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5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid

    • Product Name 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid
    • Alias 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylate
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    716954

    Productname 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid
    Casnumber 1361470-88-5
    Molecularformula C7H4BrN3O2
    Molecularweight 242.03
    Iupacname 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid
    Appearance Off-white to light brown solid
    Solubility DMSO, Methanol (soluble); Water (slightly soluble)
    Purity Typically ≥ 98%
    Smiles C1=NC2=C(C(=NN2)C(=O)O)C(=N1)Br
    Inchi InChI=1S/C7H4BrN3O2/c8-6-4-5(7(12)13)10-11-3-1-2-9-6/h1-4H,(H,12,13)(H,10,11)
    Storagetemperature 2-8°C
    Synonyms 5-Bromo-3-carboxy-1H-pyrazolo[3,4-b]pyridine

    As an accredited 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-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 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid

    Applications of 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid in Industrial Manufacturing

    As a manufacturer specializing in heterocyclic compounds, we supply 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid for highly specialized applications in advanced industrial sectors. Below we present major downstream application pathways, technical usage details, and compliance considerations drawn from our direct cooperation with industry producers.

    1. Pharmaceutical Intermediates for Kinase Inhibitor APIs

    This compound serves as a key intermediate in the synthesis of various kinase inhibitor drug substances, especially in the oncology and immunotherapy sectors. Customers use it to construct core heterocycles, introducing bromine functionality to facilitate further modifications. The substance participates early in the synthetic route, often requiring stringent impurity control and documentation for regulatory filings. End users adopt differentiated conditions for coupling, deprotection, and cyclization based on the final API’s specific architecture.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP <795>, <797>, and <800> guidelines for compounding
    • European Pharmacopoeia (Ph. Eur.) monographs for residual solvents and elemental impurities
    • FDA DMF referencing and data support

    Typical usage ratio

    • 30–55% of total heterocyclic raw material input in target multi-step synthesis route, based on molecular yield and route selection
    • Adjustment according to downstream substitution requirements and catalyst loading in Suzuki or Buchwald–Hartwig couplings

    Downstream process integration

    • Charged as a solid intermediate following initial nucleophilic aromatic substitution steps
    • Directly introduced into protected scaffold synthesis reactors
    • Extensive chromatographic purification for API-grade lots prior to further heterocycle construction

    Final product types

    • Active pharmaceutical ingredients (APIs) for kinase inhibitor tablets and injectables
    • Intermediate reference compounds for early-stage oncology drug discovery
    • Screening libraries for small molecule cancer research programs

    2. Agrochemical Research and Development

    In crop protection R&D programs, our material acts as a precursor in building novel pyrazolo-based active ingredients. The brominated scaffold promotes diverse substitution patterns key to insecticidal and fungicidal activity. Clients apply it at the initial synthesis stages, especially for constructing combinatorial libraries in discovery projects. Quality consistency and trace elemental content receive particular attention to meet agrochemical pilot standards.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP) for R&D stages
    • ISO 9001 Quality Management System for batch records
    • REACH Annex VII registration (where applicable for research use)
    • FAO/WHO guidelines on limits for residual contaminants in agroactive raw materials

    Typical usage ratio

    • 15–35% of total cyclic precursor incorporation, depending on multi-step synthetic strategy
    • Percentage adjusted to optimize functional group introduction in scaffold diversification

    Downstream process integration

    • Introduced at the first or second step of active compound scaffold assembly
    • Employed prior to functionalization and formulation studies
    • Retained as a traceable intermediate in registration dossiers

    Final product types

    • Novel agrochemical actives under pre-registration testing
    • Lead compounds for fungicide and insecticide development
    • Reference standards for environmental fate studies

    3. Building Block for Specialty Dye Manufacturing

    Manufacturers in the high-performance dye industry utilize this brominated carboxylic acid as a heterocyclic building block for synthetic dyes with enhanced solubility or stability. The material’s structure allows precise attachment of chromophores and tuning of electronic properties through further functionalization. Manufacturers operate under stringent batch consistency and traceability demands to guarantee color reproduction and fastness in end-use testing.

    Industry compliance standards

    • ISO 22302:2020 for industrial colorants
    • EU REACH Annex XVII limits for aromatic amines and impurities
    • OEKO-TEX Standard 100 (input chemistry screening, where applicable)
    • ASTM D543 requirements for chemical resistance in plastics coloration

    Typical usage ratio

    • 5–18% of dye precursor mass depending on the specific dye molecule and shade depth
    • Ratio varies with conjugated backbone design and solubilizing group introduction

    Downstream process integration

    • Fed into solution-phase condensation reactors for azo, anthraquinone, or phthalocyanine dye production
    • Inserted at early or late-stage modification steps to adjust hue or solubility profile
    • Carefully purified under controlled conditions to maintain color strength consistency

    Final product types

    • High-stability textile dyes for synthetic fibers
    • Specialty colorants for engineering plastics and films
    • Functional dyes for laser marking and electrophotographic toners

    4. Advanced Material Synthesis for Organic Electronics

    Developers of organic semiconductors and advanced functional materials incorporate this compound as a scaffold for constructing pyrazolo-based field-effect transistors and thin-film devices. The brominated group enables further C–C coupling essential in extending conjugation within electronic materials. Purity, trace metals, and batch-to-batch reproducibility are closely monitored according to stringent electronics industry QC protocols before integration into deposition or casting workflows.

    Industry compliance standards

    • IPC-1752 material declaration for electronic components
    • IEC 62474 material data reporting for electronic supply chains
    • RoHS Directive (EU) 2011/65/EU for restricted substances in electronics
    • Cleanroom production documentation for organic electronics materials

    Typical usage ratio

    • 2–10% by weight as a functional monomer in organic electronic precursors
    • Quantity fine-tuned for target bandgap, mobility, and morphology in device optimization

    Downstream process integration

    • Added to monomer mix for co-polymerization or direct coupling polymerization processes
    • Incorporated as a core unit prior to thin-film casting or vapor deposition
    • Subjected to high-purity filtration and analytic verification before entering device fabrication lines

    Final product types

    • Organic thin-film transistors (OTFTs)
    • Active layers for organic photovoltaic (OPV) cells
    • Functional ink formulations for printed electronics applications
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    More Introduction

    Introducing 5-Bromo-1H-Pyrazolo[3,4-B]Pyridine-3-Carboxylic Acid: Sharpening the Tools of Chemical Discovery

    Anyone who’s spent time in a lab understands the hunt for molecules that hold up to tough research, whose structure provides opportunity for more than just filling a flask. 5-Bromo-1H-Pyrazolo[3,4-B]pyridine-3-carboxylic acid stands out in the landscape of research chemicals because its skeleton combines practical features for synthetic work with real-world versatility. Looking at it with chemist’s eyes, you'd notice the strategic placement of the bromine atom—an entry point for coupling reactions—paired with the solid backbone of the pyrazolo[3,4-b]pyridine ring. That combination lets you build out libraries of analogs and test new hypotheses across pharmaceutical and materials fields.

    What Sets This Molecule Apart

    Some might ask, why look twice at a molecule like this? The answer comes from daily life at the laboratory bench. Many chemical scaffolds, especially heteroaromatic carboxylic acids, push limits on what can be joined, modified, or carried forward into larger structures. This compound stands out because the pyrazolo[3,4-b]pyridine ring draws interest from those working in medicinal chemistry, due to known bioactivity from related compounds. Adding a carboxylic acid group at the three-position opens a route for amide formation, making it valuable for bioconjugation or peptidomimetic development. The bromine at position five not only improves electron distribution but also introduces a point of reactivity, where Suzuki or Buchwald–Hartwig couplings can result in a diverse array of extended systems.

    In my own experience, tackling multi-step syntheses often comes down to starting material choice. Years ago, I faced a project where building novel kinase inhibitors meant inserting fragments onto a pyridine core, but so many available options came up short—they were either difficult to functionalize or too sensitive for downstream transformations. Back then, a building block with both a well-placed halogen and a carboxyl group would have saved weeks. This chemical solves exactly that puzzle.

    Model and Specifications That Matter

    5-Bromo-1H-Pyrazolo[3,4-B]pyridine-3-carboxylic acid’s structure provides stability under typical laboratory conditions. Its molecular formula is C7H4BrN3O2, which makes it easily handled for most bench chemists. The crystalline solid form is straightforward to purify and weigh, a practical advantage over more oily intermediates. While exact melting point or spectral details could vary based on batch or source, the key factor is reliability: you know what you are holding, and can run NMR, LC-MS, or IR for confirmation without surprises. Such transparency gives more confidence moving to scale-up or translation beyond small batch discovery.

    Its molecular weight settles comfortably around 242 g/mol, allowing decent solubility in mixed organic aqueous conditions. I've found this particularly important for parallel syntheses where dissolving scores of compounds together would be a roadblock if your core scaffold clumped out early on. This compound’s physicochemical profile also encourages researchers to extend beyond initial ideas—imagining both polar and nonpolar substitutions thanks to the acid and bromine combination.

    Where Chemists Put This Building Block to Work

    Real-world impact matters more than theoretical interest, so usage stories help tell the whole picture. 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid appears in early-stage drug discovery where the demand for novel heterocycles keeps growing. Whether developing kinase inhibitors or pushing into new CNS drugs, the core ring system shows promise. The attached carboxylic acid supports further conjugation, which is key for SAR (structure-activity relationship) campaigns. In medicinal chemistry, that translates to more drug candidates advancing through the pipeline, speeding up the transition from bench to bedside.

    This acid finds a home in material science too. Researchers developing organic electronic materials or luminescent molecules often highlight the need for robust, convergent synthons—the very thing this compound supplies thanks to its firm heteroaromatic base and halogen ready for cross-coupling. Some even point to the compound’s role in tuning electron density in optoelectronic frameworks. From my lab time, compounds like this provide leverage during exploratory synthesis, letting students and professionals push ideas a bit faster, thanks to the straightforward reactivity at the bromine and acid sites.

    Sustainability speaks through efficiency. Rather than piecing together rings through multi-step, wasteful procedures, direct access to 5-bromo substitution lets researchers minimize byproducts and lock in yields on a tighter timeline. This edge keeps projects under budget and on schedule—an advantage few standard nitrogens or carbons can guarantee in broader scaffold design.

    Comparing to Other Heterocyclic Carboxylic Acids

    Choice matters in synthesis, and many researchers see the alternatives—simple pyridine carboxylic acids, for example, or those built on indole or pyrimidine bases. Straight pyridine acids often lose out, lacking options for both halogen reactivity and ring fusion. Indoles show decent bioactivity but are less tractable in cross-coupling without extra protecting-group gymnastics. Pyrimidines may offer an electron-deficient scaffold but often need more custom conditions for transformations at selective sites.

    This compound’s balanced reactivity, with both a halogen and carboxyl function on a rigid bicyclic ring, stands out as rare. It lands in an optimal range for making small-molecule fragments ready for late-stage diversification, where medicinal chemists tend to need adaptable building blocks. Based on years spent troubleshooting failed couplings or stalling amid protection/deprotection cycles, having a well-designed building block speeds everything up, from idea to data to publication.

    Safety and Ease of Handling

    Practical work means more than reaction yields—it means considering how a chemical interacts with people and process. Though personal protective equipment and standard lab safety are always in play, the absence of strong volatility, reactive functional groups, or toxic decomposition products makes 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid straightforward for regular handling. Its form reduces the risk of inhalation hazards, and the chemical’s thermal properties support storage in typical chemical cabinets, provided light and moisture are managed. For researchers prioritizing safe and reproducible procedures, this kind of building block speaks to reliability both on small and growing scales.

    Ethical and Environmental Considerations

    Any experienced chemist knows the growing attention paid to sourcing, waste and sustainability. A compound that delivers high reactivity and selectivity helps chemists cut down on side products and excess reagents, reducing the burden on downstream purification. This molecule’s dual sites for modification guide synthetic schemes toward greener alternatives—using palladium-catalyzed couplings instead of traditional, more wasteful halogenations, for instance.

    Companies and academic labs increasingly pursue more sustainable chemical portfolios. By choosing more versatile building blocks, they reduce logistical load, consolidate stockrooms, and lower chemical inventory risks. Down the line, that also means fewer shipments, fewer hazardous materials in waste streams, and stronger compliance with evolving regulations on laboratory safety.

    Supporting Innovation in Drug Development

    Looking back at trends in drug discovery, the role of fused heterocycles stands out. Pharmaceutical pipelines fill with compounds incorporating nitrogen-rich fragments, many shown to increase solubility, tune bioavailability, or adjust metabolic stability. This building block fits that demand, giving medicinal chemists the leverage needed for modern small-molecule design.

    Not only does the carboxylic acid group offer a handle for amide or ester formation, but the overall scaffold brings valuable three-dimensionality—something that flat six-membered rings can’t match. By introducing both depth and functional diversity, this compound supports the search for better drugs across oncology, inflammation, and neurological targets. In conversations with colleagues, successful campaigns often start with molecules possessing both synthetic tractability and breadth of modification—features tightly woven into the structure under discussion.

    Real-World Problems and Pathways Forward

    Lack of access to stable, modifiable building blocks remains a stumbling block for researchers in both the public and private sectors. Students and staff frequently face delays based on sourcing, with some suppliers offering only small lots or mixed-quality batches. Inconsistent supply breeds stop-and-go research, undercutting productivity and morale. Reliable compounds like 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid help break that cycle, provided sourcing maintains transparency and quality assurance.

    Another hurdle comes from the cost of high-end building blocks. Budgetary constraints force many teams to pick from lower-value, more generic starting materials, which leads to dead ends or extra synthetic steps. By prioritizing well-characterized, functionally rich building blocks, labs boost return on investment in both time and money. Open communication between suppliers and researchers—setting expectations for lot size, purity, and documentation—can further bridge those gaps, making essential chemicals more accessible to innovation-seeking teams everywhere.

    A Tool for Training Next-Generation Scientists

    Beyond immediate research results, compounds like this serve as critical teaching tools. Undergraduate and graduate programs thrive when students work with reliable chemicals whose chemistry demonstrates real-world impact. By handling, reacting, and analyzing building blocks with a suite of reactive sites, learners gain confidence in designing syntheses and troubleshooting problems—skills directly applicable to careers in pharmaceuticals, agrochemicals, and advanced materials.

    Instructing new chemists often means blending textbook reaction mechanisms with unpredictable lab realities. Access to compounds that react cleanly and deliver results that match the literature supports a confidence-building atmosphere. The compound’s dual reactivity allows instructors to build a variety of lab exercises, from halogen-lithium exchange to amide bond formation, each reinforcing different chemical concepts.

    Community and Collaboration

    Progress in chemistry flourishes within strong networks. The best research often emerges from labs that share protocols, compare notes, and point out pitfalls with new building blocks. By becoming a staple in collective toolkits, 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid links academic and industrial researchers, fostering collaboration over competition. Open-access publications, preprint servers, and online forums document growing interest in novel pyrazolo[3,4-b]pyridine derivatives, hinting at how much more could be learned through direct sharing of successes and failures with this chemical core.

    In the world of patent applications, where timing can mean everything, access to literature and samples of new intermediates matters. Researchers working on similar targets benefit from the cross-pollination of techniques—those shared protocols speed up troubleshooting and broaden the collective reach toward challenging synthetic goals. Widespread and affordable access to building blocks like this strengthens the entire research community.

    Addressing Challenges in Scalability

    Not every compound that shines in small-scale discovery lends itself to bulk production. Laboratory routes do not always translate neatly into hundreds-of-grams synthesis, particularly if subtle impurities or byproducts creep in. The value of 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid emerges when it supports both research-scale and commercial-scale demands. Scalable routes often involve robust halogenation and cyclization chemistry coupled to efficient purification. Close attention to these details, and honest reporting of failed or inefficient steps, saves companies and academic centers long-term headaches.

    Experienced chemists appreciate supply chains built on reproducibility. If a compound delivers the same quality and ease of use from test tube to pilot plant, teams confidently push forward new chemical entities. The presence of both a synthetically useful halogen and a functionalizable acid group means this molecule rarely sits idle; its adoption often opens doors to further innovation, piggybacking on established scale-up methods for similar fused heterocycles.

    Final Thoughts on Value and Future Prospects

    Decades of chemical innovation have demonstrated that scaffolds capable of supporting multiple synthetic modifications push science forward faster. Researchers betting on 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid gain a leg up in the race for new therapies, advanced materials, and sustainable chemical technologies. The critical step lies in broadening access, maintaining transparent supply practices, and encouraging open sharing of method improvements.

    Those committed to pushing the future of molecular science recognize the practical and intellectual value of solid building blocks. 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid fits naturally into the toolkit of chemists and innovators looking for a blend of flexibility, reliability, and opportunity in their daily work. Over the years, as priorities shift from brute-force experiments to smarter, more targeted designs, such compounds prove their worth not just at the lab bench, but in the broader story of scientific progress.