5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

    • Product Name: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
    • Chemical Name (IUPAC): methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate-5-carboxylate
    • CAS No.: 95713-73-6
    • Chemical Formula: C16H16N2O7
    • Form/Physical State: Solid
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@boxa-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    547384

    Iupac Name 5-Methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
    Molecular Formula C17H16N2O7
    Molecular Weight 360.32 g/mol
    Cas Number 118619-21-3
    Appearance Yellow solid
    Melting Point 220-223°C
    Solubility Slightly soluble in water; soluble in organic solvents like DMSO
    Storage Conditions Store at room temperature, away from light and moisture
    Purity Typically >98% (by HPLC)
    Functional Groups Ester, carboxylic acid, nitro, methyl, dihydropyridine ring
    Smiles CC1=CC(=C(C(=C1NC(=O)O)C2=CC(=CC=C2)[N+](=O)[O-])C(=O)OC)C
    Inchi InChI=1S/C17H16N2O7/c1-9-8-13(17(21)22)16(10(2)18-9)11-5-3-4-6-12(11)19(23)24/h3-6,8,18H,7H2,1-2H3,(H,21,22)

    As an accredited 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 10-gram sample is provided in a clear, sealed glass bottle with a printed label indicating chemical name, purity, and hazard warnings.
    Container Loading (20′ FCL) Container loading (20′ FCL) for 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid involves secure palletizing, moisture protection, and efficient space utilization.
    Shipping This chemical, 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid, will be shipped in secure, sealed packaging, labeled according to regulatory requirements. It will be transported as a non-hazardous research chemical, with temperature and handling precautions taken to ensure product integrity during transit. Delivery will be tracked and documented.
    Storage Store 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid in a tightly closed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep away from incompatible substances such as strong oxidizing agents. Recommended storage temperature is 2–8°C (refrigerator). Ensure proper labeling and access limited to trained personnel, following standard chemical safety protocols.
    Shelf Life Shelf life: Store in a cool, dry place, protected from light; shelf life typically 2–3 years if unopened and properly stored.
    Application of 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

    Purity 99%: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with a purity of 99% is used in pharmaceutical intermediate synthesis, where it ensures high yield and product consistency.

    Melting Point 210°C: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with a melting point of 210°C is used in solid dosage form development, where it contributes to thermal stability during manufacturing processes.

    Molecular Weight 374.35 g/mol: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with a molecular weight of 374.35 g/mol is used in analytical reference standards, where it allows precise quantification in HPLC assays.

    Particle Size <10 µm: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with particle size less than 10 µm is used in formulation research, where it enhances dissolution rate and bioavailability.

    Stability Temperature up to 150°C: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with stability temperature up to 150°C is used in process development, where it maintains structural integrity under elevated temperature conditions.

    Assay ≥98% (HPLC): 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with HPLC assay ≥98% is used in medicinal chemistry studies, where it ensures reproducibility and accuracy of experimental results.

    Solubility in Methanol 50 mg/mL: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with solubility in methanol at 50 mg/mL is used in compound screening protocols, where it facilitates straightforward sample preparation.

    LogP 2.3: 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid with logP 2.3 is used in ADME profiling, where it provides balanced lipophilicity for pharmacokinetic studies.

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    Certification & Compliance
    More Introduction

    Exploring the Qualities of 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid: A Commentary from the Manufacturer’s Bench

    Walking the Line Between Science and Scale

    Every day in our plant, we see firsthand the effort and expertise poured into producing compounds like 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid. We watch technicians weigh and measure, chemists debate over synthesis details, and QC analysts monitor every reaction step. This product begins as an idea backed by a detailed route of synthesis, but the difference arises once raw ingredients move from storeroom to reactor. Balancing purity and yield in each batch asks just as much attention as any big headline about pharmaceutical innovation or material science. The end result is not just an isolated powder; it represents hours of focused work, extensive documentation, and a fair share of problem-solving, especially during scale-up.

    Understanding the Structure and Its Meaning

    If you stand at the reactor, you learn that molecules with highly substituted dihydropyridine rings have their own personalities. This compound in particular—bearing methoxycarbonyl and carboxylic acid groups, with nitrophenyl at the fourth position and methyls at the two and six spots—commands careful handling during both the synthesis and purification steps. The nitrophenyl ring can drive reactivity in directions we sometimes expect, and at times, throws curveballs. Each functional group plays a role in the final characteristics: solubility, melting point, even stability under storage. Selecting glassware, temperature settings, and even timing the crystallization step all shape both purity and reproducibility. We can predict some behavior from the literature, but practical experience in the factory is worth more than any theoretical model.

    Specifications Are Not Just Numbers

    Our technical teams chase high standards because the scientists who rely on these molecules trust that one bottle will perform like the next. It matters that the product comes with well-documented batch analysis—HPLC, NMR, mass spectra. We continually compare spectra and impurity profiles against our own internal library, not to sell an image of reliability, but because every small deviation teaches us about the chemistry at play. Routine checks catch subtle signs, whether that’s micro-traces from the starting nitrobenzaldehyde or early hints of decomposition during storage. Because this compound features both electron-rich and electron-deficient regions, that matters a lot more than many with simpler backbones. Technicians often recalibrate equipment and double-check integration baselines, especially for UV-Vis or NMR where shifts can occur due to solvent impurities. The process yields not just a sample in a bottle, but a promise of repeatable results.

    Where Utility Meets Application

    Those who reach out for 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid come from research labs and production sites with real goals. Some are working on calcium channel blockers, while others use this scaffold as a starting point to probe reaction mechanisms in organic chemistry. It’s a building block with a proven track record for structure-activity relationship studies, especially in pharmaceutical R&D. The compound serves as a template for new analogs, either for lead optimization or as an intermediate for further functionalization. Our team listens to feedback from bench chemists after pilot runs—if a sticking point surfaces, such as solubility or filterability in their hands—we’ve been known to alter drying parameters or re-examine crystal forms at their request.

    How This Compound Stands Apart

    You won’t find many products with both a methoxycarbonyl and a free carboxyl group on a finely tuned dihydropyridine ring, each with distinct reactivity. These features are not academic curiosities—they allow scientists to build libraries of derivatives faster than if starting from scratch. The specific position and nature of the nitrophenyl ring influences electronic properties and can steer reactions or surface interactions. In our experience, compounds that miss either the methoxycarbonyl or the carboxylic acid never offer quite the same versatility in subsequent chemical transformations. Competitor products may rely on similar scaffolds, but subtle differences—such as the position of the substituents, the purity of the nitrophenyl source, or simply the trace moisture content—impact downstream performance. We’ve had clients report faster recrystallization, more predictable coupling reactions, or cleaner hydrogenations when choosing this specific molecule over similar reagents.

    Challenges in Large-Scale Synthesis

    Scaling up production of multifunctional heterocycles divides manufacturers into two categories: those who treat every batch as an experiment, and those who expect the process to behave predictably. We’ve learned to respect the difference between a gram-scale flask and a 200-liter vessel. Mixing, heat transfer, and even agitation rates need hands-on tuning. In the case of 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid, we have dealt with the stubborn nature of the nitro group, which demands both gentle conditions and strict safety controls. Early in our process development, traces of oxygen or minor temperature spikes caused runaway side reactions—not the sort of thing you read about in published procedures. Feedback from production operators, not external consultants, led us to re-design venting strategies and select specific reaction-monitoring probes. These steps helped ensure reproducibility rather than hoping for it.

    Improving Purity Through Process Insight

    It’s easy to fall into the trap of measuring purity as a single number, but we see every batch as a story in itself. The target compound’s UV-active groups make HPLC analysis straightforward, but separating closely eluting side-products—often regioisomers or unreacted starting materials—can take more ingenuity. Early pilot batches pushed us to refine not just solvents, but the temperature ramps, pressure hold times, and even the source and lot of reagents used. Adjustments often begin with feedback from those who handle the product downstream. Since the carboxylic acid can pick up moisture and the methoxycarbonyl is prone to hydrolysis, storage approaches shifted over time. Our team introduced vacuum-sealed packaging and silica desiccants only after observing subtle NMR changes during stability testing, not because a datasheet said so.

    Supporting Industries at the Practical Level

    Rather than aiming only at pharmaceutical development, we see our product’s impact in crop science, analytical standards, and specialty materials. Plant biologists have used similar scaffolds to explore new modes of action in agrochemical research, and fine chemical manufacturers incorporate this structure to anchor more complex assemblies. We regularly answer technical questions from teams probing reaction intermediates—often these requests lead to collaborative troubleshooting, such as identifying an unknown impurity in a downstream esterification or exploring salt formation options to improve product handling. We share lessons learned in our own operations, not canned advice, because the realities of a pilot plant differ from any academic lab.

    Fine-Tuning Specifications: Listening to Client Needs

    Requests for custom specifications—particle size, residual solvent thresholds, or alternate salt forms—are more frequent for complex molecules. Our in-house chemists monitor how the compound behaves during solvent removal or during crystallization from varying solvents. Even small changes can cause significant differences in filter cake texture or dry product color. In one recent batch, a shift in water content during the crystallization step revealed new forms previously missed during scale-up. We hold weekly meetings to discuss not just analytical yields, but how the product handles in real-world situations. Clients sometimes need milled forms for easier blending or request low-dust options to streamline large-scale loading. If a user finds clumping or poor dispersion, the feedback comes directly to the production team. By acting quickly, we’ve often solved problems that could have otherwise caused days of lost productivity in customer pilot plants.

    How Continuous Learning Shapes the Process

    Our approach draws on years of aggregated experience. Many early production runs were defined by learning from error—incorrect pH adjustments, solvent choices that promoted side reactions, and even seemingly small mistakes in agitation that later ruined batch homogeneity. We have since developed process windows wide enough to cope with small input variations, but narrow enough to avoid costly rework. For every adjustment made, whether to purification, filtration, or drying, records tie directly to observations in QC. This cycle of learning is not just encouraged; it’s expected. By keeping detailed logs, our operators and chemists collaborate, rather than simply following instructions. When an unexpected impurity emerged late in one campaign, it was a shift team worker who noticed the link to a different source of base, prompting a thorough investigation and resolution.

    Comparisons With Other Dihydropyridine Derivatives

    Many customers compare our compound with more common dihydropyridine scaffolds. Those might lack substitutions at both two and six positions, or might feature other aromatic rings. We’ve observed that methyl substitutions at these positions offer increased chemical stability, sometimes raising the practical shelf life beyond what analogous, unsubstituted molecules achieve. The nitrophenyl ring alters both the physical and chemical profile, from solubility in polar solvents to UV absorption. In our hands, the dual presence of methoxycarbonyl and carboxylic acid consistently enables more flexible derivatization. We have participated in jointly run customer trials where alternative products fell short during esterification steps or revealed hidden moisture uptake during shipping. Such issues rarely surface in initial specifications but become quite clear in extended use. Every substitution pattern brings trade-offs, so we routinely run head-to-head trials at both analytical and application levels.

    The Importance of Raw Material Quality

    Reliable supply and enhanced performance start with top-quality inputs. We source our starting aldehydes, nitrobenzenes, and methylating agents based on rigorous internal audit, not just paperwork or price. Each supplier’s lots are tracked, evaluated, and assigned to either initial testing or main production. Over time, we’ve seen inconsistent quality from uncontrolled sources cause color changes, reduce yield, or introduce trace impurities that evade even advanced chromatography. Some suppliers guarantee “technical grade” quality, but we rely on detailed in-house evaluation—always with multiple parameters weighed. In one case, shifting to an alternative boronic acid reduced an isomer impurity by half, benefiting both our internal cost structure and the downstream client’s formulation process.

    Environmental Impact and Responsible Manufacturing

    Our production site tracks not just waste output, but energy inputs, solvent use, and the fate of all by-products. During the first years of scale-up on this compound, we experimented with solvent recovery schemes, both for cost and environmental protection. Dihydropyridine synthesis often uses polar aprotic solvents; reducing both solvent load and emissions took real effort. By investing in on-site solvent distillation and closed-loop reagent handling, we cut waste by a double-digit percentage. Operators are trained to catch leaks or overflows before they become incidents. Each new process step faces internal review for safety, environmental compatibility, and long-term sustainability.

    Ensuring Worker Safety and Training

    No process matters more than the safety of those who carry it out. Handling aromatic nitro compounds and esterifying agents brings an element of risk, from exposure to accidental spills. Every worker receives regular training and signs off on process-safety reviews. Our facility conducts routine drills—both for emergency response and for process upsets that require careful control. In time, we noticed that routine, hands-on drills reduced the frequency and severity of incidents. Learning from both near-misses and externally reported hazards forms a key loop in our ongoing safety culture.

    Quality Control: Beyond the Certificate of Analysis

    We view every quality release as a direct representation of our team’s work. In practice, that includes cross-checking raw data from HPLC or NMR machines, but also pulling random samples from finished lots for hands-on inspection. Years ago, a small out-of-spec impurity pattern escaped notice due to reliance on a single analytical method. That led us to institute layered controls: multiple analysts, diverse detection methods, and routine blind trials comparing against retained reference samples. We believe that consistency across multiple methods holds more value than over-optimizing for a single metric. Clients appreciate the thoroughness, because research and process development depend on the confidence that every bottle will perform identically.

    Real-World Impact: User Feedback Drives Improvement

    We welcome reports on everything from ease of weighing to performance in final formulations. In some projects, chemists reveal higher than expected dustiness, or a user might uncover previously unseen issues during storage in high humidity. Rather than treat these as nuisances, we view them as improvement opportunities. When filters clogged during a customer’s large-scale trial, a frank discussion prompted us to examine not only filtration aids, but upstream variables like precipitation rate and particle size distribution. Several tweaks later, the issue disappeared in subsequent shipments. This sort of hands-on adaptation only comes from a direct link between producer and user, the kind that avoids finger-pointing and gets to the root of the challenge.

    Documentation and Traceability—Essentials, Not Extras

    Teams involved in regulated industries expect full traceability from sourcing through to packaging and release. Each lot produced is linked to a complete paper trail, archived both electronically and in physical records. Internal audits frequently test our traceability, following each input from initial receipt through to finished product delivery. Find an issue and you’ll see corrective actions entered directly by process owners, not outside consultants. This approach supports investigations and process improvements, building confidence every step of the way.

    Responding to Shifting Research and Market Needs

    As new research directions emerge, from next-generation pharmaceuticals to advanced crop protectants, demand patterns for scaffold molecules shift continually. Requests come in for alternate grades—sometimes research, sometimes regulatory-compliant, other times for non-standard packaging due to sensitive handling requirements. Our flexibility grows from a network of communication linking R&D, production, and customer service directly. During the pandemic, for example, we faced demand spikes that reached well outside the usual pharmaceutical end markets. Shifts in solvent supply or handling requirements prompted rapid process adjustments, all built from broad cross-team cooperation rather than top-down management alone.

    Lessons Learned: Why Manufacturer Experience Matters

    Producing 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid at scale never unfolds as a neat, linear process. Each production campaign brings its own set of challenges, from starting material variability to unanticipated storage quirks. Success comes from the hands-on experience of operators, chemists, analysts, and support staff—all focused on the same outcome. We have set up internal mentoring so that learning passes on, not just through SOPs but through side-by-side work on the plant floor. Process knowledge builds batch by batch, analyst by analyst.

    Final Thoughts on Reliable Production

    Our company’s outlook on this compound is shaped by every shift worked, every process adjustment made, and every phone call with a user troubleshooting their own experiment or scale-up. We don’t see this as just another line item. Bringing 5-Methoxycarbonyl-2,6-dimethyl-4(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid from concept to real-world application means grappling with process challenges, responding to feedback, and investing in long-term relationships with clients. Every bottle shipped represents rows and rows of hard-won data, hours of focused labor, and a commitment to continuous improvement. Through openness and direct communication, real progress is made—one batch at a time.