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6-Bromo-1H-Indazole-4-Carboxylic Acid

    • Product Name 6-Bromo-1H-Indazole-4-Carboxylic Acid
    • Alias 6-Bromo-4-carboxyindazole
    • Einecs NA
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    592902

    Product Name 6-Bromo-1H-Indazole-4-Carboxylic Acid
    Cas Number 887420-03-1
    Molecular Formula C8H5BrN2O2
    Molecular Weight 241.04
    Appearance Off-white to light yellow powder
    Melting Point 260-265°C
    Purity Typically >98%
    Solubility Slightly soluble in DMSO, insoluble in water
    Storage Temperature 2-8°C
    Smiles C1=CC2=C(C(=C1)Br)NC=N2C(=O)O
    Inchi InChI=1S/C8H5BrN2O2/c9-5-1-2-6-7(3-5)11-10-4-8(6)12(13)14/h1-4H,(H,13,14)

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    More Introduction

    6-Bromo-1H-Indazole-4-Carboxylic Acid: Exploring Its Value in Modern Research

    A Closer Look at the Substance

    6-Bromo-1H-indazole-4-carboxylic acid isn’t a compound that most people come across unless they’re working in a lab with a focus on pharmaceuticals or chemical research. Those who work with heterocyclic compounds probably know its value right away. The structure, with an indazole core and a bromine atom attached at the 6-position, gives it a distinct set of characteristics that make it a favorite in many drug discovery projects. It also carries a carboxylic acid group at the 4-position, opening up further possibilities for chemical manipulation and reactivity.

    Typically, I find that researchers, especially in medicinal chemistry, look for building blocks that allow them to explore new pathways in drug design.6-Bromo-1H-indazole-4-carboxylic acid meets that need with its balance of complexity and straightforward functional groups. The indazole ring is found in molecules that interact with enzyme systems, kinases, and several targets of interest in pharmaceutical development. Adding a bromine atom makes the molecule bulkier and introduces the ability to tune electronic properties, which can affect both how it binds to proteins and how it behaves in various environments.

    Specifications Matter in Real Lab Work

    In practice, what matters most to researchers is how easy it is to use the material during experiments and how reliable the results are. Most commercial samples of this compound come as a solid, ranging in color from off-white to pale brown. Lab workers often check for purity with NMR and HPLC, and most available batches show purity exceeding 98%. As someone who has seen projects derailed by inconsistent sample quality, I can’t overstate the importance of suppliers keeping those numbers high. Moisture content is another factor—it’s often less than 1% for samples that are handled and stored properly.

    Weight, batch size, and how readily the acid dissolves influence how useful it is day-to-day. In my own experience, its moderate solubility in DMSO and common organic solvents means you can prepare solutions for screening panels or synthetic transformations without special procedures. Researchers often appreciate the lack of noxious or persistent odors, and it doesn’t tend to leave awkward residues behind after reactions. This isn’t always the case with similar compounds, especially some indazole derivatives that are notorious for volatility or tricky crystallization steps.

    How Scientists and Developers Put This Compound to Work

    6-Bromo-1H-indazole-4-carboxylic acid stands out for its versatility as a building block. Medicinal chemists tend to use it in combinatorial approaches—making libraries of compounds to search for drug candidates. The carboxylic acid group invites coupling reactions, making it possible to modify the molecule with a wide range of pharmacophores or to attach tags and linkers for biological assays.

    Some years ago, I worked with a team screening kinase inhibitors. Indazole derivatives consistently drew attention in our SAR (structure-activity relationship) studies. By introducing a bromine atom, we changed both the shape and electronic charge distribution of potential inhibitors, often making them more selective. This is especially important in kinase research, where selectivity can mean the difference between a compound that has promise in cancer therapy and one that causes off-target effects.

    Outside drug discovery, the compound sometimes finds use in material science and pigment development. The brominated indazole ring, thanks to its electron-rich aromatic system, responds distinctly in photophysical studies. Researchers exploring fluorescent probes or specialized dyes often start with indazoles substituted in exactly this way, tweaking the substituents to get the emission or absorption properties just right for analytical equipment.

    What Sets It Apart from Other Indazoles and Carboxylic Acids?

    In delving into chemical libraries or purchasing reagents, most scientists face a tough choice between small modifications that can have a big effect on outcome. Indazole-based building blocks, for example, cover a vast range—bromine can occupy different positions, and the carboxylic acid group might be located elsewhere on the ring. Each variant brings subtle shifts in reactivity and biological properties.

    6-Bromo-1H-indazole-4-carboxylic acid takes a strong position because the 6-bromo and 4-carboxyl pairing has emerged as a useful starting point for several routes in synthesis. Other brominated indazoles lacking the acid group, or acids without halogen substituents, often don’t offer the same balance of reactivity and stability. Replacement at other positions can sometimes slow down downstream reactions, lead to loss of potency in inhibitor studies, or force more demanding purification. I’ve seen colleagues lament time wasted chasing down analogs that failed only due to a swap in substituent location on the ring system.

    Right from the literature, studies reveal that bromine’s position on indazole frameworks influences how molecules orient themselves in enzyme binding sites. Coupled with a carboxylic acid at the 4-position, the structure tends to interact with target proteins in a way that other regioisomers do not. That’s a scientific way of saying small changes in structure can open up new doors for innovation—or slam those doors shut if you’re not careful. My own projects included rounds of optimization cycles, chasing selectivity or activity, and reaching again for this compound as a reference standard.

    Supply Chain and Real-World Concerns Facing Researchers

    As someone responsible for ordering and vetting new chemicals for research projects, I keep an eye on issues like lead times, documentation, and quality assurance. High-purity indazole derivatives with specialty substituents can be hard to track down. Sourcing from reputable suppliers with detailed certificates of analysis brings peace of mind and helps avoid costly rework. Transparent data on impurity profiles, storage recommendations, and shelf life goes a long way toward maintaining consistency, especially for academic groups that don’t have the budget to waste material through trial and error.

    Logistics also matter—temperature-sensitive compounds, unstable in ambient air, might break down or lose potency before reaching the bench. 6-Bromo-1H-indazole-4-carboxylic acid, being relatively robust, doesn’t demand refrigeration or inert atmosphere as stringently as some indazole analogs, but it still benefits from standard precautions: tight seals, dry conditions, and minimal light exposure. Based on audits and experience, I know these details make the difference between a smooth experiment and a week lost to troubleshooting.

    Current Trends in Research with 6-Bromo-1H-Indazole-4-Carboxylic Acid

    The last decade has seen an explosion of interest in indazole-based drugs and probe molecules for biochemical assays. Publications continue to describe the use of 6-bromo variants in kinase inhibitor libraries, neuroactive compound design, and structure-guided drug development. The carboxylic acid group at the 4-position offers an anchor for further chemical transformations, meaning it can serve as a branching point rather than a dead end in synthetic sequences.

    The consistent drive for new cancer treatments, especially those targeting difficult-to-treat mutations, relies on molecules that can adapt to changing knowledge about enzyme structures and resistance mechanisms. Indazole derivatives, specifically those with bromine at position 6, keep showing up among the top candidates. Some credited advances in central nervous system drug discovery to these frameworks, as their electronic properties cross blood-brain barriers and reach challenging targets that have eluded more common scaffolds.

    Researchers have also picked up on the photochemical properties for the development of advanced sensors. The precise placement of bromine atoms tends to influence both the absorption and emission of light, aiding in detection limits for analytical techniques. Fluorescent tags based on indazole rings modified in this way are easier to integrate into biological experiments, producing sharper data with less background noise.

    Potential Hurdles and How to Address Them

    No research chemical is perfect, and I’ve seen bottlenecks pop up with 6-Bromo-1H-indazole-4-carboxylic acid as with many specialty reagents. Solubility, though generally achievable in laboratory solvents, might drop off in water or neutral buffers, so anyone planning biological assays has to build in a solubilization strategy—maybe using cosolvents or adapting buffer systems. This challenge isn’t unique, but it does call for planning ahead, especially where assays involve living cells or long-term storage in aqueous environments.

    Another point comes up with the purity and byproduct formation. While most commercial suppliers offer high-purity samples, researchers sometimes run into unexpected peaks during NMR analysis, especially after extended storage. Taking steps to check identity and purity before each new campaign prevents headaches later. Routine TLC, NMR, or HPLC checks—that’s time-consuming but critical for avoiding batch-to-batch variation.

    Waste management deserves mention as well. Halogenated aromatic compounds call for responsible disposal according to local environmental controls. Most research facilities maintain solvent waste streams for contaminated organics, and halogenated indazoles must never go down the drain. Researchers who ignore these guidelines risk fines and compromised workplace safety. It’s become more common for labs to include short training modules or safety reminders each time a new chemical enters the inventory.

    Supporting Responsible Research and Development

    Academic and industrial scientists alike stay attuned to both the promise and pitfalls of specialty reagents. 6-Bromo-1H-indazole-4-carboxylic acid, while not a household name, represents a class of compounds that have helped advance significant breakthroughs in medicinal chemistry, diagnostics, and materials science. The process starts with selecting quality reagents, but building robust procedures and sharing insight with suppliers helps to close the loop and feed future innovation.

    Based on my experience, I recommend keeping strong records of every order, including batch numbers and supplier documentation, as projects advance. If issues arise—whether a reaction underperforms or analytical data look off—the answer often lies in a review of sourcing and handling. Feedback to suppliers also boosts industry standards, encouraging transparency and investment in quality control.

    There’s room for improved collaboration between chemists and sales representatives, with honest communication about application needs and pain points. The rise of digital ordering platforms now makes it easier to flag recurring problems, track shipping conditions, and confirm exact specifications for each delivery. Small changes, such as switching to tamper-evident packaging or including updated safety sheets, can save countless hours in large screening campaigns or process development projects.

    Pathways to Greater Precision in Synthesis and Application

    Every new synthetic campaign has its own quirks, and the flexibility provided by 6-Bromo-1H-indazole-4-carboxylic acid allows for adaptations that were out of reach for earlier generations of researchers. The popularity of Suzuki-Miyaura cross-couplings, for instance, benefits from the bromine atom at position 6, making it possible to append aryl or heteroaryl groups under mild conditions. Carboxylic acids at position 4 provide a handle for amide coupling or esterification, unlocking bioconjugation or polymer attachment routes.

    As research projects become more multidisciplinary, involving biologists, engineers, and computational chemists, clear protocols and reproducible starting materials matter more than ever. Including 6-bromo-1H-indazole-4-carboxylic acid in chemical libraries grants teams an edge, allowing quick pivots between synthetic targets or assay types. In my projects, collaborations with teams across time zones meant sending reliable material specs to every participant—eliminating delays and giving each group confidence in the tools at hand.

    Building a new molecule always brings risks: will it react as predicted, or will a small shift in functional group cause the synthesis to stall? Using well-documented intermediates reduces that uncertainty. Colleagues have reported that attempts to use unsubstituted or chlorinated indazole acids sometimes led to sluggish reactions, unpredictable byproducts, or unstable intermediates. The 6-bromo analog, on the other hand, repeatedly showed crisp, clean transformation across boronic acid couplings and amidation reactions.

    Stewardship and Safety: Rethinking Lab Habits

    No chemical commentary is complete without a word about safe and sustainable practice. While 6-Bromo-1H-indazole-4-carboxylic acid is not particularly hazardous compared to more reactive chemicals, it deserves the same attention as other specialty reagents. Personal protective equipment—gloves, goggles, lab coats—remains non-negotiable, especially given its powdered form that can spread particles if mishandled.

    Labeling and storage come next. Clear labeling, including concentrations in solutions and preparation dates, helps prevent cross-contamination with other sensitive substances. Even minor contamination, such as dust from an open benchtop, can compromise long-term projects. Storing in airtight containers, away from direct sunlight, minimizes breakdown or unexpected alteration over time.

    I’ve noticed that the move toward shared research facilities increases the likelihood of accidental mix-ups, particularly with lookalike powders or poorly marked vials. Keeping a digital inventory, perhaps updated every time a bottle is opened or sampled, drastically reduces those risks. Such practices also dovetail with institutional safety goals and, in some cases, meet audit standards for compliance with environmental health guidelines.

    Bringing New Talent into Advanced Chemical Research

    Young scientists eager to dive into medicinal chemistry or material design often lack direct experience with building blocks like 6-Bromo-1H-indazole-4-carboxylic acid. Good mentorship can fill those gaps, turning a bottle of white powder into a gateway to career-shaping discoveries. Focusing training efforts on practical aspects—like checking NMR spectra for purity each time a new bottle arrives, or logging the batch number for each experiment—lays a foundation for scientific rigor and future achievement.

    For many, a first exposure to the power of targeted synthesis comes through compounds just like this. Students learn the importance of substituent effects, of predicting how a bromine in position 6 and a carboxyl at position 4 shifts the game compared to similar but less reactive starting points. Early successes often hinge on small details, like double-checking solvent choices or temperature profiles borrowed from published protocols rather than taking them for granted.

    Training programs that couple practical hands-on sessions with discussions about the broader impacts—how building blocks feed into the global search for improved medicines or diagnostics—deliver a sense of purpose and pride. With global problems hanging in the balance, every small victory in the lab becomes part of a much larger story.

    Looking to the Future: Next-Generation Applications

    Many believe that chemical innovation starts at the molecular level with choices about what to build and how to build it. Tools like 6-Bromo-1H-indazole-4-carboxylic acid make possible new classes of molecules with the right combination of activity, selectivity, and developability. It’s a building block that doesn’t just react—it helps to build careers, push boundaries, and shape outcomes in human health and technology. Bright minds working in the world’s top labs keep finding new uses, publishing successes that propel the field forward.

    Emerging work on AI-guided synthesis and data-driven compound selection raises the profile of versatile precursors. As labs generate thousands of molecular permutations, reliable intermediates become treasures. Experiments using advanced screening platforms, automated sample handlers, and high-throughput analytical machines now depend on stable chemicals that don’t introduce variability into the data.

    Collaborative research between academia and industry, supported by scientific societies and regulatory agencies, maintains the standards that define best practices. Feedback loops—user reports, supplier quality checks, scientific publications—keep improvement moving forward. Building blocks like 6-Bromo-1H-indazole-4-carboxylic acid fuel that loop, ensuring that the intellectual investment of each generation is paid forward, not lost in translation.

    Supporting Innovation, One Molecule at a Time

    Innovation seldom follows a straight path. Along the way, unsung compounds such as 6-Bromo-1H-indazole-4-carboxylic acid find themselves central not just to another synthesis, but to breakthroughs that change the way people think about challenging diseases or cutting-edge technology. Experienced researchers know that great discoveries rest on a solid foundation of reliable, well-characterized materials. The smart money isn’t just on flashy final products—it’s on the tools and building blocks that quietly power every search for knowledge.

    Anyone designing new studies or scaling up discoveries for wider use knows that small choices about intermediates can ripple outward—influencing project timelines, shaping development trajectories, and sometimes making the difference between progress and a dead end. 6-Bromo-1H-indazole-4-carboxylic acid might not have marquee status, but its influence echoes through modern scientific practice, supporting both everyday routines and once-in-a-generation achievements. For those invested in research that matters, a closer look at the humble yet powerful tools of the trade will always pay dividends.