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HS Code |
360554 |
| Productname | 7-Bromo-3-Indolecarboxylic Acid |
| Casnumber | 161087-87-6 |
| Molecularformula | C9H6BrNO2 |
| Molecularweight | 240.06 |
| Appearance | Off-white to light brown solid |
| Purity | Typically ≥ 97% |
| Meltingpoint | 260-264°C |
| Solubility | Slightly soluble in DMSO, DMF, and methanol |
| Smiles | C1=CC2=C(C(=C1)Br)NC=C2C(=O)O |
| Inchi | InChI=1S/C9H6BrNO2/c10-6-2-1-3-7-8(6)11-4-5(7)9(12)13/h1-4,11H,(H,12,13) |
| Storagetemperature | 2-8°C |
| Synonyms | 7-Bromoindole-3-carboxylic acid |
As an accredited 7-Bromo-3-Indolecarboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Years ago, I spent a lot of late nights sitting in a chemistry lab, dealing with compounds that promised a lot on paper but fell short under the glass. There’s a kind of revelation that comes from discovering a chemical that doesn’t just settle for meeting benchmarks but opens new doors in research and synthesis. 7-Bromo-3-Indolecarboxylic Acid isn’t one of those flashy newcomers that people attach buzzwords to; it’s quietly shaped synthetic strategies and bioactive molecule development, showing its value through steady, repeatable performance. In the wider world of indole derivatives, its unique bromine substitution sets it apart, providing a key handle for scientists looking to both modify and build upon the indole scaffold.
Labs chase reliability, and this compound fits into a workbench not because it’s the trend of the year but because its chemistry answers problems that come up in real-world applications. It’s a solid white to off-white powder under normal lab conditions, distinct due to the bromine atom locked at the seventh position on the indole ring. That single change creates fresh opportunities in both aromatic substitution and cross-coupling reactions. I’ve sat with synthetic chemists who know the frustration of working with analogs that clog up downstream processing or bring unwanted byproducts; with 7-Bromo-3-Indolecarboxylic Acid, those roadblocks start to give way.
Comparing it directly to simple indole-3-carboxylic acid, the bromo derivative offers a functional group that invites manipulation. Palladium-catalyzed reactions, for example, gain a new substrate that responds well to Suzuki and Stille couplings. This flexibility means researchers aren’t forced to use labor-intensive protecting group strategies or to troubleshoot compatibility issues. There’s elegance in simplifying what had once been a convoluted route—shaving days or weeks off a synthesis has a ripple effect all the way to product development.
Drug discovery teams often wrestle with the indole core because it sits at the heart of many bioactive molecules. The addition of a carboxylic acid group at the three-position enables further conjugation, and the bromine acts as an ideal anchor for introducing new substituents. Mathematics aside, from bench to pilot plant, this means access to derivatives that hold therapeutic promise: kinase inhibitors, serotonin analogs, and antimicrobial agents. My own time spent running structure-activity relationship studies underscored this; having the right starting blocks made all the difference in whether a project pushed forward or fizzled out.
Researchers working with brominated indoles aren’t just limited to drug targets; the material also cascades into agrochemical and material science fields. Its structural motif appears in compounds that can modulate plant hormones or contribute to organic electronics. In short, anyone who’s spent hours with high-performance liquid chromatography (HPLC) columns and NMR tubes understands how such flexibility pays dividends across disciplines.
Lab-scale users often pay close attention to purity and handling requirements. The bromine atom, sensitive to certain reaction conditions, makes its presence known during workups and purifications. Standard purification techniques—recrystallization from appropriate solvents, flash chromatography—yield the high-purity product needed for sensitive downstream chemistry. Analysts using HPLC and gas chromatography data appreciate that a well-prepared sample from this compound rarely presents ghost peaks or stubborn impurities. During one project, a colleague joked about measuring twice and cutting once; here, purity specifications backed by analytical data actually saved time and resources down the line.
Physical storage doesn’t depart much from established protocols—cool, clean, and dry conditions without dramatic temperature or light swings. Over the years, storing reference stocks and working materials side-by-side, I’ve learned that stable compounds like 7-Bromo-3-Indolecarboxylic Acid reduce inventory headaches and waste, lessening the costs often associated with rare or temperamental analogs.
Scientists tackling complex molecular targets frequently need functional handles for late-stage diversification. The presence of a carboxylic acid and a bromine atom makes this compound a preferred intermediate. Working alongside colleagues focused on route scouting, I watched them swap metal catalysts and adjust base conditions—each tweak producing new analogs tailored to project requirements. This adaptability stands out in medicinal chemistry, where fast moving from one derivative to the next can make a key difference in timelines and patent strategy.
Chemical synthesis is rarely linear. Projects often hit snags when a reagent refuses to play nice, or a potential product carries over trace contaminants. 7-Bromo-3-Indolecarboxylic Acid yields robust results when brought into cross-coupling circuits, affording biaryl or heteroaryl indole products. Those working in combinatorial chemistry or high-throughput screening find that its clean reactivity compresses cycle times and raises the chances of identifying hits worth exploring.
Reliable reagents are the backbone of publishable, reproducible research. I’ve read enough synthetic methods and tracked enough failed experiments to see that success rarely lies with novelty alone—it’s the day-in, day-out reliability of foundational compounds that steadily builds a career or program’s reputation. This acid, tracked by its CAS number and well-characterized spectrum, eases communication between collaborating labs, ensuring that a protocol run in one part of the world can be faithfully repeated elsewhere.
Journals increasingly push for transparency and data sharing. Using materials of known pedigree, coupled with traceable certificates of analysis, allows teams to focus on creative questions rather than troubleshooting avoidable errors. In my experience, nothing drags down group morale or project progress like a batch of material that behaves unpredictably—choosing the right intermediates early on helps steer the ship straight.
It’s worth contextually evaluating how 7-Bromo-3-Indolecarboxylic Acid slots into the crowded landscape of indole derivatives. Many labs still rely on halogenated indoles, particularly those bearing chlorine or fluorine. Chlorinated indoles respond differently in electrophilic aromatic substitutions; fluorinated analogs sometimes outpace their siblings in metabolic stability but stumble during certain coupling reactions. Bromine, not as reactive as iodine but more so than chlorine, finds a sweet spot—bringing about useful kinetics without spiraling into side products or decomposition under standard lab atmospheres.
The carboxylic acid at position three deserves its own space in the conversation. For chemists needing a convenient hook for amide bond formation, esterification, or acylation, this group remains an old reliable. The toughness comes out during peptide design, small-molecule conjugation, or even radiolabel tagging. Importantly, compared to non-substituted indole-3-carboxylic acid, the bromo derivative resists certain oxidative pathways, surviving reaction stages that might otherwise call for tough post-processing.
Access to quality intermediates shapes both academic research and industrial development. Cost, reliability, and regulatory documentation form a tight triangle—nobody working in this field remains blind to how supply chain hiccups can derail months of planning. Some suppliers cut corners, skipping out on controls that ensure structural identity and contaminant levels stay within spec. Over the years, I’ve built a running list of vendors who either barely meet the mark or are willing to stand by their product. End users can safeguard progress by demanding full traceability, batch-specific certificates, and open communication about availability.
As pharmaceutical chemistry leans harder on modular synthesis strategies, the demand for well-characterized, multifunctional reagents rises. Compounds like 7-Bromo-3-Indolecarboxylic Acid, already a proven part of the synthetic toolbox, receive renewed attention. Startups and established companies both recognize that streamlined intermediates, designed to bridge multiple reaction pathways, provide tangible savings in both material cost and time. In a grant-funded environment, or a company facing quarterly review, the margin between an efficient intermediate and a problematic one quickly becomes significant.
Many researchers, myself included, have seen the pressure mount to adopt greener, safer protocols. Handling halogenated aromatics often brings up questions about waste and byproduct management. Adopting 7-Bromo-3-Indolecarboxylic Acid in synthesis enables certain cross-coupling reactions under milder conditions, sometimes in aqueous or semi-aqueous systems, reducing the solvent burden. These changes aren’t just window dressing—the practical impact includes lower employee exposure, fewer hazardous waste containers, and improved compliance with institutional policies.
Procurement teams now routinely ask suppliers about green manufacturing. Consistent, reproducible performance under milder, less toxic reaction conditions gives this compound an edge—not because it markets itself as sustainable, but because real world use has demonstrated lower impact when compared to less stable or more stubborn analogs. This practical experience informs purchasing decisions, helping to push the field incrementally toward broader sustainability goals.
The evolution of organic synthesis doesn’t usually march forward by giant leaps. More often, progress comes in fine-tuned adjustments—discovering that an old compound can be repurposed or that a modest substitution opens up new fields of application. Recently, research into late-stage functionalization and rapid diversification schemes has revived interest in halogenated indoles. Chemists seeking to quickly build molecular complexity, especially those working on small-molecule screening libraries, increasingly tap into the reactivity embedded in 7-Bromo-3-Indolecarboxylic Acid.
Peptide mimetics and heterocycle-fused products jump in line for development, leveraging the bromo group’s strategic placement. As a result, generational improvements in kinase inhibitor libraries and targeted oncology therapies are possible—things that might not have seemed likely in the days before robust, scaleable supply chains delivered these intermediates in reliable shipments.
Trust in a reagent doesn’t just come from a tidy bottle or updated certificate of analysis. Lab veterans know that proper labeling, manageable storage risks, and straightforward hazard communication affect productivity and legal peace of mind. In my own workspace, standardized training on handling brominated aromatics prevented countless close calls. The straightforward safety profile of this compound means labs can develop procedures without elaborate or costly controls, relying instead on established best practices for similar organics.
Users or custodians of chemical inventories benefit from clear hazard categorization and transport compatibility. While the literature may describe the compound as presenting only moderate irritant risks, maintaining good ventilation, protective gloves, and eyewear never loses its place. These basics, drilled into every student’s head, add up to a safer, more efficient working environment where risks don’t outweigh rewards.
The most important testament to a reagent’s worth comes from those who’ve run day-to-day experiments with it, not just the ones who draft promotional copy or pitch decks. The reliability of 7-Bromo-3-Indolecarboxylic Acid appears not only in yield data but in conversations at conferences, emails seeking more material after a pilot run, and acknowledgments in published supplemental info. Its place in the synthetic chemist’s toolkit stems from value delivered in practical terms: projects finished on deadline, clean spectra, low loss during workup, and the ability to forge new analogues that fuel scientific inquiry.
Peer-reviewed publications further reinforce its merit. Studies discussing arylation or introduction of new heterocycles cite its role as a linchpin intermediate. The reproducibility of these results across different labs, using samples from various batches, speaks to the robust production standards and chemical integrity underlying each shipment.
At its core, research relies not on fancy branding but on tangible, demonstrable results. The decision to adopt 7-Bromo-3-Indolecarboxylic Acid in a workflow isn’t made on convenience alone; it comes from a history of successful reactions, honest communication with suppliers, and a steady stream of positive findings in the lab. Walking through my own catalog of projects, I recognize how this single heterocycle has smoothed out rough patches—helping piece together molecules that made their way from whiteboards to journal articles.
Lab directors, procurement staff, and end users operate in an ecosystem where false savings and shortcut solutions quickly show their limitations. Trusted, well-understood reagents like this one enable real breakthroughs, not only by driving individual reactions forward, but by making laboratories more predictable and more collaborative over time.
Success in research, whether measured in grants won or products launched, depends upon the reliability of the building blocks employed. 7-Bromo-3-Indolecarboxylic Acid proves its stature by removing uncertainty—turning ambitious synthetic plans into realistic endeavors, expanding the playground for medicinal chemists and materials scientists alike. The presence of a well-placed bromo atom on a carboxylic acid-functionalized indole means less time in troubleshooting and more time inventing.
No single compound guarantees results, but experience shows that the right substrates paired with solid methods underpin practically every major advance in synthetic chemistry today. The enduring role of this bromo-indole acid in so many lab notebooks and patent applications points to its continued value in both exploration and applied innovation. For those who make progress out of glassware, data, and hard questions, choosing the right intermediate—again and again—is the closest thing to a sure bet this profession offers.