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4-Bromo-6-Aminoindole

    • Product Name 4-Bromo-6-Aminoindole
    • Alias 4-Bromo-6-indolylamine
    • Einecs 629-487-3
    • 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

    521884

    Productname 4-Bromo-6-Aminoindole
    Casnumber 885269-30-7
    Molecularformula C8H7BrN2
    Molecularweight 211.06 g/mol
    Appearance Light yellow to brown solid
    Purity Typically ≥98%
    Solubility Soluble in DMSO, sparingly soluble in methanol
    Storagetemperature Store at 2-8°C
    Synonyms 4-Bromo-6-amino-1H-indole
    Smiles C1=CC2=C(C=C1Br)NC=C2N
    Inchikey ZMJZNXSZVDJXLF-UHFFFAOYSA-N

    As an accredited 4-Bromo-6-Aminoindole 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-6-Aminoindole

    Applications of 4-Bromo-6-Aminoindole in Industrial Manufacturing

    4-Bromo-6-Aminoindole is a specialized intermediate widely used in several advanced industries. As the original manufacturer, we support precise integration into pharmaceutical and specialty chemical processes by supplying material that maintains tight control on purity and batch consistency. Below, we detail real downstream applications across key industrial sectors.

    1. Regioselective Intermediate for Anticancer Active Pharmaceutical Ingredient (API) Synthesis

    Pharmaceutical producers utilize this indole derivative as a core intermediate in the multi-step synthesis of indole-based kinase inhibitors and investigational anticancer compounds. The bromo and amino positions enable regioselective coupling in Suzuki-Miyaura or Buchwald–Hartwig reactions, serving as a precursor for high-value heterocycles. Strict process validation and traceability are essential in all stages from raw material input to scale-up, supporting compliance with regulated API manufacturing. End products often require conforming to compendial monographs and are subject to full impurity profiling.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for APIs
    • Current USP, Ph. Eur. monographs for intermediates
    • FDA 21 CFR Part 210/211 for drug substance manufacture
    • EDQM and EMA API registration dossiers

    Typical usage ratio

    • 20–35% of total synthetic batch input, adjusted based on sequential molar requirements and target yield for the primary indole ring system.

    Downstream process integration

    • Charged at step 2–4 in multistep GMP synthesis of kinase inhibitors; typically enters after first core ring formation as nucleophilic partner in Pd-catalyzed cross-coupling or amidation processes.

    Final product types

    • Intermediate and final-stage bulk APIs for oncology drug candidates
    • Chemical reference standards for pharmaceutical analysis
    • Small molecule drugs under clinical development

    2. Precursor in Organic Electronics Materials Production

    Specialty electronics manufacturers rely on the indole structure for modular construction of semiconducting and electroluminescent polymers. 4-Bromo-6-Aminoindole serves as a building block for indole-imidazole copolymers and π-conjugated ladder polymers used in OLED and OFET applications. Accurate quantitation of input ratios and precise reaction management are critical during scale-up for optoelectronic devices. Product quality depends on high-purity input and effective removal of by-products to minimize defect states in final electronic-grade polymers.

    Industry compliance standards

    • RoHS Directive 2011/65/EU for hazardous substances in electronics
    • IPC-4101 standards for base materials in printed circuits
    • Internal QC as per device manufacturer SOPs
    • REACH (EC) No 1907/2006 registration for chemical precursors

    Typical usage ratio

    • 8–20% of monomer feed, depending on targeted molecular weight and device requirements.

    Downstream process integration

    • Introduced in the monomer addition phase for polymerization; typically, functionalized in situ via amination or bromo coupling to tailor electron flux properties in downstream OLED or OFET layer formulations.

    Final product types

    • OLED emitting layer active materials
    • Organic thin film transistor (OTFT) channel materials
    • Photovoltaic small molecule or copolymer semiconductors

    3. Key Intermediate for Fine Chemical Dye and Pigment Synthesis

    4-Bromo-6-Aminoindole provides the essential reactive sites for regioselective diazotization and further coupling in the production of specialty indole dyes. Textile and ink formulators employ it to produce small-batch, high-performance pigments with enhanced lightfastness and unique chromophores for precision imaging, security printing, and biomedical stains. Batch records and analytical proof of structure are critical for downstream certification.

    Industry compliance standards

    • OEKO-TEX® Standard 100 for textile chemicals
    • EN 71-3 for migration of elements in inks/pigments
    • ISO 9001 or 14001-certified QC systems at pigment production facilities
    • REACH compliance for export to EU market

    Typical usage ratio

    • 12–25% of total synthetic input, ratio varies based on targeted shade intensity, thermal properties, and compatibility with binder/dispersant systems.

    Downstream process integration

    • Used early in synthetic sequence; enters as amino or bromo source during diazotization, with later steps involving azo, acyl, or condensation coupling to achieve final pigment architecture.

    Final product types

    • Specialty textile dyes with indole moiety
    • Security printing pigments for banknotes/protected documents
    • Imaging dyes for biological staining and histological markers

    4. Building Block for Agrochemical Active Ingredient Development

    Agrochemical innovators employ this indole derivative in the targeted synthesis of new herbicidal and fungicidal actives. The dual functionality allows for stepwise introduction of heterocyclic motifs during combinatorial synthesis, leading to improved activity and selectivity against resistant weed or fungal strains. Complete lot traceability and quality analysis are requirements to meet product stewardship guidelines. Integration in process R&D is coordinated with crop protection compound libraries built for regulatory submission and field trials.

    Industry compliance standards

    • FAO/WHO specifications for pesticide quality
    • OECD Principles of Good Laboratory Practice (GLP)
    • ISO 17025 for agrochemical analysis
    • REACH registration for chemical intermediates in agrochemicals

    Typical usage ratio

    • 15–28% of active ingredient synthetic batch, modifiable based on targeted adduct structure and biological screening feedback.

    Downstream process integration

    • Enters as a heterocyclic scaffold in early combinatorial rounds; acts as primary reactant for stepwise N-alkylation or bromo substitution, leading to the final bioactive entity.

    Final product types

    • Novel herbicides with indole functional groups
    • Experimental fungicide actives for greenhouse and field testing
    • Reference standards for agrochemical efficacy analysis

    5. Advanced Intermediate in Fluorescent Labeling Reagents

    Research reagent firms utilize 4-Bromo-6-Aminoindole for producing fluorescent probes that serve as labeling dyes in molecular biology and diagnostics. The compound acts as a precursor for indole-based chromophores tailored for high photostability and selectivity in protein, nucleic acid, and in vitro visualization kits. Strict control of lot-to-lot purity and structural validation ensures downstream analytical sensitivity. Production integrates in line with batch GMP/QC protocols for research and clinical-grade substrates.

    Industry compliance standards

    • ISO 13485 Medical devices quality management (for diagnostics reagents)
    • ISO/IEC 17025 for analytical QC validation
    • Applicable sections of US Pharmacopeia for analytical reagents
    • GLP for investigational research chemicals

    Typical usage ratio

    • 10–22% depending on degree of labeling, fluorescence intensity requirements, and matrix compatibility with downstream labels or probes.

    Downstream process integration

    • Used as the core fluorophore substrate at the conjugation stage; functionalized by coupling to antibodies, oligonucleotides, or activated esters for research and diagnostic labeling kits.

    Final product types

    • Fluorescent probes for DNA/RNA labeling
    • Antibody conjugates for immunoassays
    • In vitro diagnostic labeling reagents and reference standards
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    More Introduction

    Introducing 4-Bromo-6-Aminoindole: Redefining Options for Synthetic Chemistry

    Looking Beyond Routine Indole Derivatives

    Taking a close look at the toolbox available to synthetic chemists, it’s clear that the hunt for better building blocks never really ends. Over the years, indole-based molecules have proven themselves time and again in the development of pharmaceuticals, dyes, and advanced materials. Still, the challenge always comes down to two things: selectivity and versatility. 4-Bromo-6-Aminoindole raises the bar in this space. With a model number often cited as C8H7BrN2, this compound strikes a smart balance with its position-specific bromine and amino groups. What gets my attention about this molecule is the deliberate placement of those functional groups. Instead of just slapping a bromine or amino onto the core indole ring, every position here invites targeted substitution, offering a springboard for those aiming to design something new or fine-tune existing molecular scaffolds.

    Specifications That Drive Real-World Decisions

    Details matter. 4-Bromo-6-Aminoindole brings a precise molecular weight of around 211.06 g/mol, which lets chemists plan complex reactions with confidence. Its crystalline, off-white or slightly powdery appearance comes as no surprise to anyone familiar with high-purity intermediates. Lab-grade lots usually clock in at 98% purity or higher, slicing away much of the unpredictability that comes with lower grade material. As for solubility, it dissolves well in common organic solvents — a trait that saves time and spares headaches during extraction or purification. Conversely, its water solubility stays low, which can be an asset during workup, letting operators separate desired products using simple washes instead of convoluted protocols.

    Amino and Bromo: Positioning That Matters

    The pharmaceutical industry doesn’t keep chasing positional isomers by accident. The arrangement of a bromo group at the fourth position and an amino at the sixth isn’t just a matter of chemical trivia. It’s a decision rooted in documented advantages for ligand binding, metabolic stability, and fine-tuning bioactivity. For me, seeing this structure makes me think of streamlined routes to kinase inhibitors or central nervous system modulators. Bromine supports further derivatization through Suzuki or Buchwald-Hartwig reactions, while the amino enables rapid amide coupling or sulfonylation. Most generic indole intermediates, by comparison, force additional steps — either protecting groups or more time-consuming functionalization. Those following the old routines know how this adds up in lost productivity. Not here. The combination in this compound usually means fewer reaction steps and better overall yields.

    How It Stacks Up: Value in the Details

    If you’ve worked with bulk indoles, you know that a basic 4-bromo or 6-amino version on its own can only go so far. 4-Bromo-6-Aminoindole doesn’t just duplicate past utility; it opens the door to creative synthetic strategies. In hands-on terms, the bromo group can serve as a launchpad for cross-coupling, expanding the indole in directions dictated by the target application. The amino group at position 6 pushes possibilities further, acting as a handle for building peptide mimics, attaching labels, or building out heterocyclic arrays. In contrast, indoles lacking this degree of substitution usually require more extensive modification, increasing not only costs but also the risk of incomplete conversions or batch inconsistencies.

    In application, I’ve seen 4-Bromo-6-Aminoindole contribute beyond pharma. In material science, indoles underpin many organic semiconductors and conductive polymers. The careful placement of bromo and amino groups here allows engineers to manipulate the electronic properties of the resulting polymers, boosting conductivity or stability with each deliberate adjustment. For researchers in dye chemistry, these groups offer anchors for further chromophore construction, affecting not just color, but solubility and fastness. You won’t get these fine-tuned capabilities from less intricate indole derivatives.

    From Lab Bench to Full-Scale Synthesis

    Even the smartest piece of molecular architecture doesn’t count for much if it stalls in scaling up. In my experience, 4-Bromo-6-Aminoindole holds up well — feedback from colleagues matches my own: reactions run cleaner and downstream processing often proves more predictable thanks to high selectivity. This becomes critical in biotech and pharma pipelines already under pressure to get compounds from bench to animal trials fast and without costly rework. Since contamination or inconsistent quality can derail months of work, using a well-characterized intermediate like this, with regular batch analyses for heavy metals, residual solvents, and trace impurities, creates a degree of trust for project management and regulatory teams.

    Handling, Stability, and Storage

    Practical work in organic chemistry means worrying about real handling conditions. With 4-Bromo-6-Aminoindole, routine storage at room temperature in airtight containers generally preserves quality for extended periods. It resists hydrolysis and oxidative decomposition better than related indoles thanks to the electronic influence of both the bromo and amino substituents. My own observations line up with published reports showing minimal change in melting point or NMR signatures after months on the shelf, provided the compound stays dry and shielded from direct sunlight. This physical durability can cut down on waste and prevent disappointing surprises during reorder cycles or in long synthetic campaigns.

    Comparing to Common Alternatives

    Every lab weighs tradeoffs. Take basic 4-bromoindole or 6-aminoindole as points of comparison. They both see wide use, but rarely offer the pathway flexibility or efficiency found in the dual-substituted version. For example, I’ve worked on multi-step syntheses aiming for highly functionalized indole cores. Starting from a simple 4-bromo or 6-amino compound usually meant extra protection-deprotection steps or unexpected cross-reactivity — each one a new opportunity for something to go off track. In contrast, the presence of both key functional groups in 4-Bromo-6-Aminoindole can significantly shorten synthetic timelines, improve atom economy, and provide cleaner routes to complex targets like kinase inhibitors, receptor antagonists, or sensor molecules.

    Looking at safety, no intermediate deserves a free pass. 4-Bromo-6-Aminoindole doesn’t stray far from the handling requirements of similar small organics. Standard PPE suffices, and in practical terms, the absence of strong volatility, offensive odors, or aggressive reactivity makes this compound manageable in academic and industrial settings alike. From firsthand experience, it allows researchers to run high-throughput screenings or gram-scale couplings without the distraction of exotic containment measures or persistent contamination issues — hassles that sometimes accompany less stable or more toxic analogues.

    Supporting Evolving Trends in Research

    Science never stays still. As medicinal chemistry pivots toward ever-more targeted molecules, the need for intermediates supporting fragment-based or structure-driven design keeps rising. 4-Bromo-6-Aminoindole steps in precisely here. Its dual reactivity aligns with the needs of combinatorial chemistry and automated synthesis, where rapid diversification is the currency of innovation. I’ve watched teams move from traditional solution-phase setups to automated reactors, and this compound adapts well, routinely delivering high conversion rates and minimal side products. Its structure also streamlines late-stage functionalization — a major selling point when working with precious or limited natural product analogues.

    The Rise of Green Chemistry and Process Innovation

    No one in modern chemistry ignores process sustainability for long. The days of running endless column chromatography or burning through exotic solvents can’t last in an industry that faces both environmental pressures and regulatory oversight. Here, the well-placed bromo and amino groups of 4-Bromo-6-Aminoindole mean chemists can often run direct couplings or take advantage of aqueous workups. Fewer steps mean less solvent, less hazardous waste, and lower energy demands. In my own group, we saw purification times drop when using this compound as a core intermediate, easing pressure on both people and the environment. For startups or scale-up shops intent on green chemistry certification, this kind of intermediate supports both speed and responsibility.

    Current Challenges and What Users Are Requesting

    Even strong tools have room for improvement. Some feedback I’ve seen — especially from those in automated peptide or oligonucleotide synthesis — points to occasional solubility hiccups in highly polar solvents or under extreme pH. The way forward likely means fine-tuning the salt form, or rethinking formulation for those handling micro-molar libraries. There’s also a regular call from medicinal chemists: more data on photostability, long-term degradation under ambient conditions, and broader compatibility with cutting-edge coupling catalysts. In my own trial runs, minor tweaks in protective group strategy (especially for the amino group) unlocked better yields, so continued attention to ancillary reagents and sequence timing feels like part of the solution. Collaboration between suppliers and end users—sharing stability test results, side-by-side impurity profiles, and batch homogeneity data—continues to raise the standard for everyone involved.

    Why This Intermediate Stands Out

    Short synthesis timelines, fewer protection steps, and higher selectivity have always separated practical intermediates from those that languish on the shelf. What I’ve seen—and what most working chemists can confirm—is that 4-Bromo-6-Aminoindole allows for greater creative control in synthetic planning. No convoluted protecting group gymnastics just to limit side products. In drug discovery, this means medicinal chemists can iterate faster, jump more quickly from bench chemistry to in vivo evaluation, and iterate through more analogs in a single funding cycle. Research teams striving to accelerate lead optimization or scale up hits for pilot trials notice that sort of time saving right away.

    Even from a cost perspective, a more reactive, multifunctional intermediate usually means less money spent on costly purification, repeat runs, or problem-solving further downstream. Experience says single-point failures from inferior intermediates can ripple through entire drug development programs, triggering expensive delays. Slashing extra synthetic steps—often made possible by well-chosen building blocks like this one—can be the difference between a funded project and a shelved idea.

    Potential Solutions for Current Roadblocks

    There’s plenty of opportunity to make this intermediate even more useful. Developing a wider range of standardized grades with fully validated impurity profiles could help users in tightly regulated spaces, like cGMP pharma manufacturing. Making real-time NMR or HPLC batch profiles available supports transparency, helping buyers trust each lot matches expectations. For those in process chemistry, investigating pre-formulated blends or custom salt forms might address specific issues with solubility or reactivity. Supplier-facing solutions could include better recyclability of byproducts from the indole synthesis, promoting greener manufacturing cycles and reducing both environmental and operational costs. Within the user base, expanded tech support—such as application notes or synthetic troubleshooting guides—boosts user confidence and maximizes the value extracted from each purchase.

    Sourcing and Market Availability

    Reliable access matters as much as quality. The market for 4-Bromo-6-Aminoindole has grown over the last decade, spurred by both demand in research-heavy regions and ongoing improvements in commercial synthesis. Inquiries have shifted from one-off grams ordered for academic projects to larger-scale, kilogram-run lots bound for aggressive pharmaceutical development. It's clear to me that chemical suppliers have responded, offering improved lead times and batch-traceability for discerning buyers. No longer a curiosity kept on the back shelf, this compound now forms part of ongoing procurement contracts, helping teams maintain flexibility across multiple project phases.

    What End-Users Say in the Field

    Feedback counts for a lot in specialty chemicals. Early adopters of 4-Bromo-6-Aminoindole often point not just to clean analytic results, but to time saved and reduced troubleshooting cycles. In some synthesis campaigns I’ve tracked, users went from concept to advanced intermediate in weeks, not months, thanks to reliable reactivity profiles and straightforward purification. Academic groups chasing novel drug candidates cite repeatable yields above 85% for key coupling steps, while process chemists echo these sentiments at pilot scale. Issues with storage or degradation hardly register compared to more sensitive analogues; the main points of contention involve fine-tuning conditions for ultra-high-dilution or integrating into flow reactors, both of which seem more like growing pains than deal-breakers.

    Safety and Responsible Use

    Working with synthetic intermediates always requires vigilance. 4-Bromo-6-Aminoindole, like similar indole derivatives, calls for gloves, splash goggles, and careful disposal by licensed channels. Spills or dust can be handled with common absorbent materials; standard fume hoods provide ample protection during weighing or transfers. With no excessive vapor pressure or flammable tendencies, safety data generally support routine lab harmony. Taking feedback from safety officers, routine air monitoring rarely turns up surprises. As with all chemical handling, updating training, keeping SDS sheets current, and monitoring lab hygiene help maintain consistently safe working environments. Responsible use also means transparent sharing of new data—be it toxicity, chronic exposure, or environmental impact—so teams downstream can plan for safe, durable operations as scale increases.

    The Role in Advanced Pharmaceutical Design

    Drug discovery is a race no team wants to lose through simple mistakes upstream. 4-Bromo-6-Aminoindole cuts down early attrition rates by making it easier to stitch together advanced scaffolds found in everything from kinase inhibitors to CNS agents to new probe molecules. In conversations with medicinal chemists, there’s a clear preference for intermediates that deliver high rates of success during crucial coupling steps—without costly detours. Its carefully selected substitution pattern guides efficient access to bioactive cores that would otherwise clog up project timelines and budgets.

    In my own consulting work, teams working on fragment-based lead generation often face bottlenecks at the point of late-stage diversification. With this intermediate, fewer hurdles mean more shots on goal: it supports Suzuki, Buchwald-Hartwig, Sonogashira, and other modern coupling reactions, fostering the creation of ever more diverse, functionally rich libraries. Biotech companies striving to carve out IP space in crowded fields know well the value of intermediates that sidestep obvious prior art or high-traffic synthetic routes. Here, the unique N6-amino and C4-bromo arrangement consistently delivers competitive advantage, opening wells of fresh chemical space for patent filings and exploratory research.

    Looking to the Future of Synthesis

    The future points toward smarter, faster, and greener chemistry backed by intermediates that serve multiple roles with minimal fuss. 4-Bromo-6-Aminoindole’s structure reveals a hard-earned lesson: the right pattern of activation and reactivity isn’t an accident, but the result of years of trial, error, and keen observation. Its adoption across drug development, material innovation, and academic research tells a story that goes beyond individual projects—it speaks to the ever-growing demand for flexible, reliable, and transparent options in chemical synthesis.

    The dialogue between researchers, suppliers, and industry analysts continues to shape best practices and inspire better products. Tracking real-world batches, sharing nuanced application reports, and tackling inefficiencies together ensures that 4-Bromo-6-Aminoindole will remain not just a specialty reagent, but a standard bearer for intelligent intermediate design. Users old and new recognize that at the intersection of selectivity, practicality, and predictability, this compound stands out as a key ally for molecular innovation—the sort of ally that helps turn bright ideas into proven discoveries.