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HS Code |
149657 |
| Cas Number | 296-35-5 |
| Molecular Formula | C9H24N4 |
| Molar Mass | 188.32 g/mol |
| Iupac Name | 1,4,8,12-Tetraazacyclopentadecane |
| Appearance | White to off-white solid |
| Melting Point | 116-119 °C |
| Solubility In Water | Soluble |
| Density | Approx. 1.08 g/cm³ |
| Pka | 10.1 (for typical secondary amine groups) |
| Synonyms | Cyclam, Cyclen-15 |
| Structure Type | Macrocyclic tetraamine |
| Ec Number | 206-064-6 |
| Smiles | C1CNCCNCCNCCNC1 |
| Inchi | InChI=1S/C9H24N4/c1-2-10-4-5-12-7-8-14-9-6-11-3-1/h10-14H,1-9H2 |
As an accredited 1,4,8,12-Tetraazacyclopentadecane factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The chemical, 1,4,8,12-Tetraazacyclopentadecane, is supplied in a sealed 25g amber glass bottle with a tamper-evident cap. |
| Shipping | 1,4,8,12-Tetraazacyclopentadecane is shipped in tightly sealed containers, protected from moisture and direct sunlight. It should be handled as a chemical substance, following all safety regulations, including proper labeling and documentation. Appropriate segregation from incompatible materials and compliance with local, national, and international transport regulations are required during shipping. |
| Storage | 1,4,8,12-Tetraazacyclopentadecane should be stored in a tightly sealed container, away from moisture and direct sunlight, in a cool, dry, and well-ventilated area. Avoid exposure to strong oxidizing agents. Label the storage container clearly, and keep it in a designated chemical storage cabinet, preferably for organic or laboratory reagents. Follow all relevant safety and chemical handling guidelines. |
Applications of 1,4,8,12-Tetraazacyclopentadecane in Industrial ManufacturingAs a direct manufacturer of 1,4,8,12-Tetraazacyclopentadecane, we supply this macrocyclic tetraamine to specialized clients in highly regulated downstream sectors. Below are selected industrial application fields, each supported with specific compliance, formulation, process, and finished product information attributed to actual commercial practice. 1. Catalyst Ligand Synthesis in Fine Chemical ManufacturingThis macrocyclic amine serves as a chelating ligand for transition metal catalysts, especially in homogeneous catalysis for fine chemical syntheses. Downstream producers incorporate it in the manufacture of metal complexes used in carbon–carbon coupling, alkene polymerization, and selective oxidation. Stringent control of the ligand-to-metal ratio and purity is mandatory, as trace impurities significantly impact catalyst selectivity and longevity. Production batches require validated cleaning, trace metal analysis, and full documentation to meet consistent repeatability for use in pharmaceutical and agrochemical synthesis. Industry compliance standards
Typical usage ratio
Downstream process integration
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2. Water Softener and Heavy Metal Remediation AgentsThe tetraazacyclopentadecane ring chelates metal ions with high selectivity, supporting the production of advanced chelating agents for water treatment. Chemical formulators introduce it into blends targeting calcium, magnesium, lead, and mercury remediation in industrial process water and municipal effluent systems. Finished chelating admixtures must pass specific migration, biodegradability, and residual metal content thresholds set by environmental safety authorities. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
3. Analytical Reagents for Chromatography and SpectroscopyThis compound forms part of selective complexing reagents for trace analysis of metals or metalloids by high-performance liquid chromatography (HPLC) and atomic absorption/emission spectrometry. Laboratory specialty chemical manufacturers use it as a component in calibration standards, derivatization kits, and mobile phase additives. Quality control demands consistent purity (typically >98%), strict ionic contaminant limits, and batch release supported by CoA and spectral certificates, especially for supply to accreditation-dependent labs. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
4. Intermediate for Supramolecular Material SynthesisAs a macrocyclic polyamine, this substance is critical in preparing supramolecular assemblies, molecular cages, and ion transporters for advanced material research and production. Materials manufacturers use it as a platform for functionalizing with pendant groups to confer selective ion binding, encapsulation, or controlled molecular recognition. Each application requires documentation of synthetic batch records, functional conversion, and molecular weight distribution, as properties directly influence physical and electronic characteristics of resulting devices or films. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
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1,4,8,12-Tetraazacyclopentadecane has become a mainstay for research and commercial needs that push for precision in chelation chemistry, catalysis, and molecular recognition. As a manufacturer rooted in chemical process development, we have learned to value not only the chemical itself, but also the practical details that affect how it performs in real-world settings. Each batch we produce responds to more than reaction equations. It reflects input from lab managers focused on downstream yields, application researchers chasing new selectivity, and engineering teams tightening specs on impurities.
This compound, often labeled as cyclam-15 or just cyclam, offers a macrocyclic ring structure containing four secondary amine nitrogens spaced to form stable complexes with a variety of metal ions. We've watched cyclam earn a reputation for consistent, predictable chelation—especially prized when exact control over reaction pathways or product isolation makes all the difference. For years, this has attracted colleagues in coordination chemistry, separation science, and sensor technology. More recently, demand has grown from specialists in environmental monitoring and medical imaging, especially where strong, selective chelation of transition and heavy metals is required.
In the sea of macrocyclic ligands, each candidate brings its own quirks. Compared to smaller analogs such as cyclen or cyclam, our product's fifteen-member ring allows it to coordinate larger metal ions—palladium, cadmium, mercury, lanthanides—where more rigid macrocycles may falter. This flexibility in ring size provides unique geometry and stability to the resulting complexes, a point well documented by crystallographers and coordination chemists. The differences become obvious during actual complexation: cyclam can lock onto copper(II) fast and hold it through extreme pH swings, but struggles with the larger ions where cyclam-15 keeps the binding robust and reversible.
Every manufacturing run lays out an ongoing lesson in control. We dedicate process lines that exclude all alkali impurity sources, since trace sodium or potassium can block binding sites or skew purity. Our reactors and drying protocols prevent water or oxidant ingress, preserving both macrocyclic integrity and reactivity. Customers running chromatographic separation, water purification, or molecular templating often share feedback about side reactions from solvent traces or cation contamination, which can introduce variables in critical process steps. Our team’s commitment lies with those who run real samples, where analytical variability adds up to hours, missed endpoints, or the wasted effort tracking down unknown peaks in the spectra.
Macrocycles like 1,4,8,12-tetraazacyclopentadecane serve key roles in applications where control over metal ion selectivity marks the difference between success and expensive error. Our most frequent clients operate at the boundary of fundamental research and product applications. In transition metal catalysis, this compound supports complex construction of organometallic frameworks that otherwise collapse under open-chain polyamines. Environmental engineers deploy these ligands for selective extraction of pollutants—think mercury from river sediments or rare earth separation from mining byproducts. Every usage brings up new questions: Is the end-user running at scale, batch, or continuous process? Do they require solid support tethering? Must the ligand recover quickly from acid stripping, or will it survive multiple redox cycles? These factors push us to steer synthesis parameters so the final product aligns ever closer with reality in the reactor or remediation column.
Pharmaceutical and medical research teams also bring challenges. Customized macrocyclic complexes for radiolabelling, MRI contrast agent development, and cancer drug targeting all call for tight purity ranges as well as functional group selectivity. We’ve supplied both standard and synthetic variants—experimenting over the years with N-substitution protocols, ring expansion-collapse, and metal-template syntheses. With every run, we hear about purity struggles, yield issues caused by unreacted monomers, and the difference a half-percent impurity can make in clinical imaging results. This feedback loop shapes our work: routine batch qualification by HPLC and NMR, extensive water and metal ion screening, and rapid reworking cycles for process optimization.
Manufacturing macrocycles pushes beyond the simple synthesis of linear polyamines. For us, the difference starts with raw materials. Each amine precursor batch undergoes full trace analysis. If a vendor drifts from its spec—midstream chain length, amine conversion rates, solvent residues—we pick that up quickly: too much variability shows up as poor yield during cyclization, hard-to-remove byproducts, or color changes hinting at degradation. No synthesis can correct for a shortcut in raw material evaluation. We noticed early on that cyclic precursors, when traced for less common cations, reduce post-processing headaches. We now run non-standard ion chromatography on every precursor batch to head off these issues before the reactor sees a drop of solvent.
Cyclization itself ranks among the most sensitive reactions in our facility. The balance between temperature, pH, time, and stoichiometry carries real consequences. Too much heat, and polymerization competes with the intended macrocycle—yield drops, purification time explodes, and sometimes even color/odor change betrays ruined product long before the final assay. This hands-on awareness guided us toward closed-loop pH monitoring, faster real-time NMR for intermediate detection, and better gas blanket controls. The lessons here came from operator experience, not just textbook parameters; scaling up from grams to kilograms exposed kinetic lags and mixing inconsistencies invisible at small scale.
Solvent choices matter. Inorganic side salts from neutralization steps or improper solvent swapping commonly lead to crystalline occlusion or slow evaporation in drying rooms, in turn creating insoluble residues or sticky powders downstream. Customers who run sensitive separations pick up on these residues instantly, reporting not only lower solubility in their process solvents but also interference in analytic results. We have tailored our post-reaction washes, using high-purity water and graded alcohols, to flush these ions before crystallization. Even so, every manufacturing round sees us tuning the process for efficiency and reproducibility. We’ve cut drying failures in half over the past year by tightening environmental controls and limiting batch-to-batch open-air transfers.
Packaging, though often an afterthought, becomes critical for customers locating small shifts in color or dust particulate in highly controlled research and production spaces. We moved away from bulk packaging for sensitive clients, now deploying low-static, inert barrier liners within high-strength drums or sealed pails, reducing external influence and preserving product integrity from our door to the consumer’s glovebox.
No lab spec survives long if it ignores the needs of the people using it. Over repeated dialogues with academic and industrial partners, our team adjusted the product parameters for tetraazacyclopentadecane, focusing on what actually impacts real-world performance. Most purchasers request purity above 98 percent, so our typical HPLC assay guarantees at least this level. Color and physical form—white to off-white solid—reflect diligent control over synthesis and drying. Moisture content, a common headache for macrocycles, especially in larger ring systems, never drifts above 0.5 percent by Karl Fischer titration. This demand comes straight from clients who observe inconsistent solubility profiles or process adherence issues linked to residual water.
Impurities, especially amide or linear-chain tars, draw direct attention. We isolate batches where side reactions during cyclization spike above 0.1 percent for these byproducts, routinely confirming by 1H/13C NMR and LC-MS. Metal traces receive even closer scrutiny. Because downstream catalytic or analytical use often requires metal-free ligand, we confirm each production run by ICP-MS—setting stringent limits far below standard pharmacopeial requirements.
Oil and solid sample requests account for another portion of our daily inquiries. While some customers demand free-flowing crystalline solid for gravitimetric dispensing, others prefer dense oil for solution-standard preparation. Refusing to enforce a one-size-fits-all approach, we produce solid, semisolid, and solution forms, with custom dilution protocols on request. These customizations emerge not through paperwork, but through frequent workshops, customer site visits, and performance reviews, letting us learn how minor adjustments to density and viscosity influence the end process.
Purity and consistency don’t mean much without a window into the context behind them. We hear often about experimental failures from product inconsistency in scale-up and translational work. With 1,4,8,12-tetraazacyclopentadecane, yield losses can arise when trace oxidants or basic impurities cause hydrolysis or quaternization in the target process. This highlights why it makes sense for us to look for more than the obvious. Our inspection suite screens for trace organic amines, amides, ketones, and aldehydes, even when below regulatory reporting levels, if a downstream user points out a hint of sensitivity.
Batch uniformity has real implications for catalytic or sensor applications. Minor compositional changes can shift binding affinity by orders of magnitude, especially near the edge of coordination envelopes. This recognition drove us to double down on batch-traceability, creating a reference sample archive and process history tracking for retrospective analysis. Years from now, a user can ask about a property shift, and we can pinpoint the exact run, process adjustment, or raw material batch involved. Having lived through the pain of documentation lapses—most notably during a single year when a supplier changed their drying profile without notice—we treat supply chain transparency as central to product confidence.
In frequent comparison with other macrocycles, 1,4,8,12-tetraazacyclopentadecane consistently demonstrates two prime qualities: larger cavity size and adaptable reactivity. Eleven- and twelve-membered rings, for example, display strong binding with copper and nickel ions, but often miss out on broader ion selectivity. Cyclen and related cycles, for instance, slip into DNA/gene delivery research or enzymatic mimicry, but they lack the flexibility needed for size-selective binding of heavy metals. Our tetraazacyclopentadecane, with three extra backbone carbons, accommodates ions with higher ionic radii, yet holds tight enough to outcompete water even in dilute solutions.
In hands-on catalysis experiments, this difference becomes clear. Clients developing water splitting cells or radical oxidation platforms note improved stability for rare-earth and heavy-metal catalytic centers using the cyclam-15 backbone. In molecular sensor design, users find that this expanded ligand provides both higher selectivity and fewer off-target interactions versus shorter macrocyclic scaffolds. Side-by-side analysis with linear polyamines shows even starker contrasts: open-chain selectors typically offer faster kinetics but collapse under harsh conditions, losing recoverability and selectivity after only a handful of process cycles. We’ve routinely fielded calls from facilities reporting costly regeneration failures for open-chain ligands—a process setback sidestepped by adopting a macrocycle as robust as cyclam-15.
One frequent point of confusion concerns functional group diversity. Some competitors advertise macrocycles with pendant arms, mixed heteroatoms, or aromatic bridges. These modifications, while promising specialized properties, often trade away solubility, stability, or ease of downstream manipulation. From years of batch feedback, we learned that our customers prefer the simplest, cleanest scaffold for platform building—modification comes after, at the client's bench, not at the cost of the starting ligand’s reliability.
Reliability in delivery stands at the heart of our work. Orders don't arrive from abstract inventors, but from researchers handling tight schedules, funding windows, and regulatory hurdles. Shifts in logistics, worldwide economic stutters, or sudden regulatory updates all push back against smooth, continuous supply. We have adapted by expanding buffer inventories and tracking international raw material movements in real time, supporting not just consistency in the lab, but actual operational peace for our users.
Another major area is documentation. Regulatory environments, especially for compounds used in environmental and medical analysis, have become more demanding. We routinely generate full CoA packages, residual solvent reports, batch spectroscopic data, and shipment traceability records, not just for regulatory fulfillment, but to preempt questions before they slow a research or production campaign. In doing so, we recognize the documentation needs aren't one-size: academic technologists, process chemists, and compliance managers each ask different questions. Satisfying these divergent information needs shapes how and what we report, pushing for deeper technical transparency without overwhelming with jargon.
Some feedback comes with a sting—missed deadlines, batch shortfalls, or failed performance runs. No company wins them all, especially not in custom macrocycle production. Every setback became an improvement point, from tightening maintenance intervals, cross-training manufacturing staff in both bulk and specialty line processes, to finally implementing redundant QC at multiple line checkpoints. Successive years of listening and changing gave us a system where flexibility and redundancy replace blind trust in a single process or instrument.
We place high value on user experience. Many clients operate under time or funding constraints, where each failed experiment isn’t just a technical setback but a threat to grant progress or market entry. Our response involves everything from split-batch resends to in-person troubleshooting at client sites, sometimes running parallel syntheses under customer-supplied conditions to chase down unknowns.
Producing 1,4,8,12-tetraazacyclopentadecane goes beyond routine manufacturing. Each lot that leaves our facility reflects the learning, challenge-solving, and stakeholder input that defines our collective progress as chemical producers. Our legacy of hands-on adaptation, transparency in process, and partnership with researchers and engineers shapes the product as much as the synthesis equipment itself. For every researcher, process engineer, or analytical chemist relying on reliable, predictable macrocyclic ligands, we aim to keep raising the standard, supporting progress one batch, one improvement, and one solved problem at a time.