|
HS Code |
529381 |
| Productname | 5-Bromothiazol-4-Carboxylic Acid |
| Casnumber | 71675-09-9 |
| Molecularformula | C4H2BrNO2S |
| Molecularweight | 208.04 |
| Appearance | Off-white to light yellow powder |
| Purity | Typically ≥98% |
| Meltingpoint | Approx. 230-235°C (decomposition) |
| Solubility | Slightly soluble in water, soluble in DMSO and methanol |
| Smiles | C1=C(SC(=N1)Br)C(=O)O |
| Inchi | InChI=1S/C4H2BrNO2S/c5-3-2(4(7)8)9-1-6-3/h1H,(H,7,8) |
| Storageconditions | Store at 2-8°C, dry, and protected from light |
| Synonyms | 5-Bromo-1,3-thiazole-4-carboxylic acid |
| Hazardstatements | Irritant; use proper safety precautions |
As an accredited 5-Bromothiazol-4-Carboxylic 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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Scientists searching for adaptable and practical building blocks often turn to special heterocyclic compounds. Among them, 5-Bromothiazol-4-Carboxylic Acid stands out for anyone shaping new molecules or testing unexplored reactions under the hood of a laboratory hood. In my own hands-on lab experience, the worth of such compounds often reveals itself during the least glamorous moments—when a reaction mixture sticks, when purification threatens to stall, or the only path forward hinges on a functional group’s reliability. There is only so much you can get from stock shelves, but this molecule offers more opportunity than most powders in a bottle.
The backbone of 5-Bromothiazol-4-Carboxylic Acid holds a thiazole ring—a five-membered ring containing both sulfur and nitrogen—decorated with a carboxylic acid group at position 4 and a bromine atom at position 5. Most chemists would identify it by the molecular formula, C4H2BrNO2S, and its crystalline stability serves well for bench-work. Reliable melting points, typically ranging just above 200°C, reflect solid compound stability, easing the worry about surprise decomposition during storage. In quality-focused labs, high assay values reduce the noise in sensitive reaction profiles. Consistent physical properties make it easy to track progress by TLC or NMR—no mystery spots or unpredictable ghosts showing up.
From direct experience, some suppliers offer this compound as a white-to-off-white crystalline powder. A little moisture present from air handling can darken it, but it’s nothing a decent desiccator can’t solve. Purity often approaches 98% or better, important for scale-ups or when tightly defined parameters matter. Solubility reflects the acid group—good in polar solvents like DMSO and DMF, modest in water, and poor in hexane—so a clear reaction plan gets results without time lost to solubility bottlenecks. The material generally handles well under standard lab lighting and doesn’t emit odors that require fume hood vigilance, which I have grown to appreciate in long days mixing sensitive reagents.
As a working chemist, I’ve come to value 5-Bromothiazol-4-Carboxylic Acid precisely because it slides into so many medicinal chemistry programs. It serves as more than just a bench reagent; it’s a scaffold that enables targeted modifications downstream. Medicinal chemistry efforts thrive on ready access to heterocycles with functional handles. The thiazole motif features in antifungal, antibacterial, and anti-inflammatory agents, and the carboxylic acid group at position 4 acts as an anchor for further transformations—amide coupling, esterification, or even Suzuki coupling off the bromine. Each group brings a distinct tuning knob for activity and selectivity, and this is not just academic theory; it plays out in iterative SAR (structure-activity relationship) campaigns at many pharma companies and academic teams.
If you have ever faced a SAR dead end—where similar analogs fail to provide the right balance—you know how a bromine at the 5-position can transform a stagnant synthesis, giving access to analog libraries not possible with unsubstituted thiazoles. The synthetic flexibility here is why so many routes still start with this acid. Medicinal teams can introduce a wide selection of substituents at the bromine’s position using cross-coupling, opening the door for non-aromatic rings, aryl groups, or even complex heteroatoms. For teams outside pharma, it feeds into the development of dyes, electronic materials, and specialty agricultural compounds. A carboxylic acid group also brings versatility—attaching proteins, peptides, or attaching to solid-phase supports for combinatorial chemistry.
At the bench, not every building block plays well with common reagents or standard purification routines. Over the years, I’ve used other thiazole derivatives only to get tripped up by side-reactions, unpredictable ladders of spots on chromatography columns, or decompositions under mild heat. The clean profile of 5-Bromothiazol-4-Carboxylic Acid shields many researchers from headaches. The acid group shows predictable reactivity: it works with carbodiimide couplings, stands up to temperature ramps, but still activates efficiently with EDC, HATU, or even older favorites like DCC. The bromine substituent offers a handle not just for naming, but also for synthetic cross-coupling, making the compound more versatile than mono-substituted thiazoles or analogs with unstable halides (like iodine) that often fall flat from excess reactivity or poor bench stability.
In the current research push for green and efficient chemistry, the solid handling and selective reactivity of this material help meet sustainability needs. Bromothiazole derivatives like this reduce waste streams—side-products are more easily separated thanks to distinct UV signals and clean nmr signals. Fewer purification headaches directly translate to less organic solvent use and reduced exposure to hazardous materials. For anyone experienced with the chronic challenge of re-running columns over and over again, this is a welcome relief.
I can recall several projects where the use of less suitable analogs—either lacking the bromine or swapping out the carboxyl group for a bulkier or non-polar moiety—produced a daily logbook full of purification snags. By contrast, 5-Bromothiazol-4-Carboxylic Acid goes through most silica columns with predictable Rf and shows agreeable crystallization tendencies for those able to cool their reaction mixtures, trimming prep time. Some batch to batch variation may exist based on supplier drying technique, but I’ve rarely lost a batch to unexplained salt formation or uncontrollable polymorphism—a risk you get with low-quality or over-modified heterocycles.
For those working with analogs based on simple thiazole carboxylic acids, frustration often comes from a lack of functional handles. Introducing a new substituent somewhere meaningful can set off a cascade of unintended ring openings or decompositions—especially if the heterocycle is not as robust as thiazole or lacks downstream compatibility. In the real world, smaller variations in source or storage of this compound do not erase its fundamental versatility, so teams can trust their results run to run. This reliability frees up effort for design and analysis, not repeated troubleshooting.
Researchers prioritizing safety and process control will appreciate 5-Bromothiazol-4-Carboxylic Acid’s friendly profile. It behaves as a standard organic acid and can be handled with gloves and goggles in a standard fume hood. Compared with less stable halogenated thiazoles, which sometimes pose inhalation or dusting risks, this compound presents much less handling concern unless exceptionally large batches are processed. Waste disposal matches routine organic protocols, letting labs avoid extra paperwork or specialized training. This makes onboarding simpler for new team members and reduces regulatory headaches, a detail often overlooked in initial planning but forcefully felt in long projects.
In my experience, introducing this compound to less experienced colleagues rarely sparks panic or confusion. The clear physical properties and established reactivity pathways provide coaching opportunities and internal best-practice sharing. Asking a group to swap from a less stable or less common precursor to 5-Bromothiazol-4-Carboxylic Acid often results in improved morale—less doubt at the bench, more confidence in expected outcomes, and more accurate troubleshooting stories to share during group meetings.
Looking at publication trends and patent filings, thiazole derivatives remain at the forefront of many innovations. Scientists use 5-Bromothiazol-4-Carboxylic Acid to accelerate drug discovery and bolster material sciences. Patents featuring this scaffold cut across traditional boundaries—from cancer research and anti-infectives to optoelectronics and smart materials. Its predictable chemistry allows small-company teams and major R&D organizations alike to explore new chemical space without betting the entire program on esoteric starting materials.
During my years tracking research projects, I’ve seen the switch to more robust intermediates directly contribute to faster discovery cycles. Instead of waiting for high-performance liquid chromatography to fix batch-to-batch inconsistency, project timelines get leaner and less stressful. The carboxylic acid’s affinity for peptide coupling or solid-phase loading trips up fewer synthetic steps, and the bromine position is tailor-made for rapid diversification. For teams running late-stage analog expansions, the modular approach pays dividends. Libraries grow rapidly, and biological screening can start sooner, leading to data-rich cycles and earlier go/no-go decisions. Thiazole chemistry often helps researchers keep up with aggressive project timelines.
No chemical intermediate arrives without flaws. 5-Bromothiazol-4-Carboxylic Acid’s popularity sometimes leads to temporary shortages. I’ve seen price spikes during global supply chain disruptions and delays when customs holds compounds for additional inspections due to broad usage in regulated industries. Meanwhile, as an organic acid, it absorbs water. While some batches may clump if left uncapped, simple drying fixes this. Investing in airtight containers and good desiccator protocols addresses most storage issues. Training younger lab members to avoid scooping with wet utensils is worth the small extra effort.
Some may argue that thiazole carboxylic acids are not sufficiently cutting-edge when more exotic scaffolds are available. Those hunting for the latest spirocycle or polycyclic novelty may pass it over. In reality, medicinal chemists and materials scientists still view classic, robust functional groups as the backbone of reliable structure-activity work. Libraries built around proven scaffolds like this have lasting impact and stand up to statistical review—a lesson that comes from painful failures using overly ambitious starting materials in the past.
Students entering organic synthesis now encounter a wider range of options than ever, but the fastest progress often comes by pairing innovations with trusted tools. 5-Bromothiazol-4-Carboxylic Acid fits this model. Green chemistry initiatives can capitalize on its solid recovery rates and efficient purification, reducing waste and improving throughput. Process development can drive further optimization by crystallization, solvent-free couplings, or flow chemistry production. As research pushes toward automation, this compound’s predictable melting point and solution stability bode well for robotic synthesis, where precision and reproducibility matter day after day. I have seen automation platforms struggle with sticky or highly hydrophobic substrates, but this acid gives no such trouble.
On a personal note, I’ve witnessed research teams save thousands of dollars simply by using more stable thiazole intermediates and getting away from volatile, low-yielding analogs. Less time spent troubleshooting means more energy invested in hypothesis-driven work and data interpretation. Graduate advisors and lab managers value this peace of mind, and grant reviewers respect strong preliminary data, often made possible by reliable cornerstone compounds.
Those of us who rely on practical, reproducible chemistry see value not only in novel molecules but in the workhorses of synthesis. 5-Bromothiazol-4-Carboxylic Acid remains at the center of many successful campaigns for a reason. It opens up creative solutions for scientists and engineers seeking to turn a hypothesis into practice. Real-world experience, literature proof, and the satisfaction of a well-run reaction provide strong evidence that investing in quality intermediates makes the journey from idea to product less fraught and far more productive. Teams choosing this compound often find that they can chase answers—whether for the next cancer drug or new material—without repeating old mistakes tied to unreliable or poorly characterized starting points.
For those who want efficiency and clarity in their bench work, a proven compound like 5-Bromothiazol-4-Carboxylic Acid gives the right mix of versatility, reliability, and straightforward handling. It means less lost time, fewer dead ends, and more reward for the effort spent pushing chemical science forward. If you’re mapping out a new research project or scaling up a process, this acid is the sort of companion that quietly pulls its weight each day—and gives your work one less variable to worry about.