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3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde

    • Product Name 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde
    • Alias 4-Formyl-3-(4-methoxyphenyl)-1H-pyrazole
    • Einecs 682-132-8
    • 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
    VTB
    Specifications

    HS Code

    349613

    Product Name 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde
    Cas Number 103877-48-5
    Molecular Formula C11H10N2O2
    Molecular Weight 202.21 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 155-157°C
    Solubility Soluble in DMSO, DMF; slightly soluble in water
    Purity Typically ≥ 98%
    Smiles COc1ccc(cc1)c2c[nH]nc2C=O
    Inchi InChI=1S/C11H10N2O2/c1-15-10-4-2-8(3-5-10)11-9(7-14)6-12-13-11/h2-7H,1H3,(H,12,13)
    Storage Temperature 2-8°C
    Synonyms 4-Formyl-3-(4-methoxyphenyl)-1H-pyrazole

    As an accredited 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5-gram amber glass vial with a white screw cap, labeled "3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde", includes lot number and hazard information.
    Shipping 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde is shipped in tightly sealed containers, protected from light and moisture, and labeled according to chemical safety regulations. The package includes appropriate documentation and hazard labeling. It is transported via certified carriers, compliant with local and international regulations for chemical substances, ensuring safe and secure delivery.
    Storage Store **3-(4-Methoxyphenyl)-1H-pyrazole-4-carbaldehyde** in a cool, dry, and well-ventilated area, tightly sealed in a chemically compatible container. Protect it from moisture, direct sunlight, and sources of ignition. Keep it away from strong oxidizing agents. Ensure proper labeling and limit exposure to air to prevent degradation. Use in a fume hood with appropriate personal protective equipment (PPE).
    Application of 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde

    Applications of 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde in Industrial Manufacturing

    As a direct manufacturer of 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde, we supply this intermediate to multiple specialized industries that require high-purity building blocks for advanced synthesis. Below, we outline well-established segments where downstream processors integrate this compound in their production lines, including key compliance frameworks, common usage concentration, integration points, and specific end products.

    1. Pharmaceutical Intermediate for Anti-Inflammatory Agents

    Downstream pharmaceutical companies utilize this compound as a core synthon in the multi-step synthesis of selective COX-2 inhibitor drug APIs. It forms the pyrazole-aldehyde unit in the early condensation reactions, which downstream partners further derivatize in accordance with strict regulatory expectations for finished Active Pharmaceutical Ingredients. Its integration directly influences batch-to-batch reproducibility due to the sensitive nature of subsequent functional group modifications leading to final product potency and impurity profile control.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • United States Pharmacopeia (USP) Monographs for Related APIs
    • European Pharmacopoeia (Ph. Eur.) Reference Standards
    • US FDA 21 CFR Part 210 and 211 for pharmaceutical manufacturing controls

    Typical usage ratio

    • Batch formulation typically utilizes 0.8 to 1.3 molar equivalents relative to core amine partners, depending on the specific reaction sequence and desired yield optimization for target pyrazole scaffolds.

    Downstream process integration

    • Charged into primary condensation vessels with base and other heterocyclic builders.
    • Subjected to controlled temperature cyclization followed by sequential purification and isolation prior to downstream acylation or sulfonation steps.

    Final product types

    • Bulk APIs for non-steroidal anti-inflammatory drugs (NSAI drugs such as Celecoxib derivatives)
    • Intermediate for clinical trial material supply programs
    • Key fragment for research-scale pharmaceutical libraries
    • Drug master file-registered intermediates

    2. Agrochemical Synthesis—Fungicide and Herbicide Intermediates

    Agrochemical processors incorporate this intermediate as a core backbone in the synthesis of pyrazole-carbaldehyde-based crop protection agents. Its methoxyphenyl substituent acts as an electron-withdrawing group, enhancing the biological activity and selectivity in triazole-derived fungicides and phenylpyrazole herbicidal actives. The material’s purity and consistent reactivity are crucial for regulatory registration and scale-up, as residue profiles must align with industry safety mandates.

    Industry compliance standards

    • FAO/WHO JMPR Pesticide Residue Guidelines
    • EPA 40 CFR Part 174 (Plant Incorporated Protectants)
    • ISO 9001:2015 for agrochemical process quality
    • REACH Regulation (EC) No 1907/2006 for substance registration in Europe

    Typical usage ratio

    • Integrated at 0.5–1.2 molar equivalents based on the downstream alkylating agent; precise equivalents adjusted according to conversion rates and crop-specific activity screening.

    Downstream process integration

    • Combined into catalytic heterocyclization reactors, then processed through solvent-extraction and phase transfer steps before formulation into technical concentrates.
    • Operational at 40–80°C in closed systems with nitrogen atmosphere to prevent unwanted oxidation of the aldehyde function.

    Final product types

    • Technical concentrate for triazole fungicides
    • Precursor in the synthesis of phenylpyrazole herbicides (e.g., fipronil analogues)
    • Active ingredient for proprietary broad-spectrum crop protection blends
    • Intermediate for R&D pipeline compounds in regulatory dossiers

    3. Specialty Dye and Pigment Intermediate for Electronic Materials

    Producers of advanced organic dyes and pigments for electronics leverage this material for building donor-acceptor chromophores. Its structural motif enables a fine-tuned electronic environment, promoting desired optical absorption shifts in OLED and photovoltaic dye applications. Reliability in purity is indispensable, as trace byproducts may negatively alter charge transport and device efficiency in finished circuits or display panels.

    Industry compliance standards

    • RoHS Directive 2011/65/EU and amendments (Restriction of Hazardous Substances)
    • IEC 62474 Declarable Substance List for electronic materials
    • JEITA ET-7304 Material Standardization for Organic Electronic Devices
    • ISO 9001 with downstream electronic material traceability modules

    Typical usage ratio

    • Introduced at a 1:1 molar ratio for targeted coupling reactions with diketopyrrolopyrrole or carbazole partners; loading may shift slightly (±10%) depending on target dye molar mass requirements and device function.

    Downstream process integration

    • Chemical condensation under argon in anhydrous organic solvent, followed by sequential column chromatographic purification.
    • Incorporated at the initial dye backbone creation stage, later blended with various electron/hole transport modifiers.

    Final product types

    • NIR-absorbing dyes for photodetector layers
    • Red/green emission agents for OLED display panels
    • Charge-transport pigments for perovskite-based solar cells
    • Specialized chromophores for security printing inks

    4. Fine Chemical Intermediate for Analytical Reference Standards

    Certified analytical reagent producers utilize this compound as a selective derivatization agent for complex matrix analysis or to construct pyrazole-based markers in trace forensics and regulatory compliance laboratories. The characteristic aldehyde group allows facile conjugation with various analytes, crucial in precision bioanalytical assay development and control material synthesis. Downstream users require lot-specific documentation and trace impurity transparency for accreditation.

    Industry compliance standards

    • ISO/IEC 17025:2017 for reference material producers
    • ISO Guide 34 for certified reference material production
    • USP General Chapter <1040> Analytical Reference Materials
    • OECD Good Laboratory Practice (GLP) Principles

    Typical usage ratio

    • Applied at analytical scales, usually 0.05–0.2 mmol per derivatization set depending on matrix complexity and analytical method specificity.

    Downstream process integration

    • Conjugated directly to target analytes via solution-phase reactions, then purified through preparative chromatography or crystallization for use as analytical standards.
    • Synthesized into marker compounds for calibration standards under documented, validated methods.

    Final product types

    • Analytical reference standards for LC-MS and GC-MS calibration
    • Certified marker solutions for residue compliance testing
    • Quality control reagents in regulated pharmaceutical and food safety labs
    • Forensic method validation kits
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    Certification & Compliance
    More Introduction

    Introducing 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde: A Manufacturer’s Perspective

    Shaping Next-Generation Synthesis with 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde

    In a sector where precision and reliability matter every step of the way, 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde plays a growing role in custom synthesis and discovery chemistry. Its structure—combining a methoxy-substituted phenyl ring with a pyrazole core and a reactive carbaldehyde group—makes it a key intermediate when you’re pushing the limits of complex molecule assembly. Over our years running reactors and working the lines, we've seen innovation in heterocyclic chemistry start with details as precise as these.

    Our batches of this compound follow a tested model, developed with direct feedback from lab and pilot-scale teams who rely on repeatable quality. This particular structure brings together two areas we know well: aromatic ethers for stability and pyrazole rings for reactivity. Both ends of this molecule open the door to unique chemical transformations. The methoxy group helps control electron distribution, which often matters in coupling and condensation steps. The formyl group—strategically placed—acts as a trigger for further elaboration. From medicinal chemists looking to move quickly to agrochemical developers seeking replacement scaffolds, this molecule finds a natural fit where selectivity and adaptability count most.

    Real-World Applications: What We've Learned in the Plant

    Our manufacturing lines produce this aldehyde with pharmaceutical and materials science researchers in mind. You see its value most clearly during early-phase research, especially where lead-generation or scaffold hopping is on the table. Medicinal chemists routinely utilize it to anchor more elaborate transformations—think hydrazone or oxime formation, Knoevenagel reactions, and multicomponent assembly operations. Years back, one of our customers designed a novel kinase inhibitor using this very scaffold as their starting point. They reported sharper selectivity and easier downstream modifications, in part due to the ortho-relationship between the methoxy group and the core pyrazole unit. In other hands, polymer scientists have used it to embed heterocyclic rings into performance additives or specialty coatings.

    Beyond what’s written in the handbooks, we notice that its highest value shows when teams need a consistent supply of pure intermediates—either for rapid screening or scale-up runs. Some of our pharmaceutical clients screen dozens of new pyrazole derivatives every quarter, and this compound often forms a reliable foundation for new analogs. They tell us its handling characteristics—dry crystalline material, with a melting point that avoids the volatility or stickiness of related aldehydes—make a real difference in busy labs.

    What Sets Our Product Apart

    We see a lot of aldehydes move through our reactors, but 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde brings unique features. There aren’t many pyrazole-based aldehydes that balance electron-rich and electron-poor substituents on one ring, allowing both flexibility and control in subsequent transformations. The methoxyphenyl group contributes extra resonance, which can calm down side reactions—something our process chemists appreciate during upstream and downstream steps. In comparison, standard benzaldehyde derivatives lack the nitrogen-rich heterocycle, cutting off access to certain transition-metal couplings or cyclizations.

    Another difference arises from our control of impurity profiles. Several times, we’ve received feedback from synthesis groups about unpredictable chromatographic behavior with similar intermediates from other sources—either too oily or tainted with residual solvents. We run our materials through thorough purification, so users report cleaner columns and fewer worries over leftover reagents or by-products. In our experience, this reduces delays during process transfer, letting chemists spend more time on product innovation, less on troubleshooting.

    Process Insights and Technical Challenges

    Manufacturing this aldehyde takes skill and focus, both at the reactor and during finishing. We start from high-purity 4-methoxyphenyl hydrazine, move through regioselective cyclization, and then carefully introduce the formyl group by controlled oxidation. Batch-to-batch repeatability means monitoring temperature, pH, and oxygen exposure in real time, adjusting reactant charges and solvent choices to fit the scale and desired output. We’ve put in years of trial, error, and continuous process improvement, backed by dozens of analytical checkpoints spanning GC, HPLC, and spectral comparison.

    One issue that crops up involves the formation of regioisomers during cyclization. Early on, our teams dealt with unwanted side products—often appearing as trace amounts on thin-layer chromatography. After refining stoichiometry and solvent polarity, the purity shot up and downstream losses dropped by over twenty percent. Those margin gains matter, especially for research firms eager to stretch their budgets. With every run, we feed back process data and synthesis notes, so R&D can keep pushing the boundaries, hunting for new reaction pathways or functionalizations.

    Handling, Storage, and Scalability Driven by Experience

    Our on-site bulk storage follows the lesson that fresh, dry material keeps best under an inert atmosphere. We seal each batch in moisture-barrier packaging, based on direct input from chemists who’ve seen aldehydes degrade when left exposed to air. Even small moisture upticks can kick off unwanted polymerization or acid-catalyzed breakdown—costly mistakes for anyone under a deadline. We’ve designed our logistics to cut down on transit times and avoid temperature swings, reducing decomposition rates in the field.

    On the topic of scalability, scale-up from the lab to pilot plant surfaced challenges around heat management and mixing. Aldehyde formation, particularly under strong oxidant conditions, creates local hot spots and requires vigorous control of stirring speeds. By adapting glass-lined reactors, we limit side reactions and deliver consistent quality whether making five hundred grams or a hundred-kilo lot. Researchers planning scale-up appreciate knowing their supply won’t shift in physical characteristics or respond differently at larger volumes.

    Regulatory and Compliance Observations

    The path to compliance in today’s environment runs through reliable documentation and supply-chain transparency. Regulatory agencies ask for detailed impurity profiles, chain of custody, and process history. We’ve invested in in-house analytical resources and digital lot tracking, which allows ready access to batch certificates and spectra. It’s not uncommon to support a client’s investigational new drug submission or process audit by pulling up real-time production logs. Our commitment to clarity and openness doesn’t just armor our customers against audit delays; it also teaches our teams exactly where weak points may lurk in routine manufacture.

    Wherever new regulatory requirements arise—say, tighter impurity controls or more detailed analytical data—we tie those back to our production parameters. Over the years, this discipline has improved both our internal practices and our customers’ results, especially in fast-moving pharmaceutical discovery.

    Supporting Solutions for Customer Challenges

    Problems do arise even with well-established intermediates. Chemists sometimes run into solubility limits in harsh organic solvents or face incompatibility with certain late-stage reaction conditions. Our technical team reviews these cases, replicating the problem in-house when possible. In a memorable example, a materials science group struggled with incomplete reactions during automated library synthesis. After sharing their protocol, our staff identified a need for tighter particle-size control on our product—an overlooked detail that impacted slurry homogeneity. Adjusting our milling and blending process solved their bottleneck, and they reported higher throughput almost immediately.

    We recognize that direct dialogue—rather than marketed claims or generic datasheets—forms the backbone of effective support. We prioritize active exchange with researchers, offering tailored feedback on reaction routes or isolation protocols that match the real properties of our aldehyde, not just textbook expectations. Customers see higher conversion rates and fewer troubleshooting hours, and we gain deeper knowledge to refine upcoming batches.

    Environmental and Operational Considerations

    Our teams approach environmental stewardship knowing both global pressures and day-to-day lab realities. The chemistry behind 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde turns on selective reactions that create less waste when tightly controlled. We put effort into solvent reclamation and energy planning, which cuts costs and keeps us ahead of environmental health and safety guidelines. Over time, this discipline has reduced the volume of hazardous waste sent for disposal, with improved safety records for operators and lower total cost of ownership for our clients.

    Inside the workplace, we train all plant personnel on safe handling of aldehydes. Several incidents over the last decade involved unanticipated exotherms or venting during batch charging—valuable lessons that shaped our current engineering controls. Continuous air and surface monitoring, paired with real-time reporting, cut down on lost-time accidents and reduced our insurance premiums. Safety, for us, means making certain each operator and customer trusts the material they receive, every shipment.

    Looking Ahead: Customer Innovation and Process Improvements

    As research goals shift—smaller molecule libraries, green chemistry preferences, personalized therapeutics—we make incremental updates to both production and customer support. Sometimes this entails piloting greener oxidants, trialing new recrystallization solvents, or tuning drying and storage conditions. In partnership with research groups, we’ve recently introduced scheduled “open process” reviews, which reveal small but important upgrades that improve operational efficiency and downstream synthetic flexibility.

    Customer feedback signals where improvement matters. A recent uptick in demand for pyrazole-based building blocks draws on both our expertise and willingness to adapt. We maintain a stable supply of 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde, matching historical quality records without overcomplicating inventory management.

    Development teams working at the interface of medicinal chemistry and agrochemical discovery keep demanding rapid, predictable flows of key intermediates. Our work ensures this material—produced, tested, and delivered by seasoned hands—remains available as their needs evolve.

    Industry Comparisons: What Makes the Difference

    Compared to other aromatic aldehydes and pyrazole derivatives on the market, the distinct shape and reactivity of our molecule affect more than just downstream chemistry—handling, extraction, and purification all see benefits. Many standard analogs lack the chemical stability or flexibility to perform in aggressive coupling strategies. We see fewer unwanted by-products and less degradation under both acidic and basic workups, which translates into steadier yields and shorter isolation times.

    Chemists working on high-throughput screening appreciate the difference in crystallinity and solubility. Where similar compounds may oil out or stick during weighing and transfer, our product pours easily and dissolves without stubborn residue in appropriate solvents. Over long projects, that difference adds up—fewer wasted runs, faster synthetic cycles.

    Fostering Innovation Through Partnership

    We’ve learned from years in the sector that breakthroughs take shape not just through better building blocks but through supply partners willing to listen, adapt, and refine. Every feedback call or synthesis report—positive or otherwise—offers insight we fold into future production cycles. The research landscape changes fast, driven by regulatory shifts, economic forces, and aspirations for greener, safer, and more robust processes. By centering production around lived experience and unfiltered feedback, our version of 3-(4-Methoxyphenyl)-1H-Pyrazole-4-Carbaldehyde remains both reliable and ahead of shifting demands.

    We keep refining our approaches to synthesis, purification, and delivery. Alongside direct customer collaboration, this shapes a product offering that answers real challenges in advanced chemical research. Feedback still drives our upgrades, and experience rubs off on every lot we ship. It’s a partnership defined not by spreadsheets or generic solutions, but by the real results of chemists working the bench and the production floor alike.