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5-Bromo-3-Cyanoindole

    • Product Name 5-Bromo-3-Cyanoindole
    • Alias 5-Bromo-1H-indole-3-carbonitrile
    • Einecs 629-646-7
    • 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

    466528

    Product Name 5-Bromo-3-Cyanoindole
    Molecular Formula C9H5BrN2
    Molecular Weight 221.06 g/mol
    Cas Number 885273-13-2
    Appearance Off-white to pale yellow solid
    Melting Point 220-224°C
    Purity Typically ≥98%
    Solubility Soluble in DMSO, DMF; slightly soluble in methanol
    Smiles C1=CC2=C(C=C1Br)NC=C2C#N
    Inchi InChI=1S/C9H5BrN2/c10-7-1-2-8-6(3-7)5(4-11)12-9(8)9/h1-3H,(H,12)
    Storage Conditions Store at 2-8°C, dry and protected from light

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    More Introduction

    5-Bromo-3-Cyanoindole: Clear Advances in Chemical Synthesis

    The Role of 5-Bromo-3-Cyanoindole Today

    In the world of advanced chemical synthesis, certain compounds quietly change the rules for researchers and product developers alike. 5-Bromo-3-Cyanoindole stands as one such example. Built on the sturdy indole backbone, this compound features both a bromine atom at its 5-position and a cyano group at the 3-position. That simple substitution makes all the difference. Anyone who has spent time in a lab knows the indole ring shows up everywhere from pharmaceuticals to agricultural tools, but slight modifications to its structure can bring out results that seem almost opposite. You add a bromine here, a cyano there, and suddenly you have access to new reactions, unexplored pathways, and chemical behavior that can breathe life into projects stalled by more basic building blocks.

    What the Model Tells Us: Looking At the Specifications

    Laboratory teams who use 5-Bromo-3-Cyanoindole tend to care about a handful of key details before they ever decide to order. This compound typically arrives in a slightly off-white powder, ready to dissolve in solvents common to organic labs. The chemical formula—C9H5BrN2—gives a molar mass just north of 220 grams per mole, helpful for calculations and reactions. What matters even more are the real, working metrics: high purity (often above 98%) keeps side reactions at bay. Melting points hover in the range expected for substituted indoles, a sign the structure solidly holds even after storage and repeated handling.

    More than specs on a data sheet, these characteristics mean something tangible during synthesis. High purity reduces wasted time picking apart unwanted byproducts. The solid, stable nature avoids the headaches of oily or tacky intermediates. Anyone who has worked through tricky multi-step syntheses can appreciate how much a reliable material with stable properties can do to save time and frustration. Fresh batches tend to keep well when protected from moisture and extreme temperatures, allowing practitioners to stock up when needed without worrying that the compound will lose its punch.

    Usage Across Research and Application

    Ask someone in medicinal chemistry what can be built from a substituted indole and you’ll get stories ranging from anticancer projects to exploratory probes for neuroscience. 5-Bromo-3-Cyanoindole slots right into this tradition, acting both as a tool and a starting point. Many researchers reach for this compound as a versatile intermediate, especially for the creation of complex, biologically active molecules. The combination of the electron-withdrawing cyano group and reactive bromine lets it slide smoothly into cross-coupling reactions—think Suzuki or Heck, where the bromine opens a door for attaching anything from aromatic rings to subtle heterocycles.

    Cyano groups, for those familiar with medicinal chemistry, often boost the binding affinity or tweak the metabolism of final drug candidates. Attaching the cyano at the third position on indole sometimes shifts the balance toward better bioavailability or alters selectivity for biological targets that would otherwise brush off unsubstituted versions. The bromine atom, with its own distinct reactivity, not only serves as a convenient place to add on other industrial fragments but can sometimes even stand on its own for applications involving halogen bonding or molecular recognition.

    Beyond drug discovery, the story continues in materials research. Using 5-Bromo-3-Cyanoindole as a scaffold, teams develop new fluorescent dyes or organic semiconductors where the exact position of each substituent controls light absorption, charge transfer, and overall stability. Anyone trying to tune these properties knows that subtle tweaks pay off in a big way—so a compound like this, open to modification and ready for action, lands itself as a favorite among both industry veterans and ambitious grad students.

    Why Structure Matters: Not All Indole Derivatives Perform the Same

    Those outside of synthesis sometimes wonder why one indole derivative gets picked over so many others. It really comes down to the fine control offered by precise substitutions. 5-Bromo-3-Cyanoindole doesn’t simply fill in for something like 3-bromoindole or 5-cyanoindole—they each display their own personalities in the reaction flask and in biological systems. That matters whether you are building a custom ligand or seeking to push the boundaries of organic electronics.

    Working with bromo and cyano groups on the same indole nucleus opens reaction doors closed to unsubstituted or differently substituted forms. The position of each group decides which transformations go smoothly and which produce disappointing yields. Bromination at the fifth position, for instance, places a reactive handle squarely where palladium-catalyzed couplings excel. The cyano group, nestled at the third carbon, can direct reactivity or act as a functional group ready for hydrolysis, reduction, or cyclization—each step offering a distinct product class or opportunity for further development.

    Compare this to a typical halogenated or nitrile-substituted indole bought off the shelf. Not only does 5-Bromo-3-Cyanoindole uniquely combine these two groups, it brings together their reactivity in a way that opens shortcuts. Synthesis routes that would zigzag through multiple protection and deprotection cycles suddenly become more straightforward. Time and budget both come out ahead, and teams tackling tight project deadlines discover more room to iterate and experiment.

    Lessons from the Bench: Challenges and Practical Experience

    Drawing from years of hands-on organic synthesis, the difference between a smooth-running reaction and a string of failed attempts often hinges on details easy to overlook at the planning stage. For compounds like 5-Bromo-3-Cyanoindole, purity and solid stability don’t just appear on certificates of analysis—they show up in clean NMR spectra, reproducible TLC spots, and downstream products that crystallize when they should. The reality is that poor-quality starting materials often snowball into extra hours spent cleaning up, troubleshooting, or rerunning purification steps. By relying on a consistently pure form of this compound, chemists sidestep much of the uncertainty that can sap energy and focus from a long-term project.

    Solubility matters too. Aromatic indoles can sometimes surprise you by clumping, crashing out, or stubbornly floating on solvent mixtures. A well-prepared batch of 5-Bromo-3-Cyanoindole behaves predictably with polar aprotic solvents such as DMF, DMSO, or even acetonitrile—giving users plenty of options when trying new coupling or cyclization routines. It might seem minor, but anything that removes layers of unpredictability from the job lets scientists spend more time thinking creatively instead of fighting the basics.

    Choosing Between Compounds: Making Informed Decisions

    From an industry perspective, decisions about which building block to choose boil down to end goal, availability, and budget. Some may wonder if a more readily available, less elaborate indole structure would do. Often, it might get the job done if the requirements are basic. But those who work through modern drug or material screens recognize that a strategic substitution—like attaching both a bromine and a cyano group to an indole—can play a crucial role in fine-tuning the performance of a product.

    If the goal is to open specific reaction paths, like a targeted Suzuki coupling, or to create a molecule with tightly controlled targeting in biological systems, compounds such as 5-Bromo-3-Cyanoindole stand out. They offer an edge that broader, less specialized structures can’t easily replicate. Commercial experience also confirms that a high-value intermediate with tailored reactivity can reduce the total number of synthetic steps. This translates to less waste, lower exposure to hazardous reagents, and a speedier march toward project milestones.

    The Influence on Modern Drug Discovery

    Anyone following trends in drug discovery knows that once-simple screening libraries now tend to favor compounds with more “sp3” content and diversity—building on core motifs that deliver both performance and intellectual property protection. Chemists who keep pace with these trends often prefer starting points that offer flexibility for late-stage functionalization, helping to keep options open deep into the campaign. 5-Bromo-3-Cyanoindole fits the bill here. The reactive bromine makes it easy to access a vast array of analogs, feeding hit-to-lead efforts with chemical diversity.

    In personal experience, medicinal projects aimed at targets like kinases, receptors, or ion channels benefit from the presence of cyano or bromine groups in their final candidates—sometimes boosting binding affinity, sometimes dialing down off-target activity. Teams aiming for quick route scouting find that substituent pattern, as in 5-Bromo-3-Cyanoindole, unlocks shortcuts unavailable with basic indoles or other aromatic heterocycles. It is not just about making something new, but about making something that works better, reduces animal testing, or cuts through regulatory hurdles with cleaner metabolite profiles.

    Adding Value for Material Science and Diagnostics

    Outside the world of medicinal chemistry, new functionalized indoles widen the options for high-tech material researchers. Chemists involved in OLEDs, solar cells, or fluorescent markers look for building blocks that combine easy functionalization with strong absorption or emission properties. The way that bromo and cyano substituents influence electronic behavior on the indole framework means that compounds like 5-Bromo-3-Cyanoindole can become lynchpins for entire new material families. Their tunable light-emitting features are just one reason behind their popularity in laboratories seeking to invent or improve next-generation displays and sensors.

    The presence of a cyano group also allows materials chemists to introduce further transformation options. It might yield an amide, carboxylic acid, or primary amine after selective reduction or hydrolysis—each step pointing toward applications in coatings, diagnostics, and electronic interfaces. Likewise, the bromine provides a portal to integrating the indole into polymers or network structures, leading to fast advances in smart materials or responsive surfaces.

    Practical Challenges and Opportunities for Improvement

    Despite its impressive array of uses, no chemical building block is perfect for every situation. Some users encounter challenges sourcing 5-Bromo-3-Cyanoindole at scales suited for larger projects. Supply chain disruptions or the need for tighter specification control might slow down procurement. Ensuring sustainable sourcing and reducing environmental impact during synthesis now holds more importance than ever. Researchers who care about green chemistry have begun pushing for routes that avoid hazardous reagents or expensive purification, seeking more direct, high-yielding methods for producing compounds like these.

    The field has seen progress. Better bromination strategies and safer handling protocols mean syntheses yield fewer toxic byproducts and use less energy-intensive conditions. By supporting development and distribution of “greener” alternatives, users can help reinforce responsible innovation. Purchasing from suppliers with transparent quality control measures and documented sustainability efforts helps guarantee both product reliability and community safety. Learning to isolate and reuse waste from indole derivatization not only saves money but also reduces the load on local waste management systems.

    Direct feedback from research teams suggests another ongoing need: improved packaging to prevent moisture uptake or cross-contamination. Advanced barrier materials, desiccant technologies, and clear labeling all help at the bench—not just for safety, but for preserving active, high-purity product batch to batch. These small shifts in logistics mean fewer variables during extended research campaigns and more time spent on innovation rather than problem-solving.

    Supporting Research, Education, and Community Collaboration

    Beyond the core research applications, having ready access to advanced intermediates like 5-Bromo-3-Cyanoindole strengthens both education and professional development. Young chemists learn important lessons about synthesis strategy, molecular design, and reaction troubleshooting by working with real building blocks. Shared protocols, open-access data, and cross-institution collaboration further expand the reach and impact of these substances.

    Experienced professionals know that the best solutions often arise from open dialogue and pooled expertise rather than solitary innovation. Synthetic procedures developed around 5-Bromo-3-Cyanoindole—whether enhancing regioselectivity, functional group compatibility, or scale-up feasibility—spread quickly through peer-reviewed publications, technical workshops, and conferences. By sharing both failures and successes, the field advances as a whole.

    The compound also provides a useful case study in the value of interdisciplinary work. Teams spanning organic, medicinal, analytical, and materials chemistry bring distinct viewpoints that reveal new uses or overlooked pitfalls. A purely pharmacological approach might miss stability issues under process conditions that a materials scientist would catch in a heartbeat. Teamwork makes the process stronger, and 5-Bromo-3-Cyanoindole often serves as a proving ground for these important lessons.

    Outlook: Looking Ahead to Emerging Uses and Continued Refinement

    As pressures grow to accelerate medicines to market, advance renewable energy platforms, and refine smart diagnostic systems, the need for faster, more flexible synthesis intensifies. Compounds offering dual functional handles—like 5-Bromo-3-Cyanoindole—give researchers the agility to meet new targets, pivot as new data arise, and improve efficiency without sacrificing safety.

    Research pipelines increasingly rely on robust intermediates that can both support high-throughput screening and provide adaptable chemistry for lead optimization. Enhanced automation in synthesis and real-time process monitoring push for ever-more reliable inputs. Suppliers who respond by improving the consistency of 5-Bromo-3-Cyanoindole’s quality, purity, and delivery timelines move the industry forward.

    With regulatory frameworks tightening in many jurisdictions, it helps to have clear information about starting materials. Biocompatibility, toxicity, and downstream environmental effects draw greater scrutiny now than ever before. Transparent reporting and open risk-benefit analysis shape the decisions of forward-looking scientists. So, stocking up on information—alongside physical samples—serves everyone involved.

    Paving the Way for Next-Generation Solutions

    A straightforward, reliable chemical intermediate doesn’t receive headlines most days. Yet, for those building the next generation of medicines, materials, and molecular machines, these compounds bear more than their molecular weight in importance. Having used various indole derivatives in both academic and industry projects, I can say with confidence that a well-chosen starting point makes or breaks progress on a tight schedule.

    5-Bromo-3-Cyanoindole, with its distinct substitution pattern, remains a cornerstone in the effort to close the gap between imagination and reality—offering a critical stepping-stone wherever rapid, high-fidelity chemistry is in demand. Continuing to improve its synthesis, broaden education, and share firsthand experiences leads not just to better products, but to a stronger, more connected research community. Our collective future depends not just on the brilliance of singular discoveries, but on the reliability and depth of the building blocks we share.