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7-Bromo-1H-Indazole

    • Product Name 7-Bromo-1H-Indazole
    • Alias 7-Bromo-1H-indazol
    • Einecs 608-196-2
    • 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

    306470

    Productname 7-Bromo-1H-Indazole
    Casnumber 183208-35-7
    Molecularformula C7H5BrN2
    Molecularweight 197.04 g/mol
    Appearance Off-white to light yellow solid
    Meltingpoint 112-116°C
    Solubility Soluble in DMSO, slightly soluble in ethanol
    Smiles Brc1ccc2[nH]ncc2c1
    Inchi InChI=1S/C7H5BrN2/c8-5-1-2-6-7(3-5)9-4-10-6/h1-4H,(H,9,10)
    Pubchemcid 16759533

    As an accredited 7-Bromo-1H-Indazole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 7-Bromo-1H-Indazole

    Applications of 7-Bromo-1H-Indazole in Industrial Manufacturing

    7-Bromo-1H-Indazole serves as a valued intermediate in the synthesis and scale-up of advanced APIs and specialty industrial chemicals. The material’s selectivity and reactivity have led to its adoption across various segments of the fine chemicals sector, with established roles in several precision downstream processes. This section presents detailed industrial application scenarios where our manufacturing clients have integrated 7-Bromo-1H-Indazole, focusing on compliance, composition usage, process workflow, and finished outputs.

    1. Pharmaceutical API Intermediate Synthesis

    Leading pharmaceutical manufacturers utilize 7-Bromo-1H-Indazole as a key heterocyclic building block in targeted API synthesis, particularly for the construction of kinase inhibitors and emerging oncology drug candidates. The compound is introduced in advanced synthetic steps to achieve high molecular specificity and purity aligned with clinical research and commercial trial requirements. Batch protocols tightly control impurity profiles to meet global regulatory dossiers.

    Industry compliance standards

    • ICH Q7 GMP for active pharmaceutical ingredients (APIs)
    • European Pharmacopoeia (Ph. Eur.) monograph compliance for relevant APIs
    • US FDA 21 CFR Part 211 for drug substance production
    • EDQM TSE/BSE risk management guidance

    Typical usage ratio

    • 0.15–0.35 molar equivalents per target molecule (optimized per reaction step and selected API synthesis pathway); scale adjusted according to moles of final API and associated process yield requirements

    Downstream process integration

    • Added as a core halogenated scaffold during mid-stage coupling, Suzuki/Miyaura or Buchwald–Hartwig amination reactions; purification by silica gel chromatography or preparative HPLC before conversion to downstream intermediates or APIs

    Final product types

    • Oral oncology compounds for clinical trials
    • Synthesized kinase inhibitor active pharmaceutical ingredients
    • Anti-inflammatory candidate APIs utilizing indazole motifs
    • Reference standards for regulated pharmaceutical analysis

    2. Agrochemical R&D and Production

    In industrial agricultural chemistry, 7-Bromo-1H-Indazole functions as a modular intermediate for agrochemical actives in pre-commercial research and targeted crop protection products. Downstream partners leverage its indazole ring to construct molecules exhibiting unique herbicidal or fungicidal activity. The precise formulation of input is based on desired substitution patterns for final product biological testing and regulatory submission batches.

    Industry compliance standards

    • FAO/WHO specifications for pesticides and active substances
    • OECD Principles of Good Laboratory Practice (GLP)
    • REACH (EC 1907/2006) registration for new agrochemical substance notification
    • ISO 9001:2015 for agrochemical manufacturing

    Typical usage ratio

    • 5–12% by weight (relative to the designed active moiety); variable depending on target molecule's substitution chemistry and batch scale for R&D or pilot production

    Downstream process integration

    • Employed at early condensation or cyclization steps for new actives; enters amidation, alkylation, or halogen-exchange sequences; isolated and carried through to late-stage functionalization and product crystallization

    Final product types

    • Experimental herbicidal agents featuring substituted indazoles
    • Fungicide precursor molecules for field testing
    • Lead compounds in agricultural formulation pipelines
    • Regulatory submission samples for new agrochemical registrations

    3. Specialty Dye and Pigment Synthesis

    Manufacturers of high-value specialty dyes exploit the reactivity of 7-Bromo-1H-Indazole to introduce chromophoric indazole moieties within pigment backbones. It supports controlled synthesis of novel organic colorants for textile, ink, and electronic displays, delivering desired absorption/emission profiles unattainable through more conventional precursors. The compound’s high chemical purity is maintained for specific spectral properties required in end-use applications.

    Industry compliance standards

    • EN 71-3 Safety of Toys (for dyestuffs in textile applications)
    • OEKO-TEX® Standard 100 certification requirements
    • REACH Annex XVII restrictions on azo colorants
    • ISO 9001 and ISO 14001 for dye and pigment manufacturing

    Typical usage ratio

    • 2–6% by mass in dye intermediate synthesis (specific value dependent on target pigment architecture and desired color depth); ratio adjusted by target chromatographic yield and waste minimization goals

    Downstream process integration

    • Charged to reaction vessels for diazotization, Suzuki- or Sonogashira-coupling with aromatic partners; isolated as pigment intermediates before downstream sulfonation or metallation to tune solubility and shade

    Final product types

    • Organic dyes for high-color-strength inks
    • Specialty pigments for display and electronic applications
    • Color additives for technical textiles
    • Laboratory reference pigments for spectroscopic calibration

    4. Fine Chemical Custom Synthesis

    Custom synthesis groups integrate 7-Bromo-1H-Indazole for constructing advanced research molecules, fragrance intermediates, and analytical reagents requiring indazole-based motifs. The material supports stepwise assembly of compounds where controlled halogenation and ring structure yield are critical. Technical specifications and input ratios depend on individualized client synthesis projects, frequently involving sophisticated multi-step organic transformations.

    Industry compliance standards

    • ISO 9001:2015 for chemical synthesis services
    • GLP (OECD) for laboratory-scale chemicals
    • Custom client-specific analytical method validation
    • Hazardous material handling as per UN GHS and local EHS regulations

    Typical usage ratio

    • Varies between 0.1–10 mmol or scaled by customer-specified stoichiometry; adjusted to molecule complexity and overall process mass balance

    Downstream process integration

    • Introduced in stepwise syntheses involving C-N bond formation, further halogen manipulations, or heterocycle expansions; intermediates purified and supplied in gram-to-kilogram batches per project protocol

    Final product types

    • Analytical standards for chromatography and MS
    • Indazole-based chemical probes for R&D
    • Pre-fragrance intermediates for ingredient manufacturers
    • Novel fine chemicals for material science
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    More Introduction

    Discovering 7-Bromo-1H-Indazole: Why This Molecule Deserves Attention

    I remember the first time I came across 7-Bromo-1H-Indazole in the lab. The name itself sounded like something out of a technical manual, but there’s real value to this compound that extends beyond its chemical formula. Let’s dig into what makes this molecule tick, how it’s different from the rest of the indazoles out there, and why researchers have been paying closer attention lately.

    Understanding the Structure: What Sets 7-Bromo-1H-Indazole Apart

    Chemistry can seem a bit dry if you get bogged down in technical jargon, but it comes alive once you start asking practical questions. In the case of 7-Bromo-1H-Indazole, what stands out is its unique arrangement of bromine on the indazole ring. The parent indazole structure forms the backbone for a range of bioactive molecules, from pharmaceuticals to specialty materials. Introducing a bromine atom in the seventh position changes both the reactivity and the range of applications. Unlike the unsubstituted indazoles or those with other substituents, this compound lets chemists move in a few distinct directions, laying the groundwork for targeted research.

    The chemical model of 7-Bromo-1H-Indazole isn’t something that hinges only on theory. It’s listed by chemists as C7H5BrN2, indicating one bromine atom sits on the seventh carbon of the indazole core. From working with this compound, I’ve noticed that bromine adds a bit of heft—raising the molecular weight—and also makes the molecule more reactive in certain coupling reactions. For people synthesizing analogs or building blocks, this structural tweak becomes a launch pad for further chemical innovation.

    Usage in Synthesis: Stepping Stone for Innovation

    Anyone who’s spent time in a lab will tell you that synthetic routes often hit a wall because of limitations in available building blocks. 7-Bromo-1H-Indazole opens fresh pathways, especially for those focused on heterocyclic chemistry. I’ve personally used it in Suzuki-Miyaura cross-coupling reactions, where the presence of bromine simplifies introduction of new carbon-carbon bonds. The site-selectivity helps cut down on side reactions, saving time and money.

    Researchers in the pharmaceutical sector often turn to indazole derivatives when chasing new kinase inhibitors or tweaking existing candidates for improved potency. What stands out for 7-Bromo-1H-Indazole is its compatibility with a broad set of substituents, so one can generate libraries of analogs with relative ease. This adaptability works well in hit-to-lead processes, where speed and variety matter. Most of the notable kinase inhibitors, from my experience reading the literature, trace their roots to clever manipulations of indazole rings.

    Comparing this compound with something like 4-chloroindazole or 6-methoxyindazole, the landscape shifts. Bromine acts as a robust leaving group, making it more reliable for various coupling methodologies. In other words, you get cleaner transformations and more predictable scaling from milligram to gram quantities. Not many indazole derivatives can claim similar versatility across both lab-scale and industrial settings.

    Quality and Purity: Working with a Reliable Product

    I've seen firsthand how the purity of 7-Bromo-1H-Indazole can make or break a project. Minor impurities in reagents can slip through and complicate downstream reactions, leading to headaches during both analysis and purification. Reputable suppliers now specify purity levels above 98%, which lets users focus on their main workflows instead of troubleshooting unexpected results. In my experience, even a shift of one or two percent in reagent quality can snowball into hours of extra work.

    Many graduate students I’ve mentored have run into problems when starting with questionable material. With 7-Bromo-1H-Indazole, I’ve noticed that products sourced from established suppliers come out as off-white to pale yellow powders, free from any lingering smells or unusual particulates. Simple but vital details like this help set expectations, because material that looks, smells, or feels off tends to give trouble later on. Analytical data, such as NMR and HPLC, generally supports the listed purity claims, which gives a sense of trust when planning multi-step syntheses.

    Comparing 7-Bromo-1H-Indazole to Other Indazoles: Practical Differences

    If you line up the family of indazoles for a close inspection, each substitute brings its own behavior. Adding a bromine at the seventh position makes the molecule more receptive to current synthetic methodologies compared to chloro or fluoro variants. I’ve found that brominated indazoles generally react faster and under milder conditions in palladium-catalyzed cross-couplings. This opens the door to a wider array of modifications, making the workflow less time-sensitive or temperature-dependent.

    Some may not see this subtle difference as consequential, but anyone working with tight timelines or limited funding knows that each shortcut can add up. For example, a 6-chloro-1H-indazole might struggle in certain transformations, forcing repetition or lengthy optimization. 7-Bromo-1H-Indazole, by contrast, often makes it through the same steps with more consistent yields. This isn’t just a win for academic labs with small budgets—it means less chemical waste, easier scale-up, and a tighter process in industrial settings.

    Safety and Handling: Putting Experience to Work

    Everything in the lab comes with its own set of risks, and 7-Bromo-1H-Indazole is no exception. Most indazole derivatives aren’t acutely hazardous, but it pays to treat them with respect. I’ve always advocated for latex or nitrile gloves and standard protective equipment. The dust can be a bit irritating if inhaled or if it gets on exposed skin, but nothing extreme if handled with standard common-sense precautions. While I can’t recall any major episodes stemming from this compound, I’ve always stressed that lab safety starts with basic hygiene and keeping containers closed.

    Not all researchers are chemical hygiene enthusiasts, yet they quickly learn that prevention beats cure, especially when working with brominated aromatics. Waste disposal is pretty straightforward—no specialized containers are needed if you’re already handling other halogenated organics responsibly. If any spillage occurs, a quick wipe with damp cloth usually does the trick, assuming everyone’s wearing goggles and gloves. Many underestimate bromine’s tendency for subtlety; it won’t knock you over with fumes, but staying vigilant keeps everyone out of trouble.

    Scientific Value in Academic and Industrial Labs

    From a scientific standpoint, 7-Bromo-1H-Indazole punches above its weight. In my career, I’ve seen it pop up in medicinal chemistry, materials science, and method development. The consistent demand circles back to versatility. Once you’ve made your core scaffold, turning it into something entirely different is a matter of swapping the bromine for another group—phenyl, alkynyl, pyridyl, you name it.

    In academia, students often use it as a test case for new catalytic systems, because they can reliably get clean conversions and straightforward product analysis. I remember one summer working on ligand screening. We chose 7-Bromo-1H-Indazole as our model substrate, not because it was the only option, but because it gave clear answers about the performance of each catalyst. In industry, reactions tend to be scaled, so any improvement in yield or selectivity brings savings right to the balance sheet. In short, this molecule lets both students and professionals shine by removing some of the unnecessary mess that comes with less cooperative chemicals.

    Current Research Trends Involving 7-Bromo-1H-Indazole

    The recent uptick in research involving this compound doesn’t come as a surprise to anyone who follows pharmaceutical patents. Molecular modeling efforts have highlighted indazole rings as privileged scaffolds for a range of biological targets. These include kinases, phosphodiesterases, and even new territories like antimicrobial peptides. Adding a bromine doesn’t just result in a different flavor; it affects binding affinity, selectivity, and metabolic stability in many of these systems.

    For anyone following the drug discovery pipeline, it’s worth noting that the move toward fragment-based and structure-guided techniques puts a premium on adaptable cores. Bromine at position seven expands that versatility, both because of its size (handy for probing binding pockets) and because you can replace it in later steps without harsh conditions. Researchers have built libraries with 7-Bromo-1H-Indazole at the heart of their virtual screens, then later tweak substitutions once promising hits are identified. This approach speeds up the finding of leads and improves the odds of clinical translation.

    Beyond the pharmaceutical arena, a few materials science projects have leveraged this molecule for optoelectronic properties or as part of organic semiconductors. The combination of the indazole nitrogen and the electron-withdrawing bromine helps tune both photophysical and electronic characteristics. While this field isn’t as crowded as medicinal chemistry, early results suggest an edge for custom fluorophores or new organic field-effect transistors.

    Challenges That Chemists Face With 7-Bromo-1H-Indazole

    With all its positives, no molecule is a silver bullet. 7-Bromo-1H-Indazole does have quirks that scientists run into. One regular complaint I’ve heard (and experienced) involves solubility. It’s not the most water-friendly compound, often requiring organic solvents like DMF, DMSO, or acetonitrile to fully dissolve. For those running aqueous phase or biocompatible screening, extra prep work is needed, sometimes including the use of cyclodextrins or surfactants.

    Stability is another topic. In its neat form, 7-Bromo-1H-Indazole holds up under a range of storage conditions, but certain reaction mixtures—especially those with strong acids or bases—can lead to decomposition or unexpected side reactions. One summer, we lost an entire batch after leaving it in a basic methanol solution too long, driving home the need for proper planning and short residence times. Reliable companies provide careful documentation of stability under common synthetic conditions, helping avoid those costly mishaps.

    Paving the Way for Future Solutions

    One way to smooth out the pain points has centered on formulation science. Micronized forms and more robust packaging cut down on waste and loss, especially in humid regions or labs without tight climate control. Some technical teams run regular stability tests across a range of storage conditions—not just room temperature—to assure end users that the compound arrives in workable condition.

    For the solubility hurdle, innovative researchers are adopting streamlined solvent systems and solid-supported techniques. Using resin-bound coupling partners can speed up reaction workflows and reduce environmental impact. A key solution, which I’ve seen implemented to good effect, involves detailed protocols for workup and purification: optimized chromatographic methods that treat the bromine as a tag for easy product identification. These approaches help transform what could otherwise be a niche compound into a broadly useful tool.

    Education makes a difference too. I’ve long promoted the importance of sharing lessons learned—both successes and failures—among teams. Collective experience with 7-Bromo-1H-Indazole, recorded in both published literature and internal reports, helps newer scientists leapfrog the trial-and-error phase. Better protocols and troubleshooting guides make for a more inclusive research climate, especially in interdisciplinary programs where chemists, biologists, and material scientists mingle.

    The Broader Impact: Why 7-Bromo-1H-Indazole Deserves Its Place

    Reflecting on years spent in the trenches of chemical research, I see 7-Bromo-1H-Indazole as more than a minor player or routine intermediate. Its adoption in both academic and commercial labs speaks to a larger trend—a search for adaptable, efficient building blocks that streamline the research and development pipeline. Rather than standing alone, this molecule often plays a pivotal supporting role in the story of modern drug discovery, catalysis, and even advanced materials.

    A well-stocked chemical shelf tells a story: the presence of 7-Bromo-1H-Indazole shows both an openness to new methodologies and a commitment to efficiency. In an era driven by speed and innovation, investing in well-characterized, high-purity intermediates like this one pays off across the board. From speeding up lab-scale syntheses to supporting scalable commercial routes, experience has taught me that seemingly small differences in molecular structure can make all the difference in outcomes.

    Concluding Thoughts on Practical Adoption

    For chemists on the front line, the drive to solve problems outweighs any attachment to tradition. Over time, my own work—like that of many colleagues—has shifted toward adopting reagents that solve more problems and fewer that create new ones. 7-Bromo-1H-Indazole fits this mold, offering a blend of reactivity, predictability, and adaptability that keeps research moving. Its continued presence in scientific catalogs and growing literature only underscores the case for its widespread use.

    As the field continues to evolve, real progress comes from the stories we share, the best practices we develop, and the incremental improvements that compounds like 7-Bromo-1H-Indazole make possible. Whether you’re building a new chemical library, designing a next-generation pharmaceutical, or troubleshooting your umpteenth reaction, the quality and characteristics of your starting materials matter. This molecule, in particular, stands out not just because of what it is, but because of what it makes possible for everyone willing to put in the work.