group, they found entirely new binding motifs that boosted efficacy or selectivity. Plain methylated indazoles don’t provide the same entry points for building more elaborate molecules, and even the familiar dichloro- or dibromo-derivatives can react in less predictable ways, causing headaches during scale-up.
Whether designing kinase inhibitors, photochemical probes, or fragments for screening, scientists constantly hunt for compounds that give them more flexibility without adding uncontrollable complexity. Here, that methyl-bromo-amino combo in a single molecule streamlines synthesis, testing, and optimization. The reliance on known, well-characterized starting points brings more reliable outcomes, which feeds back into faster publication, better patent positioning, and—speaking from my own track record—fewer retractions and do-overs. The time saved by avoiding complex protection/deprotection steps or hard-to-separate isomers becomes real innovation currency.
It’s not just about purity or certificates of analysis; buying a batch of 5-Amino-3-Bromo-1-Methylindazole from a trusted supplier can mean the difference between a six-month struggle and a one-week solution. As science pushes into new targets—oncology, antivirals, CNS diseases—there’s less room for flaws in starting materials. More validation, better transparency, and a history of performance are qualities worth paying for, especially as regulatory bodies add more compliance layers. Learning to minimize batch-to-batch variation, ensuring full traceability from raw material to final use, and demanding full impurity profiles is just responsible practice. From my own experience sitting in interdisciplinary meetings, nothing stalls a project faster than a suspicious blip on an HPLC trace or a vague answer from a vendor.
People outside organic chemistry rarely see how the smallest change to a molecule’s scaffold can unlock whole new product categories. Multiple substituents on the indazole ring give greater synthetic versatility and open avenues for tuning molecular recognition and stability. The presence of three distinct groups—amino, bromo, methyl—isn’t accidental. Years of empirical observation show how demands in medicinal chemistry evolve toward these sorts of multi-functionalized platforms. With continual pressure to reduce time-to-market and lower overall costs, companies see a real advantage in starting with a scaffold built for expansion and adaptation.
Problems tend to crop up where supply fails to meet growing demand for complexity and reliability. I’ve seen it happen when a critical batch evaporates from the market, forcing research teams to scramble for alternatives or switch up synthetic plans at the last minute. One solution comes from fostering tighter partnerships between users and suppliers, with routine feedback, audit access, and open data exchange. The more buyers demand transparency—including access to real-time analytical data and certificates—the stronger the market response. Sustainable sourcing, attention to shelf life, and scalable synthesis routes add up to a more resilient ecosystem. There’s also more willingness now, compared to a decade ago, for custom-tailored batches and collaborative process development between chemists and suppliers, especially for “exotic” intermediates like this one.
Navigating legal and safety hurdles isn’t just a bureaucratic challenge; it’s a chance to raise the bar for everyone. The renewed stress on documenting purity, traceability, and performance data reflects the ongoing push for responsible science. Safety data sheets, hazard flags, and GHS labeling show up at the intersection of good manufacturing and good stewardship. Regulatory agencies have learned from past lapses where low-cost, poorly characterized intermediates caused expensive recalls or missed targets. Now, compliance isn’t about ticking boxes—it’s about earning trust. Researchers who use 5-Amino-3-Bromo-1-Methylindazole value the peace of mind that comes from thorough documentation and proven, consistent delivery.
For anyone new to working with this reagent, investing time in understanding its full behavior across different reaction conditions pays dividends. Simple step-by-step experimentation—varying base, temperature, and solvent—helped me avoid costly side reactions. Storage also matters: keep it sealed, dry, and away from heat, since excess humidity can degrade both indazole rings and sensitive substituted sites. And, always sample test-batches before scaling up a high-value or time-sensitive synthesis. Partnering with suppliers willing to share both tips and published applications adds another dimension of security, since the people supporting high-quality production are usually former bench chemists themselves.
In broader industry terms, the demand for multi-functionalized indazole derivatives keeps climbing, driven by AI-assisted drug discovery, faster screening technologies, and increased desire for tailored therapies. Recent studies published in peer-reviewed journals highlight successes starting from 5-Amino-3-Bromo-1-Methylindazole, often pointing to completed syntheses that cut costs and boost yields compared to older approaches. If the last decade serves as a roadmap, expect to see deeper integration with digital inventory systems and blockchains to document origin, handling, and even transport temperature, helping users trace any hiccup directly to its source.
5-Amino-3-Bromo-1-Methylindazole answers more than just one need. It reflects the way chemistry progresses—stepwise, data-informed, building on proven cores while staying open to what’s next. Every time a research breakthrough makes headlines, odds are, somewhere in the story, sits a molecule just like this one—quietly but crucially shaping results that affect health, industry, and science itself. Choosing well-established, reliable sources, supported by the lived-in wisdom of researchers who know the stakes, ensures these specialized building blocks become springboards for the discoveries yet to come.