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4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid

    • Product Name 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid
    • Alias 4-Bromo-2-methylpyrazole-3-carboxylic acid
    • Einecs 841-689-4
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    740988

    Product Name 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid
    Cas Number 139173-92-5
    Molecular Formula C5H5BrN2O2
    Molecular Weight 205.01
    Appearance White to off-white solid
    Melting Point 220-225°C
    Purity ≥98%
    Solubility Slightly soluble in water; soluble in DMSO and DMF
    Storage Condition Store at 2-8°C, keep container tightly closed
    Synonyms 4-Bromo-2-methylpyrazole-3-carboxylic acid
    Smiles CC1=NN(C=C1Br)C(=O)O

    As an accredited 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid 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-2-Methyl-2H-Pyrazole-3-Carboxylic Acid

    Applications of 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid in Industrial Manufacturing

    As an established chemical raw material manufacturer, we supply 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid for advanced segments of pharmaceutical synthesis, agrochemical intermediates, specialty dye production, and fine chemical research. The following sections outline its proven industrial applications, downstream processes, regulatory frameworks, and product integration routes.

    1. Pharmaceutical Active Pharmaceutical Ingredient (API) Synthesis

    Pharmaceutical companies integrate this material as a pyrazole building block during the production of several small molecule drug candidates and reference compounds, particularly for kinase inhibitor development and anti-inflammatory NCEs. Synthetic chemists rely on established heterocyclic coupling methods to form core scaffolds under cGMP facilities, often employing chlorination, amide formation, and Suzuki-Miyaura cross-coupling with this raw material. Quality control throughout multi-step synthesis follows stringent traceability and impurity profiling protocols enforced by regulatory authorities.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients (APIs)
    • FDA 21 CFR Part 211 and Part 210 for finished pharmaceuticals
    • EU GMP EudraLex Volume 4
    • USP/NF monograph relevant to the final drug substance

    Typical usage ratio

    • 5–15% by molar equivalent as a key building block, adjusted according to targeted core substitution pattern and expected overall yield

    Downstream process integration

    • Loaded as an initial core for pyrazole ring construction in multipurpose reactors
    • Participates in halogen-metal exchange reactions during functionalization
    • Used directly in final API-stage coupling after in-house or toll conversion
    • Subjected to analytical HPLC and spectroscopy tracing after each process step

    Final product types

    • Targeted kinase inhibitors for oncology or inflammation therapies
    • Finished NCE intermediates for contract pharmaceutical research
    • Reference standards for analytical laboratories
    • Phase II/III clinical trial API batches

    2. Agrochemical Intermediate Manufacturing

    Major agrochemical groups purchase this compound for use in the synthesis of advanced fungicide and insecticide actives containing functionalized pyrazole cores. Typically, operators feed it early into the process for generation of precursor units which undergo esterification, chlorination, or further bromination. The integration of this material within the synthetic route facilitates targeted C3/C5 position functionalization, which directly impacts bioactivity in crop protection agents. Process engineers verify compliance to residual solvent, particle size, and impurity regulations per national and international agrochemical standards.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • REACH Regulation (EC) No 1907/2006 Substance Registration
    • OECD Guidelines for the Testing of Chemicals, Section 5
    • ISO 9001:2015 for Quality Management

    Typical usage ratio

    • Ranged from 8–22% by molar input in intermediate synthesis; the proportion depends on the target fungicide or insecticide core structure

    Downstream process integration

    • Charged into agitated reaction vessels for heterocyclic ring assembly
    • Precursor for acyl chloride or methyl ester transformations
    • Participates in final active ingredient linkage before formulation
    • Impurity profiles checked per batch using LC-MS/MS techniques

    Final product types

    • Pyrazole-based fungicide actives
    • Systemic insecticide intermediates
    • Pre-mix concentrate and wettable powder crop protection products
    • Analytical standards for regulatory registration

    3. Specialty Dye and Colorant Synthesis

    Manufacturers specializing in azo, metal-complex, and heterocyclic dyes apply this raw material in the development of high-performance pigments and advanced stains. The compound's brominated pyrazole ring provides reactive sites for azo coupling reactions and diazotization, enabling precise modification of electronic properties and color fastness. Laboratory personnel monitor purity and substitution efficiency according to specified protocols to guarantee color reproducibility, especially for applications in textile, leather, and technical coatings.

    Industry compliance standards

    • Oeko-Tex Standard 100 for textile chemical safety
    • REACH Annex XVII Candidate List for restricted colorant substances
    • DIN EN ISO 105 Series for color fastness testing
    • ZDHC MRSL (Manufacturing Restricted Substances List)

    Typical usage ratio

    • Varies from 3–18% by mass as a key substrate depending on the specific shade and color strength requirements in batch and semi-batch dye production

    Downstream process integration

    • Utilized for generation of pyrazole-based chromophores by direct coupling reactions
    • Reactive intermediate for sulfonation and metallation steps
    • Introduced post-purification for micro-shading and spectral adjustment
    • Subjected to colorimetry and wet-fastness testing in pilot lots

    Final product types

    • Specialty textile dyes
    • Leather and fur colorants
    • Technical coating pigments
    • Analytical reference dyes for ISO standards compliance

    4. Fine Chemical Synthesis for Research Reagents

    Contract research organizations and fine chemical suppliers utilize this compound in bespoke synthesis projects focused on advanced pyrazole derivative reagents. It frequently serves as a key starting material in discovery chemistry labs, enabling generation of libraries for structure–activity relationship (SAR) screening and lead optimization. Rigorous batch documentation, material traceability, and compatibility with analytical-grade solvents play a central role in these applications, with product delivered according to research-use-only (RUO) guidelines and international quality management systems.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for Fine Chemicals
    • OECD GLP (Good Laboratory Practice) for non-clinical safety studies
    • ISO/IEC 17025 Laboratory Quality Standard
    • REACH pre-registration and notification for R&D quantities

    Typical usage ratio

    • Applied in 1–10 mmol scale as a building block, subject to project-specific stoichiometry and design-of-experiment (DoE) parameters

    Downstream process integration

    • Loaded straight into round-bottom or pressure flasks in combinatorial chemistry workflows
    • Employs microwave-assisted reactions for rapid modification
    • Couples directly with alkylating agents, aryl halides, or carboxyl activation reagents
    • Final products assessed by LC-MS, NMR, and HPLC for purity and structure

    Final product types

    • Analytical standards for method development
    • High-purity research intermediates
    • Compound libraries for drug discovery screening
    • Reference substances for academic and industrial R&D
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    More Introduction

    4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid: Bridging Precision and Reliability in Modern Synthesis

    Why Chemists Keep Turning to 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid

    Years spent working alongside chemists and researchers have shown me just how often the right reagent can make or break a project. 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid stands out in today’s crowded market of heterocyclic building blocks. Unlike compounds that fade into the background, this molecule draws attention for its specialized role, especially when subtle structural tweaks in a target molecule can mean the difference between a promising candidate and a dead end.

    The Model Behind the Hype

    Most days, researchers ask for something more than a common starting material. 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid responds to that call. Based on the pyrazole scaffold—a backbone that crops up often in agricultural chemicals and pharmaceuticals—it packs a combination of a bromine atom and a carboxylic acid group. This configuration brings flexibility to synthetic pathways, as the bromine lends itself to selective substitution, and the carboxylic moiety supports downstream diversification.

    A casual glance might miss the remarkable difference these atoms make. Navigating synthesis has shown me that adding a bromine to the pyrazole core unlocks cross-coupling reactions rarely accessible with simpler analogues. Halogenation, as chemists know, can open up broad territory for manipulation—Suzuki, Sonogashira, and Buchwald-Hartwig reactions often find the pyrazole ring bearing a bromine atom a ready participant. For medicinal chemists working on lead optimization, this offers faster access to analog libraries without tacking on extra steps.

    Physical Characteristics that Matter in Real Labs

    Every researcher who’s handled a tricky intermediate will tell you: purity, crystal form, and stability in air matter more than any datasheet claims. My experience in the lab has seen plenty of batches ruined by minor changes in ambient humidity or temperature. 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid usually arrives as a solid, rarely giving headaches from unexpected melting or decomposing on the benchtop. That sort of reliability takes stress out of scale-up or routine syntheses, especially when time is short or the project budget is tight.

    Talking with colleagues who manage analytical labs, consistent melting points and sharp NMR signals make it easier to confirm the identity of this compound, sparing hours of troubleshooting. These sorts of predictable behaviors do more than keep projects on track—they free up brainpower for the harder problems.

    Applications: Not Just Another Intermediate

    Pharmaceutical and agrochemical research keeps driving the demand for heterocyclic compounds with customizable handles. 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid has become a regular fixture wherever rapid SAR exploration is required. Its role in constructing analogs hinges on the dual functionalization: bromine for easy substitution and the acid group for conjugation or protected-ester formation. Real stories from research teams show how this combination lets them pivot quickly, switching from coupling to derivatization to get around synthetic dead ends.

    Medicinal chemistry and crop science aren’t the only places where this molecule matters. Material science groups tackling functionalized ligands know that the predictable behavior of this compound means fewer re-runs and less waste. Quality assurance teams appreciate that it responds well to standard chromatographic separation, saving costs during purification and making environmental monitoring straightforward.

    Comparing 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid with Other Building Blocks

    Heterocycle chemistry offers an array of carboxypyrazoles and their halogenated variants. Even so, a few hours in the literature will show that the 4-bromo-2-methyl substituted pyrazole carboxylic acid stands out for its regioselectivity. Many pyrazole derivatives lack practical points for further functionalization. Some analogues by-pass the bromine entirely, limiting the scope of downstream palladium-catalyzed transformations and sometimes blocking the introduction of crucial fragments found in active pharmaceutical ingredients.

    Handling safety also factors in. Some closely related pyrazole acids oxidize or polymerize under mild conditions; the 4-bromo-2-methyl version behaves with greater stability, which translates into longer shelf life and less concern during storage and shipping. This matters most in academic labs or start-ups with less capacity for strict climate control.

    Price is another issue that crops up in the chemicals market. Suppliers often adjust rates according to the complexity of synthesis and purity levels. Most buyers find that the trade-off between cost and utility usually tips in favor of compounds that can pull double duty during synthesis. This building block’s reputation for adaptability justifies its price tag with the broad range of transformations it permits.

    Supporting Scientific Growth Through Trusted Chemistry

    The track record of 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid in published research reinforces its position in chemical synthesis. Recent patents covering kinase inhibitors or pesticidal compositions feature analogs built from this pyrazole acid. In patent or publication claims, the inclusion of both bromine and carboxylic acid consistently appears as a feature, not an afterthought—underscoring the value of embedded functional handles.

    I’ve watched as grad students, postdocs, and industrial chemists gravitate toward strategies that maximize flexibility. Selecting intermediates like this pyrazole acid means teams can shift gears faster and troubleshoot without cycling through a shelf full of similar reagents. These practical advantages help move projects from benchtop to pilot scale before deadlines threaten to derail innovation.

    Keeping Quality Front and Center

    Bringing this compound into any workflow puts a spotlight on accountability. Laboratories making their own batches must ensure rigorous control at every step: confirming purity by HPLC or NMR, testing for common contaminants, and logging all batches for traceability. Sourcing from suppliers with transparent documentation, lot traceability, and proper certificates means fewer surprises and more defensible results.

    Sometimes, I’ve seen teams cut corners with low-quality purchases, only to end up with inconsistent reactivity or batch-specific impurities. Relying on trusted suppliers committed to good manufacturing practices and regular audits makes all the difference. This is not just about ticking regulatory boxes—it’s about putting reliable results above saving a few dollars up front. Plus, major publications and regulatory filings tend to scrutinize each intermediate, and having high-spec material helps clear review hurdles.

    Environmental and Regulatory Considerations

    Modern synthetic chemistry can’t ignore the pressure to minimize environmental impact. The presence of a bromine atom can raise questions about downstream by-products. In my own lab, we addressed this by setting up responsible disposal streams for halogenated waste and partnering with vendors who commit to greener manufacturing steps. Broadly, adoption of this building block reflects a balance between performance and responsibility, setting an example for others in the industry.

    Always, the regulatory framework evolves. Pyrazole derivatives featuring both carboxylic and halogen functional groups can fall under specific restrictions when heading for agricultural or pharmaceutical applications. The best teams stay up to date, consulting guidance from agencies like the EPA or EMA, monitoring any changes to hazard classifications or allowable limits in end-use products.

    Why Researchers Should Keep This Building Block Close

    Every seasoned chemist has favorite starting materials that shape the direction of their research. 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid keeps earning its spot because it balances reliability with reactive potential. Its design speaks directly to the needs of synthetic chemists, whether they specialize in drug discovery, crop protection, or the creation of specialty materials.

    Lab efficiency tracks directly with how fast chemists can build and test new scaffolds. The dual functionality shortens the journey from idea to result, and that pace can mean the difference between leading a field and lagging behind new rivals. In my experience, projects leveraging versatile reagents like this pyrazole acid consistently produce more publishable hits and open more doors for follow-up studies.

    Solving Ongoing Challenges

    Every tool comes with its own challenges. Handling bromine-containing chemicals calls for attention to health and safety guidelines. Proper fume hoods, robust labeling, and regular training are vital. Training newcomers in safe handling pays dividends in fewer incidents and smoother project handovers.

    Stock management represents another common hurdle. I have lost count of the times a promising experiment hit pause because someone overlooked stock levels or expiry dates. Establishing simple inventory controls—barcoding, digital logs, regular audits—keeps research from stalling and ensures reliable supply lines.

    The field continues to call for greener, more sustainable paths. As demand grows for both pyrazole scaffolds and less wasteful chemistry, moving toward greener reaction conditions and exploring alternative halogenation methods promise to reduce impact without losing performance. Research groups now collaborate across borders to develop catalytic cycles and smarter recycling processes for halogenated intermediates—an encouraging trend that speaks to the shared responsibility in science.

    The Community’s Voice: Real-World Perspective

    Attending symposia and networking with researchers, I hear the same story repeated: successful teams gather around shared protocols, reliable materials, and collective troubleshooting. The success of 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid isn’t really about chemical trivia—it’s about what this compound lets teams accomplish together.

    In one collaborative project, quick access to diversified analogs sped up SAR efforts, freeing time for hypothesis-led exploration instead of wrestling with poor-yielding routes. In another, the ability to bolt the building block onto more complex architectures made finishing steps less stressful and more reproducible. These aren’t isolated stories—in R&D, reproducibility and speed matter every week.

    Looking Forward: What’s Next for Heterocyclic Chemistry

    Chemists today move quickly, asking for building blocks that flex with research demands and still pass regulatory muster. Having standardized, well-documented options like 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid keeps research agile and productive. As machine learning and AI design tools mature, the ability to rapidly adjust chemical space using such building blocks will grow in value. I predict that as synthetic methods evolve, reliable reagents supporting both high-throughput and bespoke projects will matter even more.

    Product development teams seeking to stay ahead of the curve will keep prioritizing intermediates with broad compatibility, high stability, and clear documentation. This trend rewards materials that have proven themselves repeatedly in the literature—materials like this brominated pyrazole acid.

    Turning Chemistry Into Progress

    It takes clear-headed decision-making and honest, experience-based judgment to pick out tools that deliver results under real-world conditions. Over the years, 4-Bromo-2-Methyl-2H-Pyrazole-3-Carboxylic Acid has earned a place among the go-to building blocks for chemists who want compounds that respond well to their vision, not just the constraints of the market.

    Every laboratory, no matter the size or specialty, benefits from having choices that reflect both rigorous science and practical demands. The story of this compound reflects a broader principle: the best materials empower the best science, one reaction at a time.