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N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester

    • Product Name N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester
    • Alias BBE-IM
    • Einecs 616-326-0
    • 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

    168194

    Chemical Name N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester
    Molecular Formula C11H18Br2N5O5P
    Molecular Weight 523.08 g/mol
    Appearance White to off-white solid
    Purity Typically >98%
    Storage Temperature 2-8°C (Refrigerated)
    Solubility Soluble in DMSO, slightly soluble in water
    Synonyms Phosphonic acid, N,N'-bis(2-bromoethyl)- (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester
    Application Research in pharmaceuticals and chemical biology
    Boiling Point Decomposition before boiling
    Hazard Codes May cause skin and eye irritation

    As an accredited N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester

    Applications of N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester in Industrial Manufacturing

    As the original manufacturer, we support global industrial clients with this specialized phosphonic acid derivative in advanced downstream applications requiring precise compliance, functional group integration, and robust process control. Below, we present authentic, distinct industrial sectors where our material serves crucial roles, with detailed information on established compliance standards, dosage guidelines, downstream procedures, and representative final products.

    1. Pharmaceutical Intermediate for Anticancer APIs

    Our compound is widely used as a key intermediate in the synthesis of targeted anticancer active pharmaceutical ingredients, particularly those containing bromoethylphosphonate and nitroimidazole moieties. Its dual functionality enables direct incorporation into side-chain construction during multi-step synthesis, essential for molecular targeting and bioconjugation in advanced chemotherapeutic compounds. Rigorous trace-level impurity control and full traceability are required throughout production to ensure downstream API batch consistency.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • European Pharmacopoeia (Ph. Eur.) monographs for pharmaceutical intermediates
    • US FDA cGMP 21 CFR Part 210/211 (for API precursor use)
    • WHO GMP guidelines for APIs and intermediates

    Typical usage ratio

    • Employed at 1.2–1.5 molar equivalents with respect to the core backbone in API synthesis; precise ratios based on target substitution yield, usually 0.5–3% by weight in total batch mass

    Downstream process integration

    • Introduced during early-stage or penultimate steps as a protected phosphorus source for bromoethylation and phosphonic acid functionalization via nucleophilic substitution, followed by deprotection and condensation with other heterocycle intermediates

    Final product types

    • Cytotoxic agent precursors
    • Bifunctional anticancer API cores (e.g., hypoxia-targeting nitroimidazoles, alkylating agents)
    • Highly selective bioconjugates under clinical and preclinical pharmaceutical development
    • Specialty reagents for radiopharmaceutical API synthesis

    2. Synthesis of Organophosphorus Flame Retardant Additives

    Our product is a critical building block in manufacturing advanced organophosphonate-based flame retardants used in engineering plastics and fibers. The brominated phosphonic acid skeleton provides efficient thermal release of phosphoric acid and radical scavenging during combustion, directly influencing the flame-retardant grade of polyamide and polyester systems. Manufacturers precisely monitor dosing to maintain flame retardancy without compromising mechanical performance or processability of polymers, meeting international fire safety regulations.

    Industry compliance standards

    • UL 94 (Standard for Flammability of Plastic Materials)
    • REACH Regulation (EC) No 1907/2006 for restricted substances in flame retardants
    • OEKO-TEX Standard 100 for textile additives
    • EN 13501-1 (Building materials classification for fire performance)

    Typical usage ratio

    • 1.0–7.5% by weight in base resin formulations for PA6, PA66, PET, or PBT, tuned according to target V0/V1 rating in the final polymer compound

    Downstream process integration

    • Added directly during pre-polymerization or melt compounding of engineering thermoplastics with high shear mixing; can also be introduced via masterbatch for pelletizing or spinning in fiber finishing lines

    Final product types

    • Flame-retardant engineering resin compounds (e.g., glass-fiber filled PA66 for electronics housings)
    • Halogenated flame-retardant PET or PBT for automotive components
    • Fire-retardant technical fibers for protective textile applications
    • UL-certified flame-retardant films and sheets

    3. Cross-Linking Agent in Specialty Epoxy Resin Systems

    This phosphonic acid derivative is selectively applied as a cross-linking and chain-modifying component in epoxy and epoxy-phosphonate hybrid resin formulations. Its bifunctional structure with both alkyl bromide and phosphonic acid enables covalent integration into the network through nucleophilic substitution and condensation with epoxide or amine hardeners. The result is an improvement in flame retardancy, adhesion, and electrochemical resistance, which are key for applications such as printed circuit boards and industrial coatings where compliance and property control are critical.

    Industry compliance standards

    • IEC 61249-2-21 for base materials in printed circuit boards (halogen-free requirement)
    • RoHS Directive 2011/65/EU (for use in electrical/electronic products)
    • ASTM D1654 (coatings for corrosion protection)
    • Environmental ISO 14001 (chemical process management)

    Typical usage ratio

    • 0.8–2.5 parts per hundred resin (phr) by weight, optimized based on the desired level of flame retardancy and dielectric property balance

    Downstream process integration

    • Dispersed into the epoxy prepolymer or hardener blend prior to casting or lamination under vacuum or in-situ polymerization, followed by controlled curing schedule to obtain uniform cross-link density and phosphorus incorporation

    Final product types

    • Halogenated flame-retardant printed wiring boards for electronics and communications
    • Protective epoxy coatings for oil & gas, marine, and industrial steel surfaces
    • High-performance composite laminates for automotive and aerospace structures
    • Resin modifiers for advanced adhesive formulations

    4. Ligand Precursor for Metal Complex Catalysts

    This material serves as a precursor for synthesizing phosphorus- and nitrogen-containing ligands, essential in producing coordination catalysts for a variety of organometallic processes. The presence of both phosphonic acid and imidazole functionalities permits subsequent conjugation and chelation with transition metals, improving selectivity and reaction kinetics in applications such as polymerization, cross-coupling, and fine chemical synthesis. Downstream producers adjust ligand dosage to tailor catalytic activity and stability per reaction system, with strict oversight on residuals and metal content.

    Industry compliance standards

    • BASF internal ligand specification protocols
    • OECD Guidelines for Testing of Chemicals (Catalyst evaluation)
    • ISO 9001 quality management for catalyst production
    • Custom QC standards for trace element and purity analysis

    Typical usage ratio

    • Ligand typically prepared at 0.1–2.0 mol% relative to metal center in the catalyst system, with precise quantities adjusted to optimize conversion efficiency and turnover frequency

    Downstream process integration

    • Converted into phosphonic acid or imidazole ligand, then complexed with metal salts such as Pd(II), Ni(II), or Cu(I) under controlled pH and temperature in batch reactors; the resulting catalyst is isolated, purified, and introduced into bulk or fine chemical reactors

    Final product types

    • Polymerization catalysts for specialty polyolefin or vinyl polymer production
    • Transition metal cross-coupling catalysts for agrochemical intermediates
    • Fine chemical intermediates via catalytic C–N or C–C bond formation
    • Homogeneous or heterogenized catalyst systems for research or industrial process scale-up

    5. Intermediate for Synthesizing Radiolabeling Reagents

    This phosphonic acid derivative is employed by advanced diagnostic reagent manufacturers as a starting reagent for the synthesis of bifunctional chelators and radiolabeling agents. The molecule's structure supports functionalization strategies required for subsequent conjugation to biomolecules or polymers, forming complexation sites for radioisotopes used in PET and SPECT imaging. Strict radiopharmaceutical quality assurance requires batch-level documentation and impurity profiling to avoid cross-contamination and guarantee radiochemical purity.

    Industry compliance standards

    • Pharmaceutical Inspection Co-operation Scheme (PIC/S) GMP Guide for medicinal radiopharmaceuticals
    • USP Chapter <825> (Radiopharmaceuticals—Preparation, Compounding, Dispensing, and Repackaging)
    • ISO 13485 (Quality management for medical device production, including radiolabels)
    • European Pharmacopoeia 8.0, 5.19 (Radiopharmaceutical Preparations)

    Typical usage ratio

    • Applied at 0.5–1.5 molar equivalents in stepwise bioconjugation, with total reagent input typically representing 0.1–2.0% of batch weight depending on labeling molecule size

    Downstream process integration

    • Reacted in precursor functionalization stages prior to chelation or conjugation with peptides/proteins; subsequent radiolabeling takes place under inert conditions, followed by purification, filtration, and aseptic formulation

    Final product types

    • Bifunctional chelating agents for 68Ga, 99mTc, or 177Lu labeling
    • Radiotracer kits for clinical PET or SPECT diagnostics
    • Radiolabeled peptides or antibodies for targeted imaging
    • Diagnostic agent precursors under regulated isotope supply programs
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    More Introduction

    Unlocking Advanced Applications: N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester

    Raising the Bar in the World of Specialized Chemical Synthesis

    Chemists rarely forget the moment they realize how much hinges on the right choice of reagents. A misstep in picking speciality building blocks can stall a project for months. Take N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester, for example—long name, but behind the name sits a tool that opens up routes other reagents only hint at. You spot its value every time you confront gnarly synthesis challenges, especially in the overlapping puzzles of medicinal, agricultural, and advanced materials chemistry.

    This compound lands at a rare intersection. It takes the core structure of a diamino phosphonic acid, which brings phosphorus functionality into play, and links it to a bromoethyl moiety notorious for versatile alkylation. Yes, you can find plenty of bromoethyl phosphonates, but most lack the crucial nitro-imidazole feature, which carries unique redox and bio-targeting properties. If your research follows the trail of hypoxic targeting, radiosensitization, or site-specific delivery, you’ll know that (1-Methyl-2-Nitro-1H-Imidazol-5-Yl) derivatives have a habit of outperforming less-refined groups.

    What Sets This Molecule Apart?

    A lot of commercial options in chemical synthesis offer either bromoethyl functionalization or phosphonic acid derivatives, but rarely combine both. Most products keep these two functions separate, because merging them creates significant hurdles during synthesis. The backbone here carries bromoethyl chains on both nitrogens, enabling further downstream functionalization. This matters for folks in preclinical drug development or those building radiotracers, where late-stage modification helps adapt lead structures without the agony of starting from scratch.

    Digging into the specifics, the structure slots in a (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester core. This feature sets it miles apart from plain phosphonic derivatives. Nitro-imidazoles often act as bioreductive triggers, lighting up only in low-oxygen environments such as tumor cells. Over time, many chemists working on imaging probes and prodrugs learn to trust this group for selectivity, especially after plowing through stacks of less-discriminating alternatives. You start to see better signal-to-background ratios, and—crucially—reduced off-target effects.

    No one likes fussing with poorly soluble intermediates, yet this ester offers improved solubility, especially in polar organic solvents. Most phosphonic acids run into problems around reactivity and handling. Here, the methyl ester modification saves hours by bypassing solubility headaches. You can quietly get to work without waiting for something to dissolve; this practical feature gets more appreciation in busy labs juggling multiple projects.

    Sharpening the Edge in Radiochemistry

    Nitroimidazole derivatives grabbed headlines in the radiopharmacy field because they latch on selectively to hypoxic tissue, which plays a critical role in imaging cancers or targeting diseased cells with radionuclides. In practice, adding bromoethyl groups further opens a route for radiolabeling—especially with isotopes like 18F via nucleophilic substitution. Colleagues often complain about the fickleness of radiolabeling reactions. This bromoethyl ligand, attached via a sturdy phosphonic acid framework, allows for direct and controlled introduction of isotopic labels. Instead of wrestling with low-yielding, error-prone routes, chemists using this reagent tend to remark on more predictable outcomes.

    If you’ve spent time in PET radiotracer design, you know the drag of finding building blocks that combine reactivity, selectivity, and post-labeling stability. While some mainstream precursors degrade or isomerize during synthesis, the robust chemistry of the phosphonic framework shields sensitive sites, minimizing unwanted byproducts. For those targeting imaging or therapeutic applications where consistency rules, this means fewer waste runs and less frustrating troubleshooting.

    Phosphonic Acid Elements: Broadening Functional Ground

    The importance of phosphonic acids in organophosphorus chemistry can’t be overstated. Their use goes beyond medicinal interests. Agriculture, catalysis, and material sciences all pull benefits from their strong chelating ability, bioactivity, and the durability they lend to linkers or surface modifiers. Picture the application in soil amendment agents, flame retardants, or as backbone modifiers for advanced polymers. A bromoethyl handhold offers an entry for further functionalization, so this compound isn’t just for biomed junkies, but also fits those dreaming up smarter coatings or adhesives, or simply anyone interested in phosphorus chemistry’s many faces.

    Many traditional phosphonic acids lack the dual functionality seen here. Usually, you end up with either a purely bromoethyl-substituted backbone or an untouched imidazole base. Combining them unlocks access to derivatives that bridge bioactivity and customizable reactivity. That’s where researchers stretching into interdisciplinary projects see these hybrids as major time-savers. Customization options increase, while the core design keeps properties predictable. Streamlining synthetic steps, especially when budgets dictate fewer iterations, turns into real savings—no small deal in tough funding cycles.

    Evolved Applications in Medicinal Research

    For biochemists and drug developers, the introduction of nitro-imidazole features marks a turning point. These compounds go to work inside hypoxic tissues, showing up in cell lines where standard prodrugs fall flat. We’ve learned a lot from clinical and preclinical studies focusing on nitroimidazole-tagged compounds. They tend to accumulate in low-oxygen tissues, which means they play a central part in precision drug delivery. Adding bromoethyl-phosphonic handles allows further tailoring, so the molecule can anchor labels, trigger reactions, or shift pharmacokinetic profiles.

    Modern cancer therapies demand site-specific activation. I recall several research rounds wrestling with prodrugs activated by normal metabolism, only to see side effects climb. Shifting to nitroimidazole scaffolds meant selective activation took front seat, shrinking off-target toxicity. Chemically, this dual handle design—nitroimidazole plus diaminophosphonic acid carrying bromoethyl substituents—simplifies the task of attaching diagnostic or therapeutic companions.

    Where earlier options faltered, this compound provides options. For instance, in antibody-drug conjugates where clever linkers matter, or in antimicrobial research focusing on drug-resistant anaerobes. Flexibility becomes the game. Experienced teams prize molecules that play several roles, lowering the number of intermediates to track and purify. Here, researchers benefit from reliability; there’s less unpredictability in bioactivation and downstream reactivity.

    Fine-Tuning the Synthetic Approach

    Practical chemistry values synthetic access and reproducibility. A lot of diaryl or dialkyl phosphonic acids often challenge even seasoned chemists because of side-product headaches or uncooperative intermediates. From draft protocols to scale-up, the sought-after N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester offers more forgiving handling. The methyl ester group resists premature hydrolysis—who hasn’t lost a batch to untimely deprotection?

    Routine purification can be rough with similar molecules. Sticky tars or byproducts that defy isolation often drag out timelines. Thanks to pronounced solubility improvements and a streamlined ester group, this candidate shifts isolation towards routine. This benefits contract research centers and small start-ups alike, those with limited time and glassware, yet high output demands. Even in academic settings, where students cut their teeth on multi-step synthesis, the ease of handling here encourages deeper experimentation and reduces bottlenecks.

    Environmental Responsiveness and Safety Considerations

    R&D circles pay more attention now to environmental metrics around chemical reagents. The presence of a stable phosphonic acid backbone influences not just the compound’s application but also its environmental fate. Unlike more volatile or unstable halogenated reagents, this molecule leans towards lower volatility and slower environmental mobility. The methyl ester prevents quick leaching, reducing risk of unintended environmental spread during lab mishaps or long-term storage mishaps.

    Anyone working with bromoethyl groups knows the need for careful control, especially considering the potential for alkylating off-targets. By positioning this functionality on a comparatively intransigent phosphonic core, researchers minimize unwanted side reactions and improve worker safety during handling. It’s not just about chasing yield—they also track exposure thresholds and downstream byproduct behavior. By refining product design, both academic and industrial picks support safer, more predictable experimentation without sacrificing functional ambition.

    Improving Workflow and Research Timelines

    Sometimes it takes the right reagent to shift a slow-moving project into high gear. In practical terms, using this specialty ester means shorter iterative cycles in medicinal chemistry campaigns. Teams working under tough project deadlines often juggle several molecular variants. Not needing to resynthesize the entire backbone at every stage saves both time and resources. Every medicinal chemist learns, often through trial, the domino effect a difficult-to-modify core can have. Once a scaffold supports rapid attachment or substitution, projects flow smoother, delivering publishable results or development candidates at rates regulators and funding bodies appreciate.

    Many veterans recall the frustration with standard imidazole or phosphonic alternatives. Sporadic yields, complicated purification, poor downstream activity—all invite troubleshooting. Here, the robust blend of a nitroimidazole anchor with flexible phosphonic handles shortens synthetic plans. It also throws open doors for easy adaptation. Small biotech firms, spun from academic labs, often tell the same story: easy-to-tune intermediates move quickly from bench to data room, impressing early investors. The compound’s performance as a molecular connector, linker, or reactive synthon keeps project velocity high.

    Comparison With Mainstream Alternatives

    Most researchers trained in large-scale or clinical settings have compared all manner of bromoethyl derivatives and imidazole-based reagents. While both have merits alone, their interaction within a single molecule creates synergy not found in older solutions. Mainstream bromoethyl compounds favor alkylating reactivity, but lack directionality in targeting. Imidazole cores, particularly the nitro-methyl variants, provide biological cues but falter in structural modification. Marrying both under a phosphonic acid umbrella closes gaps between chemical reactivity and biofunctionality.

    Compared to linear or mono-functional analogues, this compound proves more adaptable. Where some reagents allow only a single modification step, here you see dual handles—two bromoethyl arms—catering to complex architectures in drug, tracer, or material synthesis. Researchers value a single molecular platform able to unlock several synthetic transformations. Looking at published studies on biomarker targeting or hypoxic radiosensitizers, it’s plain those projects move faster with multi-functional designs. The molecule matches that push for versatility.

    A plain bromoethyl imidazole might serve in one application, yet struggle with stability when exposed to water or air. Many discover these weak points only after scale-up. The methyl ester buffer slows down degradation, making batch production more sensible. The switch from basic or easily hydrolyzed intermediates to a more fortified phosphonic ester drops the number of rejected runs. Academic and commercial labs benefit, cutting both waste and labor hours.

    Pushing Beyond the State-of-the-Art

    Expectations have shifted in chemical research. No team wants to spend precious cycles compensating for the shortcomings of their core reagents. Over time, I’ve seen teams embracing this compound dodge issues that previously ate up whole weeks of troubleshooting meetings. This reagent builds in both selectivity and versatility, matching the new demands of interdisciplinary and translational science.

    Modern project teams, assembling researchers from organic, analytical, and applied backgrounds, converge on shared pain points: how to avoid redundant steps and minimize risk of failure. A multifunctional molecule like N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester gives each member more control. Whether improving drug-dye conjugates, building smarter sensors, or fabricating niche polymer materials, the flexible design slots straight into diverse pipelines.

    Sourcing and Quality Considerations

    With specialty reagents, sourcing quality counts just as much as clever design. In my own experience, unspecified grades or poorly characterized intermediates sink projects faster than flawed ideas. This molecule, though not as broadly available as basic lab staples, tends to draw from well-controlled synthetic routes with consistent profiling: clear structure determination, batch reproducibility, and traceable impurity levels. Credible suppliers will offer supporting data, which means less second-guessing analytical results on the bench.

    Researchers working under tight regulatory scrutiny, especially those bringing compounds near clinic-ready status, look for traceability and supportive documentation. Access to reference spectra, batch logs, and impurity profiles supports regulatory compliance without interrupting innovation. In an era where cross-disciplinary projects rule, trust in reagent consistency empowers risk-taking, enabling new concepts to move forward—and perhaps, reach that next career-defining published result.

    The Takeaway for Future Innovation

    Looking at N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester, I see a tool that keeps up with a new era of chemical research. It rewards those tackling demanding synthetic routes, delivering reliable modification points, tailored bioactivity, and usability that makes complex chemistry more accessible. Instead of forcing workflows around basic or single-purpose reagents, this compound meets the labs where they are today: diverse, fast-paced, and often crossing the lines between biology, medicine, and materials science.

    Solutions rarely come neatly packaged in chemistry. The real answer is often creative application and reliable building blocks. With this compound, researchers find the features missing from simpler analogues: dual bromoethyl reactivity, a bioactive nitroimidazole tether, and a forgiving methyl ester at the helm. All these come together in a package that bridges fundamental design and pressing application needs. It signals a design philosophy where function and adaptability drive innovation, not just rote synthesis or incremental improvement.

    Research will always present stumbling blocks—uncooperative reactions, puzzling data, surprise byproducts. By working with thoughtfully designed molecules, like this one, teams free themselves to chase bolder targets. The growing shift towards multi-disciplinary, application-driven research demands reagents that enable, not obstruct, progress. N,N'-Bis(2-Bromoethyl)Diaminophosphonic Acid (1-Methyl-2-Nitro-1H-Imidazol-5-Yl)Methyl Ester stands out because it answers that call, translating imaginative ideas in the notebooks into measurable results in the lab.