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3-Acetamidocoumarin

    • Product Name 3-Acetamidocoumarin
    • Alias 3-Acetylaminocoumarin
    • Einecs 201-734-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    172980

    Product Name 3-Acetamidocoumarin
    Cas Number 603-64-9
    Molecular Formula C11H9NO3
    Molecular Weight 203.20 g/mol
    Appearance White to off-white crystalline powder
    Melting Point 206-210 °C
    Solubility Slightly soluble in water; soluble in ethanol and DMSO
    Purity Typically ≥98%
    Synonyms 3-(Acetylamino)-2H-1-benzopyran-2-one
    Storage Temperature Store at 2-8°C
    Inchi Key PBKJXNTQKBKMEZ-UHFFFAOYSA-N

    As an accredited 3-Acetamidocoumarin factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 25g amber glass bottle labeled “3-Acetamidocoumarin,” sealed with a screw cap, features hazard and handling instructions.
    Shipping 3-Acetamidocoumarin is shipped in secure, sealed containers to prevent contamination and moisture exposure. The chemical is handled according to safety regulations and typically transported as a non-hazardous material, though it should be kept away from incompatible substances. Proper labeling and documentation accompany all shipments to ensure safe and compliant delivery.
    Storage 3-Acetamidocoumarin should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep it away from sources of ignition, strong oxidizing agents, and incompatible substances. Ensure the storage area is clearly labeled and restrict access to trained personnel. Follow all relevant chemical safety guidelines and local regulations.
    Application of 3-Acetamidocoumarin

    Applications of 3-Acetamidocoumarin in Industrial Manufacturing

    3-Acetamidocoumarin serves as a specialized intermediate in several advanced chemical industries, with its core downstream uses spanning pharmaceutical synthesis, specialty dye production, agrochemical manufacturing, and research reagent formulation. The following sections outline critical application scenarios with detailed compliance, formulation, production integration, and final product information tailored to the demands of professional production environments.

    1. Pharmaceutical Intermediate for Anticoagulant Synthesis

    Leading pharmaceutical manufacturers utilize 3-Acetamidocoumarin as a key precursor during the synthesis of specific coumarin-based anticoagulants. Its defined structure enables modification through targeted acetylation or hydrolysis, which is integral for generating active pharmaceutical ingredients (APIs) such as warfarin derivatives. The compound enters reaction sequences involving controlled condensation and cyclization, contributing directly to molecular scaffolds required by modern blood-thinner medications. Operators must ensure traceability, stringent impurity controls, and adherence to parametric batch validation throughout multi-stage synthesis.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • U.S. Pharmacopeia (USP) Monographs on Coumarin Derivatives
    • European Pharmacopeia (Ph. Eur.) API specifications
    • FDA 21 CFR Part 211 Current Good Manufacturing Practice (CGMP) for Finished Pharmaceuticals

    Typical usage ratio

    • 0.8–1.2 molar equivalents per target API batch, adjusted based on required yield and downstream functional group modifications

    Downstream process integration

    • Introduced following the initial condensation step, typically under inert atmosphere in jacketed reactor vessels, prior to drug intermediate isolation and purification

    Final product types

    • Bulk warfarin sodium
    • Coumarin-derivative anticoagulant tablets
    • Precursor solutions for injectable API production

    2. Intermediate in Fluorescent Dye Manufacturing

    Producers of specialty fluorescent and laser dyes for security printing and analytical reagents depend on 3-Acetamidocoumarin as a structural foundation for lactone and amide-based chromophores. The material reacts in aromatic substitution and acylation steps that impart unique excitation and emission characteristics, determining dye absorption profiles and photostability. Quality control involves spectral analysis and impurity monitoring during colorant elaboration, demanding high purity and controlled reaction parameters to achieve industry-standard fluorescence performance.

    Industry compliance standards

    • EN 71-3:2019 Safety of Toys – Migration of certain elements (for dyes used in inks and coatings)
    • ISO 9001:2015 Quality Management Systems
    • REACH Regulation (EC) No 1907/2006 for chemical safety assessment

    Typical usage ratio

    • 2–10% by weight in dye intermediate synthesis batches; adjusted for target absorbance and dye formulation

    Downstream process integration

    • Employed at the primary acylation or amidation stage, followed by condensation and ring-closure sequences, prior to pigment isolation and purification

    Final product types

    • Laser marking pigments
    • High-performance fluorescent inks
    • Analytical reagent dyes for laboratory use

    3. Building Block in Crop Protection Agent Synthesis

    Agrochemical manufacturers incorporate 3-Acetamidocoumarin during formulation of selective herbicidal and fungicidal agents. Its specific coumarin core facilitates synthesis of bioactive molecules that inhibit critical plant or fungal enzymes. In commercial-scale production, the material enters controlled coupling and functionalization steps essential for achieving selective activity on field crops. To satisfy regulatory scrutiny, each batch requires documentation of raw material traceability and SARA Title III Section 313 reporting for environmental releases during processing.

    Industry compliance standards

    • OECD Guidelines for the Testing of Chemicals
    • EPA FIFRA Registration Requirements (U.S. Environmental Protection Agency)
    • ISO 17025 Laboratory Accreditation for Agricultural Chemical Analysis

    Typical usage ratio

    • 1–5% by mass of active ingredient core for target agrochemical formulations; the proportion varies based on specific molecular scaffold and desired biological activity

    Downstream process integration

    • Charged at the intermediate synthesis step—post-halogenation or post-hydrolysis—prior to final agent formulation, granulation, or microencapsulation

    Final product types

    • Selective herbicide concentrates
    • Fungicide technical materials
    • Crop protection premixes

    4. Synthesis Reagent for Research Chemical Supply

    Laboratory chemical suppliers and custom synthesis organizations use 3-Acetamidocoumarin as an intermediate in multistep preparation of bioconjugation probes, chemiluminescent markers, and reference standards for pharmacological studies. The purity and batch reproducibility of the material are critical for advanced synthetic and analytical chemistries, often requiring additional HPLC purification steps before further transformation. End-use involves solid-phase synthesis or small-molecule derivatization under rigorously monitored reaction conditions, including temperature- and light-sensitive environments.

    Industry compliance standards

    • ISO 17034 Reference Material Producer Accreditation
    • GLP (Good Laboratory Practice, OECD Principles)
    • ACS Reagent Chemicals Specifications

    Typical usage ratio

    • Variable, typically 0.5–5 mmol per individual synthesis project; precise quantities determined by research protocol and scale of reaction required for analytical validation or probe preparation

    Downstream process integration

    • Added in the main coupling step or as a functional group insertion reactant during synthetic probe formation, prior to isolation and final analytical characterization

    Final product types

    • Bioconjugation linkers
    • Fluorescence standard kits
    • Pharmacological assay markers
    • Research-only reference standards
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    Certification & Compliance
    More Introduction

    3-Acetamidocoumarin: Manufacturing Perspective and Practical Insights

    Understanding 3-Acetamidocoumarin from the Shop Floor Up

    Every batch of 3-Acetamidocoumarin that leaves our production line tells a story, one that begins with reliable raw materials and ends with a product serving real-world research and industry needs. Over years of manufacturing this compound, we’ve learned it’s more than just another line item in a catalog—its behavior in synthesis, ease of modification, and consistent performance make it unique among coumarin derivatives. No one sees more of this up close than those of us mixing reactions, checking purity, and troubleshooting the inevitable curveballs that show up in chemical synthesis.

    What Makes Our 3-Acetamidocoumarin Stand Out

    3-Acetamidocoumarin comes as an off-white crystal or powder. It resists moisture and keeps stable on the shelf, unlike some of the more volatile or hydrolysis-prone coumarin analogs. This stability saves headaches in storage and shipment. Customers rely on it for structure-activity relationship studies, as a fluorescent probe, and as a reusable scaffold in medicinal chemistry. Each order is built to reach 98% minimum HPLC purity, with impurities thoroughly tracked throughout the batch process. That isn’t just a sales pitch—we work under rigorous QC protocols because we know someone’s next step depends on the reproducibility of each lot.

    Production: Details that Matter

    Our core model follows a standard coupling route, using high-purity salicylaldehyde and acetamide derivatives. Solvent choice affects how smooth the cyclization goes and outcomes vary based on reaction temperature and mixing rates. Years back, trace iron contamination from a rusty pump once threw a synthesis off, teaching us the hard way to inspect every step from glassware to filtration. Now, we document every variable, not because regulations require it, but because a missed detail here ripples forward into lost yields and customer frustration.

    Particle size seems minor, but specific research projects ask for definite mesh ranges to keep suspensions or ensure solubility. We can tailor this in post-processing, but only if the upstream chemistry runs cleanly and gives us enough material. Our drying ovens are set to preserve integrity without promoting decomposition. Sometimes a longer or slower drying cycle is needed, especially during humid months when trace water likes to linger. These hands-on process tweaks remain unpublished but pay dividends in batch uniformity and fewer user complaints.

    Specifications That Serve Practical Needs

    We define each lot not just by purity, but by absence of key reactive metals and solvents. Our QC team screens for trace solvents using GC-MS, and elemental analysis ensures acetyl and coumarin moieties are present in the expected ratios. Some labs want a certificate of analysis showing detailed spectra—NMR, FTIR, and sometimes mass spectrometry. We accommodate, because the chemical world doesn’t run on generic assurances.

    Melting point averages between 217–220°C. Storage recommendations come from monitoring real-world conditions in the plant, not just from a textbook. In tropical climates or humid environments, we’ve seen yellowing if the containers aren’t sealed properly. That feedback loop, from users back to reactors, shapes each lot’s packaging and stability instructions. We avoid large bulk containers unless absolutely necessary, since moisture control gets complicated in drums or non-airtight bags.

    Usage: Chemistry in Context

    Most buyers today come from medicinal research groups and dye chemistry teams. In our experience, this molecule acts as a reliable intermediate due to its acetyl-protected amino group. That functional group endures most standard coupling conditions, enabling chemists to tweak the rest of the structure before deprotecting for final steps. Peptide and small molecule designers appreciate this resilience, especially when scouting for new anticoagulants, antitumor agents, or enzyme inhibitors.

    We see heavy interest from fluorescence assay developers, too. The coumarin core yields strong blue fluorescence, and the acetamido group tempers its reactivity, preventing unwanted background coloration or side reactions. Academic labs frequently mention how this balance lets them probe enzymatic activities without too much fuss over side product formation. Each usage report gets logged—something we encourage, since real-world application feeds back into how we refine the process.

    Comparing 3-Acetamidocoumarin to Other Coumarin Derivatives

    Experience with 3-Acetamidocoumarin reveals distinctions not obvious from paper specifications alone. Some materials, like 7-amino-4-methylcoumarin, go off rapidly when exposed to light, or leach color into certain solvents. Acetamidocoumarin’s extra acetyl group offers better ambient stability, slowing down hydrolysis that can ruin a run if a bench is humid or reagents sit out. We track these differences, because end-users tell us horror stories of batches ruined by unstable analogs.

    For organic synthesists, acetamido-substituted coumarins tolerate cross-coupling and reduction steps more predictably. We’ve seen plenty of requests to compare reactivity profiles, and a hands-on answer often trumps citations. Sure, other coumarins have their place—some carry heavier electron-donating groups, others fluoresce at different wavelengths—but the predictability of the acetamido group, especially coupled with its handling convenience, keeps demand steady among our partners.

    Lessons from Troubleshooting and Custom Requests

    Supplying chemistry faculties and production labs means custom requests crop up regularly. In the past, we handled a large order from an international collaboration that required a batch free from even trace tin residues, traced through a batch that had been stirred with an alloy paddle. The batch test failed, but post-mortem showed we caught it early enough to rerun. We learned to label equipment and track tools ruthlessly. Extra time upfront beats an expensive recall or a ruined experiment for our customers.

    Solubility curves sometimes surprise us. DMF gives best results for batch consistency, but methanol and ethanol are gentler solvents when handling purified crystals. Teams with green chemistry goals push us to shift purification routes, substituting less aggressive solvents. We experiment and test these in pilot runs. Not every adjustment fits expensive production, but being close to the process means we can explain the why behind every variant.

    Quality and Traceability Built from Experience

    We keep batch logs, down to the technician who managed a crystallization and time stamps for each reaction stage. Once a research chemist from a European university flagged an odd NMR shift in a purchased lot. Our records let us pull up that specific batch’s parameters and see if a reaction anomaly slipped through. That level of transparency isn’t optional—those records make or break project timelines for teams relying on our material.

    In many countries, labs want material traceable to each individual batch. We log not just reaction conditions but also environmental settings—humidity, temperature swings, and post-processing storage times. Our staff know these aren’t just forms to fill; they’re insurance against downstream failures that can cost months of research time.

    Responsiveness to Regulatory and Practical Shifts

    Shifts in regulation push us to adapt. RoHS and REACH drive solvent changes, batch documentation, and more robust safety protocols. Years ago, standard filtration media contained asbestos, but we phased it out long before any mandate, prompted by feedback from overseas partners seeking lower exposure risk. Each process change pushes us to retrain staff, audit our sources, and modernize our facilities.

    Such regulatory demands sometimes slow us down or increase raw materials costs, but avoiding downstream issues far outweighs sticking with outdated methods. Our GHS-compliant packaging came about after a lab mishap reported by a downstream user, prodding us to reconsider how we shipped even small research quantities. Practical changes like this grow out of the daily partnership between production line and user feedback, not just compliance handbooks.

    Collaboration With End-Users: Improvement in Action

    Better chemistry happens when manufacturing and research teams talk openly. A recent project focused on 3-Acetamidocoumarin’s photostability under UV light, and our results looked solid during internal tests. A customer pointed out that under repeated lamp cycles, their samples drifted yellow. We ran accelerated aging tests, isolated the responsible byproduct, and implemented a subtle drying method adjustment to tame the degradation. Minor on paper, but for the field team, it meant data integrity and usable product.

    Academic partners sometimes challenge our assumptions too. One group wanted a difference in crystalline habit, aiming for larger, easily filterable crystals for automated workflows. Our crystallization experts trialed modified solvents and seeded with varied polymorphs before landing on a reproducible process. Now, a regular lot ships out meeting that need, all from a sharp-eyed customer request.

    Lean Production and Adaptability

    Lean production methods guide our workflow, but always leave room for on-the-fly reconciling of practical discoverables. We operate with tight process control, but staff are empowered to halt operations if something looks off—even if it costs a day—or to flag odd smells, colors, or textures. Experience tells us caution saves more time than rushing a flawed batch in the quest to meet a shipping deadline.

    Downtime in our plant often traces back to supply chain headaches, especially fluctuations in acetic anhydride or catalyst purity. We hedge by working with multiple verified suppliers, running test reactions before a full-scale synthesis. Working at production scale makes shortcuts tempting, but most efficiency gains come from better planning and communication, not riskier chemistry or cutting corners on reagent quality.

    Difference in Application: Reliable Results Across Projects

    We see 3-Acetamidocoumarin’s versatility firsthand. Teams synthesizing new heterocyclic pharmaceuticals rely on it for stable backbone scaffolding; for fluorescence-based tests, its photophysics outperform lesser-cared-for lots of similar coumarins. It’s a balance of handling, reactivity, and shelf life that keeps process chemists coming back.

    Graduate students and industry R&D alike feed us stories about harsh lessons trying to save money on lower-grade intermediates. Synthetic runs fail due to trace impurities, or months of kinetic experiments become useless after lot-to-lot problems. Our role, as those who actually mix and bottle the material, goes beyond simply filling an order. We listen and adapt our process to make research succeed, not just chemical transactions.

    Improvements Sourced From Daily Experience

    We have phased in cleaner production routes and greener waste handling, a result of both evolving market demand and practical feedback from our operators on the ground. Early disposal methods left us with costly hazardous waste bills. Through process optimization—distillation recovery, solvent recycling, direct-to-waste reaction water minimization—we keep our footprint smaller and operating costs in check. That pays off with both regulators and the next generation of chemists.

    A routine improvement resulted from switching to nitrogen-blanketed storage after a series of test runs showed trace oxidation at the end of old supply drums. Now, all stock gets handled under inert gas, cutting down on potential surprises mid-batch.

    What Matters to Users, Matters to Us

    Research doesn’t halt because someone upstream gets careless. We have learned to value every feedback call, each question about odd color changes, and every special request for a certificate of analysis. Our end users rely on the experience and care in our production, and we take pride in reducing the unknowns and pitfalls that can come with specialty chemicals.

    Daily, our process plant walks the line between volume and reliability. We are not just suppliers but problem solvers, going wherever difficulty arises—not afraid to halt production to chase down a batch anomaly, or to consult with a customer on purification quirks. We know that each gram reaching a lab bench or pilot plant ought to do what it’s supposed to, with no compromises hidden by technical language or sales gloss.

    Future Directions: Anticipating Changing Demands

    Looking ahead, we field more interest in sustainable sourcing, both from a regulatory and a branding perspective. Large buyers now question the provenance of our starting materials, so we invest in tracing supply chains and aim for renewably sourced inputs where possible. Technical upgrades to our analytics suite keep our QC ahead of tightening standards. Internally, we run trials on biocatalysis as an alternative synthesis strategy, aiming to cut both energy costs and waste.

    Researchers increasingly collaborate across borders, and harmonized quality often determines which supplier gets the nod. We earn trust batch by batch, not just through paperwork, but through practical, real-world results delivered on time and to specification.

    Conclusion: Experience at Every Step

    Our journey producing 3-Acetamidocoumarin informs every kilogram shipped. From troubleshooting rogue batches to collaborating on new grades, the manufacturing perspective calls for relentless attention, transparency, and adaptability. The result is a material that supports research projects large and small, born from a process that values both reliability and innovation. Each improvement finds its roots in the challenges we face on the plant floor and the trust built with every shipment. 3-Acetamidocoumarin reflects that balance—of chemistry done right, and experience learned over years of hands-on work.