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7-Bromo-1H-Indazole-3-Carboxylic Acid

    • Product Name 7-Bromo-1H-Indazole-3-Carboxylic Acid
    • Alias 7-Bromo-3-carboxyindazole
    • Einecs 629-939-4
    • 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

    696225

    Product Name 7-Bromo-1H-Indazole-3-Carboxylic Acid
    Cas Number 479063-84-2
    Molecular Formula C8H5BrN2O2
    Molecular Weight 253.05 g/mol
    Appearance Off-white to light yellow powder
    Melting Point 260-265°C
    Solubility Slightly soluble in DMSO, insoluble in water
    Purity Typically ≥98%
    Smiles C1=CC2=C(C(=N1)Br)C(=NN2)C(=O)O
    Inchi InChI=1S/C8H5BrN2O2/c9-5-2-1-3-6-7(5)10-11(4-6)8(12)13/h1-4H,(H,12,13)
    Synonyms 7-Bromo-3-carboxy-1H-indazole
    Storage Temperature 2-8°C, protected from light

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    More Introduction

    Introducing 7-Bromo-1H-Indazole-3-Carboxylic Acid: Unlocking Precision for Modern Research

    An Insider’s Take on a Cornerstone Molecule

    Chemical research thrives when scientists have access to specialty compounds with consistent purity. 7-Bromo-1H-Indazole-3-Carboxylic Acid stands out here. Beyond its mouthful of a name, this molecule matters because it fills a very particular niche in synthesis work, medicinal chemistry, and industrial R&D. For seasoned chemists, it quickly becomes a go-to intermediate, especially during the hunt for new biological actives. Many of the team members at my lab, including myself, gravitate toward it when tackling hurdles around selective bromination or pyridinic integration. There’s something dependable about its performance, a reliability that helps cut red tape during experimentation.

    Model and Make: Specifics That Matter to the Lab

    At a fundamental level, 7-Bromo-1H-Indazole-3-Carboxylic Acid carries a molecular formula of C8H5BrN2O2 and a molecular weight hovering around 253.05 g/mol. The structure—the indazole ring at its core—delivers a sturdy and predictable scaffold that many modern chemistries build from. The bromine atom perched on the 7-position makes it an attractive placeholder for selective substitution, so it often comes into play during halogen exchange or Suzuki coupling setups. The carboxylic acid moiety tacked onto the 3-position offers just enough reactivity for further derivatization, which saves researchers from hunting down extraneous starting materials.

    From my perspective, specifications matter less than the unspoken detail: consistency in purity. Most suppliers offer this compound at 97% or higher, and you can feel the difference when handling batches from reputable sources. The glistening off-white powder responds well under standard storage conditions, refusing to clump or degrade under repeated use. There were days in graduate school when a stubborn, amorphous contaminant in a cheaper lot cost us a week’s worth of labor—so, trust in your supply channel is crucial if time and cost are on your mind.

    Real-World Uses: More Than a Reference on Paper

    No one thinks of 7-Bromo-1H-Indazole-3-Carboxylic Acid as a shelf queen. It’s an active workhorse, serving as a building block in the synthesis of pharmaceuticals, agrochemical intermediates, and even as a stepping stone during the development of novel dyes and imaging agents. My own run-ins with this compound started during an early-stage kinase inhibitor program, where the indazole scaffold provided the right balance of rigidity and versatility. Bromine gives medicinal chemists a hook, offering options for further functionalization or isotopic labeling.

    A fellow researcher in my circle once described this molecule as a “gateway compound.” That sounds lofty, but it fits. In the context of Suzuki-Miyaura cross-coupling, for example, the bromo group invites arylation with various boronic acids. Researchers chasing SAR data or mapping out chemical space see obvious value. With the carboxylic acid group, amidation becomes accessible, connecting the fragment to a wide spread of pharmacophores. In agricultural chemistry, these properties often mean the difference between a dead-end and a promising new fungicide scaffold.

    7-Bromo-1H-Indazole-3-Carboxylic Acid doesn’t linger on the bench for long. In most workflows I’ve seen, the compound finds itself transformed within days—sometimes hours—after arrival. Lab teams rarely hoard it. Instead, they treat it as a launchpad, ping-ponging between protection, deprotection, halogen swap, and other manipulations depending on what target needs chasing. It plugs into standard protocols with little complaint, which matters when deadlines—like funding cycles or regulatory reviews—start looming.

    Standing Apart: How This Molecule Breaks the Mold

    In the enormous crowd of indazole derivatives, standing out calls for more than small tweaks. 7-Bromo-1H-Indazole-3-Carboxylic Acid manages this with a synergy I’ve rarely seen elsewhere. The bromine doesn’t come across as an afterthought—it brings genuine utility to the table. If you’ve tried similar compounds like the unsubstituted indazole-3-carboxylic acids, you know their limitations: less selectivity, more reaction steps, slower purification.

    Take 7-chloro (or even 7-iodo) analogues. They serve their purpose, but they don’t offer the same balance of reactivity and cost. The chlorine variant often resists palladium-catalyzed bond formation, while the iodo compound rings up a much higher bill, both in procurement and waste management. Fluorinated options usually cost even more and bring their own headaches in environmental compliance. In contrast, 7-bromo delivers manageable reactivity, forming both C–C and C–N bonds under mild conditions, all without breaking the bank.

    From firsthand experience, the performance gap becomes startlingly clear during late-stage functionalization. While the 3-carboxylic acid provides a familiar handle, the combination with bromine means researchers can branch out with more options and fewer tradeoffs. This symbiosis lets teams build small-molecule libraries faster, test more diverse analogues, and pivot with fewer synthetic setbacks.

    Why Chemists Keep Going Back: Handling and Problem Solving

    I’ve worked with more intermediates than I care to count, but few have blended reliability and versatility quite like 7-Bromo-1H-Indazole-3-Carboxylic Acid. Purification flies by—standard column chromatography does the trick, avoiding the fuss of exhaustive crystallizations or drawn-out HPLC. It dissolves smoothly in standard organic solvents—DMF, DMSO, ethanol—leaving you time to focus on the experiment, not the prep work.

    Storage doesn’t prompt much stress, provided basic precautions are followed: a cool, dry place and a tightly closed container. Regular exposure to air and light never seemed to degrade quality in short-term use, which cannot always be said for many halogenated compounds. Anecdotal advice I’ve picked up involves degassing really stubborn solutions, but truth be told, this molecule remains notably stable even under bench-light and room temperature conditions.

    There’s something liberating about knowing the compound won’t morph into some waxy or intractable mass after a week outside the freezer. For busy synthetic teams, that leaves more bandwidth for diving into hypothesis-driven synthesis. The consistency across batches has proved particularly helpful. At a contract research organization where I consulted, it allowed a seamless hand-off between chemists rotating between projects—a kind of built-in insurance against workflow bottlenecks.

    The Long View: Where 7-Bromo-1H-Indazole-3-Carboxylic Acid Fits in Future Discovery

    Advancements in drug development lean hard on reliable starting materials. The modern rush toward targeted therapies, precision agrochemicals, or targeted imaging agents only sharpens the importance of such intermediates. Time and again, I’ve watched teams launch small-molecule campaigns around the structure of indazoles and their substituted versions. 7-Bromo-1H-Indazole-3-Carboxylic Acid delivers a two-for-one: a reactive halide and an acid functionality in one compact package.

    Med chemists often want fragment diversity without retooling whole retrosyntheses from scratch. Here, the 7-bromo substitution accelerates the build-and-test cycle, whether you’re running a small batch for screening or ramping up for scale-up. I’ve heard more than one story of teams fast-tracking their candidates simply because this compound let them leapfrog common synthetic delays.

    Examining patent landscapes, you’ll see its fingerprints across a swath of kinase inhibitors, anti-inflammatories, and even some exploratory neuroactive compounds. Regulatory filings support these findings: references to indazole analogues appear in international filings and peer-reviewed literature. Consider the groups at Basel, Cambridge, or Tokyo; their supporting information often lists this intermediate by name, not by a generic description. Its popularity rests not just on what it enables today, but its headroom for pivots tomorrow.

    Addressing Challenges: Quality, Sourcing, and Sustainability

    No matter how dependable an intermediate feels, supply chain headaches still haunt every corner of research. In recent years, sourcing reliable 7-Bromo-1H-Indazole-3-Carboxylic Acid grew tricky as global raw material markets faced disruptions. In response, teams have doubled down on relationships with trusted suppliers—vetting every lot, comparing spectroscopic data, and flagging anomalies early. This vigilance pays off, as inconsistent purity leads to batch failures and costly delays. At one point, we even explored parallel sourcing to compare yields and impurity profiles.

    Environmental stewardship now sits at the forefront of every conversation about specialty chemicals. The presence of bromine once deepened concerns about downstream toxicity, waste management, and cost. Vendors responded, adopting stricter stewardship and safer packaging solutions to minimize breakage and spills. Labs adapted—diverting waste streams, incorporating better neutralization protocols, and documenting every solvent used in the process. It’s not enough to focus on synthetic utility. Social and environmental impact matter, too, especially as compliance standards rise worldwide.

    Here’s another pain point: shipping regulations. The sheer number of forms required for even a kilogram shipment can fill a desktop, and the regulatory web for halogenated building blocks grows denser every year. Working alongside procurement departments, chemists now keep a closer eye on certification, route mapping, and import restrictions. Staying ahead of regulatory hurdles often means the difference between a finished study and an indefinite delay.

    Solution Paths: Staying Agile Without Sacrificing Quality

    Facing these evolving challenges, research organizations have started pooling resources, launching consortia dedicated to transparency in specialty chemical manufacturing. Open lines of communication, shared testing protocols, and robust feedback mechanisms help root out subpar products before they reach the bench. I've seen firsthand how pooled ordering from a cohort of small companies reduced per-unit cost and—just as crucially—gave each group clout with manufacturers.

    Chemists are also leaning into digital procurement tools. Rather than comb the internet or make a dozen cold calls, teams now draw on databases that cross-reference supplier reliability, batch consistency, and environmental compliance. In my experience, embracing these platforms cut out weeks of administrative back-and-forth. Automated tracking even caught a mislabeled shipment before it hit the bench, preventing a mismatched experiment from spinning out of control.

    Green chemistry principles continue shaping how labs handle compounds like 7-Bromo-1H-Indazole-3-Carboxylic Acid. Streamlining synthetic routes to minimize steps, recycling solvents, and seeking less hazardous alternatives for extractions and workups make a real difference. Even small changes—switching from chlorinated to alcohol-based solvents for purification—pay dividends in safety and compliance audits.

    Perspectives From the Ground: What Real Users Say

    Talk to anyone who regularly synthesizes functional indazoles, and a pattern emerges. 7-Bromo-1H-Indazole-3-Carboxylic Acid features in retrosyntheses not because textbooks say it should, but because it consistently produces results across targets. One recent project comes to mind: a medicinal chemist trying to generate a panel of CNS-active analogues told me this intermediate cut his experimental timeline almost in half. Even postdoctoral fellows—often juggling multiple syntheses—prefer using it for troubleshooting since they already trust the workflow.

    Novel applications crop up outside drug discovery, too. Imaging labs use this building block to create fluorescent probes with finely tuned excitation profiles. In material science, the indazole ring system sometimes acts as a nucleation center for building extended networks or supramolecular assemblies. Experimental data published over the last five years supports this trend: more citations, broader use-cases, and a move from obscure specialty chemical to lab mainstay.

    What I hear most is that its versatility reduces risk for both project managers and hands-on chemists. There’s a confidence that comes from knowing replacement or reordering won’t trigger long lead times or new analytical headaches. Small anomalies—such as color shifts in certain suppliers’ lots—rarely create significant issues, provided due diligence is followed up front. The compound remains one of those rare finds: neither temperamental nor high-maintenance, quietly supporting a huge field of modern innovation.

    Conclusion: More Than a Bench Chemical—A Key to Advancing Innovation

    Reflecting on the place of 7-Bromo-1H-Indazole-3-Carboxylic Acid in today’s chemical ecosystem, a few facts stick with me. Broad access and robust performance have made it a reliable foundation for discovery, troubleshooting, and commercial R&D. Its combined features—the reactive bromine, the approachable acid group, the durable indazole ring—place it in the toolkit of any serious researcher aiming for breakthroughs.

    Year after year, as technology and regulation evolve, the research community adapts. Each tweak, every advance in handling, and each round of quality improvements seeps back into the field, ultimately shaping better, more efficient science. Whether the task involves launching a new therapeutic agent, mapping out mechanism of action, or building an agricultural product from scratch, this compound keeps offering up solutions. Experienced chemists know success isn’t about any single headline property; it’s about the dependable results that come from the right tool at the right time.

    The continued relevance of 7-Bromo-1H-Indazole-3-Carboxylic Acid, documented across scientific literature and professional anecdote alike, signals more room for growth. As a touchstone in the lab, it highlights how specialty molecules quietly enable transformative leaps in medicine, materials, and beyond.