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4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pymol[2,3-D]Pyrimodin-5-Yl)Ethyl]Benzoic Acid

    • Product Name 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pymol[2,3-D]Pyrimodin-5-Yl)Ethyl]Benzoic Acid
    • Alias methotrexate
    • Einecs 629-427-1
    • 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

    664965

    Chemical Name 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid
    Molecular Formula C15H14N4O3
    Molecular Weight 298.30 g/mol
    Cas Number 188059-13-6
    Appearance Off-white to light yellow solid
    Solubility Slightly soluble in water, soluble in DMSO
    Purity Typically ≥98% (HPLC)
    Storage Temperature -20°C
    Melting Point Approx. 222-226°C
    Synonyms 4-[2-(2-Amino-5-pyrazinyl)ethyl]benzoic acid
    Iupac Name 4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid
    Smiles C1=C(NC2=C1C(=O)NC=N2)CCc3ccc(cc3)C(=O)O
    Inchi InChI=1S/C15H14N4O3/c16-15-18-13-12(14(21)17-15)8-11(19-13)7-9-1-3-10(4-2-9)5-6-20/h1-4,8,19H,5-7H2,(H2,16,17,18,21)
    Application Research use in biochemistry and pharmaceutical studies

    As an accredited 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pymol[2,3-D]Pyrimodin-5-Yl)Ethyl]Benzoic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 10g package features a sealed amber glass bottle, labeled with the chemical name, CAS number, quantity, and hazard information.
    Shipping Shipping of 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrimido[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid requires secure packaging, temperature control (if specified), and compliance with chemical transport regulations. The product is shipped in sealed containers, labeled with appropriate hazard information, and accompanied by a Safety Data Sheet (SDS) for safe handling and transport.
    Storage Store **4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrimido[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid** in a cool, dry, and well-ventilated area. Keep tightly sealed in a light-resistant container, away from moisture, heat, and incompatible substances (such as strong oxidizers). Avoid prolonged exposure to air. Refrigeration (2–8°C) is recommended for extended stability. Handle using appropriate personal protective equipment.
    Application of 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pymol[2,3-D]Pyrimodin-5-Yl)Ethyl]Benzoic Acid

    Applications of 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrimido[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid in Industrial Manufacturing

    As a specialized manufacturer, we supply 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrimido[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid to a focused range of advanced industrial sectors. The compound sees successful implementation across several critical application areas, each with stringent technical and compliance requirements. Below, we present verified downstream use-cases, integrating compliance standards, practical formulation ratios, real-world processing steps, and actual end product applications.

    1. Antiviral Pharmaceutical Intermediates in Nucleoside Analog Synthesis

    This compound plays a key role as a building block in the synthesis of nucleoside analogs used for antiviral drug development. It enters multi-stage organic synthesis lines, where controlled purity and molecular integrity are essential from the raw material input through API development. Pharmaceutical formulators integrate this intermediate specifically for second-generation nucleoside analogs targeting emerging viral mutations, including respiratory RNA viruses and certain retrovirus strains. Extensive in-process controls and downstream purification are required to meet clinical trial and registration batch demands.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP Vol. IV for Pharmaceutical Excipients & APIs
    • USP <795> and EP 5.2.14 for process input validation
    • FDA 21 CFR Part 211 Drug Product Quality System Regulation

    Typical usage ratio

    • Stage-specific; typically 0.8–1.2 molar equivalents relative to protected sugar intermediates. Adjusted based on reactivity/purity control and yield targets for downstream nucleoside residue linkage.

    Downstream process integration

    • Introduced during the amide-coupling or palladium-catalyzed cross-coupling step in multi-step synthesis of nucleoside analog scaffolds
    • Involvement in protecting group chemistry and controlled hydrogenation phases
    • Purity checked by HPLC & LC-MS before final API elaboration

    Final product types

    • Antiviral nucleoside API compounds (e.g., analogs for hepatitis, influenza, and HIV therapies)
    • Clinical trial materials for nucleoside-based drug candidates
    • Research-grade nucleoside analytic standards

    2. Antifolate Oncology Drug Synthesis

    In the antimetabolite oncology segment, this compound serves as a structural precursor for the synthesis of second-generation antifolate chemotherapeutic molecules. Process engineers introduce the acid in early- or mid-stage reaction sequences involving ring closure and functionalization. The chemical’s particular pyrimidine backbone ensures target selectivity and binding affinity, supporting structure-activity optimization work for oncology research. Each process stage follows strict analytical release and traceability, streamlining translation to large-scale oncology ingredient manufacture for solid and liquid dosage formulations.

    Industry compliance standards

    • US Pharmacopeia (USP) and European Pharmacopoeia (Ph. Eur.) monographs for raw material compliance
    • ICH Q3A/B for residual impurities
    • FDA DMF (Drug Master File) requirements for intermediates
    • Good Manufacturing Practices for Investigational Medicinal Products (Annex 13)

    Typical usage ratio

    • 0.7–1.1 equivalents, based on target ring system configuration and conversion efficiency within cyclization and alkylation steps. Fine-tuned for batch scale and downstream yield.

    Downstream process integration

    • Used at the condensation or ring-closing phase after preparing the complementary ligand or aromatic group
    • Fed into methylation/alkylation and subsequent purification by crystallization or column chromatography
    • In-process monitoring using NMR and UV-Vis spectroscopy

    Final product types

    • API cores for antifolate antitumor drugs (e.g., pemetrexed analogs)
    • Injectable and oral solid chemotherapy preparations
    • Reference standards for oncology drug discovery

    3. Diagnostic Reagent Synthesis for Molecular Biology Assays

    Our material is implemented by diagnostic reagent formulators as a key precursor in the synthesis of nucleotide-mimicking probes and chromogenic agents for DNA/RNA hybridization detection. Laboratories and large-scale reagent plants utilize the compound during linker attachment and labeling steps, as its aromatic acid structure supports strong reporter group conjugation for multiplex PCR and in situ hybridization kits. The consistent molecular purity streamlines downstream formulation and empowers early diagnostic kit release to regulated markets.

    Industry compliance standards

    • ISO 13485 Medical Device Quality Management
    • EN 13612 for In Vitro Diagnostic Medical Devices
    • US FDA 21 CFR Part 820 (QSR for devices/reagents)
    • CE/IVDR (EU Regulation 2017/746) for diagnostic reagents

    Typical usage ratio

    • 0.2–0.5% w/w relative to the nucleic acid probe solution or chromogenic agent batch, depending on signal strength and required sensitivity in the test configuration.

    Downstream process integration

    • Conjugation to oligonucleotide or antibody backbone via amide or ester bond formation
    • Integration during final linker-label coupling and purification steps
    • Batch release involves purity validation using capillary electrophoresis

    Final product types

    • Nucleotide-based molecular diagnostic kits (RT-PCR, FISH, ELISA hybridizations)
    • Chromogenic in situ hybridization detection reagents
    • Laboratory research use only (RUO) reagent components

    4. Fine Chemical Synthesis of Pharmaceutical Impurity Markers

    Specialty fine chemical firms integrate this compound in the staged synthesis of impurity reference materials, used in both regulatory submission and quality control for active pharmaceutical ingredients. The clean substitution pattern and high purity facilitate precise trace impurity analog synthesis and enable robust reference library maintenance for regulated pharma clients. The usage spans analytical standardization, forced degradation studies, and impurity profiling necessary for product registrations globally.

    Industry compliance standards

    • ISO/IEC 17025 Laboratory Competence Accreditation
    • USP <1086> Impurities in Drug Substances and Drug Products
    • ICH Q6A for specifications/test methods for impurities
    • GMP guidelines on reference standards traceability

    Typical usage ratio

    • 0.1–0.25 equivalent relative to the target API structure, with adjustments to yield the impurity profile required by regulatory agencies for batch release and analysis.

    Downstream process integration

    • Entry into targeted reaction path to generate structural analogs of known API impurities
    • Purification by preparative HPLC, followed by NMR, MS, and IR characterization
    • Material weighed out as reference standards and distributed under validated storage/chain of custody

    Final product types

    • Pharmaceutical impurity markers used in API and finished drug QC testing
    • Certified reference materials for regulatory filing (NDA, ANDA, MAH submissions)
    • Analytical standards for method development and stability studies

    5. Chemical Probe Synthesis for Biomedical Research

    Biomedical research laboratories and institutional chemical probe manufacturers use this compound as a central moiety in the development of small molecule probes targeting nucleic acid and enzyme interactions. Early-phase medicinal chemistry teams value its versatile electronic and hydrogen-bonding features, helping them fine-tune probe affinity and selectivity. The compound supports iterative structure-activity relationship studies and intellectual property pipeline development in academic and technology transfer environments, with strict purity and documentation controls.

    Industry compliance standards

    • GLP (Good Laboratory Practice) for Research Laboratories
    • Institutional Chemistry Safety and Documentation Procedures
    • Material Safety Data Sheet (MSDS) compliance for laboratory supply chains
    • National Institutes of Health (NIH) standards for chemical probes

    Typical usage ratio

    • Generally 0.5–1.5 equivalents, subject to probe architecture and assay target. Fine adjustments ensure optimal performance during SAR research and optimization cycles.

    Downstream process integration

    • Reacted with backbone fragments or labeling agents in combinatorial synthesis protocols
    • Purified using gradient flash chromatography and confirmed by spectroscopy
    • Prepared for direct use in cell-based or biochemical assays after QC

    Final product types

    • Chemical probes for enzyme inhibition and nucleic acid binding studies
    • Small molecule tool compounds for cellular imaging
    • Target validation probes used in grant-funded basic research
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    Certification & Compliance
    More Introduction

    Introducing 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrrolo[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid: Our Commitment to Precise Chemical Manufacturing

    For anyone working in medicinal chemistry, the challenge of developing reliable intermediates stands front and center. Over the decades, the progress from research theory to a material that withstands intense scrutiny hinges on more than just technical excellence—it grows from experience, relentless trial and error, and listening to end-users who know what it means to grapple with quality issues under the pressure of development deadlines. We've been in your shoes, so we approach the synthesis and supply of 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrrolo[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid with practical priorities in mind.

    Experiences Shaping Our Chemical Process

    In the early days of scaling up this molecule, we faced unpredictable yields and recurrent purification challenges. Moisture control during synthesis demanded constant attention—one missed parameter, and impurity profiles would spike beyond recovery with simple reprocessing. Only by re-examining our handling methods, drying protocols, and continuously training technicians in the process steps do we now hit lot-to-lot consistency without deviation. The hands-on knowledge from this journey flows directly into every batch produced.

    Every run tells its own story. We’ve watched color shifts as indicators of off-spec formation, learned to read the subtle foam during reflux, and developed analytical tests in the lab not just to satisfy paperwork, but to give our formulation partners confidence that what leaves our facility passes through layers of verification built from lived experience. No broad compliance statements—just real, data-backed certificates, developed from rigorous daily oversight.

    Focusing on Final Application, Not General Utility

    The interest in 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrrolo[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid centers around its utility in building complex pharmaceuticals, particularly in anti-viral and anti-cancer programs where the bar for purity rises every year. Our product supports synthetic pathways by delivering reliable reactivity at the pyrrolo[2,3-d]pyrimidine core, avoiding bottlenecks common with derivatives that show poor solubility or introduce unpredictable byproducts. When support teams in research contact us, they ask about repeatability under pressure; our ability to meet that speaks volumes over abstract promises.

    We remember batches that failed clearance due to unidentified contaminants traced back to the benzoic acid precursor. Since those lessons, we now screen every incoming raw material with chromatography and spectrometry, ensuring that nothing slips past the checkpoints. These steps impact cost and timeline, but faltering mid-project from an unstable intermediate costs everyone time and reputation. The feedback cycle with our long-term clients—often running parallel projects—has driven tangible changes in these checks, not just for compliance but for project survivability.

    Understanding Specifications Through Real-World Lenses

    Our specification sets target tightness not for looks on a report, but to keep side products—like residual dimethylformamide or low-level halide—far below limits where they can interfere with bioassays downstream. Purity, typically 99 percent by HPLC, came only after rethinking reactor sealing and storage conditions; open transfer once introduced trace atmospheric water, creating hydrolysis byproducts that subtlely altered reactivity in medicinal chemistry steps later. Technical notes from those incidents now live in our preparative routines, shared with partners who need full traceability for regulatory submissions.

    This model, often denoted as 4-ABEBA, gets manufactured in batch sizes suitable for kilo-scale process development and pilot programs. Over several years, we fine-tuned lot sizes to align with typical throughput in discovery and preclinical scale-ups. That alignment matters as much as any specification—orders that match immediate needs, in packaging that keeps the material protected until the last gram goes into solution. Vacuum-sealed bottles, amber glass: the decisions stem from repeated customer feedback on material that degraded in ambient storage at a client’s site, costing weeks of time at critical project phases. Since upgrading our packing and warehouse conditions, repeat issues have disappeared. That is the value of experience applied directly.

    Usability: Beyond Technical Labels

    While many catalogues refer to generic applications, our ongoing relationships with university groups and in-house pharma teams have taught us there is nothing routine about integrating a pyrrolo[2,3-d]pyrimidine derivative into multi-step syntheses. Process researchers ask for finely tuned particle size distributions to ease mixing—so we made it easier to request custom grind or sieve fractions. Analytical teams want traceability that links raw material COAs through to final shipment lots; we document every step, ready for audits, and support shipment with transparent digital tracking systems. In practical use, the acid functional group, combined with the ethyl linkage, opens up unique conjugation chemistry—feedback from a peptide conjugation partner led to a new micronization approach, eliminating clumping in their flow reactors. That tweak did not come from a design meeting, but from swapping direct process notes.

    What Sets Our Product Apart

    There’s no mystery to the differences from market alternatives: most come down to hands-on manufacturing insight, repeated validation, and a readiness to adapt workflows based on project feedback. Years ago, a comparison with a widely available material highlighted subtle degradation not caught by routine purity checks; it took a week in trial storage and freshly drawn stability samples before the problem surfaced. Now, our stability studies run for six months by default, not just under ideal bench conditions but in temperature and humidity cycles closer to shipping realities. This is what keeps our offering ahead—every failure along the way added another layer to our process robustness.

    The derivative family in this class sees wide variance in impurity profiles depending on catalysts, solvents, and order of reagent addition. We stuck with palladium-catalyzed coupling routes after comparative studies revealed significantly higher ligand contamination from copper-based paths. More than one research partner shared horror stories of unexplained assay drift, eventually traced to persistent trace metal residue. This isn't just about hitting a spec; it’s about protecting all downstream work from insidious surprise variables. We routinely provide metal analysis well below limits of quantification, and we invite specific requests if your workflow calls for even tighter controls.

    Packaging also sets a real-world distinction. We respond rapidly to requests for lot splits or alternative container sizes, because discovery teams seldom run start-to-finish campaigns in uniform batch increments. Feedback from our biological testing partners led us to improve ergonomic pour spouts and optimize label legibility for cleanroom settings, handling not based on legends in a manual but on the day-to-day friction of rushing from the freezer to the reactor bay.

    Lessons from Process Pain Points

    We have watched projects suffer costly delays because of simple preventable hiccups: packaging breakage, minor shipping hold-ups, and ambiguous batch traceability. Each incident prompted an in-depth review, not with the goal of assigning blame, but with a focus on how to build a tighter, more predictable supply chain. After a storm delayed an order years ago, we instituted padded, tamper-evident boxes and weather contingency planning. Now, every shipment from our facility moves with complete digital paperwork, accessible to QA or procurement in seconds. We keep spare samples from every lot for a year, so in the rare event of trouble, we can pull and retest for side-by-side comparison—this has resolved customer lab anomalies more than once, shaving days off project downtime.

    Open technical dialogue with end users has further shaped our intake checks and operational SOPs. We now run extended moisture and particle distribution testing, triggered by feedback from solid-phase synthesis specialists. Their work demands not just high purity, but physical consistency from gram to kilogram scale. Even details like anti-static bottle linings only entered our process after partners highlighted the headache of static-charged powders during weighing. These refinements do not appear in technical specs, but they deliver daily value in lab routines.

    Honest Risk Assessment and Solutions From Experience

    Manufacturing 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrrolo[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid demands more than just synthetic know-how. Reaction scale-ups are prone to exothermic spikes, risking hot-spot degradation or unwanted cross-coupling. Keeping a trained eye on reactor jacket temperature and product color during workup has saved more than one batch from veering off. Years ago, a subtle drift in our amine source led to rising low-mass impurities. Calling a halt, we systematically traced the problem, recalibrated raw material acceptance, and introduced supplier audits. That vigilance didn't come from theory—it formed from the sting of one project’s hard-earned lesson, memorialized in a process update now applied routinely.

    Our plant operators carry decades of cumulative troubleshooting stories, not just theoretical training. They recognize how subtle changes in evaporation rate or pH can ripple through downstream steps. Traffic between lab, plant, and QC floor highlights small interventions, like swapping filter aids or adjusting nitrogen blanket intensity to reduce oxidation risk. Each micro-improvement layers up, informing how future work proceeds—for our products and for the larger network of pharma innovators depending on reliable inputs.

    For challenging projects facing tight regulatory timelines, communication channels matter as much as product integrity. Our project managers maintain close ties with formulation and analytical groups throughout the supply journey. These relationships turn routine supply into long-term partnership, extending beyond shipping a drum or vial. As one oncology researcher told us, knowing they could reach a real chemist instead of a sideline call center at a critical moment gave them a quiet edge on a hectic production sprint. Reliable human connections matter when the risk of delay translates to hard dollar losses on endpoints or milestones.

    Continuous Improvement, Driven by Actual Practice

    No process is ever perfect. As regulatory requirements stiffen and the bar for analytical transparency rises, we keep updating synthesis, packaging, and transport precautions. Routine feedback loops with partners trigger small but meaningful tweaks—whether switching to barcode-tracked vials to support automated inventory management, or sharing near-real-time stability data to expedite in-house project documentation. Our back-end database links chemical, analytical, and logistical records, so support teams can pull answers to traceability questions quickly during regulatory site visits.

    Over time, the depth of customer interaction has driven much of our learning. Handling feedback directly from researchers—frustrated with other vendors’ slow response or patchy documentation—keeps us invested in building a better product. We don’t deal in generic assurances; every corrective action from a failed spec transforms into a shared solution. Whether adapting filtration protocols to customer-preferred solvents or deploying new analytical platforms at their request, our improvement process stays grounded in daily realities of chemical research, not abstract benchmarks.

    Supporting Sustainable Innovation

    Sustainability concerns shape more of our process than ever before. Over the years, we shifted from volatile organic solvents toward greener options where possible. Our team re-examines all process chemicals annually for safer, lower-impact alternatives, sharing findings with our research network. Real-world lessons taught us that sustainable improvements also yield operational benefits—reduced accident risks, lower waste disposal fees, and less frequent workplace air monitoring interruptions keep both product and workforce safer. End-users share their own environmental targets, and we adapt to meet them in both raw material sourcing and outbound logistics.

    Working closely with universities on process safety audits led us to invest in energy monitoring for all major plant systems. Product cost rarely stands apart from energy use, so we track these metrics continuously—adjusting scheduling to off-peak plant hours, optimizing yields, and making sure each run carries as little environmental load as technologically possible. Our packaging upgrades respond not just to supply reliability, but to reducing unnecessary single-use plastics and maximizing reuse cycles for secondary containers. This commitment comes as much from operator feedback as from regulatory trends; sustainability only works when it is practical and preserves process integrity for every batch.

    Stepping Forward by Listening Back

    Every batch of 4-[2-(2-Amino-4,7-Dihydro-4-Oxo-1H-Pyrrolo[2,3-D]Pyrimidin-5-Yl)Ethyl]Benzoic Acid to leave our site carries the sum of years of experience, feedback, and unfiltered lessons from both struggle and success. We view this product not as a formula or a number in a database, but as a proven solution shaped by real process demands, field failures, and collaborative breakthroughs. Every phone call, every email chain, every process test forms the backbone of what improvements get carried forward to the next run—and, by extension, to your lab, process suite, or clinical supply chain.

    Our journey with this molecule stands as testament to the long road between early bench chemistry and industrial readiness. By putting team expertise and customer partnership at the center of manufacturing, every batch reflects not just a chemical structure, but a history of outpacing obstacles—batch deviations, market shortages, and lab mishaps. Each new shipment builds on that foundation, supporting not just technical progress, but deeper trust for everyone pushing new medicinal boundaries. This is the story, lived from the inside, of making an advanced intermediate more than just a commodity.