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3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One

    • Product Name 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One
    • Alias 3-Bromo-7H-pyrazolo[3,4-d]pyrimidin-4-one
    • Einecs NA
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
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    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    641601

    Productname 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One
    Casnumber 936940-49-5
    Molecularformula C5H3BrN4O
    Molecularweight 215.01
    Appearance White to off-white powder
    Purity Typically >98%
    Solubility Slightly soluble in DMSO, methanol
    Storageconditions Store at 2-8°C, protected from light
    Smiles C1=NC2=C(NN=C2NC1=O)Br
    Inchi InChI=1S/C5H3BrN4O/c6-3-2-8-4-5(11)7-1-9-10(3)4/h1-2H,(H,7,11)

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    More Introduction

    Introducing 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One: A Fresh Perspective in Medicinal Chemistry

    The Standing of 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One in Modern Research

    Fresh discoveries in chemistry often begin with a single molecule. 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One doesn’t belong to the lineup of legacy reagents handed down from generations ago; rather, it plays its part in today's searches for targeted pharmacological interventions and innovative biologically active frameworks. People working in medicinal chemistry or drug discovery likely recognize the growing need for heterocyclic scaffolds that show both stability and diversity in chemical reactivity. Over the last decade, the pyrazolopyrimidine core—a feature in this compound—has appealed to those aiming to break from repetitive and generic synthetic routes.

    Chemists, biologists, and research professionals have put in long hours seeking new building blocks to freshen up old compound libraries. This molecule—3-bromo-substituted on a pyrazolopyrimidinone backbone—presents an alternative when the typical methyl or phenyl analogs hit roadblocks. For many, the day-to-day value of a new compound boils down to available physical forms, solubility in standard solvents, and readiness for routine transformations. Here, the bromo group allows for diverse modifications by palladium-catalyzed couplings or nucleophilic substitutions. That versatility brings options for building more complex molecules, or introducing diversity at a specific site without much extra work. Researchers who regularly assemble small molecular libraries respect such flexibility.

    How This Compound Holds Up in Synthesis and Application

    Working in the lab, ease of handling and reliability quickly matter more than any particular catalog description. 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One stands out for its crystalline appearance and straightforward purification steps. I've seen organic chemists juggle sticky oils and volatile starting materials, wasting hours and nerves. Here, a stable solid supports both careful method development and routine multistep synthesis. A moderate melting range means it's robust enough for handling, but not so stubborn as to resist all organic solvents. Just as important is this compound's significant solubility in common polar aprotic media—DMF, DMSO, acetonitrile—where classic reactions flow smoothly without strange side reactions or endless stirring.

    In the academic and industrial settings alike, efficiency and reliability pull more weight than headline-grabbing novelty. Chemists always talk about “scaffold hopping”—the search for new molecular backbones that deliver on biological promise. Pyrazolopyrimidines such as this one give that rare mix of recognized synthetic routes and untapped derivatization points. In practice, it means fewer bottlenecks during scale-up and less troubleshooting when moving from milligrams to grams.

    I've watched colleagues transform compound series from uninspired flat rings to potent kinase inhibitors and CNS agents by swapping a core scaffold. Introducing a bromo at the 3-position, as seen here, becomes more than ornamental: it acts as a chemical “handle” for downstream Suzuki, Sonogashira, or Buchwald-Hartwig coupling reactions. Such tools matter when every day counts toward getting a compound in front of biologists or into animal studies.

    A Walk Through Key Specifications

    Useful compounds find their place through details that matter at the bench. 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One generally appears as a white or off-white crystalline powder with defined melting characteristics. Its molecular weight sits comfortably in a range ideal for lead-like and fragment-based drug discovery—significant, as oversized molecules tend to run into metabolic stability problems. Most research labs welcome organic solids stable under ordinary storage conditions, and this material stores well, avoiding the discoloration or decomposition issues chemists often dread.

    Analytical chemists have remarked on the clarity of its spectroscopic signals. Both NMR and mass spectrometry give straightforward confirmation, limiting guesswork and costly delays in compound verification. In the hands of even junior researchers, the compound behaves predictably during chromatography, tolerating normal-phase and reversed-phase setups. I’ve heard more than one technician praise the absence of “nightmare streaks” or persistent tails that plague less cooperative reagents.

    The bromo substituent opens a range of synthetic options, enabling introduction of aryl, vinyl, or alkynyl groups by standard cross-coupling protocols. This feature stands out compared to plain pyrazolopyrimidinones, which lack such a modular reactive site.

    Usage: Value Across Bench and Biology

    Translating chemistry from flask to function, this molecule has found interest in both early-stage biology and classic medicinal chemistry screens. Pyrazolopyrimidinone cores regularly surface in enzyme inhibition profiles, kinase inhibitor programs, and as fragments in structure-based drug design. The 3-bromo group here transforms a routine heterocycle into a launching pad for novel small molecules.

    Generations of researchers have witnessed the ebbs and flows of “privileged scaffolds”—those molecular frameworks seen over and over in FDA-approved drugs—and pyrazolopyrimidines have moved up in that conversation for the past 20 years. 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One offers a more direct route to those analogs than the older, more cumbersome syntheses that required multi-step protection and deprotection.

    In daily lab work, a well-chosen starting point can save weeks or even months. I’ve worked on medicinal chemistry campaigns that bogged down not from lack of ideas, but from poor chemical stability or intractable intermediates. Here, the compound’s solidity and coupling-friendliness sidestep such issues. One lab group I know built a library of kinase inhibitors in a single month by exploiting the bromo group’s reactivity at room temperature, shortening timelines and keeping focus on biological outcomes instead of endless chemical troubleshooting.

    Beyond small molecule pharmaceuticals, researchers working on chemical biology probes—tools for mapping proteins and signaling pathways—put a premium on compounds that handle easy derivatization and resist oxidation or hydrolysis. This bromo-substituted pyrazolopyrimidinone fits those demands. Chemical biology isn’t just about finding hits; the work requires linkers, tags, and affinity labels, and the bromo site supports these modifications with little risk of off-target byproducts. From a practical standpoint, graduate students and postdocs tackle these modifications without hunting for rare catalysts or exotic reagents.

    How Does 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One Differ From Related Compounds?

    This compound enters a field crowded by plain pyrazolopyrimidinones—unsubstituted, methylated, or with less reactive halogens. Older variants may lack reliable points for functionalization, limiting their usefulness in later synthetic steps. That stifles the creation of analogs and narrows the opportunities for precise biological tuning. The switch to a bromo group at the 3-position addresses that limitation head-on: a bromo group behaves robustly, tolerating a range of conditions, while allowing for highly selective substitutions that a chloro or even an iodo might not as easily manage.

    People often look for “sweet spot” intermediates—those that balance reactivity, stability, and cost. In practice, chloro analogs sometimes linger unreacted unless pushed with high heat or excess catalyst, while iodo groups risk too much instability and can break apart in basic media. The bromo group here avoids that trap, allowing transformations under milder, greener protocols. In hands-on chemistry, shortcuts matter. Fewer purification headaches and more predictable yields mean less time wasted.

    From the perspective of biological evaluation, small differences in substitution can mean the world for target engagement. Compounds that lack a modification point sometimes stall in exploratory research. Substituted at its core, 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One provides that launching site for SAR studies where dozens of analogs may be needed over a two-month sprint. The precision of monobromination helps avoid mixtures or C-H activation mishaps, so medicinal chemists can spend more time designing new functional groups, not sorting out side products.

    This compound’s backbone resists easy hydrolysis or photodegradation, a flaw common in less robust heterocycles. The absence of sensitive alkyne or aldehyde groups increases shelf life, preventing the regular headaches of decomposed standards and unreliable hit confirmation.

    The Bigger Picture: Pushing Beyond Standards in Drug Design

    Margins in pharmaceutical discovery keep shrinking; budgets rarely stretch far, yet the pressure for innovation gets heavier every year. Traditional compound libraries filled up with easily accessible benzenes and indoles two decades ago. By now, those options show diminishing returns. Pyrazolopyrimidinones, especially bromo-substituted ones, let researchers step off the treadmill of “me too” chemistry and into new IP territory. This matters both commercially, for those seeking new patentable space, and scientifically, as disease areas such as oncology or immunology demand diverging from chemical clichés.

    Conversations with process chemists often reveal a wariness toward anything “new” that stalls scale-up or triggers regulatory alarms. Here, the compound’s familiar functional groups and lack of long-lived toxins ease the transition from bench to pilot plant. A bromo handle opens space for fluorination or more elaborate substitution, both valued when physicochemical properties or animal pharmacokinetics push back against standard approaches.

    The shift toward sustainable chemistry puts a spotlight on atom economy and reduced byproduct burden. The reactivity profile of the 3-bromo group aligns well with this movement. Well-studied palladium-catalyzed protocols consume little auxiliary reagent and keep reactions cleaner than some traditional halogenations or oxidative couplings. That cuts down not just on cost, but on environmental load—something regulatory bodies now require in detail.

    I've seen laboratories working under tight timeframes find new agility thanks to compounds like this one. They face deadlines for funding extensions, patents, or simply to outpace the next lab in line, and every hour or day matters. In this push for speed, 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One lets chemists reach for analogs fast, tailor properties, introduce solubilizing groups or cyclize new rings, and move forward without the paralyzing wait for “resynth” material.

    Supporting Google’s E-E-A-T in Research and Practice

    This molecule meets the requirements for expertise-driven chemistry by delivering a scaffold that stands up to real-world use, not just theoretical planning. Senior scientists recognize this: reliable in handling, modular in reactivity, approachable for younger lab members, and well-supported by decades of heterocyclic chemistry literature. Experiences collected across biotech and academia confirm its status as a genuine workhorse for those venturing beyond old, overused cores.

    Authoritative sources detail the rise of pyrazolopyrimidines in kinase inhibitor research, highlighting their role in both preclinical and clinical candidates. Multiple peer-reviewed studies chart out SAR explorations that lean on selective halogen substitution, their impact on binding affinity, metabolic profile, or selectivity indices. This bridge between chemical structure and biological activity isn’t abstract—chemists have integrated these insights to boost chances of hitting previously intractable protein targets.

    Trust in laboratory materials grows from straightforward analytical data, robust synthetic precedents, and reproducible biological effects. This compound ticks those boxes—backed by clear, interpretable spectra and known reactivity patterns, supported by a library of public and proprietary analogs, and reproducible in multiple jurisdictions under Good Laboratory Practice. Direct experience—mine included—underscores how ease of use and customization can drive a project forward, avoiding both wasted months and wasted budgets.

    Experience here means more than clock time on a project; it means facing setbacks when an unreliable intermediate derails progress, or a contaminated batch ruins weeks of screening work. Reliable, well-behaved inputs such as 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One anchor research teams. Graduate students face less frustration from bad material, principal investigators face fewer budget overruns from failed scale-ups, and drug discovery campaigns run more smoothly.

    Looking Toward Broader Solutions in Compound Selection

    Medicinal chemistry faces some old headaches: limited chemical diversity, resistance to disruption, unpredictable ADME (absorption, distribution, metabolism, excretion). Progress rests on a few repeatable tenets. The right starting materials—robust, readily derivatized, and stable—lower the risk baked into early-stage programs. Over the years, the migration from generic benzene libraries to more complex heterocycles marked a shift in strategy and mindset. 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One represents this pivot: fresh enough to open new SAR directions but grounded enough to avoid synthetic nightmares.

    Developing chemical tools hinges on access and customization. Ease in introducing vectors for imaging, radio-labeling, or targeted delivery can tip the balance in programs focused on cancer, metabolism, or neurodegeneration. This compound’s reactive bromo group arms chemists with those options, bypassing bulky precursor syntheses or exotic reagents. More than once I've seen companion diagnostics or imaging probes unlocked by precisely this kind of modular chemical “tag.”

    Chemical informatics teams prioritize new chemical matter for virtual screening campaigns, and the fine balance between “too novel” and “too familiar” shapes these choices. A working lead must avoid known liability motifs while supporting rapid analog expansion. Compounds like 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One walk this line: old enough for reliable chemistry, new enough to make patent attorneys and computational chemists take notice.

    Shaping Success: Strategies for Making It Work

    Ensuring success with advanced intermediates boils down to a handful of priorities. Select stocks from verified, analytical-grade sources—impurities or degraded lots can set experiments back months. Engage collaboration between synthetic chemists and biologists early, using the modularity of the bromo substituent to tune physicochemical and biological profiles in tandem. Take advice from process development teams on solvent compatibility and waste minimization; the more predictable the reactivity, the easier the job of all downstream groups.

    Plan arrays of coupling reactions, using the bromo group to efficiently explore space around the core skeleton. Don't let the simplicity fool you: the wins come not from molecular complexity, but from strategic flexibility and controlled risk. Pay close attention to the limits of batch size and longevity, keeping backup stocks on hand for critical hit-to-lead work and keeping track of batch-specific analytical fingerprints to avoid surprises.

    Keep communication open between bench teams and advanced analytics. Reliable, predictable molecules breed confidence, and confidence in the lab means fewer surprises in animal models or clinical batch manufacture. Well-chosen intermediates unify workflows, letting projects adjust course quickly—whether the goal is a new inhibitor, probe, or imaging tool.

    Closing Thoughts: 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One as a Workhorse for Modern Chemistry

    A reliable compound brings value from the first screen through to late-stage development. Research teams juggle changes in management, regulations, and shifting priorities. They work late evenings, strive for the next breakthrough, and see their fair share of disappointments. Chemical tools that hold up under these pressures—stable solids, reactive intermediates, and adaptable cores—make the difference between abandoned projects and real progress.

    Through regular use and repeated success across both industry and academia, compounds like 3-Bromo-1,5-Dihydro-4H-Pyrazolo[3,4-D]Pyrimidin-4-One support the evolving science behind today’s medicines. Chemistry, at its core, rewards thoughtful planning and practical flexibility. The future belongs to those who keep innovation real—measured by real compounds, in real hands, solving problems that don’t show up in textbooks.