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HS Code |
942442 |
| Chemical Name | 4-Bromo-2-Aminomethylthiophene |
| Cas Number | 114772-54-6 |
| Molecular Formula | C5H6BrNS |
| Molecular Weight | 192.08 |
| Appearance | Light brown to brown solid |
| Density | 1.77 g/cm3 |
| Purity | Typically ≥98% |
| Solubility | Soluble in organic solvents such as DMSO and methanol |
| Storage Temperature | 2-8°C |
| Smiles | C1=C(SC=C1Br)CN |
| Inchi | InChI=1S/C5H6BrNS/c6-4-1-5(2-7)8-3-4/h1,3H,2,7H2 |
| Synonyms | 4-Bromo-2-(aminomethyl)thiophene |
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Stepping inside a chemistry lab, you’re bound to see bottles lined with strange names and formulae. Among them, 4-Bromo-2-Aminomethylthiophene stands out for its usefulness in the toolbox of both skilled researchers and newcomers alike. It’s got a catchy name, sure, yet folks who reach for this compound do so for good reason. Having worked with aromatic building blocks firsthand, I’ve come to recognize how small changes on a ring structure can make or break the next stage in a synthesis. The bromine atom in this compound isn’t a decoration—it’s a handle. It offers chemists a way to tack on something new when building complicated molecules.
There’s often a lot of talk about innovation in fine chemicals. Sometimes, innovation comes to life through subtle or overlooked tweaks. With 4-Bromo-2-Aminomethylthiophene, the combination of bromine and aminomethyl groups paired with the thiophene core gives it a flexibility that appeals to both academic and industry researchers. Thiophenes, those five-membered rings with sulfur in the mix, have a solid track record in pharmaceuticals and electronic materials. Adding bromine at the 4-position may look like a small shuffle, but in many syntheses, that minor change opens up whole new avenues.
If you’re designing pharmaceuticals, starting with a building block bearing both an easily modified amine group and a halogen, like bromine, saves precious time. The aminomethyl handle gives you a plain spot to start connecting new groups—arming you with options for further reaction, without unnecessary complexity cluttering the process. The bromine, as most chemists know, can be swapped out in palladium-catalyzed reactions, making it valuable for cross-coupling.
Straight from the experience of countless late-night reaction set-ups, it’s clear that purity and stability can mean the difference between a reaction that works or fizzles out. 4-Bromo-2-Aminomethylthiophene, when sourced from suppliers obsessed with quality control, typically rolls in above 98% purity. This isn’t just a number to fill a spec sheet—it means fewer headaches downstream. It’s a pale solid, easy to measure and handle on the bench, without the difficulties that often arise with sticky oils or volatile liquids.
Most chemical stocks provide this molecule in gram quantities, but scale-up into the kilogram range has become more routine. No one likes running out mid-project, and the decent shelf stability means you’re not tossing out precious material to decomposition. I’ve learned to appreciate that. Stability is not equal across building blocks—many compounds with reactive functional groups shrivel or discolor, but the bromo-aminomethylthiophene structure stays robust in storage when kept away from excess heat or humidity.
In pharmaceutical R&D, the clock never stops ticking. The pressure to advance leads or map out structure-activity relationships grows with every funding cycle. 4-Bromo-2-Aminomethylthiophene enters medicinal chemistry workflows as a starting point for a range of derivatives focused on drug discovery. Its configuration supports multiple synthetic routes—each one aimed at exploring the nuances that drive activity in a biological target.
Take the field of heterocyclic chemistry, where new scaffolds are always in demand. A thiophene ring already holds chemists’ attention because it mimics parts of natural products and drugs. The aminomethyl group brings the added benefit of water solubility, making downstream modification and purification easier. There’s a lot more to this than just moving atoms around. In my own time screening candidates for kinase inhibitors, tweaking the side chain on a thiophene core can shift a sleepy compound into an active lead.
Industrial labs push these benefits further. By attaching more elaborate modules through Suzuki or Buchwald-Hartwig couplings, diverse libraries can be churned out quickly. Chemical engineers appreciate reagents that are predictable and adaptable, and this molecule holds up there too. Whenever specificity and modularity are priorities, 4-Bromo-2-Aminomethylthiophene delivers a clear advantage.
It’s easy to fall into routines in synthetic chemistry—using the same trusted reagents year after year. Yet, the small difference between a methyl and an aminomethyl group, or a chlorine and a bromine, can make all the difference in yield, reactivity, or selectivity. For example, 4-chlorothiophene analogues often tempt with lower cost, but bromine brings richer reactivity for coupling reactions, especially at milder conditions.
Other aminomethylthiophenes struggle with selective substitution on the ring. Having that bromine at the 4-position not only acts as a handle for further substitutions but also steers the chemistry in a more predictable direction. Compared to compounds where the amine and halogen share adjacent positions, this spatial separation keeps things cleaner. Less chance of unwanted side reactions or tarring.
Some research teams have shared stories about swapping the aminomethyl group for a nitro, ester, or carboxylic acid on the thiophene ring. Each tweak nudges properties in new directions—solubility, basicity, and the like can shift dramatically. Still, more polar groups can complicate purification or cause issues with handling. The aminomethyl is just polar enough to boost water compatibility but not too troublesome in standard organic extractions.
The value of a building block doesn’t come from its catalog description, but from hard-won experience—how it behaves when everything rides on one step working. 4-Bromo-2-Aminomethylthiophene grew its fan base not from marketing, but from a steady track record. Reliable, scalable, and just reactive enough to open doors for clever chemistry, it lets researchers approach challenges from fresh angles.
Chemists like to compare notes, sharing what has worked in hits and misses across projects. Time after time, the addition of a reactive bromine to a robust thiophene ring introduced new flexibility into established synthetic pathways. It replaced less predictable intermediates and reduced the need for heavy metal reagents. There’s nothing glamorous or headline-grabbing here, just good and usable chemistry.
Pharmaceutical research these days leans hard on speed. Every shortcut counts, and a stable source of 4-Bromo-2-Aminomethylthiophene means more time at the bench doing impactful work instead of rerunning reactions or troubleshooting failed couplings. As projects scale, the compound’s ability to deliver consistent results matters even more.
Supply chain disruptions can turn even the most routine procedures into high-wire acts. Even with solid demand, not all suppliers meet the strict standards needed for medicinal chemistry projects. That said, a handful of trusted vendors focus on keeping lots pure and consistent—look for those who release full spectral data and batch analysis. Researchers sometimes face sticker shock, yet in my experience, the time and material saved by avoiding unexpected side products makes it a more economical choice in the long run.
Some colleagues have experimented with in-house synthesis, hoping to trim budgets or chase custom analogues. Results have been mixed. The steps to prepare 4-Bromo-2-Aminomethylthiophene need careful attention to moisture and reagent quality; skipping corners almost always leads to headaches at the purification stage. For teams able to invest in analytic resources, confirming the structure and purity is a matter of course, but smaller labs may rely on trusted commercial sources just to keep projects moving.
Another point often glossed over in product roundups relates to safety and environmental practices. While 4-Bromo-2-Aminomethylthiophene doesn’t carry many extraordinary risks beyond standard handling for aromatic amines and brominated organics, it’s always smart to keep up with the evolving best practices. Fume hoods, gloves, and thoughtful waste management reduce risks for teams and the wider environment.
Talking to academic researchers at conferences or reading their latest preprints, it’s clear the landscape is always shifting. Demands for sustainable chemistry, greener processes, and faster timelines compete for the spotlight. Building blocks like 4-Bromo-2-Aminomethylthiophene don’t answer every challenge, but they give chemists a fighting chance to stay nimble.
Medicinal chemistry keeps looking for the next big leap in drug scaffolds. Here, the contributions of smaller, smarter organic molecules make a bigger mark than their size implies. Using a compound with flexible functional groups lets researchers chase leads that fit hard-to-satisfy criteria around selectivity, safety, and bioavailability. That is where this aminomethylthiophene shines. Whether teams are optimizing hits for central nervous system targets or developing new fluorescent probes, the foundation matters as much as the end goal.
Lab budgets—tight at the best of times—often mean researchers juggle price with performance. Some chemical vendors pitch sheer volume, but quality-conscious teams stick to those who reach beyond just passing a purity threshold. In practice, the difference between a batch with consistent melting point and one with vague or shifting properties can mean extra hours spent tracking down impurities rather than moving a project forward. Proper labeling, clear lot traceability, and prompt documentation can’t be overstated.
Where years ago colleagues swapped war stories about painstaking purification, now stories focus more on seamless workflows and collaboration. The best suppliers work hand-in-hand with their users, digging into the specifics of routes and offering feedback. Investing in these partnerships means mistakes get caught sooner and everyone moves faster. 4-Bromo-2-Aminomethylthiophene isn’t immune to these dynamics—the reputation of your source often matters just as much as any tweak to a synthetic route.
Industry wants speed and predictability. Academia pushes for new discovery and deeper understanding. In my own work spanning both, I’ve seen how a compound like 4-Bromo-2-Aminomethylthiophene quietly bridges the gap. Its versatility appeals to company teams chasing aggressive project timelines. For academic labs, its array of reactivity supports exploratory routes as students and postdocs probe new frontiers.
The discussion rarely settles on “one size fits all.” Instead, what keeps coming up is how certain compounds become mainstays not because they solve every problem, but because they avoid causing trouble. No one likes to deal with mysterious degradation or erratic performance in a building block. As curricula in organic chemistry evolve, students now see this molecule pop up as an example not only of smart design but also reliability in bench practice.
It’s tempting to settle into ruts, pulling the old favorites for every coupling or nucleophilic substitution. Yet, breaking away occasionally leads to better solutions. For chemists sourcing new building blocks, take time to look beyond spec sheets and talk to others in the field. Ask questions about reproducibility batch to batch, how crude products behave in real-world mixing, and whether it’s worth customizing analogues. Teams in larger pharma often consult with suppliers about tweaking the side chain—sometimes small changes specific to a drug series unlocks the magic bullet for that stage of research.
For labs where budgets and timeframes don’t allow deep customization, 4-Bromo-2-Aminomethylthiophene offers a stable middle ground—a common, recognizable functional group pairing, but with enough synthetic flexibility to enable multiple routes. Sharing notes in networking groups or scientific forums can reveal unexpectedly clever tricks for handling, purifying, or scaling up reactions involving this molecule.
Anyone who spends time among chemical glassware and digital balances knows the difference between theory and what really works at the bench. A compound doesn’t get a place on the stockroom shelf just by novelty—it earns it from reliability, ease of use, and the ability to solve practical challenges. With 4-Bromo-2-Aminomethylthiophene, it’s all about offering practical solutions. The combination of a reactive halogen with a modulable amine makes it a workhorse for chemists taking on ever-more demanding targets in synthesis and discovery.
This building block opens opportunities across everything from pharmaceutical lead expansion to materials science. For teams staring down aggressive timelines or beginning a new project from scratch, it can quickly become a go-to choice. If your group cares about reliable chemistry, predictable reactivity, and the flexibility to modify as you go, this compound deserves a spot in your bench setup. It won’t solve every problem, but the only way to find out how far it can take you is to give it a real shot in your next project.