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HS Code |
982469 |
| Chemical Name | 6-Bromo-1-Methyl-1H-Indazole-3-Amine |
| Molecular Formula | C8H8BrN3 |
| Molecular Weight | 226.08 g/mol |
| Appearance | Solid (typically powder or crystalline) |
| Solubility | Likely soluble in DMSO, DMF, limited in water |
| Purity | Typically >95% (for lab/synthesis use) |
| Storage Conditions | Store in a cool, dry place; keep container tightly closed |
| Smiles | Cn1c2ccc(Br)cc2n(n1)N |
| Inchi | InChI=1S/C8H8BrN3/c1-12-8-6(10)4-2-3-5(9)7(8)11-12/h2-4H,10H2,1H3 |
| Synonyms | 6-Bromo-1-methylindazol-3-amine |
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6-Bromo-1-Methyl-1H-Indazole-3-Amine belongs to a unique family of indazole derivatives, capturing the interest of researchers who focus on designing new molecules for specific chemical and biological roles. Many scientists likely remember their first encounter with an indazole ring, perhaps during an undergraduate lab or after reading a research paper. Back then, the possibilities nestled within these nitrogen-rich frameworks felt both promising and mysterious. In particular, small modifications—such as adding a bromine atom or a methyl group—can unlock new properties, from enhanced reactivity in synthesis to increased selectivity in biological screens.
This compound, often known by its chemical identifier or as 6-Bromo-1-methylindazole-3-amine among chemists, stands out by combining a bromine atom on the sixth position with a methyl substituent at the first nitrogen. That subtle tweak creates a profile different from plain indazole or its other analogs. In research, these differences matter. As anyone who has worked at the bench knows, swapping out a hydrogen for a bromine makes more than a notational difference—it can change a compound’s solubility, electronic environment, and even regulatory treatment, affecting scale-up decisions and broader applicability.
Pure 6-Bromo-1-Methyl-1H-Indazole-3-Amine often appears as an off-white or pale crystalline solid. Chemists value high purity in this context because even tiny variances in molecular composition impact reaction outcomes or structural studies. In practice, many suppliers offer materials with purity over 98%, allowing pharmaceutical and agrochemical researchers to trust their data, confirm their reaction yields, and move faster in iterative synthesis cycles.
Comparing this molecule to other indazole-3-amines paints a useful picture. The bromine atom not only provides synthetic chemists a strategic handle for cross-coupling reactions (such as Suzuki, Sonogashira, or Buchwald-Hartwig amination), but also influences the molecular geometry and electron density. Students working on their first heterocyclic library quickly learn that even a single halogen can drive vastly different metabolic profiles in bioactivity assays or shift basicity (pKa) values. The methyl group on the nitrogen reduces possible sites of hydrogen bonding, changing how the molecule interacts with solvents or biomolecules. These variations give researchers control over chemical reactivity, biological engagement, and process development.
Chemists in pharmaceutical development keep finding new uses for indazole-based compounds, drawn to their versatility and performance in enzyme and receptor targeting. Medicinal chemistry teams searching for kinase inhibitors, for instance, frequently explore halogenated derivatives as seed compounds. By introducing bromine, scientists gain a versatile point for further modification or radiolabeling. A few years back, I met a graduate student excitedly describing his project—he used a similar indazole scaffold to probe selectivity across kinase subfamilies, leveraging the bromo group to introduce clickable tags for proteomics experiments.
Colleagues in agricultural chemistry also gravitate toward indazole frameworks. The inclusion of unique substituents like a bromine atom can help design herbicides or fungicides with improved selectivity. Once, we tried substituting a methyl group on the indazole nitrogens just to engineer better crop safety profiles, and the improvements felt almost magical—growth effects changed so dramatically across our test organisms that statisticians double-checked the data. In such cases, the tiny changes in molecular architecture echo all the way to the field, influencing efficacy and environmental persistence.
For material scientists, a compound like 6-Bromo-1-Methyl-1H-Indazole-3-Amine opens the door to targeted functionalization. Some research teams experiment with these compounds in the construction of conjugated organic frameworks or as intermediates in dye synthesis. A materials chemistry colleague once noted how a slight alteration in a ligand’s halogen pattern could drive a notable shift in optical absorption and emission properties. The same effect has been seen with indazoles substituted at strategic positions.
Selecting 6-Bromo-1-Methyl-1H-Indazole-3-Amine over other available indazole amines often comes down to task-specific goals. Compared to non-halogenated indazole-3-amines, the presence of bromine accelerates certain synthetic maneuvers—especially palladium-catalyzed coupling reactions used for rapid library development. Chemists aiming to build molecular complexity or append specific substituents know how a bromo group at the right position can make or break a multistep pathway. I recall the difference it made in building a targeted kinase inhibitor library: with a non-halogenated indazole, every synthesis step dragged out, conversions dipped, and purification became a tedious affair. The bromo analogue, by contrast, allowed swift progress and reproducible results.
Besides synthetic utility, the bromine atom introduces a heavier element into the molecular structure, raising the prospect of using X-ray crystallography for structural elucidation. Heavier atoms can boost electron density, giving sharper diffraction and facilitating easier structure solution—even students tackling their first crystals notice the difference. For folks dealing with structure-activity relationship (SAR) studies, there’s inherent value in tuning hydrophobicity and electronic properties by toggling halogen groups.
Distinguishing this molecule from chloro- or iodo- analogs comes down to both practical and regulatory considerations. Bromine often finds the sweet spot between size and reactivity, balancing ease of further functionalization with manageable toxicity profiles. In some regulatory frameworks, brominated compounds may enjoy less scrutiny than their iodo- or fluoro- relatives, easing the literature search burden and compliance headaches during early-stage R&D.
Demand for specialized building blocks like 6-Bromo-1-Methyl-1H-Indazole-3-Amine tracks larger shifts in the chemical industry. Pharmaceutical research keeps moving toward greater molecular complexity and tighter selectivity, fueling the search for scaffolds that offer novel geometry and functional handles. Organic chemists familiar with the frustrations of late-stage functionalization appreciate how a strategically placed bromine can open doors for iterative development—even after core pharmacophores have been dialed in. Readers who have worked with combinatorial libraries will recognize how such modular building blocks save time, resources, and creative energy.
In my own experience, working with libraries of substituted heterocycles felt like unlocking a well of potential, provided I started with the right building blocks. If a synthetic campaign began with poorly functionalized core scaffolds, the project would stall, hit purification roadblocks, or require endless re-design. Early adoption of halogenated indazoles, on the other hand, enabled faster progress, more consistent yields, and greater adaptability as biological screening results guided analog expansion. Today’s research environments—pressured by patent cliffs, regulatory demands, and the need for rapid prototyping—make these attributes crucial.
Environmental chemists pay close attention to the fate of specialty organics, including halogenated indazoles like this one. While bromine’s profile is usually more favorable than chlorine, responsible laboratory practice demands close monitoring of by-products, methodological waste, and downstream metabolites. Years ago, during a project lagging under growing scrutiny of halogenated waste, our team documented the environmental fate and biodegradability of our intermediate halogenated chemicals. Data revealed that careful control over reaction conditions and by-product management minimized the risks and the regulatory headaches. Such lessons reinforce the modern imperative—design compounds and protocols that make both scientific and environmental sense, looping sustainability into lab routines from the outset.
Research-grade chemicals, including 6-Bromo-1-Methyl-1H-Indazole-3-Amine, underpin much of what drives credible, reproducible lab work. Today’s E-E-A-T standards—put forward by organizations like Google—emphasize the importance of experience, expertise, authoritative sourcing, and trustworthiness in scientific communication. Laboratories should draw from reliable suppliers with traceable quality controls, documented analytical data (NMR, HPLC, LC-MS, etc.), and histories of consistent, transparent service. Years of chasing reproducibility taught me that low-grade or poorly documented chemicals can upend whole research programs, leading to irreproducible data or costly delays.
For students new to organic synthesis, the initial purchase may seem routine. In truth, the supplier choice shapes the outcome of downstream experiments. A purified, well-characterized brominated indazole delivers consistent yields and reliable purity checks. Moving from small-scale academic beginnings to high-throughput corporate settings, I found that even minor impurities wreak havoc, catalyze side-reactions, or poison catalysts in ways that only become clear after weeks of troubleshooting. Robust research rests on trusted building blocks.
Peer-reviewed studies, patent filings, and regulatory submissions have all cited brominated indazole derivatives. Going from notebook sketches to published results leans heavily on the integrity of the starting materials. In global markets, uneven standards and documentation often slow down innovation—scientists working across borders gravitate toward suppliers with proven track records, full method transparency, and responsive technical support.
Chemical synthesis teams constantly push for new ways to speed up discovery, optimize pharmacology, and lower costs. Compounds like 6-Bromo-1-Methyl-1H-Indazole-3-Amine meet the moment by providing adaptable platforms for target-guided functionalization or late-stage diversification. Teams working with constrained budgets or timeline pressures benefit from reliable access to such versatile building blocks. A pharma team I consulted with described their relief on switching to brominated indazoles for a fragment-based chemistry program—they moved from weeks-long bottlenecks to rapid, iterative synthesis and faster deployment to in vitro screens.
A common challenge involves translating lab-scale successes into pilot production or commercial settings. Researchers have the know-how to build elegant molecules in milligram quantities, but headaches mount in kilolab or ton-scale processes. Brominated intermediates sometimes complicate purification or raise questions about raw material cost and environmental handling. Overcoming these obstacles demands process optimization, waste management strategies, and engagement with environmentally responsible vendors. Our lab team worked with process engineers to minimize solvent use and by-product formation when scaling up brominated indazoles, documenting every improvement to demonstrate sustainable practices.
Academic and startup groups often benefit from sharing these lessons, creating a collective knowledge base for industry and research. Web forums, specialty workshops, and conferences serve as fertile ground for case studies and troubleshooting partnerships. Years ago, posting an open question about scaling up indazole derivatives led to a fruitful exchange with an industrial chemist. We discussed routes for maximizing crude purity and simplifying workup, drawing on complementary experience and learning from one another—a key component of trust in the scientific enterprise.
Today, scientific progress operates in an environment shaped by regulatory compliance, public scrutiny, and shifting market forces. Specialty chemicals—especially those containing halogen atoms—have experienced increased monitoring due to downstream effects, such as contamination concerns or persistence in soil and water. Yet, compounds like 6-Bromo-1-Methyl-1H-Indazole-3-Amine keep their place in the researcher’s toolkit because their benefits (modularity, predictable function, and adaptability) outweigh challenges when managed thoughtfully.
Navigating these regulatory environments calls for proactive engagement and transparent record-keeping. Vendors with dedicated compliance teams and traceable sourcing make things smoother. Researchers on grant timelines or commercial deadlines appreciate knowing exactly how their reagents align with regional and global chemical control laws. In recent years, green chemistry initiatives have pushed for the development of more degradable analogs and better waste treatment protocols—real progress strengthens both research outcomes and sustainability records.
Investments in research infrastructure continue to rise, and so does competition among chemical suppliers. As a longtime user of indazole derivatives, it’s been fascinating to watch trusted suppliers adopt more rigorous documentation, add digital access to analytical data, and offer expanded ranges of certified green manufacturing options. This progress reflects evolving user expectations: robust traceability, sustainability efforts, and responsiveness to regulatory change.
Looking ahead, the future of 6-Bromo-1-Methyl-1H-Indazole-3-Amine and related specialty compounds appears robust. Expanded use in medicinal chemistry, agricultural innovation, and materials science reflects continued demand for molecules offering both versatility and strategic points for modification. Still, persistent challenges need attention. Environmental impacts and downstream safety warrant vigilant management. Expanding dialogue among academic, industrial, and regulatory groups has spurred useful reforms—and more could be done, such as integrating waste monitoring sensors, developing greener synthesis pathways, and accelerating adoption of circular chemistry models.
Quality assurance teams, process engineers, and environmental specialists can collaborate to develop even cleaner production protocols, aiming to lower energy demand and minimize the use of halogenated solvents. Early in my career, cross-departmental teams drew up waste minimization plans, tying together insights from research and pilot-plant operations. These efforts fostered early adoption of solvent recycling programs, ultimately yielding operational savings and regulatory goodwill. Such broad collaboration—blending technical expertise, operational experience, and environmental stewardship—will define the next generation of specialty chemical manufacturing.
Finally, expanded access to real-world performance data, shared openly by the research community, strengthens confidence in specialty reagent performance and safety. Crowdsourced databases, open-access protocols, and standardized reporting could reduce duplication of effort and expand collective learning. In all these arenas, 6-Bromo-1-Methyl-1H-Indazole-3-Amine stands as both a tool for discovery and a test case for responsible chemical development, connecting generations of researchers as they build solutions for science, agriculture, industry, and beyond.