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6-Bromo-2H-Isoquinolin-1-One

    • Product Name 6-Bromo-2H-Isoquinolin-1-One
    • Alias 6-Bromoisoquinolin-1(2H)-one
    • Einecs 629-019-6
    • 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

    595127

    Product Name 6-Bromo-2H-Isoquinolin-1-One
    Cas Number 6937-35-5
    Molecular Formula C9H6BrNO
    Molecular Weight 224.06 g/mol
    Appearance White to light yellow solid
    Melting Point 208-210 °C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in DMSO and DMF
    Smiles Brc1ccc2c(=O)[nH]cc2c1
    Inchi InChI=1S/C9H6BrNO/c10-6-1-2-7-8(4-6)9(12)11-5-3-7/h1-5H,(H,11,12)
    Storage Temperature Store at 2-8 °C
    Synonyms 6-Bromoisoquinolin-1(2H)-one

    As an accredited 6-Bromo-2H-Isoquinolin-1-One 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-2H-Isoquinolin-1-One

    Applications of 6-Bromo-2H-Isoquinolin-1-One in Industrial Manufacturing

    As a dedicated manufacturer, we supply high-purity 6-Bromo-2H-Isoquinolin-1-One to downstream industries that require strict adherence to quality protocols and regulatory frameworks. This material plays a crucial role in advanced chemical synthesis, especially where functionalized isoquinoline cores are required for end-use molecular targets. Below we illustrate specific, well-established application scenarios in detail based on our ongoing customer collaborations and industrial feedback.

    1. Pharmaceutical Intermediates for Kinase Inhibitor Synthesis

    Chemical process development teams at pharmaceutical companies often select 6-Bromo-2H-Isoquinolin-1-One as a building block for complex kinase inhibitor scaffolds, especially where targeted bromination at the 6-position confers desirable bioactivity. This intermediate allows precise downstream coupling reactions and manipulations, pivotal for advancing clinical candidate molecules.

    Industry compliance standards

    • Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients (APIs)
    • ICH Q7 guidelines on Active Substance production
    • United States Pharmacopeia (USP) reference for impurity limits and traceability
    • European Pharmacopoeia (Ph. Eur) standards for intermediate quality

    Typical usage ratio

    • 10–25% molar equivalence in heterocycle assembly, with loading adjusted based on kinase core complexity and pathway yields

    Downstream process integration

    • Introduced during target molecule assembly phase as the isoquinolinone nucleus, followed by protection/deprotection and halogen exchange steps

    Final product types

    • Oral kinase inhibitors (oncology drug APIs)
    • Immunomodulatory active molecules for clinical trial batches
    • Investigational new drug (IND) intermediate stock solutions

    2. Advanced Agrochemical Key Intermediate

    Agrochemical compound formulators apply this raw material in the synthesis of novel brominated pyridine and isoquinoline derivatives, used as the backbone in patented fungicides and insecticides. The high specificity of the bromo-substituted site enables design of molecules with targeted field stability and enhanced biocidal properties.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 9001:2015 Quality Management Systems for specialty intermediates
    • REACH Regulation (EC) No 1907/2006 for chemical safety assessment and registration
    • European Crop Protection Association (ECPA) guidance

    Typical usage ratio

    • 5–15% weight fraction in batch preparations, adjusted based on the number of downstream functionalization steps and target molecule size

    Downstream process integration

    • Incorporated at the nucleophilic aromatic substitution step for constructing agrochemical actives, often followed by alkylation and oxidation sequences

    Final product types

    • Registered broad-spectrum fungicides for crop protection
    • Advanced seed treatment formulations
    • Nematicidal active ingredients for soil health improvement

    3. Specialty Dye and Pigments Intermediate

    Colorant manufacturers source this isoquinolinone derivative for dye synthesis, particularly where bright, stable brominated shades are needed. The compound’s electron-rich aromatic structure serves as a foundation for constructing pigment molecules with heightened lightfastness and resistance to chemical fading in high-performance coatings and inks.

    Industry compliance standards

    • OEKO-TEX Standard 100 for restricted chemical content
    • ISO 8780-1:2022 for pigment quality assessment
    • EN 71-3:2019 for safety of dyes in children’s products
    • ASTM D476 for pigment use in industrial paints

    Typical usage ratio

    • Starting concentration at 8–16% by weight in dye precursor blends, scaled according to chromophore extension and desired application intensity

    Downstream process integration

    • Engaged in the initial condensation reaction with other aromatic units, followed by sulfonation and metallization to finalize pigment structures

    Final product types

    • High-fastness industrial pigments for automotive coatings
    • Textile-resistant dyes for professional fabrics
    • Printing ink colorants for packaging industries

    4. Fine Chemicals for OLED and Electronic Material Precursors

    Electronics material engineers utilize this bromo-isoquinolinone compound as a molecular precursor during organic semiconductor synthesis for OLED emitters and related photonic devices. Its specific aromatic configuration supports efficient electron transport layer construction, thus streamlining the fabrication of high-purity, high-performance end devices.

    Industry compliance standards

    • RoHS Directive 2011/65/EU for restriction of hazardous substances
    • IEC 61249-2-21 for electronic materials
    • ISO 14001:2015 for environmental impact in electronics manufacturing
    • TÜV SÜD testing for trace contaminants in functional materials

    Typical usage ratio

    • Formulation batches require 2–12% by mol, subject to the architecture of the multilayer OLED stack and degree of backbone substitution

    Downstream process integration

    • Feedstock for Suzuki coupling and subsequent functionalization as part of the emitter or transport layer assembly in OLED chip production

    Final product types

    • OLED display emitter molecules
    • Organic field-effect transistor materials
    • Conductive coatings and optical brightening agents
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    Certification & Compliance
    More Introduction

    Discovering the Advantages of 6-Bromo-2H-Isoquinolin-1-One in Modern Chemistry

    Chemistry thrives on building blocks that make other achievements possible. One substance that recently caught my attention is 6-Bromo-2H-Isoquinolin-1-One, which brings definite value to research and development teams looking for reliable starting points in pharmaceutical and fine chemical projects. Unlike more common reagents, this molecule opens doors for creative synthesis and modifications. Its structure features a bromine atom at the 6-position of the isoquinolinone ring, something that synthetic chemists keep looking for when selectivity and reactivity matter.

    Structure and Reliable Quality

    6-Bromo-2H-Isoquinolin-1-One stands out for its core framework—building on the proven isoquinoline skeleton, but with a bromine atom attached. This brings several benefits: the bromine acts as a guiding group in transition metal-catalyzed reactions and serves as a key handle for further derivatization. In the lab, I have relied on this bromo group to easily access various substituted isoquinolinones, driving routes that would otherwise require multistep sequences. That saves time, cost, and effort. Reliable suppliers typically offer the product in powder form, which is easy to weigh and dissolve for bench work. The solid is light yellow, and its purity by HPLC or NMR often exceeds 98%, which makes purification steps less grueling.

    Many people underestimate the difference purity makes. In organic synthesis, small impurities produce headaches—not only lowering the quality of final products but muddying up yields and characterizations. A bottle of 6-Bromo-2H-Isoquinolin-1-One with authentic certificate data, consistent melting point, and clean spectra delivers reliability. You know what you’re working with, and science leans on that peace of mind to solve bigger questions.

    Unique Uses in Heterocyclic Chemistry

    What can one do with this compound? Quite a lot, if your lab focuses on heterocycles, alkaloid synthesis, or bioactive design. One direct application arises in cross-coupling chemistry. With the bromine at position 6, Suzuki or Buchwald–Hartwig coupling partners can be introduced precisely—biaryl motifs, amines, or alkoxy groups—delivering modified isoquinolinones tailored for projects in drug design or advanced materials. Whenever I needed to introduce a specific group on this scaffold, the reactivity of the aryl bromide never let me down.

    The parent structure also boasts stability during rigorous conditions, such as strong bases or elevated temperatures. Plenty of other brominated aromatics degrade or give side products, especially in the presence of nucleophiles, but 6-Bromo-2H-Isoquinolin-1-One holds up. I have personally run exploratory reactions, tweaking conditions to suit challenging partners, and have found it remarkably forgiving. Its resilience even features in the literature: chemists worldwide keep picking it up to investigate not just pharmaceuticals, but also organic LEDs and advanced dyes.

    Why Researchers Prefer This Isoquinolinone Variant

    Not every isoquinolinone offers the design flexibility of this bromo variant. Many other options present hydrogen, methyl, or chloro at the 6-position, but none provide the broad reactivity profile of bromine. For instance, methyl-2H-isoquinolin-1-one works in alkylation studies but lacks the utility when you want to pivot toward diverse, more complex analogs. Even the chloro version, 6-Chloro-2H-Isoquinolin-1-One, poses limitations—the aryl chloride is less reactive in palladium-catalyzed couplings, often needing harsher conditions, more catalyst, and sometimes giving lower yields or more byproducts.

    Broadly, 6-Bromo-2H-Isoquinolin-1-One helps bridge discovery chemistry and scale-up. I have known colleagues in process chemistry turn to this intermediate to stay nimble during scale-up, choosing bromine as the halide for easier purification and control. Even academic researchers entering the field find a smoother entry path—its predictably high reactivity in most test reactions lifts hurdles that could discourage early results.

    Supporting Safer and Smarter Synthesis

    A question often comes up—how does the handling of this compound compare to other functionalized isoquinolinones? The bromine substituent brings some safety requirements; typical personal protective equipment and fume hoods matter, but the molecule does not share the volatility or toxicity of lighter halides. Its solid nature and moderate melting point keep exposure low during weighing and transfer. Additionally, I find that waste management protocols for bromoaromatics are clear and manageable, provided one plans ahead—a plus for research teams balancing green chemistry goals.

    Working with new people, especially students and early-career chemists, has highlighted another benefit: 6-Bromo-2H-Isoquinolin-1-One teaches core skills in electrophilic aromatic substitution, cross-coupling, and functional group manipulation. By working with an intermediate that delivers predictable results and remains stable through routine manipulations, the learning curve flattens noticeably. Practical considerations like weighing out a non-hygroscopic powder, seeing clear TLC spots, and obtaining sharp NMR and LC-MS signals encourage confidence—knowledge often missing with less forgiving intermediates.

    Real-World Results in Medicinal Chemistry

    The pharmaceutical interest in 6-Bromo-2H-Isoquinolin-1-One owes much to its structure. Isoquinolinones underpin many drugs and research probes, from kinase inhibitors to central nervous system modulators. The bromine substituent becomes a gateway for analog design. I recall one drug discovery program where, after dozens of modifications around the isoquinolinone core, the 6-bromo compound provided the breakthrough for regioselective functionalization. It made late-stage diversification more approachable, smoothing out synthetic bottlenecks and quickly expanding the small-molecule library.

    Not every intermediate provides this combination of utility and reliability. In industry settings where timelines push hard, any shortcut that sustains both quality and speed can mean the difference between success and missed opportunity. Having 6-Bromo-2H-Isoquinolin-1-One ready to go—in the right form, clean enough for direct use—cuts out repetition and lets teams focus on data, not cleaning up after imperfect reactions.

    Applications in Material Science and Beyond

    Beyond pharma, the compound finds traction in material science. The electronic properties of the isoquinolinone system change markedly when a bromine atom is present. For researchers exploring organic electronics, this means a new set of tunable building blocks. The substituent enables introduction of functional groups that improve charge transport, photostability, or solubility—key metrics in OLED or photovoltaic prototype development.

    I’ve known labs that leverage the compound’s versatility: they bring in electron-rich groups via Suzuki coupling, or attach bulky moieties to test film-forming ability. Compared to unsubstituted or methylated isoquinolinones, 6-bromo variants adapt much more readily to exploratory synthesis. This saves resources and provides faster feedback during materials optimization, something that matters when chasing grant deadlines or industry contracts.

    Comparing with Other Brominated Heterocycles

    Performance depends on context, but this compound keeps finding favor versus alternatives. 6-Bromoquinoline shares some reactivity, but its lack of a keto group changes the hydrogen-bonding and crystal packing behavior—properties crucial for certain biological assays. Meanwhile, 6-Bromobenzo[g]quinoline, another aromatic fused system, often suffers from lower availability and higher cost. I’ve wrestled with projects where switchouts to these neighbors failed to deliver the same yield or conversion, reinforcing the practical edge of the isoquinolinone approach.

    I also value the clear analytical readout 6-Bromo-2H-Isoquinolin-1-One provides. The NMR chemical shifts are well-resolved; bromine’s presence makes for distinct mass fragments during LC-MS, helping track progress during multistep syntheses. Troubleshooting reactions with ambiguous starting materials eats up days; using a well-behaved brominated isoquinolinone takes away that uncertainty.

    Practical Storage and Transport

    At the bench, issues like stability during storage and transport become crucial. The compound stores comfortably at room temperature, away from direct sunlight and with minimal fuss about moisture. Unlike certain phenols or hygroscopic amines, the bottle remains loose and easy to handle, and it rarely cakes or clumps, even after months. For global distribution—shipping between collaborating labs or to pilot plants—this stability offers predictable delivery quality. By comparison, halogenated compounds like 2-bromopyridine sometimes degrade or darken over time, leading to unwanted surprises during quality control.

    I’ve seen projects slow down dramatically when supplies of an intermediate degrade in storage and must be reordered or repurified. This never happened with batches of 6-Bromo-2H-Isoquinolin-1-One kept under reasonable conditions. That consistent stability adds value, especially during scale-up or tech transfer, where a predictable input ensures reproducibility.

    Sourcing and Availability

    Finding the right supplier can make or break a research project. Reliable batches of this chemical remain in active circulation among well-established reagent providers. Modern synthetic advances have kept lead times short; high demand from research labs keeps inventory fresh. Large pharmaceutical companies, start-ups, and universities keep returning to the product for that reason. In my own experience, the ease of ordering and dependable documentation sped up onboarding new chemists.

    Ethical sourcing in today’s environment matters. Look for providers with clear track records, lots of documentation, and transparency over batch origins. Counterfeit or low-quality intermediates cause knock-on problems—false assay results, failed scale-up, regulatory headaches—while robust supply chains deliver continuity. Quality control, robust certification, and regular QC checks confirm that the product inside the bottle matches documentation—crucial for regulated environments.

    Environmental Considerations

    An often-asked question is whether the use of a brominated intermediate challenges environmental guidelines. The industry keeps moving toward greener synthesis. Responsible users can minimize the impact through careful waste segregation, recovery of solvents, and selection of less-toxic reaction partners. The sheer reliability of 6-Bromo-2H-Isoquinolin-1-One can help here: higher yields and less need for chromatographic separations or repeat runs reduce the overall waste stream.

    Many research teams have shifted toward procedures with milder bases or environmentally friendly solvents. The compound’s high reactivity allows more choice in reaction conditions: lower temperatures, water or ethanol as co-solvents, and alternatives to traditional palladium complexes. In talk with colleagues and from personal experience, recycling palladium catalysts and putting proper quench and neutralization steps in place have become routine. In regulated environments—where emissions and process waste draw more scrutiny—using consistent and high-purity intermediates supports quantifiable compliance.

    Challenges and Solutions in Real-World Labs

    No intermediate proves perfect on every count. Sometimes, the desired coupling requires a ligand or catalyst that’s in short supply, bumping up cost or complexity. The aromatic bromide can hydrolyze under strongly basic aqueous conditions—an issue I’ve seen sidestepped by carefully adjusting reaction pH or switching to organic bases. Cross-coupling partners must be dialed in to avoid competitive debromination, especially at scale.

    Experienced hands know to run small-scale trials before launching big-batch productions. Running control reactions, building in analytical checkpoints, and cross-validating yields at each step keep multi-step routes on track. Any time a batch stumbles, going back to the basic analytical readout—the NMR, HPLC, or even TLC—almost always points the way forward. By approaching the workflow systematically, teams boost their confidence and avoid finger-pointing among process groups.

    Supporting Diversity in Synthesis and Research

    The main driver behind wider use of 6-Bromo-2H-Isoquinolin-1-One links to creativity in molecular design. With a general push in drug discovery toward broader, more diverse screening libraries, this intermediate offers a palette on which many variations can be painted. Modifications both small and large become possible: introduction of chiral substituents, imaging labels, or peptidic chains. Chemists have used this core to access molecules aimed at antimicrobial activity, kinase inhibition, and photoluminescence.

    In my own projects, combining the bromo-isoquinolinone with both electron-rich and electron-deficient partners led to series with marked differences in polarity, solubility, and biological target engagement. By picking a starting material with clear reaction pathways, the learning gained from each experiment translates swiftly into the next, since the chemistry carries over. For research groups at the edge of discovery, that iterative progress sustains motivation and project continuity.

    The Value of Trustworthy Information

    With the diversity of building blocks available today, trustworthy information about each one plays a vital role. Overstated marketing or vague literature wastes time. Reliable peer-reviewed papers and supplier technical bulletins help set a solid baseline for product expectations. Information about synthetic applications, verified spectra, and handling tips have enabled countless teams to run safer, cleaner, and more scalable processes with 6-Bromo-2H-Isoquinolin-1-One at the core.

    Community resources also strengthen collective knowledge. Online forums, preprint repositories, and research conferences provide windows into new ideas and fresh routes. Those of us who’ve run repeated cycles of small-molecule optimization know that even minor differences—a crystallization trick, a better purification solvent, a tweak in coupling conditions—save days of troubleshooting.

    Focusing on Future Potential

    As science shifts toward greater interdisciplinary research, the role of smart intermediates like 6-Bromo-2H-Isoquinolin-1-One will keep expanding. Beyond traditional pharmacology, new uses beckon in chemical biology, diagnostics, agrochemicals, and performance materials. Flexible chemistry remains a critical platform trait, and product improvement follows demand from both academia and industry.

    Looking ahead, the next phase of innovation may emerge from new catalytic methods, more sustainable reaction conditions, or broader access to functionalized isoquinolinones. As companies and universities invest in next-generation synthesis, access to well-characterized intermediates keeps the creative pipeline moving.