5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic Acid: Deep Dive

Historical Development

The field of heterocyclic chemistry came into its own in the late twentieth century through waves of medicinal and agrochemical discovery. 5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid grew from this inventive period, as researchers set out to create new scaffolds for pharmaceutical leads and advanced materials. Laboratories started piecing together more fluorinated aromatic systems once it became clear that fluorine can tweak electronic properties, affecting biological interaction and stability. As fluorinated heterocycles began to pop up in patent literature, teams working with pyrazolopyridines identified unique patterns of receptor affinity and metabolic stability, opening avenues for compounds with improved profiles in preclinical pipelines.

Product Overview

Ask any chemist who has worked with fluoroaromatic heterocycles, and the first thing that comes to mind is how just a few substituents can transform the character of a whole molecule. This compound, 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid, combines a pyrazolopyridine core with two strategically placed fluorine atoms—one on a benzyl group, another at position five. In research and development, the molecule stands out as a reference point for synthesizing bioactive intermediates, structure-activity relationship studies, and as a potential pharmacophore for kinase and GPCR-centric programs. Its unique setup, joining aromatic, basic, and acidic features, provides rare flexibility for synthetic manipulation and downstream application.

Physical & Chemical Properties

In the lab, the physical characteristics affect everything: how we purify, how we store, how we scale. This acid forms a persistent crystalline powder, often white or slightly off-white. It resists rapid melting, typically holding up well above 220°C, which matches the expectation for rigid, fused-ring heterocycles. Water solubility remains low, thanks mostly to the dual influence of aromatic stacking and the hydrophobic nature of the extra fluorine, but it dissolves readily in DMSO and N,N-dimethylformamide, making it workable in common assay and screening formats. On the chemical front, the molecule sits firmly on the fence between neutral and acidic, sporting a carboxylic acid that can donate a proton—useful in salt formation, purification, and developing prodrugs.

Technical Specifications & Labeling

In regulated labs, clear identity and reliable purity mean everything. Certified batches of 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid usually come characterized by full NMR (proton, carbon, and fluorine), LC-MS profiling, and quantitative HPLC for purity, which reaches 98% or higher for most research work. The labeling always flags the need for careful handling, storage in a dry, light-protected space, and a temperature range at or below room temperature, often with a built-in desiccant. Each shipment runs with a certificate of analysis, batch number, structural formula, and hazard markings aligned with GHS standards, reflecting ongoing commitment to reliability and lab-wide trust.

Preparation Method

Getting to this molecule requires both imagination and discipline in synthetic organic chemistry. Typical routes start with the assembly of the pyrazolo[3,4-b]pyridine core through cyclization involving hydrazine derivatives and corresponding 2-fluoropyridine intermediates. Introducing the 2-fluorobenzyl group can happen through alkylation using either the halide or the boronic acid, catalyzed by palladium or copper reagents, with the position-specific fluorination handled last, using Selectfluor or DAST under protective conditions. The last major step is functionalization at the three-position to introduce the carboxylic acid, usually through lithiation, Grignard or cyanation followed by hydrolysis, with each method fine-tuned for yield and purity.

Chemical Reactions & Modifications

Once on the bench, chemists keep finding ways to tweak this scaffold. The benzyl position can be reworked through conventional hydrogenolysis or swapped for more complex substituents. Direct amidation or esterification of the carboxylic acid forms prodrugs or links the scaffold to solid supports for screening. The fluorines themselves spark curiosity, as swapping a fluorine for other halogens or nucleophiles shifts both the steric crowding and electronic pull, rippling down into new structure-activity relationships. This compound holds up under standard Suzuki or Buchwald-Hartwig couplings if you need to grow the aromatic system or adjust the substitution pattern, making it a flexible building block for medchem campaigns.

Synonyms & Product Names

Laboratories, suppliers, and literature often use alternate names, essential for navigating databases and procurement lists. Common synonyms include “5-Fluoro-1-(2-fluorobenzyl)pyrazolo[3,4-b]pyridine-3-carboxylic acid” and “2-fluorobenzyl 5-fluoropyrazolopyridine-3-carboxylic acid.” Chemists sometimes drop the “acid” suffix for brevity, using only the core heterocycle description, especially when discussing esters or amides derived from the core. Catalog listings add assorted identifiers, such as CAS numbers and supplier-given “product codes,” which can vary by distributor, so precise reference to structural descriptors always matters.

Safety & Operational Standards

Chemicals engineered for research often need strict operational discipline, and this one makes no exception. Like other fluoroaromatic compounds, dust can be an irritant, so ventilation is crucial. GHS labels typically mark it as harmful if swallowed and as a potential skin and eye irritant, so gloves and goggles sit front and center on every SOP. Safety data sheets flag the need for prompt cleansing after contact, adequate air flow, and secure containment away from incompatible chemicals—especially strong bases or oxidizers that might decompose the aromatic system. On-site training highlights responsible disposal, often directing material to high-temperature incineration, with special tracking for fluorinated waste under regional environmental rules.

Application Area

The backbone that defines 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid brings practical versatility. Research teams working in CNS drug discovery turn to it when hunting for kinase inhibitors or signal modulating agents, especially those targeting neuroinflammation and rare neurological diseases. Agrochemical specialists eye this scaffold for next-generation herbicides and fungicides, exploiting the robust bond stability and unique binding profiles that fluorinated heterocycles deliver. Analytical chemists appreciate its persistent stability, using it as a calibration or internal standard in trace analysis and in high-throughput screens focused on new chemical entity optimization.

Research & Development

Innovators working with this acid keep pushing into new therapeutic frontiers. In the context of medicinal chemistry, research suggests that fluorination at the five-position enhances metabolic stability by resisting cytochrome P450-driven oxidation, promising longer half-lives and fewer dose spikes in animal models. Teams in pharmaceutical development continue to build libraries around the pyrazolopyridine core, chasing both broad-spectrum and highly selective inhibition, hoping for a breakthrough in areas like oncology and degenerative diseases. Computational chemists model its interactions with diverse proteins, flagging both opportunities and challenges as electronic tweaks alter solubility and permeability. With every cycle, analytical method development sharpens, improving purity standards that steer the molecule from discovery to preclinical testing.

Toxicity Research

Safety assessment remains a cornerstone in exploring new chemical space, especially with emerging fluorinated scaffolds. Animal and cell-line studies on related structures offer mixed signals: the presence of dual fluorines sometimes prolongs exposure, since resistance to metabolic breakdown brings persistence within tissues. Regulatory bodies and pre-market analysts pour over data looking for red flags—hepatic toxicity crops up occasionally when metabolic byproducts interact with key enzymes. Environmental persistence also gets extra scrutiny, as highly fluorinated compounds can concentrate in ecosystems, raising long-term hazard potential. Labs focused on hazard identification keep investing in in vitro and in vivo screens, refining models that can spot subtle but significant risks, while formulation specialists test ways to modulate exposure through tailored prodrugs and delivery vehicles.

Future Prospects

The horizon stretches long for this compound and its close cousins. Ongoing work in AI-driven medicinal chemistry uncovers new spaces for optimization, using predictive models to select substituents that maximize binding yet reduce toxicity. Advances in green chemistry promote milder fluorination methods and more efficient ways to recycle waste, aiming to shrink both cost and environmental footprint. There’s a push to deploy such scaffolds not only in traditional pharma but in diagnostics, personalized medicine, and even next-generation materials for electronics and imaging technology. Across international research clusters, open science projects and consortia keep growing shared data sets—structural, functional, safety-related—so groups everywhere can accelerate credible discovery, always tying back to best practices in safety, transparency, and rigor.



What are the primary uses of 5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic Acid?

5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid doesn’t roll off the tongue, but its presence in today’s chemistry labs stands out, especially for those of us tracking advances in drug discovery. This compound catches the eye because it fits into a broader class of pyrazolopyridines, which carry the kind of chemical structure that pharmaceutical chemists get excited about—patterned for binding to specific proteins in the body. When I look back at old research journals and new clinical pipeline reports, it’s clear this single compound feeds into a powerful chain of innovation.

Pharmaceutical Applications

The pharmaceutical sector’s appetite for new scaffolds often drives the hunt for molecules like this one. Across the past decade, more drug candidates have featured pyrazolopyridine frameworks. These scaffolds help form kinase inhibitors—drugs targeting enzymes that turn up or tamp down cell growth signals. Many cancers hijack these enzymes to keep dividing. I’ve watched research teams use the fluorinated rings in compounds like this one to tweak selectivity and metabolic stability, two properties that push a molecule from chemistry bench to clinical trial. Several investigational compounds related by structure show promise against leukemia and solid tumors. The flourish of fluorine atoms on the molecule’s surface helps medicines dodge breakdown in the body, increasing the odds of useful blood concentrations. Lab data and patent filings keep pointing to this class for its drug-like qualities.

Biological Probes and Chemical Tools

Apart from medicine, researchers use specialty molecules as biological probes. I’ve seen this acid and its relatives used as “labels” for reading out cell signals, lighting up certain targets inside tumor cells or nerve tissue. That fluorine ring doesn’t just affect a drug’s fate in the body—it can tweak binding to proteins like kinases, phosphodiesterases, or even G-protein coupled receptors. Research groups have published methods for modifying the carboxylic acid group to hook up these probes to larger molecules, letting scientists “watch” cells under the microscope. Sometimes new discoveries in cell biology travel hand in hand with the development of compounds just like this one.

Advanced Materials and Molecular Engineering

As a student, I was fascinated by the bridge between organic molecules and new materials. Chemists can string together these fluorinated units, adding new layers to molecular electronics or sensors. Adding fluorine to the ring system ramps up thermal stability and extends the range of environments where the molecule works without breaking down. Some labs have attached specific blocking groups to the acid function, helping craft molecular sensors that flag everything from metal ions to changes in pH. Industry pushes these into prototypes for diagnostic chips and lightweight electronic components.

The Future Path

With patent filings and grant applications surging, the long, cumbersome name starts to sound more like an opportunity than a tongue twister. The next wave of medicines needs clever starter molecules, and pyrazolopyridine acids provide that essential spark. Challenges remain—improving synthesis, refining targeting, cutting cost—but innovation in this area holds out the promise of real-world impact. Better cancer drugs, sharper diagnostic tools, and smarter materials start with a deep dive into the chemical backbone of tomorrow’s breakthroughs.

What is the chemical purity and grade of this product?

Understanding Purity Goes Beyond the Label

Walking into a lab or ordering reagents, it's easy to glance at a label and accept “99% purity” as enough. The truth behind those numbers stretches a lot further than most realize. In practice, a product’s purity defines much more than its suitability for research or industrial work. It can send a project down a success path or a dead end, which I’ve learned through hands-on stubborn failures and hard-won victories in the lab.

Purer Doesn’t Always Mean Better

High grades like ACS Reagent, USP, or Analytical Reagent (AR) sound impressive. But a random purchase of “high purity” material can backfire. Take the food industry. Using a pharmaceutical grade for everyday processes is overkill and rapidly hikes up costs. The same “ultra-pure” grade that’s a lifesaver for spectroscopy or sensitive synthesis brings zero extra value in routine cleaning or agricultural setups. Instead, these grades drive up costs, slow down supply, and sometimes require extra steps in handling.

Contaminants: The Hidden Saboteurs

Many think impurities amount to just trace metals or extra water. Real-world chemistry isn’t so forgiving. Contaminants may include unexpected solvents, residual reactants, or even breakdown products that quietly disrupt research. With catalysts, even a small amount of chloride or sulfate can grind a reaction to a halt, or worse, skew results in ways impossible to trace until much later. I’ve watched entire batches ruined, and pulling apart the puzzle is miserable when the certificate of analysis skips over a stray impurity not covered in basic specs.

Certifications and Data Sheets: Don’t Settle for Marketing

Labels and brand reputation help only so much. Reliable suppliers always hand over detailed certificates of analysis. These documents should show assay methods, specific impurities, and batch-to-batch consistency. In my experience, a trustworthy supplier lets you talk to a tech rep who knows what a failed titration feels like and explains exactly what’s in that barrel or flask.

Why It Matters—Safety, Results, and Money

Using the proper chemical grade matters for more than project success. People’s health depends on the right purity in food production or pharmaceuticals. Environmental work demands trace analysis level chemicals to avoid masking new contaminants. Using the incorrect grade can mean expensive repeat experiments, official recalls, or worse, customer harm. Businesses that cut corners by choosing cheaper, industrial grade materials where food or medical grade is needed risk lawsuits and lasting damage to reputation.

Choosing Wisely

A careful review of the intended use, legal regulations, and exact data from suppliers makes the difference. Ask for the certificate of analysis, demand information on analytical methods the supplier used, and check for compliance with relevant standards like ISO, USP, or local regulations. In my own work, skipping these steps sometimes led to irreproducible results, wasted money, and stressful late-night troubleshooting. Learning to read the fine print on a datasheet and ask tough questions about impurity profiles became a habit.

Practical Solutions for the Lab and Industry

Training staff on the importance of chemical grades and keeping clear documentation reduces confusion. Build relationships with vendors who respond quickly, provide robust documentation, and act as partners, not just sellers. Establish an internal database of previous product performance so team members can share notes about suppliers or unexpected contaminants. Creating a feedback loop ensures fewer surprises during critical experiments or manufacturing runs.

Final Thoughts

Anyone handling chemicals must understand both purity and grade from the start. Every project deserves solid groundwork—usually laid not just by the numbers on a bottle, but by the questions you ask about that number. The more attention you put here, the fewer headaches you’ll have later.

How should 5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic Acid be stored?

Why Storage Conditions Matter for Advanced Chemicals

Many people take for granted that chemicals in research just sit on a shelf until they’re scooped up. In practice, a lot can go wrong if a lab ignores proper care. I once saw a research team lose weeks of work because someone left a reagent out of the fridge over a long weekend. Precious resources—time, money, trust—wilt quickly when storage slips through the cracks. That hits hardest with compounds like 5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid, sitting at the crossroads of pharmaceutical discovery and chemical engineering, where even slight mishandling means bad data or ruined experiments.

Temperature Tells the Story

Most complex organic molecules prefer cool, dry places. Heat wakes up their less stable side, sometimes sending delicate molecular bonds into decay mode. I’ve seen degradation sneak up on expensive chemicals like this one, especially in the back corners of overcrowded supply cabinets. Keeping it around 2-8°C in a dedicated refrigerator keeps reactivity in check and sidesteps the risk of light or humidity encouraging unwanted reactions. Fluctuating room temperatures or stuffing the fridge blocks airflow and amplifies risk.

The Enemy is Moisture, Not Just Heat

Water in the air is the silent wrecking ball in many labs. Organic acids soak up moisture fast, and that starts nasty side reactions like hydrolysis. The acid group in 5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid sits ready to react with ambient water, weakening structure or spiking analytical results with unexpected impurities. Airtight containers, vacuum-sealed bags, and storing with desiccants do more good than most realize. I’ve seen teams stretch a reagent’s shelf life and reliability with simple silica gel packs tucked inside sample jars.

Keep it Shielded from Light

Many labs keep samples in amber vials or tightly shut drawers because ultraviolet and even bright indoor lighting messes with sensitive rings and halogen substituents. Light can split bonds, especially in aromatic compounds with electron-rich zones, like this one. In my experience, using opaque or amber vessels isn’t just habit—it’s about keeping substances valid for next month’s experiments, not just tomorrow’s.

Labeling, Tracking, Accountability

None of these tips help if nobody knows what’s in the bottle. Good housekeeping—clear labeling with the full name, concentration, date received—has bailed me out more than once, especially when looking at a shelf packed with nearly identical bottles. Digital inventory systems provide an added layer of safety. Risk of sample mix-up drops, and it's easier to keep tabs on expiration dates or flag accidental exposure to bad conditions.

How to Act When Something Goes Off

Interpret changes in color, consistency, or smell as clear warning signs. Chemists I trust follow strict disposal or reordering rules once decomposition sets in. Trying to salvage questionable samples usually leads to wasted effort or unreliable data. Good protocol beats improvisation every time—especially with complicated compounds like this one.

Building Good Habits Now Pays Off Later

The right storage pays dividends over years of research. Labs that invest in proper facilities—a reliable fridge, plenty of desiccant, organized labeling—find less downtime, fewer surprises, and stronger results. Respect for the chemical, and for the work of peers, keeps science moving forward safely and efficiently.

Is a certificate of analysis (COA) available for this compound?

Understanding the True Value of a COA

I remember the first time I asked about a certificate of analysis for a chemical I kept seeing in the lab. The look the supplier gave me—a mix of surprise and caution—told me right away we don’t ask about these slips of paper nearly enough. So many people in science, manufacturing, or even just handling supplements trust the label, trust the handshake, trust the sales talk. That trust can crumble fast the moment something goes wrong or quality drifts. That’s where the certificate of analysis steps in—something real, something trackable, issued by the people who made or tested the batch. It’s not just a tradition for the record books. It gives specific data about what’s actually inside the container.

What to Look for in a Real COA

Anyone who has glanced at a good COA learns quickly how much information it carries beyond a product’s name and a stamp. You’ll see batch number, production date, expiration, and a table with actual numbers: purity, contaminants, even breakdowns for moisture or residues. Some COAs show who did the testing and which methods got used. Reliable reports line up with internationally recognized standards. In my own chemistry work, I’ve seen "COAs" from questionable suppliers: blurry scans, outdated templates, or reports with missing signature lines. You spot the red flags fast. If a batch analysis looks flawless but there’s no lab name, lab accreditation, or method listed, you can’t be sure who’s vouching for the contents.

Trust, Safety, and Compliance

Stories about product recalls and lab disasters come back to COAs. Back in 2019, several supplement brands disappeared from shelves after contaminants showed up—banned pharmaceuticals, heavy metals, allergens. Regulators swept in, asking for COAs. Some companies produced nothing; others handed over outdated or generic certificates. That’s not just a paperwork problem. That lack of documentation risks safety and leaves lives and reputations hanging by a thread.

From a consumer’s side, you rarely ever see these documents unless you dig, but you absolutely have the right to ask. Transparency earns repeat business. I’ve found that the suppliers who share COAs up front—without excuses, without delays—run cleaner shops. They keep tighter control on their sources. They care about being trusted. The ones who dodge, delay, or claim their COA is an "internal document" almost never pass deeper scrutiny. It’s the same in food, chemicals, construction materials—you want traceability for what’s coming in your door.

Making COAs a Standard, Not a Hurdle

People often see the request for a certificate of analysis as a hassle or a sign of mistrust, but that view holds things back. Online pharmacies, cannabis formulators, importers of specialty metals all rely on COAs now because the market and the law demand it. In the US, the Food and Drug Administration points out that a COA doesn’t make up for actual on-site inspection or third-party audits, but it does serve as an essential record. It acts as an early alert for problems and also as evidence if questions come up later.

Asking for a COA shouldn’t feel like jumping through a bureaucratic hoop. We’ve all learned from supply chain scandals, contaminated products, and batch failures that a little extra paperwork up front saves months of trouble down the line. Whether you run a large production floor or a small research lab, you deserve to know what’s inside your bottle. And a real certificate of analysis is the best way to get that answer, straight from the source.

What are the recommended safety precautions when handling this chemical?

Why Getting Safety Right Means Everything

Most people don’t wake up thinking about chemical risks. In my kitchen, I measure out vinegar for cleaning, bleach for the toilets, and a bit of ammonia when life gets desperate. Digging into the label of something like toluene or sulfuric acid, the hazards immediately feel more serious. My neighbor nearly took a trip to the ER after ignoring a warning about mixing drain opener with hot water. That day forced me to treat even "normal" chemicals as more than just routine tools.

Personal Protective Equipment Is Not Overkill

The simplest habit with chemicals comes down to a pair of gloves and a set of goggles. Cotton gloves never belong in this realm. Nitrile or neoprene often stands up to most corrosive or irritating agents; latex rarely holds up under prolonged contact with solvents. I ruined a perfectly good sweatshirt years ago by thinking, “It’ll be quick, no big deal.” A splash doesn’t wait for you to tie the strings tighter. Eye protection should wrap around the face, since fumes and errant splashes sneak in from the sides, and contact lenses never offer true defense. A thick apron with rubber boots is smart anywhere chemical spills might reach your skin or feet.

Good Air Beats Guesswork

Cracking a window doesn’t cut it if you're handling volatile or stinky fumes. Some labs pipe exhaust straight away; most home setups just rely on open-air flow. An explosion of fumes from bleach and ammonia nearly sent me sprinting outside once. Only afterwards did I realize how poorly air had been moving. A fume hood isn’t just lab gear — it’s peace of mind wherever strong or dangerous vapors get involved. Respirators with filters rated for organic solvents or acids come out in emergencies. If your nose tingles or chest feels tight, it’s never the time to “finish up fast.”

Organization Prevents Surprises

I used to grab bottles by memory — tall, short, red, blue. Then a friend swapped two clear liquids on a shelf. Storage should always mean matching label to lid so that no one lifts a mystery jar. Acids need separate shelves from anything flammable; bases deserve their own nook, well apart from the acids. Chemicals like strong oxidizers love to react with almost anything, even the bottle next door. Locked cabinets keep curious kids, pets, or forgetful adults out. Good lighting over the work table reveals spills before hands go down, and never work over carpet or crowded benches full of other containers.

Respect the Details: Training, Spills, and Waste

No online guide can beat hands-on training with an expert. The way a hand feels after a splash, the immediate steps after breaking a thermometer, aren’t things you want to learn from YouTube. I keep emergency numbers by the sink, and a spill kit sits next to the biggest bottles. Cat litter, not paper towels, soaks up many chemical spills. All waste goes in a sealed, labeled container — not into the sink or backyard soil. Mixing trash with chemical waste writes a story for the emergency responders, and I’d rather not be the main character.

Pay Attention, Every Time

People let their guard down with chemicals. If trouble seems unlikely, that’s usually when it strikes. Gloves, goggles, ventilation, and storage don’t take genius — just a healthy dose of caution and the memory of a close call. Those little habits keep bad days at bay and help everyone head home safely.

5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic Acid
5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic Acid
5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylic Acid