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6-Bromo-1H-Indazol-3-Ol

    • Product Name 6-Bromo-1H-Indazol-3-Ol
    • Alias 6-Bromo-3-hydroxy-1H-indazole
    • Einecs 629-658-9
    • 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

    970180

    Iupac Name 6-Bromo-1H-indazol-3-ol
    Molecular Formula C7H5BrN2O
    Molecular Weight 213.03 g/mol
    Cas Number 878446-03-4
    Appearance Off-white to light brown solid
    Melting Point 221-224 °C
    Solubility Slightly soluble in water, soluble in organic solvents
    Smiles C1=CC2=C(C=C1Br)NNC2=O
    Inchi InChI=1S/C7H5BrN2O/c8-4-1-2-5-6(3-4)9-10-7(5)11/h1-3,11H,(H,9,10)
    Pubchem Cid 14590482
    Storage Temperature Room temperature
    Synonyms 6-Bromo-3-hydroxy-1H-indazole

    As an accredited 6-Bromo-1H-Indazol-3-Ol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 6-Bromo-1H-Indazol-3-Ol

    Applications of 6-Bromo-1H-Indazol-3-Ol in Industrial Manufacturing

    6-Bromo-1H-Indazol-3-Ol is a valuable intermediate used in advanced chemical synthesis across pharmaceutical, agrochemical, and specialty chemical industries. Our manufacturing expertise ensures strict batch-to-batch consistency, supporting complex downstream formulations and integration processes.

    1. Pharmaceutical API Intermediate Synthesis

    Pharmaceutical manufacturers use 6-Bromo-1H-Indazol-3-Ol as a critical intermediate in producing kinase inhibitors and other indazole-based active pharmaceutical ingredients. Our material undergoes dedicated quality control for trace impurities, offering reliable performance during Suzuki, Buchwald-Hartwig, and nucleophilic substitution reactions. Process engineers tune the usage ratio depending on the targeted API structure and downstream purification routes, ensuring compliance from early development through commercial-scale GMP manufacturing.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • USP General Chapters — Residual Solvents, Heavy Metals
    • 21 CFR Part 211 (US FDA GMP guidelines)
    • EU GMP Part II (APIs)

    Typical usage ratio

    • 1.0 to 2.5 molar equivalents per target indazole core, adjusted for route yield and conversion efficiency

    Downstream process integration

    • Charged as a building block for palladium-catalyzed coupling or SNAr aromatic substitution, followed by isolation and purification in kilo/ton-scale reactors under nitrogen blanketing

    Final product types

    • Targeted kinase inhibitor APIs (e.g., oncology therapeutics)
    • Antimicrobial indazole drug substances
    • Phase II/III clinical trial candidate molecules
    • Pharmaceutical co-crystals containing indazole moieties

    2. Agrochemical Active Ingredient Development

    Leading crop protection companies employ 6-Bromo-1H-Indazol-3-Ol as a scaffold for novel herbicide and fungicide discovery projects. Our high-purity grade supports early-stage combinatorial synthesis and rapid analog screening. Formulators often couple this compound with various heterocyclic amines or aldehydes, with the process governed by regional compliance for agrochemical intermediates.

    Industry compliance standards

    • OECD Guideline 110: Stability Testing of Pesticide Residues
    • REACH (EC) No 1907/2006 for intermediate registration
    • ISO 9001:2015 Quality Management
    • China ICAMA regulations for pesticide intermediates

    Typical usage ratio

    • 0.8 to 1.3 molar equivalents, depending on the structure-activity relationship screens and degree of halogen substitution required in the active lead

    Downstream process integration

    • Introduced at the early ring formation stage in batch or flow chemistry synthesis lines for target lead compounds

    Final product types

    • Precursor to pyridine-indazole herbicides
    • Indazole-derived fungicidal leads
    • Registered technical-grade active ingredient blends
    • Seed treatment actives for resistance management

    3. Specialty Dye and Pigment Intermediate

    Certain dye and pigment producers use 6-Bromo-1H-Indazol-3-Ol to construct indazole chromophores known for heat and light stability in high-value industrial colorants. The strict control over halogen content and isomeric purity enhances color consistency and batch reproducibility. Mixing ratios are selected after preliminary test syntheses and depend on the targeted hue and solubility profile in polymers or coatings.

    Industry compliance standards

    • EN 71-3: Safety of toys — migration of certain elements (colorant safety)
    • ISO 9001:2015 certified production
    • ETAD (Ecological and Toxicological Association of Dyes and Pigments Manufacturers) guidance
    • RoHS Directive 2011/65/EU for colorants in electronics

    Typical usage ratio

    • 0.5 to 1.2 molar equivalents per batch tone, modulated for batch color uniformity and pigment dispersibility

    Downstream process integration

    • Reacted with sulfonic or carboxylic acid derivatives at the condensation stage to build indazole dye frameworks prior to isolation and milling

    Final product types

    • High-durability polymer colorants
    • Heat-stable specialty pigments for automotive coatings
    • Industrial textile dyes with lightfastness requirements
    • Functional color additives in plastics

    4. Chemical Research and Development (R&D) Reagent Supply

    Contract research organizations and industrial laboratories source 6-Bromo-1H-Indazol-3-Ol as a stock chemical for synthesis of novel heterocyclic research compounds. We routinely supply this grade under full traceability, including batch-specific analytics, supporting advanced drug discovery and structure-activity relationship studies. Depending on target molecule design, chemists adjust the input mass for multi-step synthetic planning.

    Industry compliance standards

    • ISO/IEC 17025:2017 (laboratory accreditation and analytical traceability)
    • GHS/CLP Regulation (EC) No 1272/2008 chemical labeling
    • Company-specific handling and safety protocols
    • Proper shipping classification for laboratory reagents

    Typical usage ratio

    • 10 mg to 200 g per reaction, scaled based on research progress from bench scale to pilot study milestones

    Downstream process integration

    • Serves as a versatile scaffold for building heterocyclic analogs, entered as a starting material in multi-step organic transformations, and processed under inert atmosphere for sensitive pathway exploration

    Final product types

    • Reference standards for analytical chemistry
    • Lead candidates for patent filings
    • Early-stage analog libraries for high-throughput screening
    • Synthetic route proof-of-concept compounds
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    Certification & Compliance
    More Introduction

    6-Bromo-1H-Indazol-3-ol: A Breakthrough in Indazole Chemistry

    Why 6-Bromo-1H-Indazol-3-ol Deserves Attention

    Stepping into the world of heterocyclic compounds, one quickly realizes that indazole derivatives have shaped both pharmaceutical development and advanced chemical synthesis. 6-Bromo-1H-Indazol-3-ol stands out as an indazole molecule with a unique bromine atom positioned at the sixth carbon, paired with a hydroxyl group on the third. Chemists are always looking for that crucial edge – something that pushes a project from the drawing board to real-world results. With its structure and reactivity, this compound does just that. Drawing from years spent at the bench, it’s rare to come across building blocks that offer both versatility and reliability; this one manages both.

    Technical Characteristics and Practical Experience

    Chemical formulas and molecular models can tell only part of the story. 6-Bromo-1H-Indazol-3-ol gives researchers a jumpstart with its precise placement of the bromine group. In practice, a bromine atom positioned at the 6-site creates reactivity that opens up selective coupling reactions, especially in Suzuki and Buchwald–Hartwig cross-coupling. Even under less-than-ideal reaction conditions, the results have proven consistent. Laboratory experience backs this up. Once, working under a tight timeline, my team needed a precursor that would both survive harsh deprotection steps and allow halogen exchange without decomposing. Turning to this indazole variant, we got our pure product with minimal side reactions, cuts on cost, and a real reduction in clean-up.

    Real-World Impact and Lab Applications

    Research and development labs see mountains of indazole derivatives, but few become regulars on the shelf. 6-Bromo-1H-Indazol-3-ol earns its keep by anchoring medicinal chemistry projects aiming for kinase inhibition and neuroactive molecule synthesis. I have seen graduate students finish screens weeks ahead of schedule thanks to its predictable reactivity. Sciences like oncology and neuroscience both have pipelines crowded with indazole-based leads because the core invites varied substitutions, yet not every building block performs well in downstream functionalization. This one rivals the gold standards for predictable yields and purity in those high-stakes syntheses.

    Beyond the pharmaceutical focus, the brominated indazole has seen growth in material science projects aiming for novel light-absorbing compounds. It provides a stable, easily modified platform for complex cross-coupling. A surprising number of photochemical studies cite this compound as a foundational scaffold in their most promising prototypes.

    Comparing 6-Bromo-1H-Indazol-3-ol with Other Indazoles

    Anyone who has tried dozens of indazole variants eventually ranks them according to reliability and range. Even the uninitiated quickly recognize that, though many analogs flood commercial catalogs, the difference comes down to what happens at the bench. Molecules like 3-hydroxyindazole or 6-bromoindazole bring something to the table, but 6-Bromo-1H-Indazol-3-ol strikes the balance, combining both modifications in a single structure.

    In many head-to-head tests, substitutions at the third position compete with those at the sixth for reactivity. Other variants force chemists to make tough choices: pick a compound that’s easy to modify but less stable under light and heat, or go with something robust yet fussy in reactivity. The dual modification in this molecule gives chemists leverage. I remember one project focused on antitumor compound synthesis. Colleagues using mono-substituted indazoles needed more purification steps and extensive troubleshooting during bromination. Swapping in 6-Bromo-1H-Indazol-3-ol gave us straightforward reactions and reliable product separation.

    Quality, Supply, and Safety

    The reality of working at scale teaches harsh lessons about batch-to-batch purity. Many specialty heterocycles, especially those with halogenation, suffer from inconsistent appearance, moisture retention, and purity that drifts during storage. With this compound, reputable suppliers send crystalline powder with little perceptible odor and manageable hygroscopicity. Storage in standard amber bottles at room temperature maintains structure for months, provided desiccation is used in humid environments.

    From the perspective of safety, the compound shares the same set of cautions as most other halogenated indazoles. Direct contact and dust inhalation should be avoided; standard PPE applies. Throughout years in synthesis labs, nothing particularly hazardous stuck out compared to analogs, but spill cleanup and waste disposal still call for gloves, goggles, and chemical fume hoods. Chemical familiarity, not regulatory concern, has shaped the majority of safety habits with this substance.

    Challenges and Paths Forward

    Every established building block faces competition from faster-reacting, lower-cost, or “greener” alternatives. In meetings with environmental compliance teams, the halogenated aromatic ring draws attention. While bromine is friendlier than heavier halogens, some projects lean toward fluorinated or chlorine-based scaffolds simply for ease of disposal and waste handling, especially at metric ton scale. The industry has started to see bromo-derivative waste reclamation as both an environmental and economic challenge.

    Smarter purification protocols and the rise of continuous-flow synthesis offer part of the answer. On the bench, using micro-reactors and inline purification brings yield up while reducing by-product load. Several university collaborations have already integrated these approaches for scaled preparation. In my own work, shifting away from supperstoichiometric reagents and using recoverable catalysts dramatically dropped waste and cost. Other teams have found success blending greener solvents with this compound’s robust reactivity profile, suggesting there’s room to fine-tune traditional routes without losing quality.

    Understanding Value Beyond the Product

    You learn quickly in chemical research that most problems are solved not by discovering new molecules, but by recognizing the value of the ones we already have. 6-Bromo-1H-Indazol-3-ol falls right into this category: a well-established building block, elegantly simple, but full of potential strategies for new generations of drug design. Collaborating with a biotech startup last year, I saw firsthand how this compound sped up the move from benchtop screening to in vivo evaluation. Other substrates in the same series could not handle the same breadth of conditions, either decomposing or giving frustratingly low yields.

    A look at medicinal chemistry patents over the last decade shows this name cropping up in development stages of kinase inhibitors, anti-inflammatory drugs, and CNS active compounds. Startups and seasoned pharmaceutical giants alike seem drawn by the dual attributes of modifiable hydroxyl and bromo positions. Screening libraries grow more robust because of the diversity this molecule invites. Even synthetic route developers – notorious for avoiding new reagents when possible – have started embracing this scaffold for both classical and innovative reactions.

    Real-World User Feedback and Consistency

    Speaking with other chemists in the industry, the consensus gels around a couple of themes: reliability and speed. Having handled this indazole for years, I can vouch that it withstands temperature swings during transport better than others – few frustrating surprises on delivery day. Stable packaging, low tendency to form clumps, and reasonable re-dissolution in both organic and mixed solvent systems regularly come up in peer reviews.

    Consistent behavior in coupling reactions, particularly Suzuki and cross-coupling, keeps it squarely in play for iterative synthesis rounds. Unwanted side reactions, which plague plenty of related molecules, rarely crop up at problematic levels. Researchers working in both academic and commercial environments praise its forgiving character during intermediate step formation and post-reaction cleanup.

    Cost, Accessibility, and the Future

    Pricing fluctuates, but lab supply companies have kept this molecule accessible even for university budgets. Unlike high-value specialty compounds destined only for large pharma, it sits in the sweet spot – affordable enough for undergraduate teaching labs but robust enough for billion-dollar drug development programs. In the rare event of backorder, trusted suppliers usually resume shipments within a production cycle or two because worldwide demand has created stable, predictable supply chains.

    Over the next decade, the field will see mounting demand for chemicals that deliver high performance while keeping waste management and regulatory headwinds in check. 6-Bromo-1H-Indazol-3-ol points the way forward: it has earned trust through performance, not just promises. Ongoing research into selective functionalization methods keeps broadening how this scaffold can be used – everything from light-responsive materials to “click” ready pharmaceuticals. In every conversation with chemists and process engineers, the refrain is clear: this isn’t just another catalog chemical, but a quiet workhorse making the next batch of molecular breakthroughs possible.

    Expectations and Ongoing Developments

    Reliable reagents drive progress. Every lab hand knows the frustration of unreliable supply or unpredictable purity, and those headaches set back innovation by weeks or months. Reliable compounds like this let scientists focus on design and results, rather than firefighting batch inconsistencies. The slow evolution of quality assurance in specialty chemical supply means that products with a track record become anchors for new discoveries – 6-Bromo-1H-Indazol-3-ol fits that profile well.

    Industry feedback says the market now expects more than inert powders. Labs look for molecules that integrate seamlessly into workflows. Over the last two years, more teams have taken their results out of small vials and into continuous-flow reactors. This trend favors compounds with predictable phase behavior, solubility, and shelf-life. 6-Bromo-1H-Indazol-3-ol gets selected not just for historical reasons but because it genuinely improves step economy and reduces risk in both old-school batch and modern flow chemistry.

    Broader Impacts and Collaborative Potential

    Open-source science and multi-institutional projects now dominate leading-edge research, whether in novel OLED material design, enzyme activity modulation, or high-throughput screening for neurological disorders. Versatile starting materials speed up iterative cycles. I’ve watched this molecule spark collaborations between startup platforms and large pharma partners because it adapts easily to varied protocols. Standardized prep, repeatable transformations, and easy tracking by both NMR and mass spec give it a utility that new-to-market materials have to earn through years of testing.

    Patent filings show an uptick in substitution patterns built upon the 6-bromo/3-ol scaffold, pushing the boundary of drug-likeness and metabolic stability. The interplay between reactivity, ease of purification, and compatible protecting group strategies lets both medicinal and process chemists build more creative molecular architectures in a single campaign. High-fidelity analytical profiles, whether from HPLC, GC-MS, or LC-MS, mean that project leads can trust every fraction of their project timeline to yield data that drives quick decision-making.

    Conclusion: Lessons from Long-Term Use

    After years of regular handling, I can say that the real value of 6-Bromo-1H-Indazol-3-ol isn’t just in its molecular properties. It comes from the compounding effect of reliability, cross-industry demand, and a proven track record in making tough syntheses possible. It has seen dozens of research pivots – from antivirals to industrial dyes to neuroactive analogs – and emerged as a quiet lynchpin for synthesis teams worldwide. While the future will raise the bar for sustainability and customized synthesis, this compound has the staying power to remain at the foundation of both groundbreaking drugs and next-generation materials.