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4-Methyl-1H-Indole-2-Carboxylic Acid

    • Product Name 4-Methyl-1H-Indole-2-Carboxylic Acid
    • Alias 4-Methylindole-2-carboxylic acid
    • Einecs 618-536-9
    • 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

    216522

    Product Name 4-Methyl-1H-Indole-2-Carboxylic Acid
    Cas Number 24161-14-4
    Molecular Formula C10H9NO2
    Molecular Weight 175.19 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 220-225°C
    Solubility Slightly soluble in water, soluble in DMSO and methanol
    Purity Typically ≥98%
    Synonyms 4-Methylindole-2-carboxylic acid
    Smiles CC1=CC2=CC=CN2C=C1C(=O)O
    Inchi InChI=1S/C10H9NO2/c1-6-2-3-7-8(4-6)11-5-9(7)10(12)13/h2-5,11H,1H3,(H,12,13)
    Storage Temperature Store at 2-8°C

    As an accredited 4-Methyl-1H-Indole-2-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 25 grams, sealed with a screw cap; labeled with chemical name, CAS number, safety data, and hazard pictograms.
    Shipping 4-Methyl-1H-Indole-2-Carboxylic Acid is shipped in tightly sealed containers, protected from moisture and light. The package is labeled according to chemical safety standards and handled as a laboratory chemical. It is transported under ambient conditions unless specified otherwise, following all relevant safety, environmental, and legal transportation regulations.
    Storage Store 4-Methyl-1H-indole-2-carboxylic acid in a cool, dry, well-ventilated area, tightly sealed in a clearly labeled container. Protect from light, moisture, heat, and incompatible substances such as strong oxidizers. Follow local regulations for hazardous chemicals. Use appropriate personal protective equipment (PPE) when handling. Keep away from food and drink, and ensure access to safety data sheets (SDS) for emergency procedures.
    Application of 4-Methyl-1H-Indole-2-Carboxylic Acid

    Applications of 4-Methyl-1H-Indole-2-Carboxylic Acid in Industrial Manufacturing

    4-Methyl-1H-Indole-2-Carboxylic Acid serves as a specialized intermediate across high-value pharmaceutical, agrochemical, pigment, and specialty chemical manufacturing. As a direct manufacturer focused on consistent quality and traceable batch management, we support process engineers and formulators in sectors where purity, assay precision, and regulatory documentation are mandatory for downstream efficiency and compliance. Explore the reference downstream fields and application scenarios where our material enables scalable, specification-driven production.

    1. Anticancer Pharmaceutical API Synthesis

    This advanced heterocyclic carboxylic acid acts as a critical building block in the medicinal chemistry of kinase inhibitor and immunomodulator APIs, especially within indole-based drug classes. Its well-defined regioselectivity supports targeted coupling and ring modification reactions performed under multi-step, GMP-validated process schemes. When employed in late-stage functionalization or as a scaffold precursor, it supports the synthesis of high-performance APIs for oncological formulation pipelines.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211 Current GMP for Finished Pharmaceuticals
    • EU GMP Part II: Basic Requirements for Active Substances Used as Starting Materials
    • Applicable DMF (Drug Master File) or CEP registration

    Typical usage ratio

    • 0.8–1.2 molar equivalents as substrate in stepwise indole condensation or acylation reactions, adjusted per target API batch size and yield optimization data

    Downstream process integration

    • Charged in protected or deprotected form during intermediate stage synthesis after heterocyclic precursor purification
    • Introduced under inert atmosphere for condensation, cyclization, or amination steps in multi-reactor setups

    Final product types

    • Indole-based small molecule APIs for targeted oncology therapy
    • Clinical trial grade active ingredients for solid oral or injectable formulations
    • Intermediates for structure-activity relationship (SAR) libraries used in pharmaceutical R&D

    2. Agrochemical Intermediate for Plant Growth Regulators

    Indole carboxylic acid derivatives underpin several crop protection and growth modulation agents, where this compound introduces key functionalization sites to enhance selectivity and stability under field conditions. Downstream formulators use it to synthesize analogs and lead compounds within auxin and herbicidal product families, targeting high-purity intermediate output and residue compliance for international agrochemical registration dossiers.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • OECD Good Laboratory Practice (GLP) for chemical development
    • REACH registration criteria for agrochemical intermediates (EU)
    • China National Standards for Pesticide Raw Material Purity (GB)

    Typical usage ratio

    • Typically 0.5–0.9 molar equivalents per synthesis route based on desired chlorination or etherification transformation yield in the active substance pathway

    Downstream process integration

    • Dosed into reactor after preparation of precursor indole ring for regioselective substitution
    • Subjected to coupling, oxidation, or halogenation with process QC based on impurity profile

    Final product types

    • Auxin analog intermediates for foliar growth regulator formulation
    • Herbicide active substance precursors
    • Lead compounds for agrochemical research and patent development

    3. Dye Intermediate for High-Performance Pigment Synthesis

    The unique indole carboxylic structure offers a conjugated framework used as an advanced chromophore precursor in pigment and colorant manufacture for the plastics, coatings, and printing ink sectors. It enables the creation of specialty dyes with enhanced lightfastness, thermal resistance, and sharp spectral characteristics, supporting strict batch-to-batch color consistency requirements across global OEM supply chains.

    Industry compliance standards

    • ISO 9001:2015 Certified Quality Management for Dye Manufacturing
    • ETAD (Ecological and Toxicological Association of Dyes and Organic Pigments Manufacturers) Guidance
    • EU REACH Annex XVII (Restrictions applicable to certain hazardous colorants)
    • ASTM D3722 for Pigment Characterization

    Typical usage ratio

    • 3–7% weight by mass of total reactant blend, calculated per intended pigment batch tonnage and target color depth

    Downstream process integration

    • Reacted under controlled heating as nucleophile or electrophile in azo coupling or condensation systems
    • Introduced post-distillation for resin-bound pigment production with solvent extraction and recrystallization protocols

    Final product types

    • Specialty organic pigments for high-performance coatings
    • Textile and plastic colorants with enhanced UV stability
    • Custom colorants for engineering polymer compounds

    4. Fine Chemical Intermediate for Research and Laboratory Reagents

    Research reagent producers employ this carboxyindole as a core scaffold for in-house synthesis of analytical standards, comparator substances, and custom indole derivatives for discovery programs. Its synthetic versatility and reactivity support functional group transformations, multistep organic synthesis, and isotope labeling for advanced structure-activity studies and trace analysis.

    Industry compliance standards

    • ISO 17034:2016 for Reference Material Producers
    • ACS Reagent Chemicals standards for product purity
    • OECD Guidelines for Testing of Chemicals (for reference substances)
    • Custom analytical purity specifications based on NMR, LC-MS, HPLC validation

    Typical usage ratio

    • Used at 0.05–0.2 molar equivalents per reaction in multistep synthesis or as template in chromatography calibration media, adjusted per lot size and analytical recovery requirements

    Downstream process integration

    • Charged in initial step as base skeleton for derivatization and functional group introduction
    • Processed under inert or anhydrous conditions for high-purity reagent preparation

    Final product types

    • Certified reference standards for analytical method development
    • Indole-based core intermediates for combinatorial chemistry kits
    • Tracer-labeled compounds for pharmaceutical or environmental research
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    Certification & Compliance
    More Introduction

    4-Methyl-1H-Indole-2-Carboxylic Acid: A Closer Look from the Manufacturer's Perspective

    Integrating Practical Experience with 4-Methyl-1H-Indole-2-Carboxylic Acid

    At our manufacturing site, every new batch of 4-Methyl-1H-Indole-2-Carboxylic Acid starts as a calculated effort rooted in hands-on knowledge and years of technical discipline. Indoles carry a reputation for versatility, but the 4-methyl derivative, especially functionalized at the 2-position with a carboxylic acid, answers to a set of demands that stand out in the chemical landscape. Manufacturing, refining, and preparing this compound draws on a very specific set of skills rare outside the source labs. Our team has spent years refining the steps that guarantee high purity and reproducibility, which keeps processes flowing for downstream users.

    The model we focus on represents the compound at a high benchmark for laboratory and industrial clients. We regularly confirm that what comes out of our reactors not only matches the literature specifications—pale crystalline material, with robust stability at ambient conditions—but also reflects practical adaptability, something synthetic chemists value when scaling up or calibrating sensitive steps. Real-life work never follows the ideal route, so we’ve optimized our process for controlled particle size, minimal isomer formation, and consistent carboxylation yield.

    Why 4-Methyl-1H-Indole-2-Carboxylic Acid Matters

    Our experience shows this compound earns a place in diverse research, especially in pharmaceutical and fine chemical settings. Some projects rely on the 4-methyl group for selective reactivity during later transformations. Whether the end goal lies in medicinal chemistry, agrochemical development, or pigment creation, having an indole core with a tailored substitution pattern unlocks entirely new synthetic possibilities. We’ve found chemists rarely settle for a one-size-fits-all approach, so our role extends to producing consistent batches with class-leading impurity control.

    During the first years of manufacturing, we found that users struggled sourcing indole-2-carboxylic acids with substituents in the right places and at the right purity. Either the material came laced with isobaric contaminants or failed alignment with their reaction requisites, especially in peptide coupling or heterocycle synthesis. Gradually, we narrowed our quality checks, focusing not only on HPLC purity but the critical optical and physical markers. Without this focus, even the best synthetic routes end up tangled in side reactions or isolation troubles.

    Distinct from simple indole-2-carboxylic acid, the 4-methyl variant brings added hydrophobicity and altered electron density into the ring system. This tiny methyl shift prompts drastic differences. Several users report improved site selectivity in acylation reactions and shifts in UV absorption, opening doors for probe and labeling work in trace detection. Whenever applications require precise ring orientation and robust chemical behavior, the subtle variation introduced by 4-methyl pays off.

    Specifications Supported by Daily Lab Practice

    We set our manufacturing goals according to real case demands. No matter the scale, we carefully monitor melting point ranges and spectral signatures, running NMR and IR screens for every new lot. Typical product leaves the reactor as off-white to pale yellow crystalline solid, with melting points consistently centering near the expected value—a critical marker for batch reproducibility that most resellers simply overlook because they don’t sit with the synthesis.

    Our team works to reduce halide residues and metallic traces—often invisible to standard screens, but devastating in pharmaceutical applications. Each step of the cleaning process reflects our learning curve from past scale-ups. The finished 4-Methyl-1H-Indole-2-Carboxylic Acid gets shipped after passing in-house GC-MS runs and environmental safety assessments. Freight timing depends on humidity and transit specifics, as the carboxylic acid function, while robust, still needs adequate moisture protection to prevent caking or hydrolysis.

    We don’t sell containers full of uncertainty. Each lot is traceable—our technical archives detail each raw material lot, each process deviation, each final analytical report. This approach pays dividends during process troubleshooting, when an uncooperative reaction somewhere down the line in a client’s laboratory might hinge on a ppm-level contaminant or sub-percentage off-spec within our own batch.

    Applications We See in Client Labs and Factories

    Most demand for 4-Methyl-1H-Indole-2-Carboxylic Acid stems from life science research, especially medicinal chemistry workflows where indoles serve as backbones for enzyme inhibitors, receptor ligands, or antimicrobial lead compounds. Our technical staff speaks with users working up peptide conjugates, sometimes looking for the specific electronic properties the 4-methyl group offers for coupling efficiency or metabolic stability. Others come to us needing the compound for dye synthesis, where spectral alignment and batch color constancy must meet tight tolerance windows.

    Over the past year, several agrochemical developers turned to our product when shifting from unsubstituted material to the methylated variant, chasing shifts in activity or seeking to patent new analogs. Each use brings surprises, sometimes blessing the chemist with cleaner workups or sharper product separations. Other times, the altered reactivity pattern demands revised purification strategies, which our process support team helps troubleshoot. Clients aiming to build combinatorial libraries often comment that the 2-carboxyl substitution allows for efficient closed-system reactions, limiting side-chain scrambling or ring-opening.

    Several analytic teams draw on the subtle but measurable UV shifts and NMR splittings introduced by the methyl group, building on our clean baseline for spectral databases. One notable client built a custom detection protocol thanks to these minor differences, improving trace-level environmental monitoring in a new region.

    Key Differences from Other Indoles and Carboxylic Acids

    It’s tempting to lump all indole carboxylic acids together—on paper, only a methyl or other small group may seem to separate them. Years at the bench reveal a far subtler story. 4-Methyl-1H-Indole-2-Carboxylic Acid stands apart, not just for its substitution, but for how the ring tension, resonance, and steric bulk interact to modulate reactivity. Even minor impurities, like those from incomplete methylation or overcarboxylation, undermine both academic and industrial syntheses later on.

    Some clients ask if this material can just substitute for unsubstituted or differently methylated analogs. Our synthesis group learned early that while some substitution effects feel minor under some reaction conditions, others create dramatic kinetic barriers or new side-product channels. Adding the methyl at position 4 changes both electronic and steric landscapes, which shifts the preferred paths for electrophilic aromatic substitutions and often eliminates problems encountered with the unsubstituted core: reduced polymerization, tighter melting point window, and often lower background fluorescence in probe chemistry.

    Unlike 3-methyl or 5-methyl derivatives, the 4-methyl pattern influences ring current and hydrogen bonding with neighboring substituents. Our process notes highlight altered solvent compatibility profiles, meaning what works for one variant rarely succeeds for all. Synthetic chemists appreciate that every new methyl group rewires the starting material’s fate—sometimes calling for milder acids or tailored base sets to keep side reactions in check.

    Process Control, Quality Assurance, and Lessons Learned

    Direct experience shapes our quality commitment. Failure to control methylation at the exact position generates costly downstream issues—ranging from persistent isomers to unpredictable side reactions. Early process work taught us the value of incremental adjustments: dialed reaction temperatures, tamed exotherms with phased dosing, and hands-on inspection at crystallization. No outsourcing substitutes for direct oversight, especially when each batch might ultimately support a patent claim or preclinical candidate.

    Maintaining specification over dozens of runs means keeping a sharp eye on solvent purity, temperature drift, and purification throughput. No stage occurs in a vacuum—deviations at the methylation step ripple through isolation and acidification, dictating both yield and crystal form. Once, a slight change in nitrogen flow during the methylation cost a full batch its compliance, underlining the delicate balance controlling every variable in the process. Clients end up trusting our brand not because of price or packaging, but for transparency about what’s in each drum.

    Feedback cycles drive ongoing improvements. We invite returning clients to share insights about batch performance or unexpected impurities, feeding their data back into our synthesis records. If a new application throws up spectroscopic artifacts or chemical anomalies, our labs work through their challenges, sometimes rerunning analysis, sometimes rerouting the filtration sequence.

    Supporting Evolving Research and Commercial Demands

    Research never stands still, and the demand for well-defined starting materials follows. As new methods emerge—cross-couplings, late-stage functionalizations, new photochemistry—a centered, pure batch of 4-Methyl-1H-Indole-2-Carboxylic Acid becomes invaluable. Academic consortia and industry co-developers share requests for increasingly low thresholds of metallic and organic contaminants.

    We field questions about chiral resolution, compatibility with microfluidic systems, and behavior in supercritical fluid chromatographies. While carboxylic acids look stable on paper, they face reactivity surprises in new generation flow reactors or electrochemical set-ups. Our ongoing trials mimic these circumstances, helping us anticipate what’s coming next rather than relying on static product profiles.

    Upscaling brings its own lessons. In the pilot reactors, scale introduces mixing-related challenges, often revealing minute mismatches in reagent feed or thermal lag. Surprises never come from theory, but from hands-on use—so each time we shift to larger batch size, staff draw on both current best practices and the shared legacy of past failures.

    Addressing Supply Chain Issues and User Expectations

    In recent years, instability in global logistics and raw material sourcing has made countdown planning crucial. We keep active contact with precursor suppliers, constantly reviewing alternate vendors in case of regulatory or market hiccups. Lean inventory management sounds attractive on paper, but from manufacturing experience, keeping strategic reserves of critical raw materials saves schedules and reputations in the event of disruption.

    Supply chain bumps often mean delaying planned shut-downs or running double shifts to meet critical orders. These periods stress every step of production, but close coordination within our plant means we adapt—by shifting batch priorities or re-sequencing QC sampling. We’ve learned to communicate early and openly with clients when bottlenecks risk disturbing project timelines, allowing them to adjust R&D efforts as needed.

    Conclusion Drawn from First-Hand Practice

    Nothing about producing 4-Methyl-1H-Indole-2-Carboxylic Acid is theoretical. Chemistry, at scale, reveals both the power of incremental improvement and the risks of complacency. Each shift, every run, delivers small insights: how a milligram of impurity changes a whole kilogram’s utility, how a day of extra drying keeps a month’s inventory in spec. Over time, the real value emerges not from commodity tallies, but from the trust built between bench and batch, between manufacturer and researcher.

    In labs and production lines around the world, those working on new therapies, safer agrochemicals, or custom dyes draw on the reliability and specificity of our product—each lot shaped by hands-on experience and open technical dialogue. Our outlook stays rooted in continual learning, driven not by sales sheets, but by the evolving needs and challenges faced by anyone who truly relies on their chemical building blocks.