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6-Bromoindole-3-Carboxylic Acid

    • Product Name 6-Bromoindole-3-Carboxylic Acid
    • Alias 6-Bromo-1H-indole-3-carboxylic acid
    • Einecs 611-663-3
    • 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
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    Specifications

    HS Code

    988864

    Productname 6-Bromoindole-3-Carboxylic Acid
    Casnumber 30937-31-4
    Molecularformula C9H6BrNO2
    Molecularweight 240.06
    Appearance Off-white to pale yellow powder
    Meltingpoint 264-266°C
    Purity Typically ≥98%
    Solubility Slightly soluble in DMSO and methanol
    Storagetemperature 2-8°C
    Chemicalstructure Indole ring with carboxylic acid at position 3 and bromine at position 6
    Synonyms 6-Bromo-3-indolecarboxylic acid
    Smiles C1=CC2=C(C=C1Br)NC=C2C(=O)O
    Inchikey JNHZRIBFOMIGMT-UHFFFAOYSA-N

    As an accredited 6-Bromoindole-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 6-Bromoindole-3-Carboxylic Acid

    Applications of 6-Bromoindole-3-Carboxylic Acid in Industrial Manufacturing

    6-Bromoindole-3-Carboxylic Acid serves as a targeted intermediate for diverse chemical industries, particularly in pharma synthesis and advanced materials. Below, we specify verified downstream applications, relevant regulatory standards, actual process steps, and representative product types.

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

    Major pharmaceutical manufacturers employ this compound as a key heterocyclic intermediate for synthesizing indole-based kinase inhibitors and experimental anticancer agents. The raw material integrates at early to mid-stage synthetic routes for molecules including CDK and Aurora kinase modulating drugs under clinical development. Technical-grade output supports strict lot-to-lot reproducibility and maintains low halogen impurity thresholds to meet medicinal chemistry protocols. API plants adjust loading in line with specific reaction stoichiometry and scale-up requirements, prioritizing traceability for regulatory submissions.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • Control according to USP General Chapters <232> (Elemental Impurities)
    • EMA Guideline on Manufacture of Starting Materials (Annex 21)
    • REACH (EC) No 1907/2006 registration for europen drug intermediates

    Typical usage ratio

    • 0.1 to 1.5 molar equivalents per downstream coupling or condensation reaction, adjusted based on target API structure and batch yield optimization

    Downstream process integration

    • Material charged post-activation or halide exchange during core skeleton assembly
    • Undergoes coupling, cyclization, or derivatization, followed by in situ or isolated processing prior to core functionalization

    Final product types

    • Indole-based kinase inhibitors (clinical pipeline entities)
    • Experimental chemotherapeutic lead compounds
    • Reference standards for medicinal chemistry
    • Advanced pharmaceutical intermediates (GMP synthesis)

    2. Agrochemical R&D and Production of Plant Growth Regulators

    Plant science laboratories and agrochemical formulating plants rely on this compound as a foundational building block for synthesizing indolic phytohormone analogs. It enters the production of targeted compounds for plant growth regulation and defense response triggering, with special focus on the synthesis of halogenated auxin mimics. Material grade and traceability hold high importance to ensure field and greenhouse trial reproducibility, and batches are tailored to active ingredient content and process purification steps.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP) for agro R&D
    • ISO 9001:2015 Quality Management for production sites
    • EU Regulation (EC) No 1107/2009 concerning plant protection product registration
    • FAO/WHO Joint Meeting on Pesticide Specifications

    Typical usage ratio

    • Typically 1:1 molar ratio relative to halogenated plant hormone synthesis targets; specific ratio modified for side-chain functionalization reactions

    Downstream process integration

    • Material introduced at early-stage esterification/amidation, then advanced through selective reduction or alkylation
    • Subsequent purification, process QC, and scale-up post-lab synthesis

    Final product types

    • Halogenated auxin analogs
    • Plant growth modulator prototypes for R&D
    • Chemical standards for pesticide residue analysis
    • Seed treatment formulation intermediates

    3. Fine Chemical Intermediate for Organic Electronic Materials

    Producers of advanced materials use this compound in the design of functional small molecules for organic light-emitting diodes (OLEDs) and field-effect transistor (OFET) devices. It becomes part of conjugated indole frameworks with unique optoelectronic properties, where purity, consistent halogenation degree, and low residual solvent content are critical for downstream performance metrics like charge mobility or photostability. Customization of batch scale and impurity control supports integration into industrial pilot and pre-commercial material production.

    Industry compliance standards

    • RoHS Directive 2011/65/EU for restriction of hazardous substances
    • Internal process specifications ISO 9001-certified QMS
    • IEC 62341 (OLED panel safety requirements)
    • REACH chemical substance registration for EU

    Typical usage ratio

    • 10–30 wt% in precursor blends or as 1:1 reactant with arylation/functionalization partners, ratio optimized for material properties and device efficiency

    Downstream process integration

    • Block introduced to platform synthesis post-initial halide activation for cross-coupling
    • Further processed, purified, and characterized prior to solution processing or spin coating for device fabrication

    Final product types

    • Indole-based emitter molecules for OLED displays
    • Conductive polymer intermediates
    • OFET substrate materials
    • Prototype functional organic materials for electronics

    4. Synthesis of Indole-Based Dyes for Analytical Reagents

    Chemical manufacturers supplying the analytical sector source this raw material to prepare indole-containing dyes and indicators with unique spectral characteristics for assay and instrument calibration. Purity specifications focus on color stability, solubility, and batch-to-batch light absorption consistency. Material loading is defined per synthetic route and end product performance in selectivity and signal intensity for laboratory diagnostic kits or environmental testing reagents.

    Industry compliance standards

    • ISO 17034:2016 for reference material producers
    • ISO/IEC 17025:2017 for testing and calibration laboratory accreditation
    • Supplier compliance with GLP environments for analytical use
    • Material Safety Data Sheet (MSDS) per GHS provisions

    Typical usage ratio

    • 0.2–1.0 molar equivalents per downstream coupling or dye condensation reaction; adjusted for chromophore structure and final product absorption properties

    Downstream process integration

    • Material enters at indole ring functionalization in dye synthesis flow
    • Processed through stepwise condensation and salt formation, followed by purification prior to formulation

    Final product types

    • Colorimetric assay dyes
    • Fluorometric indicators for biochemistry
    • Environmental test kit chromophores
    • Spectroscopic reference standards

    5. Building Block for Custom Ligand Library Synthesis in Chemical Research

    Chemical R&D organizations integrate this compound in combinatorial synthesis workflows to create libraries of indole-derived ligands for high-throughput screening. Research protocols focus on maintaining chemical diversity and functional group compatibility, while attention to trace metal and halide impurity contents remains crucial. Loading ratios adjust in response to library design (substitution patterns or linker type), scaled from microgram discovery to pilot-gram synthesis, all under strict process documentation for data integrity.

    Industry compliance standards

    • OECD GLP requirements for chemical biology studies
    • Institutional Research Ethics and safety documentation
    • Internal laboratory quality control procedures and traceability of compound identity
    • REACH registration for in vitro research chemicals

    Typical usage ratio

    • 0.05–0.2 mmol per reaction, adjusted for desired library scale and synthetic method (e.g., parallel solution-phase synthesis or solid-phase combinatorial protocols)

    Downstream process integration

    • Block introduced in early-stage coupling (e.g., Suzuki, Buchwald-Hartwig) or amidation as skeleton for further diversification
    • Manages stepwise functionalization and split-pool assembly based on experimental design

    Final product types

    • Indole-based ligand libraries for pharmaceutical screening
    • Chemical probes for mechanistic investigation
    • Small-molecule tool compounds
    • Research-scale lead optimization intermediates
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    More Introduction

    Introducing 6-Bromoindole-3-Carboxylic Acid: Precision and Reliability for Synthesis

    Real-World Solutions for Cutting-Edge Chemistry

    Researchers searching for new scaffolds or exploring unknown corners of chemical space often bump up against limitations from the building blocks they use. 6-Bromoindole-3-Carboxylic Acid comes to the table as a carefully engineered compound designed for those aiming to push boundaries in organic synthesis and life sciences. As someone who’s worked with indole derivatives in the lab, I know how much every small structural difference matters when it comes to tuning biological activity, reactivity, and downstream synthesis. This product stands apart for its reliable quality, sharp purity, and the specific substitution at the 6-position, which has opened doors for more selective functionalization.

    What Sets This Compound Apart?

    Not every indole derivative will give you predictable results. The bromine atom at the 6-position, paired with a carboxylic acid at the 3-position, gives this molecule a set of properties you won’t find with the more common 5-bromo or unsubstituted indoles. Adding a bromine at the 6-position changes the electronic distribution across the indole ring, impacting its reactivity during halogen exchange, palladium-catalyzed cross-couplings, or Suzuki reactions. Overlook this detail and you end up with sluggish yields or unwanted byproducts in the flask.

    Colleagues often complain about inconsistent results with their indole stocks. A reliable supply of 6-Bromoindole-3-Carboxylic Acid curtails these headaches. You get low levels of residual solvents and a stable powder that dissolves smoothly in common polar aprotic solvents. This little blessing means cleaner NMR spectra, less time spent doing TLC, and streamlined isolation steps. People who spend hours purifying sticky mixtures will understand the relief this brings.

    Why Purity and Batch Consistency Matter

    It’s one thing to source a rare compound from a catalogue and quite another to depend on it in a long-term project. Tiny impurities in indole derivatives become major problems, especially when working upstream of a screening campaign in medicinal chemistry or peptide conjugations. Each percent of impurity can turn up in mass spectra, lurk in LC-MS readouts, or throw a synthetic route off course. 6-Bromoindole-3-Carboxylic Acid wins favor with chemists who value results that match previous batches—no surprises, no mid-project troubleshooting.

    Documented purity above 98% means less worry while scaling up. It means a grad student can stay focused on research instead of learning the hard way through failed condensations or wasted time chasing down the source of an off-peak during characterization. My team once tried to cut corners using a cheaper indole from a lesser-known source; the inconsistency cost us weeks rebuilding our compound library. That mistake still stings, and it’s why reliable supply chains hold so much value.

    Unique Substitution Pattern: The 6-Bromo Advantage

    Chemical intuition says small changes on an aromatic ring swing reaction pathways dramatically. Scarcity of well-characterized 6-substituted indoles has historically boxed researchers in, especially in pharmaceutical discovery, agrochemical design, or the creation of advanced organic materials. The bromine at the 6-position offers an accessible handle for further functionalization. It enables clearer structure-activity relationship studies—scientists can replace the bromine with a range of groups using standard protocols, making it adaptable for custom-designed libraries.

    In peptide synthesis, for example, adding a carboxylic acid group at the 3-position gives more opportunities for conjugation with biological molecules or supports. If you’re building a bioconjugate, the well-defined position of each functional group controls where the linkage happens. It reduces random side products and enhances biological targeting. This positional precision rarely comes with other bromoindoles, which are often either 5- or 7-substituted and don’t serve the same synthetic strategies.

    Used by Scientists Pushing Innovations

    The journey from bench to impact in fields like medicinal chemistry, materials science, and chemical biology happens faster when foundational chemicals deliver on their specifications. 6-Bromoindole-3-Carboxylic Acid works as a critical intermediate for constructing anti-cancer agents, neuroactive scaffolds, and fluorescent dyes. By offering a versatile combination of reactivity, stability, and solubility, it supports rapid prototyping and high-throughput exploration.

    Across journals and research conferences, more teams reference 6-Bromoindole-3-Carboxylic Acid as a cornerstone for highly selective syntheses, particularly where positional arrangement of substituents dictates function. I’ve witnessed postdocs reduce time on late-stage modifications by harnessing the 6-bromo position for robust couplings. This saves grant money and accelerates the cycle from hypothesis to data.

    Comparing with Other Indole Carboxylic Acids

    Most suppliers offer 5-bromo and 7-bromo derivatives, as these are easier to mass-produce and have established protocols. The downside? Creating analogs or selectivity in receptor targeting becomes tricky—these positions can deliver higher off-target activity or make it hard to access further diversification. 6-Bromoindole-3-Carboxylic Acid sidesteps many of these issues, opening up less-traveled areas of SAR (structure-activity relationship) analyses.

    Deciding between 6-, 5-, or 7-substitution influences not just the synthesis, but also the intellectual property landscape. In pharmaceutical or materials research, the right substitution often marks the dividing line between novelty and repetition. Teams that want to avoid patent thickets or dead ends gain an edge by working with the 6-bromo variant, as it supports unexplored chemical territory and new functional applications.

    Laying a Foundation for Medicinal Chemistry Progress

    Experienced chemists recognize that every link in the research chain matters. Earlier in my career, I watched a project stall for months because a mid-synthesis indole impurity wouldn’t resolve by column chromatography. The added cost and frustration from a simple supply misstep can snowball, especially with high-value projects. Consistent access to pure 6-Bromoindole-3-Carboxylic Acid helps research teams keep momentum, reduce labor, and deliver on tight deadlines.

    With an acid group at the 3-position, the product is primed for diverse coupling reactions—think amide bond formation, esterification, or direct amination. The reactivity window is wide but well-controlled, permitting streamlined workups and predictable reactivity. For chemists and students who value reproducibility, this brings more confidence and less worry about needing excessive purification at every step.

    Scaling Up Without Surprises

    Those who scale synthesis for testing or pilot batches know that small-scale lab results rarely predict larger batch success unless you’re starting from robust building blocks. 6-Bromoindole-3-Carboxylic Acid behaves predictably during scale-up. Its manageable melting point and crystalline form prevent the sort of caking or clumping that bedevils some comparable compounds, leading to more accurate weighing and more reliable reaction set-ups.

    I’ve worked through multiple gram-scale syntheses where powder flow and handling made the difference between smooth operations and frustration. Suppliers that guarantee form consistency simplify work, even before chemistry starts. Troubleshooting on the bench often boils down to reliable basics—batch consistency, stability during storage, easy dissolution. Indoles from less-vetted sources sometimes go off-color or degrade before use, leading to unnecessary reruns and waste.

    Supporting Fact-Driven Research

    The importance of a compound like 6-Bromoindole-3-Carboxylic Acid grows clearer as you look at recent literature. Peer-reviewed papers reference its use in targeted protein-ligand interactions or as a precursor in CNS-active molecule libraries. These aren’t just fringe applications—many teams deploy this molecule in the hunt for novel antineoplastic agents or synthetic molecular probes.

    Open data in chemical databases provides further confidence, as documented NMR and MS signatures make in-house verification easier. This alignment between supplier and published profiles matters. It helps students and senior chemists confirm compound identity, avoid batch-to-batch surprises, and eliminate headaches later during patent submissions or regulatory reviews.

    Closer Look at Performance in Cross-Coupling Chemistry

    Organic synthesis keeps advancing in complexity, with chemists constantly seeking methods that minimize waste and cut down on tedium. In cross-coupling reactions, 6-Bromoindole-3-Carboxylic Acid brings unique value. The 6-bromo substituent responds predictably to Suzuki-Miyaura or Buchwald-Hartwig couplings, delivering high yields without extensive optimization or purification nightmares.

    One practical example comes from my involvement in a library synthesis project. Using the 6-bromo compound, my team broadened the available structural diversity without resorting to harsh conditions or exotic reagents. This not only made the reactions more efficient, but also broadened the range of biorelevant analogues for screening.

    Increasing Range for Custom Applications

    6-Bromoindole-3-Carboxylic Acid adapts well in settings demanding custom-linker chemistry, fluorescent probe synthesis, or surface attachment. Bioconjugation gains precision thanks to the carboxyl group, while the bromo moiety serves as a scaffold modification site. Research into enzyme inhibitors has benefited by exploiting the accessibility of the 6-bromo group for conjugation with target-specific pharmacophores.

    Materials scientists appreciate the same flexibility while building indole-based polymers or photoactive systems. Using a well-defined, high-purity starting material means constructed macromolecules or dyes display fewer batch-dependent variances—a critical factor for reproducibility in device prototyping.

    Practical Considerations in Handling and Storage

    Lab routines hinge on chemicals that don’t throw curveballs during storage. Packs of 6-Bromoindole-3-Carboxylic Acid store well under standard cool, dry conditions. I’ve seen little degradation after months of typical bench-top use, supporting long-term projects without drama. Avoiding water exposure and protecting it from direct sunlight keeps it ready for direct weighing and solution preparation.

    The powder form, as opposed to sticky or highly hygroscopic analogues, reduces both weighing errors and cross-contamination risk. These small technical advantages add up when repeating syntheses, especially in multi-user research environments where turnover and handover happen regularly.

    Promoting Safer and More Sustainable Organic Synthesis

    The shift toward greener chemistry makes careful compound selection a critical early decision. Cleaner, more efficient transformations become possible with high-purity 6-Bromoindole-3-Carboxylic Acid. Fewer purification stages mean reduced solvent waste, which speaks directly to increasingly strict environmental guidelines in academic and industrial labs.

    My lab switched to this compound to trim the number of chromatographic separations, and waste bins visibly shrank—less hazardous effluent, smoother compliance with waste management rules, and happier safety inspectors. These practical environmental wins rarely get enough attention during procurement, but they matter for tight budgets and conscientious labs alike.

    Empowering Independent Verification and Peer Review

    Confidence in research findings becomes stronger with access to well-characterized starting points. Lab members appreciate the transparency of documented QC data (NMR, HPLC, mass spectra), which presents fewer challenges during collaborative projects or audit procedures. Having used poorly attributed indoles myself, I realize how valuable it is when all incoming batches provide analytical documentation.

    Sharing consistent, high-quality material enhances reproducibility across collaborating centers. When different teams run parallel reactions or cross-validate findings, they can trust that the compound at the center of each experiment matches on every front—composition, purity, and physical form. This builds trust in datasets and aligns with the highest standards for scientific rigor.

    Addressing Key Bottlenecks for Chemical R&D

    Bottlenecks in synthesis or development often trace back to unreliable inputs. Cheaper indole derivatives have a reputation for introducing variables that become difficult to track or resolve, especially as projects scale from milligrams to kilograms. The stable sourcing and rigorous testing behind 6-Bromoindole-3-Carboxylic Acid iron out these risks. It saves time, cuts costs associated with troubleshooting, and frees up expert resources for more challenging tasks.

    Every step to streamline routine synthesis makes a difference downstream—whether preparing research articles faster or producing enough compound for early toxicology studies. Reduced delays lead to earlier funding rounds, more patent applications, or the acceleration of publication timelines.

    Reliable Solution Built on Evidence and Experience

    Taken together, these qualities show why 6-Bromoindole-3-Carboxylic Acid stands out for scientific and technical excellence. It’s a true asset for synthetic chemists, those shaping pharmaceutical leads, and teams building next-generation materials. Backed up by open data, user experiences, and transparency in sourcing, this compound embodies the values of reliability, repeatability, and smart design that progressive labs demand today.

    Chemistry is a field built on proven relationships—between atoms, teams, and the materials they rely on. Compounds that deliver consistent performance help drive breakthroughs, not just steady progress.

    Paving the Way Forward for Research and Industry

    For me, real assurance comes from knowing a compound like 6-Bromoindole-3-Carboxylic Acid will stay true to its profile project after project. In an era marked by rapid change, competitive timelines, and sharper scientific scrutiny, the right building blocks support not only strong science, but also stronger collaborations and more meaningful impact on science and society. Anyone who cares about quality and efficiency in the lab will understand the advantages brought by a well-chosen foundation.