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Methyl 3-Hydroxy-5-Isoxazolecarboxylate

    • Product Name Methyl 3-Hydroxy-5-Isoxazolecarboxylate
    • Alias Methyl 3-hydroxyisoxazole-5-carboxylate
    • Einecs 274-759-4
    • 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

    424623

    Product Name Methyl 3-Hydroxy-5-Isoxazolecarboxylate
    Cas Number 31016-03-6
    Molecular Formula C5H5NO4
    Molecular Weight 143.10
    Appearance White to off-white solid
    Melting Point 153-157°C
    Solubility Soluble in methanol and DMSO
    Purity Typically ≥98%
    Smiles COC(=O)c1cc(no1)O
    Storage Conditions Store at 2-8°C, dry, tightly closed
    Synonyms Methyl 5-carboxy-3-hydroxyisoxazole

    As an accredited Methyl 3-Hydroxy-5-Isoxazolecarboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle containing 25 grams of Methyl 3-Hydroxy-5-Isoxazolecarboxylate, sealed with a red screw cap and tamper-evident label.
    Shipping Methyl 3-Hydroxy-5-Isoxazolecarboxylate is shipped in tightly sealed containers, protected from light, moisture, and incompatible substances. It is handled as a hazardous chemical and transported according to international regulations, typically under ambient temperature, with clear labeling to ensure safety during transit. Shipping documentation includes relevant safety and hazard information.
    Storage Methyl 3-Hydroxy-5-Isoxazolecarboxylate should be stored in a tightly closed container, in a cool, dry, and well-ventilated area away from direct sunlight and incompatible substances such as strong oxidizing agents. Keep the chemical at room temperature, protect from moisture, and ensure proper labeling. Follow standard laboratory safety and chemical storage protocols to prevent accidental exposure or contamination.
    Application of Methyl 3-Hydroxy-5-Isoxazolecarboxylate

    Applications of Methyl 3-Hydroxy-5-Isoxazolecarboxylate in Industrial Manufacturing

    Methyl 3-Hydroxy-5-Isoxazolecarboxylate serves as a specialized chemical intermediate in fields requiring controlled reactivity, aromatic nitrogen scaffolding, and precise molecular modification. As a direct producer, we supply to segments where this material enables critical synthesis steps, functional group transformations, and alignment with stringent industrial compliance.

    1. Pharmaceutical Active Ingredient Synthesis

    Large-scale pharmaceutical manufacturers use this compound as a key building block in the construction of advanced isoxazole-containing APIs, particularly CNS-active small molecules and anti-inflammatory drugs. The integration relies on the isoxazole motif for selective bioactivity, with downstream chemical transformation including N-alkylation, ester hydrolysis, and heterocycle fusion commonly performed under GMP protocols to limit impurity profiles below regulatory thresholds.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice Guidance for Active Pharmaceutical Ingredients)
    • USP/NF (United States Pharmacopeia/National Formulary)
    • EDQM CEP (European Directorate for the Quality of Medicines Certificate of Suitability)
    • 21 CFR Part 210/211 (FDA CGMP for Finished Pharmaceuticals)

    Typical usage ratio

    • 0.7–2.5 molar equivalents relative to the target API scaffold, with precise ratio determined by synthetic yield optimization and API impurity controls

    Downstream process integration

    • Introduced during the early-stage route as a heterocycle precursor, typically followed by stepwise condensation, cyclization or ring modification in reactor vessels under inert atmosphere; analytical QC by HPLC/GC-MS at each stage

    Final product types

    • Oral CNS drugs (e.g., anti-epileptics)
    • Non-steroidal anti-inflammatory drug intermediates
    • Synthetic heterocyclic pharmaceutical bulk actives

    2. Agrochemical Synthesis Intermediates

    Isoxazolecarboxylate derivatives act as synthons in the manufacture of selective herbicides and plant growth regulators, where isoxazole frameworks offer target-specific binding. Crop protection formulators incorporate this intermediate at the stage of core structure assembly, focusing on maximizing conversion rates and minimizing process byproducts in compliance with environment and safety legislation.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management for Agrochemical Production)
    • FAO/WHO JMPR (Joint Meeting on Pesticide Residues Guidelines)
    • REACH Regulation EC No. 1907/2006 (Registration, Evaluation, Authorisation and Restriction of Chemicals)
    • EPA FIFRA (Federal Insecticide, Fungicide, and Rodenticide Act)

    Typical usage ratio

    • 5–15% molar ratio in crop protection synthesis, adjusted to achieve desired activity spectrum and regulatory residue limits

    Downstream process integration

    • Added during base-catalyzed alkylation or ester interchange when preparing bioactive cores; subsequent purification steps employ liquid-liquid extraction, followed by solvent stripping and crystallization

    Final product types

    • Post-emergence herbicides for cereal crops
    • Pre-emergence weed control agents
    • Plant metabolic regulators containing isoxazole rings

    3. Fine Chemical and Specialty Resin Synthesis

    Advanced specialty resin manufacturers use this material for incorporating nitrogen-containing heterocycles into pre-polymer segments, with application in coatings requiring high thermal stability and unique electronic properties. The functional group tolerance supports advanced polycondensation and cross-linking chemistries under tightly controlled conditions to satisfy industrial coating requirements.

    Industry compliance standards

    • ISO 14001:2015 (Environmental Management Systems)
    • EN 71-3 (Migration of Certain Elements for Coatings in Toys – for children’s products)
    • RoHS Directive 2011/65/EU (Restriction of Hazardous Substances)
    • ASTM D3029 (Impact Resistance of Rigid Plastics, relevant for formulation safety)

    Typical usage ratio

    • 1–8% by monomer feed mass, selected to balance target Tg (glass transition temperature) and solubility in the final resin

    Downstream process integration

    • Combined with acrylic, epoxy, or polyurethane pre-polymers during controlled polymerization stages; followed by vacuum stripping and extrusion to remove residual volatile components

    Final product types

    • Specialty heat-resistant coatings for electronics
    • Protective resin films for automotive light covers
    • High-durability surface coatings for outdoor electrical casings

    4. Analytical Reference Standards Production

    Accredited laboratories require highly pure isoxazolecarboxylate derivatives as critical reference materials for developing, calibrating, and validating analytical detection methods involving LC-MS and GC-MS. Metrology and analytical standards companies process this intermediate in high-purity syntheses with rigorous batch traceability and impurity profiling under ISO-accredited environments.

    Industry compliance standards

    • ISO/IEC 17025 (General Requirements for Testing and Calibration Laboratories)
    • ISO Guide 34 (General Requirements for Reference Material Producers; replaced by ISO 17034)
    • OECD GLP (Good Laboratory Practice for Chemicals Testing)
    • Chemical Metrology National Standards

    Typical usage ratio

    • 95–99.5% purity feed, usually processed as the single component or with trace-level excipients; ratio selected based on final reference standard concentration specification

    Downstream process integration

    • Subjected to repeated recrystallization, chromatography, and detailed spectroscopic analysis; finalized under inert conditions to avoid contamination and certified with full COA and stability data

    Final product types

    • Analytical calibration standards for isoxazole detection
    • Internal standards for pesticide residue analysis
    • Reference substances for pharmaceutical impurity profiling

    5. Advanced Organic Electronics Precursor

    Manufacturers in the organic electronics industry value this intermediate for its use in constructing semiconducting heterocycles, where electronic structure fine-tuning is achieved via the isoxazole core. The raw material is introduced during precursor monomer synthesis to tailor the charge transport properties in thin-film transistor and OLED device layers, requiring exacting batch reproducibility and electronic grade purity.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management Systems for Electronic Components)
    • JEDEC JESD625 (Requirements for Handling Electrostatic Discharge Sensitive Devices)
    • IEC 61249-2-21 (Halogen-free Materials for Electronic Circuit Boards)

    Typical usage ratio

    • 0.5–3.0% by monomer mass, modified according to target polymer chain length and functional group integration levels

    Downstream process integration

    • Entered at the heteroaromatic ring formation stage in organic semiconductor synthesis; further functionalization prior to spin-coating or vacuum deposition for thin-film construction

    Final product types

    • P-type and n-type organic semiconductors
    • Active materials for organic light-emitting diodes (OLEDs)
    • Conductive polymer layers for flexible displays and sensors
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    Certification & Compliance
    More Introduction

    Methyl 3-Hydroxy-5-Isoxazolecarboxylate: Consistency in Chemistry, Clarity in Use

    Introduction to Methyl 3-Hydroxy-5-Isoxazolecarboxylate

    Over years of hands-on production, certain compounds reveal their value not through clever marketing, but by proving themselves each day in labs and on industrial lines. Methyl 3-Hydroxy-5-Isoxazolecarboxylate stands among these. This compound, built around an isoxazole ring with a methyl ester at the 5-position and a hydroxy at the 3-position, holds its worth by reliably filling the gap as an intermediate. Working with this molecule, we recognized early that its track record in pharmaceutical syntheses and other fine chemical processes stems from its clean profile and predictable reactivity.

    Product Integrity: What We Observe Daily in Manufacturing

    Our production line never leaves room for shortcuts. Every batch, no matter its intended buyer, gets the same thorough monitoring. Purity, moisture level, and assay tell the story. When a shipment heads to a research lab or a kilo enters a pilot-scale batch, we have already confirmed by gas and liquid chromatography that each container matches the last—narrow melting range, low water content, and well-contained impurities. This kind of batch-to-batch stability rewards customers who can't afford missteps in their processes.

    Through daily direct observation, we see that other isoxazole derivatives may show more variability from run to run between suppliers. Methyl 3-Hydroxy-5-Isoxazolecarboxylate rarely poses surprises. Its limited byproducts and ease of purification support processes that demand certainty. Unlike bulk intermediates produced on commodity lines, the synthesis here requires a careful stepwise procedure—from cyclization to methylation—giving partners a material they trust in scalable medicinal chemistry and as a smart building block for more elaborate structures.

    Insights From Real-World Applications

    We do not theorize about use cases from behind a desk. Customers—small R&D teams and industrial producers—share what they see when switching from generic lots to our controlled output. Multiple reports over the years highlight short reaction times and higher yields by using fresh Methyl 3-Hydroxy-5-Isoxazolecarboxylate. The hydroxy functionality at the 3-position delivers reactivity that fits several synthetic routes. It undergoes further functional group modifications, which allow medicinal chemists to access libraries of isoxazole-based molecules, a class core to certain antiepileptic and anti-inflammatory drug research.

    Fact-based adjustments matter. Slight differences in isoxazole compound substituents tend to change both safety and reaction profile. For example, if a customer mistakenly substitutes a simple non-hydroxy methyl isoxazolecarboxylate, reaction rates and selectivities shift, leading to byproducts or failed steps. In our lot-to-lot consistency, end users avoid troubleshooting and debugging unfamiliar side reactions.

    Specifications: What We Deliver Every Day

    Through repeated scaling and decades of solvent recycling, workers at each stage—from batch cookers to analytical chemists—see firsthand the importance of setting the spec bar above industry minimums. Our routine specification for Methyl 3-Hydroxy-5-Isoxazolecarboxylate covers a purity greater than 98%, moisture typically under 0.5%, and a distinct melting point range as a quick screen for lot conformity. We sample and retain reference material from every run. Some colleagues in other companies skip these steps when not strictly required. We do not. This reduces customer complaints, even from uncommon uses outside pharmaceuticals, such as agrochemical discovery or heterocycle-focused polymer modifications.

    Safety and Reliability: A Manufacturer’s Duty

    As chemical manufacturers, we never lose sight of our role in downstream safety. Exposure to fine organics like Methyl 3-Hydroxy-5-Isoxazolecarboxylate can carry risks, especially if trace impurities lurk beneath careless solvent removal or filtration. Routine environmental and workplace measurements—a clean facility, rigorous residue checks—keep our team comfortable with the product, from open transfers to closed drum fills.

    We never overlook how sensitive users become to trace contamination or batch-to-batch drift in chromatography. Our strict control over input reagents and process conditions pays forward for everyone along the supply chain. Those who rush or cut corners in processing often deal with unplanned delays, recalls, or loss of customer trust. Reports from research partners show that even minor leftover N-methyl impurities or alternative ring isomers can stop scale-up in its tracks or lead to failed project milestones. Experience confirms that solid lab practices upstream shield project deliverables and reputations downstream.

    Uses and Roles Across Industries: Lessons From the Field

    Direct field feedback shapes how we view our product's reach. Where some intermediates serve only specialized pharmaceutical synthesis, Methyl 3-Hydroxy-5-Isoxazolecarboxylate routinely crosses into chemical biology, crop protection, and material sciences. Researchers tell us that the isoxazole backbone fits into exploratory syntheses for enzyme inhibitors, while process chemists value the methyl ester’s stability under storage and mild transformation conditions. In agricultural labs, teams screen isoxazole derivatives like this one for activity screens in pest management and herbicide leads.

    Working side-by-side with customers, we find that the hydroxy-substituted isoxazole stands out from non-hydroxy analogs not just structurally. It reacts in certain condensation and coupling chemistries which non-hydroxy forms cannot handle well. The 3-hydroxy group allows for regioselective modifications, unlocking synthetic pathways based on careful protection and deprotection strategies familiar to experienced chemists. In a broader sense, this compound enables researchers to branch off into previously inaccessible chemical space.

    Comparisons: Distinctions From Similar Compounds

    Colleagues new to isoxazole chemistry sometimes treat different methyl isoxazolecarboxylates as interchangeable. Actual lab runs quickly disprove this. Methyl 3-Hydroxy-5-Isoxazolecarboxylate carries the hydroxy group, which changes solubility in organic solvents, makes it more polar, and opens up new reaction handles. Without the hydroxy, esters at the same position lose flexibility and offer less direct reactivity with common coupling agents.

    Several customers share that switching from our 3-hydroxy variant to simple methyl isoxazole-5-carboxylate demanded extra purification steps and sometimes forced them to abandon certain synthetic plans altogether. The difference matters, and only those with regular hands-on bench time register the cost in time lost. Isoxazole chemistry rewards exactness, not just in nomenclature but in practical yield and work-up performance.

    Manufacturing Challenges and Resolutions

    Decades of production instilled a respect for the subtleties of heterocycle synthesis. Scaling up Methyl 3-Hydroxy-5-Isoxazolecarboxylate reveals bottlenecks that shorter lab syntheses or commercial reselling can paper over. Early on, we tackled issues such as batch scale cyclization yields dropping significantly above a certain reactor volume and heat transfer mismatches leading to local hot spots. These created unwanted byproducts if left unchecked. Fielding these challenges, our crew built up custom equipment and trained extra hands in segmental feeding of reagents, holding temperatures to tight tolerances, and regular spot-checks for end-point determination.

    Process optimizations gleaned from repeated cycles—such as preferred solvent systems for final crystallizations or recommended changes in quench solutions—sharpened both our safety margins and lot reproducibility. Customers benefit directly: waiting times drop, product consistency rises, and unexpected quality deviations fade into the background. Hands-on trial built the discipline of never undervaluing operators’ observations for even single-run anomalies. Day-to-day focus on actual plant performance always overrides theoretical scale-up predictions.

    Supporting Quality Assurance Through Data and Practice

    Lab notebooks here bulge year over year with annotated batch records, deviation logs, and analysis runs. Routine checks for metal content, chromatographic purity, and impurity profiles support not just delivery promises but recurring GMP audits. Unlike suppliers who lean solely on third-party certificates, our commitment connects data points all along the production chain. If questions arise—new side reaction in a customer’s step, or if a process window drifts—our background data provides root causes or clear negation, seldom requiring third-party intervention.

    Outcome-driven verification does more than satisfy regulation; it serves the chemist’s urge for certainty. Bland data sheets miss these daily realities. Actual experiments confirm that purity alone rarely accounts for all process outcomes. Solvate formation, controlled residual moisture, and aging effects on the product’s reactivity get tested over months, not just a day. This culture of active observation defines not just the product’s values, but the reliability experienced by those trusting their research or production schedules to another’s competence.

    Current Challenges and How the Field Responds

    Global logistics disruptions and rising regulatory scrutiny reshape chemical manufacturing. We observe that both small and large customers battle lengthier lead times and more rigorous import controls, asking for deeper traceability and more transparent supply chain commitments from suppliers. Instead of resisting, we offer detailed batch traceability and regulatory documentation where required. Turnover in environmental and labor law compliance also raises the bar for in-plant monitoring and emission control during production of isoxazole intermediates.

    This shift, though demanding, pushes us toward further innovation in waste reduction and solvent recovery. Last year, new fractional distillation setups reduced hazardous waste output by more than a quarter. Cleaner distillates circuit back into the process, driving down both environmental burden and raw material costs—without dropping product integrity. By handling much of our own pre-treatment, we offer assurances to customers facing tighter rules, not just on content but the full lifecycle of the product.

    Supporting Scientists and Process Engineers—A Producer’s Role Beyond Supply

    Customers increasingly look for partners, not just sources. We share detailed application notes, troubleshoot process blocks, and provide material samples for early method validation. If a process engineer hits an unexpected problem—crystal form issues, solubility anomalies, or byproduct formation—they can reach out for insight grounded in actual plant experience.

    Seasoned chemists understand the long view. Intellectual property concerns, patent constraints, or method transparency concerns all press in on specialty chemicals like Methyl 3-Hydroxy-5-Isoxazolecarboxylate. We offer support within those constraints, never straying into customer confidentiality but always contributing lessons harvested across thousands of kilogram lots. The field needs this kind of accumulated wisdom to move forward.

    The Future: Trends in Isoxazole Chemistry and Production

    Ongoing trends in medicinal chemistry favor heterocycles with functional handles. The increase in research and commercialization of targeted therapies drives up demand for finely tuned intermediates like Methyl 3-Hydroxy-5-Isoxazolecarboxylate. At the same time, automated screening and new synthetic routes push scale requirements higher, demanding sustained quality even as volumes grow.

    Rather than rely solely on traditional batch synthesis, pilot facilities shift toward flow chemistry and dynamic process controls. We’ve started to trial continuous flow cyclization protocols, aiming for tighter product distributions and lower waste. Each change starts from the ground up—reviewing process safety, validating output quality across the whole run, and recalibrating downstream filtration and purification. Manufacturers at the coalface know adoption brings its own hurdles but, through trial, the field widens access and cuts waste without sacrificing batch integrity.

    Those in the trenches of chemical manufacture shoulder the responsibility to keep quality at the center. Methyl 3-Hydroxy-5-Isoxazolecarboxylate remains a trusted intermediate not merely because it performs on paper, but because those responsible for its creation remain vigilant, experienced, and unafraid to evolve. This approach benefits every user downstream, whether working up single milligram tests or feeding a continuous reactor day and night.