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HS Code |
264053 |
| Productname | 5-Bromo-2-Hydroxyisonicotinic Acid |
| Casnumber | 83857-96-9 |
| Molecularformula | C6H4BrNO3 |
| Molecularweight | 218.01 |
| Appearance | White to off-white powder |
| Meltingpoint | 240-244°C (decomposes) |
| Purity | Typically ≥98% |
| Solubility | Slightly soluble in water |
| Smiles | C1=CN=C(C(=C1Br)O)C(=O)O |
| Inchikey | KJQHZJCYJZPSHQ-UHFFFAOYSA-N |
As an accredited 5-Bromo-2-Hydroxyisonicotinic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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| Shipping | |
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5-Bromo-2-Hydroxyisonicotinic Acid, also identified by CAS Number 4547-61-1, stands out among the pyridine derivatives for its consistent application in organic synthesis, medicinal chemistry research, and advanced material science. In labs where every reaction and yield counts, each batch of this compound means more than a chemical formula; it becomes part of the foundation on which researchers base their confidence and progress. As someone long familiar with the rigors of day-to-day research, I've seen how even the most subtle difference in reagent quality or purity can stall a week’s worth of meticulous work. That’s why distinguishing this product from standard isonicotinic acid derivatives feels important, especially if you appreciate a no-nonsense approach to chemical sourcing and usage.
The product, known under several synonyms, comes most often as a pale crystalline powder, and purity consistently tests above 98%. For researchers focusing on robust reactions and reproducible results, this detail can make or break both a project and a deadline. Many experienced chemists pay just as much attention to what’s on a supplier’s COA as to the reputation earned through consistent real-world performance. In practice, this compound’s dependable profile translates to fewer bottlenecks and unexpected results, cutting down on frustration and wasted resources.
Having worked on teams developing kinase inhibitors, I’ve seen labs opt for the bromo-derivative specifically because it offers a unique combination: the electron-withdrawing bromine at the 5-position enhances reactivity in certain substitution and coupling reactions, pushing yields higher and selectivity tighter compared to unsubstituted isonicotinic acid. Researchers tackling SAR studies, for example, consider these subtle differences crucial. Whether you’re involved in fragment-based lead discovery or more routine heterocyclic scaffolding, knowing the origin, purification steps, and handling properties of 5-Bromo-2-Hydroxyisonicotinic Acid often guides broader decisions in experimental design.
Unlike some general-use isonicotinic acid compounds, the bromine atom imparts a unique reactivity profile, especially in Pd-catalyzed cross-coupling reactions such as Suzuki or Buchwald-Hartwig aminations. In synthesis labs that value scalability alongside selectivity, this product creates new routes to more complex heterocycles. The phenolic hydroxyl group at the 2-position opens doors for additional modifications, including etherification or acylation, that help medicinal chemists generate new analogues with manageable steps and fewer purification headaches.
If you compare this compound with 5-Bromoisonicotinic acid or 2-Hydroxyisonicotinic acid, the combined substitution pattern of bromo at the five position and hydroxy at the two position presents new chemical space for exploration. Researchers planning libraries or proprietary molecules understand that this dual substitution changes the hydrogen-bonding pattern, alters solubility profiles, and adapts to more diverse synthetic strategies. From my own time working on anti-inflammatory programs, the option to introduce structural variance with a reliable starting point paid off not just in improved bioactivity but in practical ease-of-synthesis when scaling up for parallel synthesis workflows.
The field of application for 5-Bromo-2-Hydroxyisonicotinic Acid stretches far beyond a simple reactant in routine organics. Scientists have incorporated it as a building block for kinase inhibitors, metallopharmaceutical ligands, and specialized agrochemical intermediates. In recent literature, this compound turns up as a strategic precursor in the design of sensor molecules — for instance, enabling selective detection of metal ions due to its chelating ability. My own colleagues in supramolecular chemistry have chosen it for self-assembly systems where both electronic modulation (from bromine) and directional hydrogen bonding (from the hydroxy group) drive the creation of ordered structures.
Those who focus on material science have explored its efficacy in constructing coordination polymers or metal-organic frameworks with improved thermal stability and porosity. In each new paper or patent, one sees how this product’s combination of heterocyclic backbone, halogenation, and a free phenolic group opens innovative chemical pathways that typically demand a level of reliability commercial isonicotinic acids just don’t match.
In the laboratory, predictability in handling matters far more than perfect storage conditions. 5-Bromo-2-Hydroxyisonicotinic Acid shows good bench stability under normal atmospheric environments. Solutions in DMF, DMSO, or methanol remain clear and stable through several days of routine use, provided one keeps exposure to strong bases or oxidants in check. Crystalline powder form tends to resist clumping during storage, unlike many other bromo-heterocycles that demand special desiccators or careful temperature management. These everyday advantages amount to fewer procedural headaches — a detail anyone who has managed inventory or supervised a student project will appreciate.
Waste management presents no special hurdles either; 5-Bromo-2-Hydroxyisonicotinic Acid follows the same safety and disposal practices as related pyridine derivatives, with no unusual toxicity or fume risks at typical concentrations. This means teaching labs, small startups, and industrial process groups can all integrate it into their synthetic protocols without facing new bureaucratic barriers or hidden costs.
Not all isonicotinic acid derivatives perform equally, especially when the real-world requirements diverge from textbook conditions. While some users reach for simple isonicotinic acid as a cost-effective option, the performance gap grows apparent the moment more specific reactivity or selectivity becomes important. The addition of a bromine atom enables key transformations that unsubstituted analogues seldom manage without multi-step routes and lower overall yields.
Chemists working in pharmaceutical research have learned that starting from 5-Bromo-2-Hydroxyisonicotinic Acid speeds up the construction of new lead compounds on multiple fronts. You get direct access to halogenated intermediates, which serve as ideal partners for cross-coupling techniques. This advantage saves time and reduces reliance on hazardous or unstable reagents, which in turn lowers overall synthetic risk and cost. Having spent years planning multi-step synthetic routes, I can attest to the real value of an intermediate that consistently streamlines one-pot or telescoped processes without introducing extra purification demands or unexpected side products.
The hydroxy group at the two position brings more than just added polarity. Medicinal chemists and material scientists alike make use of its direct participation in condensation, etherification, and esterification reactions. Multiple reviews in academic literature document how this functional handle accelerates late-stage diversification. For anyone aiming to build more complex screening libraries or optimize physical properties, this versatility usually translates to an edge in getting to patentable space or regulatory submissions faster.
Reliable sourcing matters just as much as labeling. Some research chemicals appear similar on paper, but differences in trace impurities, batch-to-batch consistency, or even crystalline habit can produce subtle but significant headaches downstream. From my experience in both academic and industrial settings, trusted suppliers regularly provide specifications exceeding the headline 98% purity, with HPLC results confirming low ppm levels of related isomers and degradants. This attention to detail reflects a genuine understanding of customer needs. Small academic labs working on a tight budget and timeline cannot afford failed reactions or delays caused by unexpected contaminants or missing documentation.
Another overlooked detail involves particle size and form. Larger crystals may seem immaterial until one confronts solubility issues or struggles to weigh out small quantities with standard balances. In collaborative projects, especially across institutions, standardized lots with verified particle size distribution save tedious troubleshooting. Labs conducting parallel synthesis with automated liquid handlers or microplate-based workflows demand this kind of predictability as standard equipment.
Documentation often acts as an unsung hero. Labs that publish or file patents require full certificates of analysis, access to recent batch spectra, and, increasingly, confirmation that raw materials meet the environmental and social requirements for grant-funded projects. The most compatible suppliers anticipate these needs, so procurement teams don’t lose precious cycles chasing paperwork at the eleventh hour.
More research organizations ask not only ‘what’ a material can do but also ‘how’ it gets sourced and handled before arriving on the bench. With growing pressure to reduce hazardous waste, every bit counts. 5-Bromo-2-Hydroxyisonicotinic Acid, owing to its moderate reactivity and manageable waste profile, doesn’t tip the scales toward excessive disposal or safety protocols beyond the norm for halogenated aromatics. Green chemistry groups have adopted it for step-economical syntheses, which means newer publications keep reporting either lower waste generation or more direct conversions compared to classic heterocyclic building blocks.
Labs working to cut their reliance on environmentally problematic chlorinated solvents—while still needing reliable heterocyclic activation—find this compound a balanced compromise. It dissolves in less hazardous solvents without significant loss of yield or purity. In an era where grant proposals ask for sustainability justifications, researchers appreciate having a verifiable story behind every catalog number.
Any researcher who has found a flaky batch of an essential intermediate a day before a deadline knows the risk of relying on unproven sources or ignoring supply chain realities. Procurement specialists, as well as bench chemists, increasingly partner with suppliers who can provide not only high-quality material but consistent technical support, documentation, and reliable logistics. My own experience chasing down hard-to-find intermediates taught me the importance of building relationships with suppliers who understand the pressures in real working labs.
If a lab faces unexpected precipitation, unusual hues, or inconsistent reactivity, the smart next step involves contacting the technical team for a batch history and stability data. Many suppliers now share spectral assessments for both raw and processed material, making root-cause analysis easier for downstream users. This level of transparency benefits not just the principle investigator but students and junior researchers, who often shoulder much of the day-to-day troubleshooting burden.
Storage and long-term stock management represent another seldom-mentioned pain point. 5-Bromo-2-Hydroxyisonicotinic Acid, stable under ambient conditions, reduces the need for deep freezing or frequent monitoring. This reliability helps smaller research groups make efficient use of limited freezer space, without the worrying about breakdown or cross-contamination.
Choosing the right stock size helps balance budget constraints with operational efficiency. Regular users can cut costs by bulk ordering with secure container seals that limit moisture and airborne contamination, while occasional users might prefer single-use aliquots to avoid degradation across multiple open-close cycles. Coordinating orders with neighboring labs or across departments enhances both convenience and bargaining power, a trick often used on grant-funded projects on tight schedules.
General isonicotinic acids or simple bromo-derivatives lack either the dual functional flexibility or the reactivity window offered by 5-Bromo-2-Hydroxyisonicotinic Acid. Synthetic planning often starts with commercially available stock materials, but progress to late-stage modification grinds to a halt if the building block restricts further functionalization or if extra steps eat up budget and time. Researchers optimizing lead candidates in pharmaceutical pipelines take full advantage of the hydroxy-bromo duality — achieving scaffold hopping, late-stage coupling, and functional screening without repeated returns to multi-step loops. Patent filings often focus on these subtle differences because they define the line between real innovation and routine ‘me too’ chemistry.
Those in catalyst design or materials development, who depend on precise coordination chemistry, report unique structural properties emerging from the combined hydrogen-bond donor and halogen-bond acceptor sites. Standard pyridines lack this benefit. Literature examples document metal complexes where the presence of both bromo and hydroxy substituents improve electron delocalization, influencing not only reactivity but also solid-state properties such as porosity or lattice energy.
Hobbyists, educators, and students conducting semi-micro scale syntheses will find the product forgiving and approachable, compared to more exotic brominated pyridines—which often require glovebox handling, special solvents, or prohibitively expensive shipping conditions. Professors supervising undergraduate teaching labs prefer a reagent that keeps demonstrations safe and outcomes predictable, without costly or complex safety gear usually advised for more hazardous aromatic bromides.
5-Bromo-2-Hydroxyisonicotinic Acid occupies a quiet but indispensable place in the workflow of modern chemistry. Researchers across pharmaceutical, agricultural, and material science fields rely on its unique combination of chemical properties and practical, day-to-day usability. The product’s specification advantages, distinctive functional profile, and record of reliability make it an indispensable link in the chain between innovation and practical achievement.
Colleagues who look past generic catalog options and invest in this specific substitute soon realize the difference: higher yields, streamlined processes, and fewer nights spent repeating avoidable errors. If your work values consistency, verifiable purity, and both tried-and-true as well as emerging synthetic applications, 5-Bromo-2-Hydroxyisonicotinic Acid stands as a trusted asset — not only for what it brings to today’s projects, but for the new directions it enables across the chemical sciences.