|
HS Code |
286425 |
| Iupac Name | imidazo[1,2-a]pyridine |
| Molecular Formula | C7H6N2 |
| Molecular Weight | 118.14 g/mol |
| Cas Number | 934-26-9 |
| Appearance | Colorless to pale yellow crystalline solid |
| Melting Point | 82-84°C |
| Boiling Point | 263-264°C |
| Density | 1.18 g/cm3 |
| Solubility In Water | Slightly soluble |
| Smiles | c1ccc2nccnc2c1 |
| Pubchem Cid | 7012 |
| Pka | 4.8 (of conjugate acid) |
| Refractive Index | 1.676 |
| Flash Point | 130°C |
| Unii | Z5961J9K4O |
As an accredited imidazo(1,2-A)pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | A 25-gram amber glass bottle with a tight-seal cap, labeled "imidazo[1,2-a]pyridine," including hazard warnings and handling instructions. |
| Container Loading (20′ FCL) | Container Loading (20′ FCL) for imidazo(1,2-A)pyridine involves secure drum or bag packaging, proper labeling, and compliance with chemical transport regulations. |
| Shipping | **Shipping Description (approx. 50 words):** Imidazo[1,2-a]pyridine is shipped in tightly sealed containers to prevent moisture ingress and contamination. The chemical is handled as a laboratory reagent and typically shipped as a solid or stabilized solution. It is classified as a low-to-moderate hazard material; standard chemical transport regulations apply, including appropriate labeling, documentation, and protective packaging. |
| Storage | Imidazo[1,2-a]pyridine should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area, away from direct sunlight, moisture, and incompatible substances such as strong oxidizing agents. Store at room temperature and avoid sources of ignition. Ensure proper labeling and keep away from food and drink. Consult the Safety Data Sheet (SDS) for further details. |
| Shelf Life | Imidazo(1,2-a)pyridine should be stored in a cool, dry place; typical shelf life is 2–3 years under proper conditions. |
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Purity 99%: imidazo(1,2-A)pyridine with purity 99% is used in pharmaceutical synthesis, where high purity ensures consistent bioactivity in drug development. Melting Point 180°C: imidazo(1,2-A)pyridine with a melting point of 180°C is used in organic semiconductor fabrication, where thermal stability enhances device reliability. Molecular Weight 131.15 g/mol: imidazo(1,2-A)pyridine with a molecular weight of 131.15 g/mol is used in fine chemical production, where controlled molecular mass facilitates accurate formulation. Stability Temperature 120°C: imidazo(1,2-A)pyridine with stability temperature of 120°C is used in high-temperature reactions, where compound integrity is maintained during synthesis. Particle Size <10 µm: imidazo(1,2-A)pyridine with particle size less than 10 µm is used in catalyst support materials, where fine particle dispersion improves catalytic efficiency. Solubility in DMSO 50 mg/mL: imidazo(1,2-A)pyridine with solubility in DMSO of 50 mg/mL is used in biomedical assays, where high solubility enables accurate dosing and rapid compound screening. Residual Solvents <0.1%: imidazo(1,2-A)pyridine with residual solvents below 0.1% is used in clinical research, where low contaminant levels ensure patient safety. Moisture Content <0.5%: imidazo(1,2-A)pyridine with moisture content under 0.5% is used in chemical storage, where low hygroscopicity preserves material stability. UV-Vis Absorption 320 nm: imidazo(1,2-A)pyridine with UV-Vis absorption at 320 nm is used in sensor design, where defined spectral properties allow precise detection applications. |
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Imidazo(1,2-A)pyridine hasn't always gotten much attention outside chemistry labs, but under the microscope, its role keeps growing. As a chemist who once shared small benches and well-stained glassware at university, I know the quiet excitement that comes from new building blocks like this one. The molecule stands out with its fused imidazole and pyridine rings—a structure that opens gateways to a world of biological and industrial possibilities. The backbone alone hints at why researchers keep reaching for it when searching for new pharmaceuticals, high-performance materials, or fresh research pathways.
It’s tough to look at recent breakthroughs in fields like drug development and not spot this scaffold popping up in the literature. For years, pharmaceutical chemists have looked for heterocyclic cores that punch above their weight. Imidazo(1,2-A)pyridine delivers. With its nitrogen-rich system, it brings unique electron distribution, flexibility for substitution, and stability—a combination rarely matched by plainer aromatic options. The difference becomes clear during synthesis. Even after hundreds of reaction cycles, I’ve often found imidazo(1,2-A)pyridine sits at that sweet spot: stable and robust under a range of conditions, but forgiving enough for functionalization without endless troubleshooting.
Used as a starting point in organic synthesis, imidazo(1,2-A)pyridine’s appeal is more than theoretical. The powder tends to form an off-white to yellowish solid, with a melting point usually cited around 145–150°C, though batches sometimes edge outside this range depending on purity. Solubility in polar organic solvents like DMSO and DMF makes life easier during reaction planning, especially when compared to the constant swirling and heating demanded by less cooperative scaffolds.
Handling it on the benchtop is straightforward for anyone with standard chemical training. Storage calls for a sealed container and a dry environment since ring systems like this don’t love humidity, but that’s familiar territory for anyone who’s ever kept a sample of hydrazine or phosgene derivatives from going rogue. The material feels stable enough: I’ve weighed, dissolved, and reacted it without worrying about noxious fumes or runaway exotherms. Most vendors keep purity at or above 97%, which suits most synthetic aims unless I’m after highly sensitive targets or working with expensive catalysts prone to poisoning from impurities.
Imidazo(1,2-A)pyridine supports a solid lineup of applications. Medicinal chemistry claims the largest share, and it’s not hard to see why. This scaffold fits neatly into more elaborate molecules that interact with biological targets. Some known drugs built on this framework bring relief for conditions ranging from insomnia to cancer, an outsized impact for a molecule that looks so modest on paper. That’s not all. In electronics, researchers have leveraged the stability and electronic properties of these fused rings in light-emitting devices, sensors, and even as components in organic photovoltaics.
As someone who’s practiced both at the bench and on the business side, I’ve noticed researchers appreciate reagents that move easily between sectors. Not every molecule escapes the fate of a catalog chemical, but imidazo(1,2-A)pyridine keeps cropping up in both patent applications and academic pursuits. Smaller start-ups reach for it when designing next-generation OLED materials, while big pharma envisions new drug scaffolds. This cross-industry appeal sets it apart from more siloed heterocycles.
Not all ring systems perform equally in synthesis or end-use. Look at pyridine or imidazole alone—each famous for their own set of modifications and as ligands—but fuse them and a new world opens. Comparing imidazo(1,2-A)pyridine to classic choices like quinoline or benzimidazole underlines the differences. The dual nitrogen atoms support improved hydrogen bonding, increase polarity, and often raise biological activity. In a practical sense, achieving certain substitutions feels easier on this scaffold, and the molecule tolerates conditions that leave others decomposing or fouled by side products. For someone used to coaxing stubborn rings to react, it’s a godsend.
Drug hunters consider this core when greater metabolic stability matters. The fused structure often resists oxidative metabolism better than single-ringed alternatives, extending the half-life of derived molecules inside the body. In my own hands, modifications to imidazo(1,2-A)pyridine have unlocked activity against kinases where other scaffolds fell short or produced sluggish results during bioassays. Those benefits explain its frequent appearance in structure–activity relationship tables and why contract research organizations keep requests for it in their regular order lists.
Nothing in the lab comes without its headaches. Running large-scale synthesis or chasing ultra-pure grades can present delays. While most reputable suppliers keep it in stock, demand spikes—especially after the publication of promising clinical candidates—sometimes leave shelves empty. Less-experienced labs rush in, assuming every batch is interchangeable, but I’ve found that impurities or subtle differences during scale-up can affect outcomes dramatically. Color can shift between batches, hinting at oxidation or minor byproducts, so it's wise to check NMR and mass spec rather than trust appearances.
Cost fluctuates with market demand and source. Some research teams get creative and make their own, a process that’s typically reliable but can clog up synthesis lines unless precursor chemicals are handled with care. Since its structure supports widely-varying modifications, it also tends to inspire a slew of derivative products. Choosing the parent compound or a functionalized analog really depends on the reaction in question and the end-use. I’ve seen projects derailed by starting with the wrong derivative because of haste or incomplete literature review.
Take pharmaceuticals, for example. Many imidazo(1,2-A)pyridine-based drugs have won approval for conditions like insomnia, anxiety, and even epilepsy. Molecules such as zolpidem and alpidem showcase the scaffold’s ability to anchor potent CNS agents. Researchers cite the heterocycle’s balance of polarity and planarity for improved receptor binding, which leads to stronger efficacy and fewer off-target hits. I recall working on a team that tried swapping out the core for a benzodiazepine ring; the results paled in comparison to the original pharmacological profile.
In material science, manufacturers noticed that the electron-rich structure of imidazo(1,2-A)pyridine can promote efficient charge transport. OLED developers, faced with performance bottlenecks, often find gains by integrating these fused rings as emitters or hole-transport layers. I once toured a facility where this scaffold was being introduced into new candidate compounds for blue emitters, and seen firsthand how it brought lower turn-on voltages and improved longevity compared to older alternatives.
Handling chemicals with care should be second nature, and imidazo(1,2-A)pyridine is no exception. Like many nitrogen-containing heterocycles, it does not feature major acute toxicity risks under standard lab use, but staff still wear gloves and use fume hoods as basic protocol. One instructor drilled into us that even familiar reagents can present dangers at scale, and though accidents are rare in the right environments, diligence with waste disposal, storage, and labeling avoids headaches with safety audits or regulatory inspectors.
From an environmental standpoint, sourcing pure stock helps avoid downstream contamination from byproducts. The industrial chemistry community leans toward greener solvent choices and recycling wherever possible, but the structure of imidazo(1,2-A)pyridine lends itself to high-yield reactions, which means less waste overall. It’s not bulletproof—every reaction consumes energy and produces some waste—but used wisely, its robust nature limits unnecessary hazards. That reliability takes pressure off everyone from the bench chemist to the EHS manager.
There’s an old saying among chemists: trust but verify. Even with well-known molecules like imidazo(1,2-A)pyridine, checking certificates of analysis and batch data is smart business. In my early research days, buying off-brand reagents led to stunted yields and failed purifications. With complex heterocycles, minor contamination from metal catalysts or unreacted precursors does more than mess up a TLC plate—it affects downstream assays, causes regulatory headaches, and leads to three-day weekends of troubleshooting.
Experienced labs now audit suppliers for consistency, analytical transparency, and adherence to best practices. Transparent supply chains minimize risks, and feedback from research teams drives better quality year after year. As regulatory bodies worldwide tighten scrutiny on starting chemicals for pharma and electronics, traceability and documentation grow in importance. Reliable imidazo(1,2-A)pyridine stock means fewer delays in patent filings and smoother handoffs to manufacturing scale-up.
The most exciting thing about imidazo(1,2-A)pyridine is that smart people keep finding new uses for it. As of now, research points to possible roles in anti-infective therapies, enzyme inhibitors, and advanced energy materials. Academic labs and start-ups keep filing patents and publishing on new biologically active derivatives that show promise in areas like immune modulation, cardiovascular health, and even rare diseases. It shows up in lead optimization campaigns, popping up in 3D-printed pharmaceutical scaffolds, soft electronics, and chemical sensors.
Having watched some of these developments move from the lab to the market, I know that what starts as a niche research tool can become a cornerstone. The ease of modification on this scaffold means innovators can tack on functional groups to reach new performance thresholds. As personalized medicine and precision materials pick up steam, molecules flexible enough to meet strict performance demands—without sacrificing stability—offer a rare edge.
Working extensively in synthetic organic chemistry, I’ve relied on imidazo(1,2-A)pyridine to troubleshoot stubborn reactions and deliver reliable results on tight timelines. Projects that faltered with uninspired scaffolds turned around after switching to this backbone. Collaboration with medicinal chemists confirmed what early literature suggested: this core often improves affinity and selectivity for critical targets. Speed counts when moving from hit to lead, and this chemical lets teams make fast progress with fewer dead ends.
I’ve seen colleagues agonize over which scaffold to anchor a promising series on. My advice? Match the end-goal against the strengths of each candidate, but don’t overlook the real-world reliability of imidazo(1,2-A)pyridine. Teams value the time saved on purification, the predictability in reactivity, and the smoother handoff from gram-scale to multi-kilogram scale. Less drama means more focus on the innovation itself.
Though widely useful, reliance on a single scaffold risks intellectual property bottlenecks and, for drug developers, questions on novelty. A balanced approach spreads the risk: keep a set of core structures under consideration, analyze SAR data closely, and pivot when one avenue dries up. On the supply side, it helps to work with vendors willing to share analytical profiles and ongoing quality improvements.
Chemical suppliers can further support the research ecosystem by offering more custom derivatives, quick-turn analytic services, and transparent sustainability metrics. As demand for imidazo(1,2-A)pyridine grows in both pharmaceuticals and electronics, feedback from real users shapes better, more usable offerings. I’ve noticed that as customer expectations rise, so too does batch reliability and documentation, which can only help teams move faster and safer into uncharted chemical territory.
Chemistry thrives on practical advances, and few scaffolds have made such a quiet but powerful contribution as imidazo(1,2-A)pyridine. Pharmaceutical firms, material scientists, and academic groups continue to push the boundaries of what’s possible with this molecule. It’s earned its place through consistent performance, adaptability, and potential for both incremental improvements and bold leaps. As a practitioner, I value reagents that stand up to repeated use, deliver reliable results, and fit the creative stream of chemical innovation. Imidazo(1,2-A)pyridine brings all those traits to the table, and that’s not something chemists take lightly.