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HS Code |
981459 |
| Chemicalname | 5-Bromoquinoline-8-Carboxynitrile |
| Molecularformula | C10H5BrN2 |
| Molecularweight | 233.07 g/mol |
| Casnumber | 57381-51-8 |
| Iupacname | 5-bromoquinoline-8-carbonitrile |
| Appearance | Off-white to light brown solid |
| Meltingpoint | Unknown |
| Boilingpoint | Unknown |
| Smiles | C1=CC2=C(C=NC=C2C=C1Br)C#N |
| Inchi | InChI=1S/C10H5BrN2/c11-8-2-1-6-4-12-5-9(10(6)7-8)3-13/h1-2,4-5H |
| Solubility | Slightly soluble in organic solvents |
| Purity | Typically >98% |
| Storagetemperature | Store at room temperature |
| Refractiveindex | Unknown |
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Close work with chemical building blocks shapes almost every new direction in drug discovery and specialized materials. Among the more refined choices available to researchers and synthetic chemists, 5-Bromoquinoline-8-Carboxynitrile offers a combination of versatility and purity that stands out by experience. The structure, as the name gives away, features a bromo group joined to the quinoline ring scaffold with the nitrile handle at the eight position—this alignment isn’t just for show. In my own exploration of heterocyclic chemistry, compounds that bring together halogens with a nitrile position have opened up countless options for both rapid prototyping and more deliberate, nuanced molecular editing.
5-Bromoquinoline-8-Carboxynitrile carries the molecular formula C10H4BrN2. The arrangement of a nitrile group on position eight, with bromine resting on position five of the quinoline core, forms a site that is both electronically unique and synthetically receptive. In the lab, it handles with a characteristic stability, unlike some nitrogenous aromatics that may oxidize or degrade under light or air. Its crystalline solid form helps minimize material loss during weighing or transfer, something that matters more than theory might predict when moving through a series of reactions. Those seeking an edge in synthesis often pick building blocks with robust performance at this stage, easing downstream purification and helping limit side product formation.
Anyone who spends time at the bench knows the difference between a “conceptual” route and actual hands-on chemistry. The value of 5-Bromoquinoline-8-Carboxynitrile becomes clear after a few runs. It couples efficiently under standard Buchwald-Hartwig or Suzuki-type conditions, allowing an easy path to diverse analogues via cross-coupling chemistry. The nitrile moiety works well for further functionalization—continuous flow and microwave irradiation methods can help streamline scale-up for pilot batches. In the push-and-pull of routine synthesis, where the cost of failed material grows larger than the cost of raw input, the consistency of this compound often means fewer headaches and lower hidden costs.
Quinoline derivatives keep turning up in medicinal chemistry, material science, and dye production. Out in the real world, not every variant fills its promise. 5-Bromoquinoline-8-Carboxynitrile brings a unique performance profile not only due to its matched functionality, but in practice because the positional selectivity of the substituents directly drives reaction outcomes. Compare this to a plain quinoline or even the 4-bromo counterpart; moving the bromine group affects both reactivity and the ease with which new bonds form. Some competitors might pitch halogenated quinolines, but if you’re shooting for high yields in subsequent arylation, or need a handle that coats your molecule in new characteristics with fewer steps, the five-eight positioning makes a difference.
Having worked through stacks of routes for new heterocycles, I find the compound’s firmer backbone and electronic personality allow for predictably clean transformations, especially with palladium or copper catalysis common in pharmaceutical research. The arrangement of substituents on the quinoline ring can strongly direct where new functional groups enter, slashing the need for conditions so harsh they trim sidechains or lead to unnecessary byproducts. For teams trying to reduce reaction steps or address growing cost pressures, the added predictability turns into extra compounds in your pipeline or a shorter loop between concept, benchwork, and testing.
Some chemists favor “easier” intermediates, such as simple halogenated aromatics, on the grounds of price. But the real world is too complicated for shortcuts. Take the carboxynitrile group at the eighth position—it doesn’t just give access to other nitrile-derived motifs, but also acts as a tuning fork for the electronic activity of the entire molecule. During my own attempts with related scaffolds targeting kinase inhibitors, small changes in the ring system and the site-specific orientation gave results that more generic aromatics simply couldn’t deliver.
Several research trends in the last decade have highlighted quinoline-based frameworks as influential triggers for bioactive molecules. The bromo group unlocks options for coupling, while that installed nitrile has shown value in modulating affinity or fine-tuning the metabolic profile of candidate compounds. In oncology pipelines, and in the field’s relentless hunt for fresh scaffolds able to escape resistance, more than one project has benefited from the smart use of compounds like 5-Bromoquinoline-8-Carboxynitrile. Use in production rarely gets a headline, but go through a few published patents and you’ll see this backbone cropping up in example syntheses for kinase inhibitors, antibiotics, and bright organic emitters.
Chemists can pick from a broad catalog of quinoline derivatives. Why give attention to this one? Start with its dual-reactivity: the bromine marks a point for rapid functionalization, while the nitrile allows entry to further substitutions, reductions, or cyclizations. Working with 5-bromoquinoline alone cuts possibilities in half; adding a nitrile at position eight reopens the field for molecular elaboration. In my practice, efforts to make a library of substituted quinolines moved much faster with compounds that support parallel derivatization—time at the bench translates into more options during hit-to-lead stage research.
The push for new optoelectronic materials often puts pressure on chemists to seek molecules with tailored electronic properties. The interplay between a bromo group and a nitrile on a quinoline ring affects electron density and molecular packing—factors that shape fluorescence, charge mobility, and stability. Working on projects for OLED and organic solar cell prototypes, I found that introducing this compound to synthesis routes delivers more reliable tuning of emission wavelengths or charge carrier lifetimes. For teams dealing with reproducibility issues in device performance, selecting a tool known for reliable lot-to-lot consistency and predictable derivatization makes a measurable difference.
On a practical level, not all specialty compounds offer a smooth ride from arrival at the loading dock to being in a round-bottom flask. 5-Bromoquinoline-8-Carboxynitrile tends to blend seamlessly with standard solvents—from DMSO to toluene—and doesn’t foul up columns or leave sticky residues that cost hours of cleanup and wasted silica. In scales both exploratory and small production, that kind of reliability builds trust within research teams. Working late, I’ve seen projects grind to a halt over issues as simple as an intermediate crashing out in the wrong solvent or turning to tar overnight. Using a compound with a proven record of batch consistency supports both short-term productivity and long-term cost management.
Safety counts, especially as regulatory scrutiny increases for both lab and manufactured chemicals. Researchers want building blocks that come with predictable hazards and don’t introduce unexpected liabilities to studies or processes. 5-Bromoquinoline-8-Carboxynitrile fits with standard good laboratory practice, and presents the same types of risks common to aromatic halides and nitriles—manageable with usual PPE, fume hoods, and waste controls. It has not prompted regulatory red flags or unusual disposal hurdles in typical academic or early-stage industry settings. For labs on a budget, or those scaling up from milligram to gram, the transparency and established handling routes make the compound a trustworthy choice.
In an environment where reproducibility matters more than ever, the supply chain for fine chemicals comes in for close scrutiny. Sourcing 5-Bromoquinoline-8-Carboxynitrile from reputable suppliers gives a stronger guarantee that batch-to-batch purity holds steady, with impurity profiles monitored and certificates of analysis available. I learned the hard way that shaving a bit off the budget by dealing with unknown brokers risks major setbacks—bad material means failed runs, wasted time, and lost opportunities. Peer-reviewed work and regulatory submissions both demand that absolute confidence in reagent quality. Reliable supply and transparency offer downstream peace of mind not always visible at the time of ordering.
New research keeps expanding the horizons for this compound. Over the years, I have seen its use shift from mostly academic settings into the engine rooms of startup biotech and specialty materials operations. The chemistry textbooks focus on theory and mechanism, but the day-to-day act of translating those ideas into grams of a desired molecule relies on intermediates that don’t let the process down partway through. As the industry leans further into both green chemistry and automation, there is growing attention paid to building blocks that dovetail well with flow reactors, automated purification, and digital analysis—all areas where well-behaved molecules like 5-Bromoquinoline-8-Carboxynitrile prove their worth.
Published data back up the utility of this compound across diverse fields. Organic Letters, The Journal of Medicinal Chemistry, and Applied Materials & Interfaces have all logged refereed studies in which quinoline derivatives—especially those carrying bromo and nitrile groups—play critical roles as intermediates or final products. The number of hits for this class of compounds under public chemical databases has climbed steadily, reflecting both research focus and successful outcomes. From palladium-catalyzed cross-couplings to more modern metal-free pathways, the adoption curve speaks to real-world confidence—bolstered by reproducible results and straightforward handling.
With innovation’s pace only accelerating, researchers face ever-tighter timelines. Investment in smarter chemical precursors pays forward: the time reclaimed through predictable reactivity, rapid purification, and strong support of downstream modifications lets teams pivot to fresher directions. I’ve experienced first-hand the competitive advantage when pilot-scale material drops ahead of schedule or when next-generation scaffolds answer to a new screening requirement without weeks of chemical “catch up.” Chemistry doesn’t reward inflexibility; picking intermediates with a broad application span provides a buffer against shifting project demands and project resource constraints.
New technologies must balance the ideal of cutting-edge chemistry with the reality of constrained resources—space, budget, and people. 5-Bromoquinoline-8-Carboxynitrile supports scalable, cost-effective synthesis thanks to stable market availability and clear documentation of its properties. In projects where ingredient traceability, robust MSDS documentation, and environmental impact are weighed alongside reactivity, this compound typically scores well. Over the course of multi-step syntheses leading to both drug candidates and specialty dyes, predictable input pricing and broad supplier networks speed scaleup, lower the risk of batch delays, and enable better planning for trials.
Each year, the horizon for quinoline-based chemicals widens—not only in established pharmaceutical and electronics projects but also in crossover applications such as advanced imaging probes and new classes of bioconjugates. The baseline provided by compounds like 5-Bromoquinoline-8-Carboxynitrile keeps research teams working at the edge of possible, rather than struggling to play catchup due to supply fluctuations or uncharacterized impurities. Teams can iterate faster, and with less downtime stemming from unpredictable side chemistry or supply chain bottlenecks.
After years chasing synthetic targets that were always just at the edge of reach, I’ve learned to appreciate molecular tools that back up their promise with reliable bench performance. Many late-night research drives have been rescued by having a few grams of a high-purity intermediate on hand—and more than one project nearly derailed over the uncertainty of poorly characterized inputs. In conversations with colleagues across industries, that sense holds true: practical, well-behaved building blocks are what power sustained progress, even as theory and computational chemistry chart the next step forward. The adoption of 5-Bromoquinoline-8-Carboxynitrile by multiple sectors is less a trend than the organic result of collective hands-on success.
The path from molecule to application is built on myriad choices, both scientific and practical. Picking a building block like 5-Bromoquinoline-8-Carboxynitrile honors the reality of modern research—where headway gets measured not just by ingenuity, but by reliability, adaptability, and team knowledge. With a blend of reactivity, availability, traceable quality, and a growing track record in published work, it stands as a crucial option across drug discovery, materials science, and more. From my own experience and the visible direction of the chemical sciences, this is a tool with a long shelf life in both idea and lab reality.