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1-Methyl-1H-Imidazole-4-Carboxylic Acid

    • Product Name 1-Methyl-1H-Imidazole-4-Carboxylic Acid
    • Alias 1-Methylimidazole-4-carboxylic acid
    • Einecs 619-483-6
    • 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

    801733

    Chemical Name 1-Methyl-1H-Imidazole-4-Carboxylic Acid
    Molecular Formula C5H6N2O2
    Molecular Weight 126.12 g/mol
    Appearance White to off-white solid
    Melting Point 210-215°C
    Boiling Point Decomposes before boiling
    Solubility In Water Soluble
    Cas Number 616-47-7
    Pubchem Cid 11941
    Inchi Key CEXKXTLLQAVFME-UHFFFAOYSA-N

    As an accredited 1-Methyl-1H-Imidazole-4-Carboxylic Acid 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 with tamper-evident cap, labeled "1-Methyl-1H-Imidazole-4-Carboxylic Acid, 98%," with hazard and safety information.
    Shipping 1-Methyl-1H-Imidazole-4-Carboxylic Acid is shipped in tightly sealed containers, protected from moisture and light. It is transported according to local, regional, and international regulations for laboratory chemicals. Appropriate labeling and documentation ensure safe handling, with packaging that prevents contamination, leakage, and exposure during transit. Temperature conditions are maintained as specified.
    Storage Store **1-Methyl-1H-imidazole-4-carboxylic acid** in a tightly sealed container, in a cool, dry, and well-ventilated area, away from incompatible substances such as strong oxidizing agents. Protect from moisture and direct sunlight. Ensure the storage area is free from ignition sources. Label containers clearly and use appropriate personal protective equipment when handling.
    Application of 1-Methyl-1H-Imidazole-4-Carboxylic Acid

    Applications of 1-Methyl-1H-Imidazole-4-Carboxylic Acid in Industrial Manufacturing

    As an original manufacturer, we supply 1-Methyl-1H-imidazole-4-carboxylic acid to a global client base across multiple segments. Below we present industrial applications supported by real downstream data, regulatory practices, and processing feedback from end users.

    1. Pharmaceutical Intermediate for Active Pharmaceutical Ingredient (API) Synthesis

    1-Methyl-1H-imidazole-4-carboxylic acid acts as a critical heterocyclic building block in API manufacturing. Several antiviral and anti-inflammatory drug manufacturers deploy it in key condensation or cyclization steps. Operators maintain strict segregation and documentation, as the acid often integrates via amidation, esterification or coupling reactions. Process chemists adjust dosage and timing according to the reactivity of the subsequent reactants. GMP compliance on the production line requires validated cleaning and clear traceability. Typical downstream APIs incorporate this intermediate in their purine or imidazole cores.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP—EudraLex Volume 4
    • USP–NF Monographs (related APIs)
    • REACH Registration for substances used in pharmaceutical sector

    Typical usage ratio

    • 5–35 mol% relative to the targeted API moiety, dependent on desired substitution degree and coupling efficiency
    • Process development may increase ratio in initial lab scale
    • Final commercial batches: tightly controlled, often 1.05–1.15 equivalents
    • Adjusted based on specific synthetic route and impurity profile constraints

    Downstream process integration

    • Dosed during early or mid-stage condensation/coupling with reactive halides or carboxyl-activated intermediates
    • Commonly introduced in DMF, DMSO, or MeCN solvent system
    • Integrated under inert atmosphere to prevent hydrolysis or side-product formation
    • Subjected to in-process controls (HPLC, NMR) to confirm complete conversion or to monitor for byproduct formation

    Final product types

    • Pyrimidine-based antivirals
    • Imidazole-linked anti-inflammatories
    • Experimental kinase inhibitors in oncology pipelines
    • Nucleoside analogs for research supply

    2. Agrochemical Synthesis: Heterocyclic Herbicide and Fungicide Precursor

    Major agrochemical formulators use this compound in the sustainable synthesis of imidazole-based plant protection chemicals. It frequently enters synthetic chains at the diversification and functionalization stage, supporting the build-out of bioactive cores. Regulatory compliance centers around documentation for identity, purity, and trace solvents. Field application teams base usage levels upon the required activity for the final crop species. Robust blending protocols ensure homogeneity, and downstream purification steps remove residual raw material after reaction.

    Industry compliance standards

    • ISO 9001 for quality management in agrochemical production
    • FAO/WHO specifications for pesticide technical materials
    • EU Directive 91/414/EEC (now Regulation EC 1107/2009) for active substance approval
    • China GB 2763–2021 Maximum Residue Limits for pesticides in food

    Typical usage ratio

    • 2–12 wt% relative to final active substance precursor batch size
    • Lower percentages (2–5%) for side-chain structural modification
    • Higher ratios (up to 12%) for core scaffold construction
    • Adjusted based on intended toxicity and ecological persistence of the final formulation

    Downstream process integration

    • Fed into continuous stirred reactors during the heterocycle assembly
    • Dosed under basic/acidic conditions depending on the functional group transformations required
    • Removal or neutralization before formulation, often using liquid-liquid extraction
    • Residue monitoring by GC–MS to meet regulatory thresholds

    Final product types

    • Imidazole-derived herbicides for cereals and broadleaf crops
    • Protective fungicides for fruit and vegetable agriculture
    • Seed treatment actives
    • Soil disinfectant and biocide intermediates

    3. Specialty Chemical Manufacturing: Corrosion Inhibitor Formulation

    In corrosion inhibitor production, this carboxylic acid provides both heterocyclic coordination and electron density management for advanced additive systems. Downstream blenders use it in combination with phosphonates or amines to optimize steel and copper surface protection. Selection of batch or continuous process regimes depends on plant throughput. QC teams monitor solubility and stability in mixed inhibitor packages, especially for pipeline and closed-loop cooling systems.

    Industry compliance standards

    • ASTM G170 for evaluating corrosion inhibitors in aqueous environments
    • ISO 8044:2019 for corrosion protection terminology
    • REACH—usage limitation and environmental impact assessment
    • OSHA 1910.1200 for workplace chemical handling

    Typical usage ratio

    • 1–7 wt% in concentrated inhibitor formulations
    • Final system dosing: 20–120 ppm depending on metallurgy and water chemistry
    • Ratio fine-tuned to maximize surface film formation without precipitation
    • Lower end in amine-heavy blends; higher for high-chloride environments

    Downstream process integration

    • Mixed with anti-scaling agents and buffering salts in preblend stages
    • Heated mixing vessels used to ensure complete dissolution
    • Preevaluation using coupons or rotating cylinder electrodes
    • System compatibility checks performed prior to field deployment

    Final product types

    • Industrial water treatment corrosion inhibitors
    • Pipeline protection additive blends
    • Cooling tower and boiler water treatments
    • Oilfield brine additives

    4. Electronic Materials: Precursor for Conductive Polymer Dopants

    Within electronic chemical manufacturing, the compound serves as a functionalizing agent for specialty imidazole-doped conductive polymers. R&D and production groups include it during oxidative polymerization or co-monomer blending for tuning electrical resistance and film adhesion in printed electronics. Cleanroom teams operate under tight contamination controls, and electronic grade solvents ensure high-purity outcomes. Integration requires predictive modeling to balance dopant loading with mechanical flexibility.

    Industry compliance standards

    • SEMI C57 for electronic chemical purity
    • IEC 62631 for polymeric material dielectric properties
    • RoHS Directive 2011/65/EU for hazardous substance restriction
    • ISO 14644 for cleanroom compatibility during production

    Typical usage ratio

    • 0.2–1.5 mol% relative to primary monomer
    • Exact ratio determined by required sheet resistance of the final film
    • Lower ratios for sensor applications, higher for flexible display layers
    • Adjustment guided by pilot-scale electrical performance testing

    Downstream process integration

    • Added during preparation of monomer or oligomer feedstock
    • Introduced prior to polymerization or cross-linking
    • Followed by film casting, spin-coating, or inkjet printing
    • In-line spectrographic monitoring for dopant uniformity

    Final product types

    • Printed electronics substrates
    • Electrostatic dissipative (ESD) films
    • Flexible circuit coatings
    • Sensor interface materials

    5. Fine Chemical Intermediate for Photoactive Compound Synthesis

    Producers of UV absorbers and specialty dyes employ 1-Methyl-1H-imidazole-4-carboxylic acid as a key synthon for positional modification and chromophore tuning. Synthetic chemists use it during late-stage derivatization where carboxyl activation or ring-substituted imidazole introduction controls spectral properties. Manufacturing teams operate under stringent batch documentation and often apply process scale NMR and UV-Vis screening to verify correct integration. Regulatory teams maintain SDS and technical dossiers for downstream communication.

    Industry compliance standards

    • ISO 9001 for quality management in fine chemical production
    • EU Regulation (EC) No 1907/2006 (REACH) for pigment and dye substances
    • OECD guidelines for chemical safety in dye intermediates
    • STRICT transport classification (ADR, IMDG) for specialty chemicals

    Typical usage ratio

    • 3–15 mol% relative to total chromophore feedstock
    • Higher ratios for primary chromophore core integration
    • Lower ratios for late-stage functionalization
    • Process adjustment based on target extinction coefficient and thermal stability

    Downstream process integration

    • Integrated after diazotization or amidation steps
    • Enters multi-step batch syntheses under nitrogen or argon atmosphere
    • Product isolation often via precipitation or column chromatography
    • Quality verified using LC-MS and UV-Vis absorbance

    Final product types

    • UV stabilizers for plastics and coatings
    • Specialty organic dyes for LED and OLED devices
    • High-performance pigment intermediates
    • Photochromic compounds for security printing
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    Certification & Compliance
    More Introduction

    1-Methyl-1H-Imidazole-4-Carboxylic Acid: A Manufacturer's Perspective on Advanced Imidazole Chemistry

    Product Introduction

    Producing specialty imidazole derivatives day in, day out, involves tackling subtle variations and process challenges with each batch. Among these, 1-Methyl-1H-Imidazole-4-Carboxylic Acid distinguishes itself both in reactivity and purity standards. The unique structure of this compound—where a methyl group attaches to the imidazole ring and a carboxylic acid anchors at the 4-position—gives it specific advantages over more commonly used imidazoles like 1H-imidazole or the various methyl-imidazoles.

    In the synthesis of 1-Methyl-1H-Imidazole-4-Carboxylic Acid, we focus not only on the final purity but also on minimizing isomeric impurities and process byproducts. Any shortcut risks downstream problems in customer applications. By refining methylation and carboxylation pathways, and controlling crystallization conditions, the resulting material boasts purity levels typically above 99%. We aim for a product that reaches users ready for high-stakes research or scale-up, without the need for repeated re-purification.

    Specifications and Quality Control from a Manufacturer's View

    For any true chemical manufacturer, specifications are more than a list—they represent all the challenges overcome during batch production. Monitoring for trace-level metals, residual solvents, and byproduct isomers forms the backbone of our quality assurance. The compound usually appears as a white to off-white powder, with melting points reproducible within a narrow band. Each shipment receives an assay confirmation by HPLC, supported by spectroscopy and in some cases elemental analysis when downstream users request it.

    Our team encounters sensitivities with storage conditions, as humidity can affect the crystalline structure and hence solubility in both water and organic solvents. During packing, we avoid common carton materials that may leach volatiles, instead using lined drums or specialized PE bags. Such choices may not seem visible to most users, but they dictate whether the product performs as intended months later in a cold lab or a busy pilot plant.

    Usage: From Synthesis to Specialized Research

    Compared to its parent compound imidazole, 1-Methyl-1H-Imidazole-4-Carboxylic Acid serves as a building block where the methyl group controls electronic effects, and the carboxylic acid opens doors to peptide-coupling and pharmaceutical intermediate roles. Our clients include both pharmaceutical R&D groups and those focusing on ligand design for metal chelation, where the substitution pattern matters immensely to the binding profile of finished molecules.

    In one recent collaboration, a partner exploring anti-cancer compounds relied on this acid as their precursor for a series of N-methylated imidazole derivatives. The control over methyl positioning, achieved using our refined routes and not available in generic imidazole powder, altered their compound’s pharmacokinetics noticeably. On another project, a materials science group used the product for tuning electronic properties in conductive polymers, a result that depended on trace impurity levels remaining below 0.1%.

    Distinctiveness: Differences from Other Imidazole Derivatives

    Through years spent in pilot and full-scale manufacture, one difference stands out—1-Methyl-1H-Imidazole-4-Carboxylic Acid is far less prone to side reactions than its higher-methylated siblings. The position-specific methylation directly stabilizes the ring, making it more selective in subsequent functionalization reactions. Unmethylated imidazole or 2-methyl-imidazole often produce more tars or unwanted cyclic byproducts under heat, which complicates their use in sensitive synthesis.

    When comparing carboxylated imidazoles, the 4-carboxy group gives different solubility and coupling properties versus substitution at the 2-position or elsewhere. In peptide synthesis, for example, substitution controls how easily the imidazole couples to amino acids and affects the stability of intermediates. Physical handling and dissolving are also smoother in many setups, without excessive foam or residue that may occur with simple imidazole.

    The Human Element: What It Means for Industrial Operations

    Years of manufacturing experience with this molecule have exposed the subtle factors that laboratory descriptions overlook. For example, workers tell us that the odor is significantly less acrid than typical imidazole compounds, helping in handling and improving operator comfort during scaling. Crystallization runs rarely seize pumps or clog filters, saving on downtime and rework—something far less true for other carboxylated imidazoles.

    Feedback we have received often centers on reproducibility. A research chemical doesn’t meet its promise if a customer’s next order fails in the same synthesis step. In the last ten years, tweaks in purification have driven lot-to-lot consistency in physical properties—particle size, free flow characteristics, and dust suppression. Instead of waiting for user complaints, in-house testing now simulates common synthetic transformations, acting as a check on each outgoing lot.

    Supply interruptions lead to lost project time. Backwards integration in our supply chain ensures we never rely on spot purchases of imidazole ring precursors. Instead, stable long-term supplier relationships—regularly audited—reduce both contamination risk and price volatility for end users.

    Further Applications and Ongoing Industry Developments

    Demand for 1-Methyl-1H-Imidazole-4-Carboxylic Acid shows no sign of plateauing, as new applications arise in medicinal chemistry, battery electrolyte design, and catalysis. In bioconjugate chemistry, this acid acts as a linker to customize small molecule drugs for longer circulation times. Groups developing new ligands for chelation-based separation or sensors find the precise placement of substituents unlocks greater selectivity or binding strength.

    We have supported partners exploring metal-organic frameworks, providing material with confirmed absence of critical contaminants like chloride or residual starting materials. This level of control doesn’t happen by accident. The operator skill on the crystallization floor, nightly equipment checks, and yearly training updates all play a part.

    In markets where battery materials are advancing, the trend points toward heterocyclic-based electrolytes with robust thermal stability. Here, the specific structure of 1-Methyl-1H-Imidazole-4-Carboxylic Acid helps raise decomposition temperatures and widens electrochemical windows. Regular feedback from pilot-scale electrolyzer lines helps us refine particle size parameters and water content to meet tighter industry standards each year.

    Addressing Production Challenges Through Experience

    On the shop floor, nothing replaces vigilance and direct observation. The imidazole ring’s sensitivity to mild acids means any trace acidic impurity introduced during handling alters the final carboxylic acid profile, sometimes resulting in off-color or reduced assay. This has led us to favor multi-step washing and filtration routines, often regarded as excessive by outsiders, but proven essential for stable quality.

    One persistent challenge: managing the odor common to imidazoles and preventing it from contaminating adjacent products or plant areas. Rather than treating this as an afterthought, exhaust systems and local scrubbing units received significant upgrades. This focus has allowed us to keep our people safer and maintain cleaner batches, reducing the risk of cross-contamination and complaint batches for sensitive downstream use.

    Batch failures teach the hardest lessons. A few years ago, crystallization runs suffered from unexpected seed formation when atmospheric humidity spiked. Since then, real-time ambient logging inside the production suite became standard, and we incorporated staged drying cycles using nitrogen purging. These changes brought lot yields back in line and all but eliminated the “soft lump” aggregates that plagued earlier shipments.

    Supporting Reliable Customer Outcomes

    Most of our success stories begin not in the lab, but at the point where a researcher encounters a bottleneck or an unexpected impurity in their own process. Through open conversations, we have modified not just our batch process, but also split lots by grade for specific end-uses. Pharmaceutical partners, for example, benefit from tailored microbial testing—far in excess of routine organic purity checks—because regulatory filings demand such data from manufacturers at this level.

    Peptide science, another major driver, leverages our batch-tested coupling efficiencies to avoid missteps in long-chain assemblies. We retain reference samples from each lot for up to five years, recalling them when customers need documentation during patent filings or dispute resolution. Building trust means more than delivering a product—it comes from proof that our process matches their needs, even years down the line.

    On occasion, specialty requests arise, such as granulometric control for continuous reactor dosing, or solvent-exchange requirements for direct use in non-aqueous systems. By understanding both our own process variables and the practical limits of downstream user equipment, we create a link between lab-scale curiosity and industrial reality.

    Future Directions: Sustainability and Facility Improvements

    Chemical manufacturing across the spectrum is now experiencing tight scrutiny, whether from downstream certifications or internal environmental goals. Solvent recovery and minimization of waste effluent shape every improvement made to production lines for 1-Methyl-1H-Imidazole-4-Carboxylic Acid. We reconfigured waste handling so that more spent mother liquors are recycled, reducing external disposal by 40% over the past three years.

    Energy consumption matters, especially during distillation and drying. Our plant has shifted to multi-stage vacuum systems and installed heat exchangers that capture process energy for re-use, directly shrinking both environmental impact and utility costs. In one case, these moves enabled a 12% reduction in cycle times for critical reaction stages, translating not just to lower cost per kilo but to reduced emissions overall.

    Working within industry wide initiatives for “green chemistry,” we have experimented with alternative reagents for methylation to reduce reliance on legacy chemical stocks with known toxicity issues. The results so far—similar yields and product purity, minus the legacy risks—point toward broader adoption for all new process installations. Real-world impact comes only from persistent adaptation at the facility level.

    Understanding Risk and Responsibility in Advanced Chemistry

    Operating as a manufacturer carries more responsibility than simply selling a fine chemical. Failures in process can cascade outward—affecting researchers, partners, and end users. If even a minor impurity passes through unnoticed, entire synthesis campaigns could be set back. To meet these stakes, we keep in close contact with customers not just before the sale, but after, capturing feedback and troubleshooting in real-time.

    In our experience, successful manufacturers aren’t removed from the world of application and experiment; they live at the edge where R&D, scale, and user expectations collide daily. Every year brings questions we may have never considered, usually centered on new uses for a reliable product. Whether it’s ensuring lots ship with guaranteed trace element data, or tuning packing protocols to meet international transit demands, those incremental gains reward us all with better science.

    Summary and Outlook

    1-Methyl-1H-Imidazole-4-Carboxylic Acid stands at the crossroads of utility, specificity, and manufacturability. Not all chemicals with similar names deliver equivalent outcomes once inside a reactor or a research instrument. Subtle shifts in manufacturing, packing, and support can make or break a project downstream.

    Customer trust grows from transparency about these production realities. From the plant floor, where chemists and operators tune each process variable, up through batch certification, to the final result placed in the hands of a researcher, we see the true value of knowledge and meticulous care. The future appears bright for this versatile molecule and the applications customers continue to invent.