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4-Bromo-5-Methyl-1H-Indazole

    • Product Name 4-Bromo-5-Methyl-1H-Indazole
    • Alias 4-Bromo-5-methylindazole
    • Einecs 859-285-3
    • 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

    923393

    Product Name 4-Bromo-5-Methyl-1H-Indazole
    Cas Number 120998-03-0
    Molecular Formula C8H7BrN2
    Molecular Weight 211.06 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 140-143°C
    Purity Typically ≥ 98%
    Smiles CC1=CC2=C(C=CN2Br)N1
    Inchi InChI=1S/C8H7BrN2/c1-5-2-3-7-6(4-10-11-7)8(5)9/h2-4H,1H3,(H,10,11)
    Solubility Slightly soluble in DMSO, soluble in organic solvents
    Storage Conditions Store at 2-8°C, dry place
    Synonyms 4-Bromo-5-methylindazole

    As an accredited 4-Bromo-5-Methyl-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 4-Bromo-5-Methyl-1H-Indazole

    Applications of 4-Bromo-5-Methyl-1H-Indazole in Industrial Manufacturing

    As an original manufacturer specializing in custom synthesis and large-scale production of 4-Bromo-5-Methyl-1H-Indazole, we support a range of regulated downstream sectors that require high-purity building blocks for complex chemical synthesis. Below, we outline specific industrial application scenarios where this material demonstrates proven utility, detailing regulatory compliance, formulation approaches, process positions, and downstream product types.

    1. Pharmaceutical Intermediate for Anti-inflammatory Drug Synthesis

    4-Bromo-5-Methyl-1H-Indazole acts as a core heterocyclic intermediate in the route to targeted kinase inhibitors and anti-inflammatory APIs, especially compounds with indazole scaffolds. It enters process development at the lead optimization and GMP batch stages, where strict control of impurity profiles is mandatory to guarantee intermediate reliability through multi-step synthesis. Process chemists employ it after initial heterocycle formation, introducing it into Suzuki-Miyaura or Buchwald-Hartwig coupling steps to construct advanced intermediates for oral dosage pharmaceutical products.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP Part II for pharmaceutical intermediates
    • US FDA 21 CFR Part 211 (where used for API starting material)
    • Relevant pharmacopoeias for specified impurities (USP, EP) at later stages

    Typical usage ratio

    • Between 0.9 and 1.2 molar equivalents in coupling reactions, adjusted based on limiting reagent and yield optimization during route scouting

    Downstream process integration

    • Introduced in stage three or four of multi-step synthesis, after installation of initial heteroaryl framework but before introduction of final side chains or salt formation
    • Subjected to controlled hydrogenation and subsequent N-alkylation or acylation, depending on API target

    Final product types

    • Anti-inflammatory small molecule APIs (e.g., kinase inhibitors, non-steroidal agents containing indazole motifs)
    • Reference pharmaceutical standards and process validation intermediates

    2. Intermediate in Agrochemical Discovery and Process Scale-Up

    The indazole core constructed using this compound serves as a pivotal structure for new generation crop protection agents, particularly in the synthesis of fungicides and insecticides where brominated heterocycles improve biological activity. Research and process engineers utilize the compound during the lead-to-candidate phase and scale the process for regulatory batch manufacture, ensuring the reproducibility and consistency mandated for agricultural chemical registration.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP) for agrochemical development
    • FAO/WHO Specifications and Evaluations for Plant Protection Products
    • ISO 9001:2015 standard for batch traceability
    • REACH registration for importation in the EU

    Typical usage ratio

    • 0.8 to 1.1 molar equivalents: precise ratio determined by structure-activity requirements of the target molecule and patent-specific routes

    Downstream process integration

    • Feedstock for palladium-catalyzed coupling to append functionalized aryl or alkyl groups as dictated by agrochemical discovery projects
    • Converted under controlled conditions to ensure minimal formation of halide by-products, supporting consistent field performance of the final pesticide

    Final product types

    • Active ingredients for fungicides with persistent activity
    • Insecticidal actives for market-authorized formulations
    • Regulatory development samples for environmental fate and toxicology studies

    3. Key Building Block in Fluorescent Probe and Specialty Dye Synthesis

    Industrial laboratories produce advanced fluorescent dyes and biological probes by incorporating brominated indazoles, exploiting their electron-rich properties for enhanced photophysical performance. This compound is integrated at the intermediate dye precursor stage, enabling downstream substitution and functionalization — crucial for tailored absorption and emission characteristics in life sciences and diagnostics sectors, all under established quality frameworks for analytical reagents.

    Industry compliance standards

    • ISO 13485 for medical device reagents (where used as diagnostic kit input)
    • ISO 17025 for certified reference materials
    • Good Laboratory Practice (GLP) certification for probe and dye manufacture
    • RoHS and REACH for electronic and analytical use

    Typical usage ratio

    • 1.0 to 1.5 molar equivalents during condensation or cross-coupling reactions, with excess controlled for minimal contaminant carry-over

    Downstream process integration

    • Formation of precursor core via electrophilic aromatic substitution and rapid conversion to dye or fluorescent probe through sulfonation, carboxylation, or amination
    • Reaction run in closed systems to prevent light and moisture exposure, ensuring dye stability

    Final product types

    • Fluorescent labels for bioimaging and cell sorting applications
    • Analytical reagents for laboratory diagnostics
    • Specialty dyes for optoelectronic devices

    4. Precursor for Chemical Library and Structure-Activity Relationship (SAR) Screening

    Chemical research and medicinal chemistry labs employ this compound within combinatorial library synthesis as a diversification handle, introducing the brominated indazole unit to large-scale small molecule libraries. Screening campaigns rely on consistently produced intermediates to enable accurate SAR studies. Automated synthesis platforms use validated input ratios and real-time process integration overseen by quality control to meet library purity and structural diversity demands.

    Industry compliance standards

    • GLP for library synthesis in pharmaceutical discovery
    • ISO 9001:2015 for documentation and batch control
    • REACH compliance for shipping library intermediates
    • GMP not required unless transitioning to clinical candidates

    Typical usage ratio

    • 0.95 to 1.2 molar equivalents per reaction unit; adjusted based on automated platform throughput and size of combinatorial matrix

    Downstream process integration

    • Intake at the scaffold assembly stage of library construction, rapidly diversified using high-throughput Suzuki or Buchwald coupling protocols
    • Purification via preparative HPLC or automated chromatography before dispatch for high-content screening

    Final product types

    • Expanded small molecule libraries for pharmaceutical and agrochemical hit discovery
    • Target-focused SAR tool compounds
    • Reference standards and lead structures for patent application packages
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    More Introduction

    Digging Into 4-Bromo-5-Methyl-1H-Indazole: A Key Intermediate with Distinct Qualities

    Seeing the Value in Specialty Chemicals

    In research labs and production suites, a compound like 4-Bromo-5-Methyl-1H-Indazole rarely sits on a shelf for long. Synthetic scientists eye molecules that can shape or unlock new chemical pathways, and this indazole derivative has turned heads due to its unique structure — one that helps folks in pharmaceuticals, agricultural testing, and advanced materials build more complex molecules step by step. Unlike the more common indazoles, the bromo and methyl groups on this ring grant chemists more options, giving rise to reactions not possible with the unsubstituted version.

    Structure and Purpose Drive Demand

    Put a methyl in one position and a bromine atom in another, and suddenly you've got a tool that fits where others don’t. Thanks to the 4-bromo and 5-methyl arrangement on the indazole scaffold, this compound holds its own amongst a crowded field of heterocyclic intermediates. Its unique shape makes it valuable for Suzuki coupling and Buchwald-Hartwig amination, routes often pursued to produce more advanced substances in pharma or agchem projects. Plenty of the most promising drug candidates and crop protection agents owe their existence to starting materials just like this, since the indazole architecture turns up across several potent end products.

    How This Indazole Sets Itself Apart

    Even with indazole as a base, not every compound behaves the same in a flask or reactor. Having tested reactions with close variants—take 4-methyl-5-bromo-indazole, or the ones missing either methyl or bromine—I've seen how swapping just a single atom or group alters yield or selectivity. The 4-bromo group primes the ring for halogen-metal exchanges, opening fast routes to arylations. The methyl at the next position lends a subtle yet crucial bit of electron donation, tipping the scales in favor of some transformations that might stall with indazole alone or shift position without the methyl present. This pattern helps reduce byproducts and routes energy where you want it.

    Bridging Research and Industry

    A lot of folks talk about “novel building blocks” in research, but few get into the nuts and bolts of what genuinely enables new discoveries. 4-Bromo-5-Methyl-1H-Indazole stands as an example of how chemical innovation trickles down. Think of recent progress in kinase inhibitor design: some of the cleverest candidates stem from scaffolds that let chemists install aryl or alkyl groups in the right place without lots of unwanted debris. With this molecule, it's possible to speed up optimization cycles in medicinal chemistry, saving time and sometimes avoiding the toxicological red flags that crop up when using less predictable reactants.

    Specifications and Handling—Not Just a Formality

    Quality matters, especially when even trace contaminants can set off warning bells in analytic equipment or, worse, show up in final pharmaceutical products. I’ve seen multiple suppliers provide this indazole in fine, crystalline form, usually hitting purity marks above 98 percent by HPLC. Melting points track fairly tight, often near the mid-100s Celsius, which helps with batch consistency. Chemists working on scale-up projects, or in regulated environments, depend on that reliable profile. Because the halogen and methyl both carry some reactivity, proper gloves, goggles, and fume hoods are standard in labs where it enters new syntheses, limiting exposure without slowing productivity.

    What Makes This Compound Worth Noticing

    Many indazoles exist, yet only a handful offer the versatility of 4-Bromo-5-Methyl-1H-Indazole. The ring’s symmetry, combined with the electron effects of the methyl and the halogen, means it doesn’t just sit idle—it moves chemistry forward. You’re less likely to see unexplained byproducts or forced retooling of your synthetic approach. A few years back, working to insert tailored side chains into an indazole core, the difference this starting point made became obvious: yields jumped, and the purification headaches shrank. Researchers looking to minimize side reactions or to study small changes in biological activity keep reaching for it.

    Navigating Alternatives—Why Specificity Matters

    Folks sometimes ask, why not stick with standard indazole or swap out the 4-bromo for a different group? In practice, the small changes in electron density or steric profile delivered by that particular substitution give rise to whole new sets of outcomes. Where standard indazole might falter under mild coupling conditions, this variant stands up to challenge. Compare it to 5-bromo-1H-indazole—without the methyl, certain reactions drag or give less predictable results. Swap bromo for chloro, and you’ll often see reduced reactivity in metal-catalyzed couplings or lower final yield. The bromo-methyl design remains a sweet spot for constructor reactions that demand high selectivity with a straightforward workup.

    Where the Compound Shows Up in Practice

    It’s easy to see this molecule as just another entry in a supplier’s catalog, but its role plays out across a variety of fields. In pharma R&D, it helps researchers probe kinases and other enzymes where indazole cores act as scaffolds mimicking natural substrates. Crop science has harnessed its potential for preparing advanced herbicides, thanks to its stability and amenability to substitution. Increasing development of OLED components draws on heterocycles like this one, putting its solid-state properties and unique reactivity to good use in new devices. No magic bullet solves every problem in synthesis, but this intermediate’s adaptability lands it a regular spot on order sheets.

    Practical Insights From Day-to-Day Use

    In my own benchwork, whether working on medicinal leads or supporting colleagues in analytical chemistry, I’ve noticed that batches made with 4-Bromo-5-Methyl-1H-Indazole tend to behave reliably both in small and moderate scale. Solubility helps: it's good in common organic solvents such as DMSO and DMF, which opens possibilities for both solution-phase work and combinatorial synthesis. Handling is straightforward, without the excessive dustiness or instability that plagues some indazole relatives. It's also stable at room temperature and doesn’t degrade by the end of a typical week in the lab, enabling safe stock storage.

    Sourcing and Consistency—A Reality Check

    Purchasing managers know not all chemical suppliers deliver equal results. Availability and purity fluctuate with source and batch. Consistent supply matters as much as price, since delays or quality dips cost time and threaten milestones. Reputable vendors back up their product with certificates of analysis and performance records, but it pays to read more than just the fine print. I’ve run into lots matching the name but missing exact spec or giving off-color hues indicating trace contaminants. Filtering out subpar lots involves up-front testing, but avoiding glaring flaws spares headaches down the road, whether in research settings or later-stage synthesis.

    Addressing Environmental and Safety Concerns

    Researchers have a responsibility to consider the full impact of their tools, not just their effectiveness. 4-Bromo-5-Methyl-1H-Indazole contains a halogen, so waste streams require thoughtful management. Labs I’ve worked in tend to segregate halogenated organics and send these for proper disposal rather than dumping into general waste. The methyl group, while small, influences bioactivity and persistence if released. Taking such stewardship seriously means checking local regulations and using green chemistry tools to select reaction conditions and disposal strategies that minimize environmental risk. With attention upfront, most projects using it slot into safe, sustainable workflows.

    Supporting Innovation—One Molecule at a Time

    Chemistry innovation grows from the cumulative effect of smart intermediates. 4-Bromo-5-Methyl-1H-Indazole has, in recent years, backed the creation of multiple patent applications and new molecular candidates in areas like oncology and central nervous system disorders. The ability to introduce new functionalities with minimal fuss reduces attrition in early drug discovery, breathing life into programs that might otherwise languish. Feedback from patent literature and journals underscores a growing preference for this scaffold over alternatives due to higher rates of target engagement and better downstream modifications.

    What Sets it Apart From Related Indazoles

    Set this compound next to other halogenated indazoles, and one difference shows up right away—breadth of downstream reactions. For folks running nickel or palladium-catalyzed couplings, the 4-position bromine acts almost like a handle, inviting nucleophilic attack or substitution without dragging along unwanted isomers. The methyl at the 5-position stiffens the backbone, protecting against ring opening or hydrolysis. In trials conducted to prepare new ligands or heterocycle-fused derivatives, yields routinely surpass those using unmodified or chlorinated indazoles. This kind of reliability gives research teams permission to push further without bracing for failed batches.

    Why the Molecular Formula Matters in Real Experiments

    Knowing exactly what’s on hand supports smarter planning. 4-Bromo-5-Methyl-1H-Indazole charts in at C7H6BrN2, and that formula isn’t just a string of letters and numbers off a certificate—it defines molecular weight for dosing, tells you how many equivalents to use, and keeps reaction math clear. Where reaction scaling or regulatory submissions go wrong, it’s usually due to a mismatch in understanding or incomplete characterization. With this compound, its spectral signatures are well documented, and I’ve seen NMR and mass spec confirm the structure clearly, leaving little room for doubt about identity.

    Supporting Better Approaches—Quality, Not Quantity

    Rather than chasing the highest production volume, producers of 4-Bromo-5-Methyl-1H-Indazole often focus on high purity and tight analytical specs. Researchers working on sensitive bioassays or scaleups appreciate the absence of noisy side products, where even trace heavy metals can muddy results. Clean, single-impurity profiles push projects further along, especially in regulated industries where residual solvents and metals demand full disclosure. By targeting these standards from the outset, suppliers help scientists skip unnecessary purification or troubleshooting, keeping timelines realistic and goals in reach.

    Making Sense of Reaction Profiles

    Most who use this indazole in functionalization know that it plays well with a range of standard organometallic procedures. For example, cross-coupling reactions to append aryl or alkyl groups on the 4-bromo site proceed with predictably high rates. The methyl group doesn’t burden these reactions with excess steric demand but delivers enough influence to alter selectivity as needed. I’ve run reactions where product mixtures narrowed down and purification became almost trivial, in large part thanks to these modulating effects not present in unsubstituted indazoles.

    Performance Under Process Conditions

    A lot of pilot plant and scaled batch synthesis revolves around robustness. 4-Bromo-5-Methyl-1H-Indazole doesn’t disappoint—melting points stay consistent batch to batch, and it dissolves well under standard process solvent regimes. I’ve learned through hands-on experience that accurate weighing and dosing depend on stable powder morphology; this compound keeps its integrity during transport and storage, showing little tendency to cake or pick up atmospheric moisture. As such, planners can trust that stocks will perform as advertised, and QA bottlenecks drop away.

    Looking Ahead—Supporting Future Applications

    As patents on first-generation kinase inhibitors expire, chemists have pushed toward next-generation scaffolds, often with more exotic substitution patterns. Those working in fields such as personalized medicine, agrochemical diversification, and materials science will rely more and more on intermediates like 4-Bromo-5-Methyl-1H-Indazole. Its adaptability allows teams to customize lead structures and molecular properties to suit increasingly specialized needs, supporting more efficient synthesis and screening.

    Solutions For Reliable Procurement and Research Outcomes

    Securing a steady, high-quality supply remains one of the few real hurdles with specialty intermediates. Even the best-intentioned teams can’t work around inconsistent shipments or lots that underdeliver. A practical solution includes building long-term relationships with suppliers, demanding full analytical support, and sharing needs directly—even involving production chemists in technical dialogue to keep specs aligned. Internal QC and strategic purchasing can address most risks; keeping backup sources and onsite verification protocols helps labs respond fast to any hiccups. Where I’ve worked, these steps haven’t just raised confidence—they’ve earned trust and improved timelines across multiple projects.

    Final Thoughts—The Indazole That Stays in the Game

    What matters at the end of the day isn’t how many molecules or products you can list in a catalog, but which intermediates actually deliver in context. Based on experience at the bench and in the research pipeline, 4-Bromo-5-Methyl-1H-Indazole qualifies as more than a footnote: it supports cleaner reactions, delivers options for innovation, and keeps research lines unblocked. While challenges in procurement, handling, and disposal persist—they always do with potent intermediates—meeting these with proactive planning and open technical dialogue ensures that this compound remains a workhorse for scientific progress.