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4-Bromoisatin

    • Product Name 4-Bromoisatin
    • Alias Bromoisatin
    • Einecs 207-748-3
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    398938

    Productname 4-Bromoisatin
    Casnumber 617-86-7
    Molecularformula C8H4BrNO2
    Molecularweight 226.03
    Appearance Yellow to orange crystalline powder
    Meltingpoint 216-218°C
    Solubility Slightly soluble in water, soluble in alcohol and ether
    Purity Typically ≥98%
    Synonyms 4-Bromo-1H-indole-2,3-dione
    Smiles Brc1cccc2[nH]c(=O)c(=O)cc12
    Inchi InChI=1S/C8H4BrNO2/c9-4-1-2-5-6(3-4)10-8(12)7(5)11/h1-3,10H
    Storageconditions Store at room temperature, dry place
    Hazardclass Irritant

    As an accredited 4-Bromoisatin factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5g amber glass bottle with a white screw cap, labeled “4-Bromoisatin, 98%”, hazard warnings, and CAS number displayed.
    Shipping 4-Bromoisatin is shipped in secure, leak-proof containers, clearly labeled with proper hazard and handling information. It is packaged according to international regulations for hazardous chemicals, ensuring safety during transit. Appropriate documentation, including Safety Data Sheets (SDS), accompanies all shipments to facilitate safe handling and compliance with legal requirements.
    Storage 4-Bromoisatin should be stored in a tightly closed container, kept in a cool, dry, and well-ventilated area, away from sources of ignition and incompatible substances such as strong oxidizing agents. Protect it from light and moisture. Ensure the storage area is clearly labeled and complies with local regulations for hazardous chemicals. Use proper personal protective equipment when handling.
    Application of 4-Bromoisatin

    Applications of 4-Bromoisatin in Industrial Manufacturing

    As a direct manufacturer of 4-Bromoisatin, we support global B2B clients who operate in specialized organic synthesis fields. Our technical grade 4-Bromoisatin finds real, established use in demanding downstream segments that rely on fine chemical intermediates. Below we detail compliant and technically specific application scenarios, manufacturing process stages, and the practical usage details adopted by industry partners.

    1. API Intermediate Synthesis for Oncology Compounds

    Pharmaceutical manufacturers employ 4-Bromoisatin as a strategic intermediate in the synthesis pathway of certain indole-based anticancer drug APIs. The brominated indole structure provides a reactive site for subsequent ring functionalization, which is key in constructing target anticancer scaffolds. Customers integrate this step under stringent GMP controls, leveraging the compound’s high purity and controlled reactivity to yield advanced intermediates used in targeted cancer therapies.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP–NF (United States Pharmacopeia–National Formulary)
    • EU EudraLex Volume 4, Part II: GMP for APIs
    • Japanese Pharmacopoeia (JP) for qualifying intermediates

    Typical usage ratio

    • Reaction charge ranges from 0.5 to 1.2 molar equivalents relative to indole substrate in batch synthesis; adjusted based on target yield and byproduct control

    Downstream process integration

    • Introduced after initial indole derivatization, entering at the halogenation step to generate aryl bromide intermediates before coupling or cyclization

    Final product types

    • Indole-based API intermediates for cytotoxic or pathway-inhibitor drugs
    • Bridged indole building blocks for next-step transformation in finished oncological API preparation

    2. Dye and Pigment Intermediate for Specialty Colorants

    Producers of specialty dyes utilize 4-Bromoisatin as a brominated intermediate to obtain unique blue and indigo-based shades with high chroma. In these production facilities, the compound enters targeted oxidation or condensation reactions. The precise substitution pattern allows for the assembly of pigments with improved stability and colorfastness used in industrial textile, paper, and plastic applications, all while complying with global pigment safety regulations.

    Industry compliance standards

    • EN 71-3: Safety of Toys—Migration of Certain Elements (for coloring agents)
    • REACH Regulation (EC) No 1907/2006 for pigment registration
    • OEKO-TEX® Standard 100 for textile safety
    • 21 CFR Part 73: Listing of Color Additives (for certain non-food pigment uses)

    Typical usage ratio

    • Used at 2–8% weight of total starting batch, depending on desired chromatic intensity and compatibility with matrix polymers or fiber substrates

    Downstream process integration

    • Added in the early-stage pigment synthesis as a key precursor; enters the batch prior to oxidative coupling or reduction, enabling the formation of stable chromophores

    Final product types

    • Indigoid pigment concentrates for plastics and textiles
    • Specialty vat dyes for denim finishing and printing inks

    3. Agrochemical Intermediate for Fungicide Research

    Chemical research teams in the agrochemical sector use 4-Bromoisatin to create novel heterocyclic scaffolds aimed at enhancing fungal resistance in crop protection agents. Its role as a functionalized halogenated indole provides a modifiable platform, facilitating structure-activity relationship studies and pilot-scale synthesis of lead compounds for advanced formulation development in fungicides targeting cereal and horticultural crops.

    Industry compliance standards

    • OECD GLP Principles (for laboratory and pilot production)
    • FAO/WHO Specifications for Plant Protection Products (where applicable)
    • REACH Regulation (for chemical registration and downstream user safety)
    • Chemical Safety Assessment (CSA) under EU CLP Regulation

    Typical usage ratio

    • Included at 1.5–3.5 mol% of total synthetic mix, with ratios modified according to lead compound optimization or scale of pilot runs

    Downstream process integration

    • Introduced in early heterocycle construction via N-alkylation or cross-coupling with protected isatin derivatives, feeding immediately into bioactivity screening

    Final product types

    • Agrochemical intermediates for active fungicidal agents
    • Experimental compounds for regulatory screening in crop protection programs

    4. Fine Chemical Synthesis for Advanced Material R&D

    Materials science laboratories and specialty fine chemical manufacturers apply 4-Bromoisatin as a precursor for the design of new electronic and optical materials. Its brominated indole core enables the assembly of conjugated molecular frameworks, aiding the development of organic semiconductors and small-molecule fluorescent probes. Customers rigorously control critical parameters to promote high-purity crystallization and targeted substitution, meeting the demands of both academic research and pilot industrial trials.

    Industry compliance standards

    • ISO 9001:2015 certified quality management systems for specialty chemical production
    • RoHS 2011/65/EU restrictions (where materials are later incorporated into electronic devices)
    • Material-specific purity specifications as per customer R&D requirements
    • Local environmental and workplace safety standards (e.g., OSHA or REACH compliance)

    Typical usage ratio

    • Loaded at 0.2–0.8 molar equivalents relative to the secondary aromatic substrate; ratio customized based on reactivity and target single-crystal morphology

    Downstream process integration

    • Added to early synthetic stages as a halogenated coupling partner, leading into Pd-catalyzed cross-coupling or nucleophilic substitution to extend π-conjugation

    Final product types

    • Intermediate blocks for organic light-emitting diodes (OLEDs)
    • Small-molecule probes for fluorescence-based bioimaging research
    • Prototype organic thin-film transistors for electronic materials studies
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    Certification & Compliance
    More Introduction

    Understanding and Applying 4-Bromoisatin in Professional Synthesis

    Sitting at the bench with a fresh batch of 4-Bromoisatin crystals, a chemist knows they’re handling a compound that brings real value to research and manufacturing. Over the years, we’ve refined our production process to consistently deliver 4-Bromoisatin with high purity and strong batch uniformity. By focusing on each reaction parameter tightly, we avoid the inconsistencies that can give chemists headaches down the line. Every bottle comes with real-world performance in mind: solubility, coloration, and inertness to contaminants are all checked in-house using practical, hands-on methods.

    Chemical Profile and Reliable Quality

    Our 4-Bromoisatin, labeled under our production code 4BI-98, is manufactured using a controlled oxidative bromination technique. We emphasize purity—a minimum of 98%—confirmed by both HPLC and NMR. This matters, because even minor impurities in isatin derivatives spur unwanted side reactions or complicate downstream purification. By repeatedly auditing raw material streams and adjusting crystallization protocols, we minimize batch variation. This compound comes as a tightly crystalline orange-red solid, free-flowing and easy to handle. Melting point and moisture levels are monitored closely, because inconsistent melting can waste valuable time at the bench.

    Each batch ships out with a certified statement of analysis, but beyond paperwork, we welcome feedback from our clients’ own quality teams. If an unusual chromatogram or spectrum arises, we treat that data as a challenge, not an annoyance. Over the years, our open approach has helped a number of synthetic groups zero in on conditions that work for their projects, especially where high yields matter.

    4-Bromoisatin’s Place in Organic Synthesis

    Anyone trying to build new heterocyclic scaffolds or functionalized aromatic rings appreciates the flexibility of isatin derivatives. The bromo substitution at position 4 in 4-Bromoisatin gives researchers an extra lever for further chemistry. Suzuki and Buchwald-Hartwig couplings, electrophilic substitutions, or even N-functionalizations are all common steps where this product has enabled breakthroughs. Compared to plain isatin, the bromo group both activates and directs functionalization; it really changes the dynamics of metal-catalyzed processes, letting users efficiently build complexity onto the indole core.

    We’ve seen 4-Bromoisatin selected as a starting material in several major projects seeking new kinase inhibitors, beta-lactam antibiotics, and anti-inflammatory agents. Customers report smoother progress through the development pipeline compared to derivatives carrying halogens at other positions. Sometimes chemists choose the 4-substituted isatin after seeing sluggish yields with the 5- or 7-brominated versions. This isn’t just academic—subtle changes in substitution pattern control access to regioisomers that can make or break a lead compound.

    Handling and Practical Experience

    Crystalline 4-Bromoisatin handles well during weighing and portioning. The powder resists caking and doesn’t absorb ambient moisture, even in humid climates. This consistency can be traced back to our filtration and drying process, which we tuned through years of trial and error. We avoid over-drying at high temperatures, which prevents degradation, discoloration, or formation of fines that drift or accumulate with static. The result for lab workers is a reagent that moves easily from the bottle to the reaction flask without fuss.

    Solubility is a practical concern when scaling up reactions or handling larger batches. Standard organic solvents like DMF, DMSO, acetone, and ethanol take up our 4-Bromoisatin with no trouble. In protic or polar solvents, the product stays well-behaved, avoiding precipitation that can slow down processing or block feed lines in pilot reactors. Anyone running high-throughput parallel syntheses knows the challenge of solid residues—so we’ve optimized particle size and surface area to minimize this risk.

    Disposal and clean-up can be a hidden cost in many labs. Our customers frequently let us know that 4-Bromoisatin residues clean up rapidly with simple organic or aqueous basic washes; the neutral compound doesn’t bind stubbornly to glassware or plastics. The compound’s low volatility keeps it from forming airborne dust—not only is this friendly for working conditions, it minimizes cross-contamination, especially when working on sensitive syntheses or switchable production lines.

    Comparison with Other Halogenated Isatins

    Choice of isatin derivative impacts yield, mechanism, and safety. Chlorinated or iodinated analogs each come with their own quirks. Chloro versions, for instance, tend to enter into substitution reactions more sluggishly and sometimes require harsher conditions to drive the chemistry forward. This can introduce side products or test the thermal tolerance of sensitive intermediates. Iodinated variants can be more reactive, but often sacrifice stability or raise costs due to bottlenecks in iodine supply and handling.

    4-Bromoisatin lands in a useful middle ground. Its reactivity in Pd-catalyzed coupling reactions is high enough for efficiency, while process safety and shelf life remain strong. Researchers looking for a reliable halogen handle for late-stage diversification have often found yields with the bromo version to be easier to reproduce on both small and larger scales. For users interested in electron-withdrawing effects, the bromo group exerts a pronounced influence on the isatin core, which can steer selectivity during condensation, addition, or ring-closure reactions. This has led to its selection in several landmark medicinal chemistry campaigns, as documented in peer-reviewed synthesis routes.

    The position of the bromine atom matters. Compare 4-Bromoisatin with the 5- or 7-substituted isomers: regioselectivity and further functionalization diverge. In-house, we’ve produced and analyzed all three, and the difference becomes clear in Suzuki coupling studies and NOE NMR experiments. The 4-position offers higher conversion rates in most catalytic couplings, fewer side products, and easier purification by flash chromatography. Medicinal chemists looking to build well-defined SAR (structure-activity relationship) maps appreciate these clean profiles, especially when speed to results and reproducibility sit high on the priority list.

    Supporting Research and Scale-Up

    Our engagement with R&D teams extends beyond supplying the compound. Over years of feedback and technical discussions, we’ve tackled challenges ranging from batch-to-batch variability to fine-tuning the physical form of the product. One real-world example: a customer flagged inconsistent color development in downstream Friedel-Crafts acylations. We traced the cause to trace oxidant carryover during bromination in a production batch carried out in high humidity. Ongoing collaboration allowed us to install new drying and gas filtration protocols—test results have remained consistent since.

    Scale-up brings its own lessons. Small-scale synthetic chemistry sometimes fails to spot issues that only appear once production hits kilo quantities. In one round, a batch destined for a pilot run showed uneven filtration rates, traced back to subtle polymorphism in the crystals. Rather than reship, we paused, analyzed the defect, and rebuilt the precipitation process using modified agitation. The outcome: smoother handling and predictable solid-liquid separation at scale. These are the kinds of stories that drive us toward better processes.

    Our technical support team includes practicing synthetic chemists who regularly field questions from industry partners. Whether the question concerns reactivity with novel ligands or safe waste handling for spent 4-Bromoisatin, responses combine hard-won bench experience and current literature. Users tackling complex, multi-step syntheses appreciate this pragmatic approach when trying to troubleshoot unexpected side reactions or optimize reaction conditions.

    Applications in Drug Discovery and Materials Science

    A surge in interest in heterocyclic building blocks has brought 4-Bromoisatin to the attention of pharmaceutical and academic labs globally. Isatin-based scaffolds underpin a variety of drug discovery campaigns, as their backbone tolerates rapid expansion into diverse chemical space. Installing a bromo group at the 4- position unlocks diverse substitutions by cross-coupling, amination, or even directed metalation. These modifications can build libraries for screening disease targets, from oncology to infectious disease.

    Our ongoing collaborations with medicinal chemistry teams have shown that 4-Bromoisatin delivers predictable results whether scientists pursue oxindole analogs, spirocycles, or condensed polyaromatic structures. Several papers have reported that the bromo group leaves behind little trace of reaction impurities, making final HPLC purification easier and improving the reliability of biological assays downstream. Lab operators handling these samples have confirmed that routine analytics, like mass spectrometry and UV traceability, run smoothly—an advantage for high-throughput platforms.

    Materials scientists have also tapped 4-Bromoisatin for dye synthesis, optoelectronic materials, and specialty polymers. The rigid isatin core combined with the bromo group’s polarizability enables field-responsive and photochromic properties. Technicians designing new pigments or sensor materials have reported that our product integrates cleanly into their reaction sequences, avoiding unwanted side reactions due to unreduced metal residues. These practical gains arise directly from years of tight process control at our facility.

    Process Safety and Environmental Responsibility

    Synthesizing and handling halogenated aromatic compounds demands vigilance. We’ve adopted multi-layered controls—from reaction temperature loggers and in-process sampling, to downstream containment of spent reagents and byproducts. Every production campaign for 4-Bromoisatin goes through a pre-run checklist: oxidant inventories, water and air filtration checkpoints, and vacuum line inspection. These steps cut risk, but also help us iterate and feed real-world learning back into our manufacturing playbook.

    Waste management in halogen chemistry isn’t an afterthought. We collect and neutralize process streams containing residual bromide, and actively seek out reagent cycles that minimize overall halogen input. Staff training includes spill drills and containment exercises, which rarely get talked about on glossy websites but matter at the ground level. Our facility stays current with environmental regulations on halogenated waste thanks to regular audits and dialogue with safety authorities. This reduces local impact, supports safer neighborhoods, and keeps us a trusted source for local and global partners.

    Potential Challenges and Solutions

    Producing 4-Bromoisatin at scale highlights tension between cost, supply chain resilience, and sustainability. Bromine’s commodity nature means periodic price shocks or disruptions. We address this by maintaining diversified global suppliers and stockpiling critical raw materials based on projected demand. This cushions against sudden shortages, helping us maintain deliveries even during upstream volatility.

    Some customers have asked about greener or alternative approaches to halogen installation. We’re investigating catalytic halogenation methods that might one day reduce both waste and energy use, while delivering the purity that high-end users expect. Early trials with phase-transfer catalysts showed promise, but challenges in post-reaction cleanup persist. As soon as results match or beat our current method, we plan to transition new batches into scale-up and make them available side by side with our existing grade.

    On the end-user side, cross-contamination poses a concern for poly-step syntheses or facilities running multiple campaigns. For those with ultra-sensitive downstream targets, we supply extra-purified lots with double-filtration and extended analytical certificates. This tailors to those working on FDA submissions or high-purity materials for preclinical studies. At the same time, we keep standard lots in production for those focused on early-stage, exploratory work where flexibility and price control sit higher on the priority list.

    Our Outlook for 4-Bromoisatin in Chemical Innovation

    Experience shows that having dependable access to high-quality 4-Bromoisatin sharpens the edge for both discovery and process chemistry. The ability to source the same product, batch after batch, equips research teams to push new synthetic routes, develop alternative transformations, and troubleshoot bottlenecks quickly. For over a decade, our production and technical personnel have worked to ensure consistency, traceability, and responsive support—from the planning of the initial synthesis, through shipment, to integration into the client’s workflow.

    We view every new application as an opportunity to learn and to help shape next-generation chemistry. 4-Bromoisatin’s role continues to expand, as new coupling technologies and automation methods emerge, and as the demand for advanced chemistries increases. By staying close to both academic and industrial users, we keep evolving our product—and our methods—to meet real-world needs without losing sight of foundational quality.

    Our commitment remains rooted in practical success—4-Bromoisatin that handles well, reacts predictably, ships reliably, and supports both demanding and day-to-day synthetic tasks. We invite feedback, welcome technical dialogue, and look forward to seeing the innovative breakthroughs it will underpin in the future.