Threo-2-amino-1-phenyl-1,3-propanediol: More Than a Chemical Structure

Historical Development

Threo-2-amino-1-phenyl-1,3-propanediol holds a spot in the timeline of pharmaceutical chemistry that goes back to the early days of modern drug synthesis. Researchers during the mid-1900s searched for treatments against microbial diseases and stumbled across this compound as a byproduct of the effort to develop new antibiotics. It didn’t take long before the scientific world realized the backbone of this molecule was part of chloramphenicol, an antibiotic that changed clinical practice. The story here shows how curiosity—following leads in the lab, sharing syntheses, cross-referencing data—pushes scientific understanding forward. Without that dogged pursuit, important structures like this never enter the conversation in the first place. In my experience, the best insights come from going off the beaten path, talking to older chemists, and reading old research articles nobody sets eyes on anymore.

Product Overview

What’s offered when discussing threo-2-amino-1-phenyl-1,3-propanediol, besides just raw material? This compound acts as a key intermediate and a reference standard in both chemical synthesis and pharmaceutical labs. Chemists know it for its role in creating and fine-tuning bioactive molecules. Labs use it to understand stereochemistry and refine separation technology. In industrial or academic supply catalogs, it usually comes as a white to off-white crystalline powder, reasonably stable when kept dry and away from strong acids or bases. It’s not a consumer product, but it has provided vital groundwork for antibiotics, antiviral research, and even medical imaging. Having used compounds in this class, I know the thrill that comes with holding a hard-won intermediate, knowing the dozens of steps and checks that go into ensuring purity and authenticity.

Physical & Chemical Properties

With a molecular formula of C9H13NO2, threo-2-amino-1-phenyl-1,3-propanediol weighs in at about 167.21 g/mol. Its melting range falls between roughly 130°C and 134°C. The phenyl ring brings hydrophobic character, while the two hydroxyl groups plus an amine give it polar features. This combination makes it moderately soluble in polar solvents and lets it take part in hydrogen bonding, a property researchers love when exploring reaction mechanisms. The threo configuration refers to a specific arrangement at two chiral centers, so stereochemistry matters a lot here. Anyone who's done hands-on bench chemistry knows how subtle differences in molecular shape can make or break a synthesis or shift biological activity. That’s one reason precise characterization—using NMR, IR, or mass spectrometry—is standard practice.

Technical Specifications & Labeling

Suppliers sell threo-2-amino-1-phenyl-1,3-propanediol in various purities, with standard grades running at least 98 percent pure for lab use. Details like the CAS number (5957-80-2), batch number, synthesis route, lot-specific certificates of analysis, and manufacturer details all appear on product labels for easy tracking. Handling and storage advice—keep sealed in a cool, dry place, avoid moisture, open only in fume hoods—reflects real-world lab safety. Chemical supply companies follow strict guidelines, and any label worth its weight provides hazard pictograms, GHS classifications, and emergency response advice. Over the years, regulatory and industry standards around documentation have shifted from being loosely managed to tightly controlled, mostly because one mistake in labeling can carry laboratory-wide consequences.

Preparation Method

The main synthesis approach starts with benzaldehyde condensation with nitromethane, followed by reduction and resolution. Other precursors and reduction methods—like catalytic hydrogenation or metal-amalgam reduction—get used to improve yield, cost, or scalability. Chemists separate threo and erythro isomers through crystallization or chromatography, and the process requires close attention to temperature and solvent composition. Anyone who's ever run these sorts of reactions knows small differences make or break yields; real chemistry is often a test of patience, not just knowledge. Universities, especially those doing natural product synthesis, routinely bring in this compound as a teaching tool for classical resolution methods, often giving students their first real taste of how tough organic synthesis can be in practice.

Chemical Reactions & Modifications

Threo-2-amino-1-phenyl-1,3-propanediol acts as a building block for more complex structures. Labs derivatize the amino and hydroxyl groups to create new molecules—sometimes for antibiotics, sometimes as experimental ligands. It undergoes acylation, alkylation, and oxidation. Some projects involve swapping functional groups to change solubility or biological activity. In the research setting, every project starts with what seems like endless reaction screening—running dozens of small-scale tests, purifying products, running TLCs and checking each variation by NMR. Rarely do these modifications go perfectly, which forces chemists to get creative about purification and troubleshooting.

Synonyms & Product Names

In scientific literature, synonyms show up in every article—2-Amino-1-phenyl-1,3-propanediol, threo-APD, or simply threo-PPD. Databases carry alternate names such as D-threo-2-amino-1-phenyl-1,3-propanediol or DL-threo-APD. Pharmaceutical histories tie this compound to intermediates of chloramphenicol and related drugs; some suppliers categorize it under “key chemical intermediates” or “chiral reference compounds.” Anyone who’s dug through patent filings or old chemical catalogs knows the confusion that comes with a single compound being listed under three or four completely different labels. This drives home the need for clear, standardized naming, and it’s a big reason why digital searchability matters so much today.

Safety & Operational Standards

Handling this compound in the lab calls for gloves, safety goggles, and lab coats. Ventilation is crucial, since fine powders cause respiratory irritation in confined spaces. Safety data sheets highlight routes of exposure—skin and eye contact, ingestion, inhalation—and lay out first aid procedures, fire fighting measures, and spill cleanup. Laboratories enforce storage protocols that protect workers and preserve chemical integrity, and periodic training keeps staff aware that even familiar-looking powders present real risks. Regulations from OSHA, REACH, and similar bodies shape how modern labs treat every chemical day-to-day. Reflecting back on my own lab experiences, safety drills and clear labeling have prevented more accidents than any individual’s vigilance could ever hope to.

Application Area

The molecule matters most in the pharma industry, but also in chemical education and method development. It plays a foundational role as an intermediate while synthesizing antibiotics, testing separation techniques, and developing stereoselective reactions. Beyond production, the compound enters research on chiral chromatography and as a calibration standard. In the growing world of enantioselective synthesis, students and professionals alike use it to test new approaches, aiming for higher yield and fewer byproducts. I’ve seen academic groups rely on it for thesis work, and it often serves as the testing ground for expensive new chiral columns.

Research & Development

Ongoing research treats threo-2-amino-1-phenyl-1,3-propanediol as both target and tool. Scientists tweak its structure to study drug metabolism, resistance, or pharmacokinetics. Quantitative structure-activity relationship (QSAR) studies use it to predict how changes affect biological effects. In undergraduate synthesis labs, students focus on mastering its preparation to learn key skills—resolution, reduction, and chromatographic techniques. Sometimes the research looks at analogues, searching for molecules with similar scaffolds but altered function. The steady stream of publications and patents using this compound shows the kind of staying power simple but adaptable molecules have in real-world research. Colleagues across academia say that even as automation rises, hands-on experience with these classic organics never loses relevance.

Toxicity Research

Knowing toxicity remains non-negotiable for any substance handled regularly. Experimental data places its acute toxicity in the low to moderate range compared to related molecules, but ingestion or chronic exposure raises red flags. Animal studies have helped pinpoint target organs and dose limits, and toxicity profiles guide design of derivatives meant for medical use. Regulatory agencies track its classification and update risk data as new studies appear. The push for safer handling—improved ventilation, more rigorous personal protective equipment, strategic substitution of less hazardous chemicals—shapes daily routines in research and industry labs alike. It only takes one rushed moment to forget the seriousness, and stories abound of young chemists learning hard lessons on why toxicity research isn’t just a paperwork requirement.

Future Prospects

As industries change and research priorities shift, threo-2-amino-1-phenyl-1,3-propanediol keeps finding new uses in synthetic strategy, education, and medical innovation. The demand for chiral intermediates grows, especially as personalized medicine becomes more than a buzzword. Automation and AI-driven research look set to increase the number of derivatives tested in silico and then made in the lab. Structural modifications of this backbone open up routes to better antibiotics and new classes of biologically active molecules. Researchers expect more efficient syntheses, greener reaction conditions, and less hazardous reagents in the next wave of development. Given what’s already achieved, the best bet rests on collaboration—across disciplines and continent—and the kind of persistence that keeps old compounds, and those who study them, relevant for generations to come.



What are the main uses of threo-2-amino-1-phenyl-1,3-propanediol?

Stepping Into the World of Synthetic Intermediates

Threo-2-amino-1-phenyl-1,3-propanediol doesn’t make headlines like more common pharmaceuticals, but its role sits quietly behind many medical advances. In the lab, chemists reach for it as a starting point for various beta-blockers and other therapeutic agents. Synthetic chemistry in the pharmaceutical industry often relies on building blocks like this to produce compounds with targeted biological activity. The way the chiral centers are set up in threo-2-amino-1-phenyl-1,3-propanediol makes it a preferred choice for reactions that demand specific three-dimensional arrangements.

Raising Barriers Against Infectious Disease

Chloramphenicol, once a frontline antibiotic, owes a lot to compounds in this class. Threo-2-amino-1-phenyl-1,3-propanediol forms a key part of the structure of chloramphenicol. Before resistance cast a shadow over its use, this drug helped save countless lives, especially in developing regions. Modern medicine doesn’t depend on it as heavily, but the story reminds us of how chemical synthesis and effective medicines move together. Unpacking the skeleton of such an antibiotic reveals why the building blocks like threo-2-amino-1-phenyl-1,3-propanediol matter so much.

Fueling Chemical Research and Development

In research settings, this compound shows up in studies about stereochemistry, catalysis, and mechanism exploration. Academics use it because its structure makes reaction pathways clear, letting students and scientists track exactly how groups change during synthesis. For proof, dozens of scholarly articles discuss its reactivity or employ it as a chiral auxiliary. Having spent time as a teaching assistant in an organic chemistry lab, I remember drilling students on reactions using similar diols. Understanding how these molecules twist and turn in space often means real progress in how we design drugs and materials.

Ethical Perspectives and Responsible Handling

The usefulness of threo-2-amino-1-phenyl-1,3-propanediol brings a responsibility along with it. Synthesizing or handling precursors for antibiotics or pharmaceuticals demands safe laboratory practices, strong oversight, and transparency about where the materials go. Regulations around compounds tied to drug manufacturing, like this one, have tightened. I’ve seen academic labs keep strict logs and share inventory management duties across teams. It’s a routine part of daily work, just to make sure nothing ends up where it shouldn’t. This carefulness doesn’t just guard against diversion, but also reflects respect for the potential power packed into each bottle.

Opportunities for the Future

Threo-2-amino-1-phenyl-1,3-propanediol remains a tool chemists can’t easily replace. As drug resistance grows, and as researchers seek new molecules to combat infections or manage chronic diseases, starting materials with solid track records become more valuable. Supporting domestic chemical production, investing in STEM education, and funding research into safer, greener processes for making and using intermediates could all help address future challenges. Small changes in the tools and materials students and professionals use might seem minor, but from experience, I can say that careful choices at the bench can ripple out to big wins in medicine and technology down the line.

Conclusion

Looking back at my own lab experience, it’s clear that foundational chemicals sit at the intersection of lab work, public safety, and medical progress. Threo-2-amino-1-phenyl-1,3-propanediol quietly supports important work at the bench and, by extension, on pharmacy shelves around the world.

What is the chemical structure and formula of threo-2-amino-1-phenyl-1,3-propanediol?

Getting Real About Molecular Structure

Chemistry throws long, intimidating names at everyday people, but underneath, it’s still about connecting atoms in a certain pattern. Threo-2-amino-1-phenyl-1,3-propanediol spells out a set of choices about where to put each part. Imagine a backbone of three carbons. Stick an amino group on the second one, a phenyl ring (that classic six-carbon benzene ring) on the first, and place alcohol groups on the first and third carbons. The “threo” word just says those three backbone atoms stick out their extra decorations in a certain opposite fashion—a little like arranging the sprinkles on both sides of a stick rather than crowding one side.

Real scientists jot its formula as C9H13NO2. Drawing it, the structure spreads out as a central chain of three carbons (propanediol), marked as HO–CH2–CH(NH2)–CH(OH)–C6H5. The amino (NH2) and hydroxyl (OH) groups aren’t just chemical decorations. They turn the molecule into a player in living systems and lab experiments.

Why the Shape Matters

A chemist might shrug at shapes, but the “threo” part tells a deeper story about how the molecule sits in three-dimensional space. A memory from my student days comes up: our professor handed out ball-and-stick models and challenged us to twist the atoms correctly. Only the correct threo isomer worked for a reaction that simulates how nerve signal blockers work in the body. This reminded me that shapes decide biological activity, not just the recipe written on paper.

Nature’s lock-and-key thinking means one version might trigger a desired effect—blocking a pathway, calming an allergic sneeze, or easing a congestion headache—while the other version simply floats uselessly or causes trouble. In this case, threo-2-amino-1-phenyl-1,3-propanediol relates tightly to phenylpropanolamine, a compound found in old-school cold medicines. The “threo” form delivers the biological punch. The tiny change between “threo” and its cousin “erythro” isn’t minor. One fits right, and one barely works at all.

Building and Using the Molecule

Creating this compound in the lab requires solid stereochemistry skills. Back in grad school, we wrestled with getting the correct spatial layout. Even slight mistakes meant wasting hours, as the biological tests would show feeble results. It taught me patience and a sort of respect for these tiny geometry games.

People often forget the path from lab bench to pharmacy shelf runs through stereochemistry. Threo-2-amino-1-phenyl-1,3-propanediol provides an example of why controlling each step matters. Bulk suppliers focus on the right isomer, drug makers scrutinize purity, and regulators check every box. This process doesn’t just keep compounds effective. It prevents unintended side effects—the mistakes that sideline promising drugs.

Looking to the Future

Modern synthesis has shifted away from guesswork, using chiral catalysts, clever protecting groups, and reliable purification. Sharing stories among researchers and publishing reproducible methods help accelerate progress. Universities and labs can support this by pushing collaborative projects and emphasizing hands-on training in synthesis and analysis, which often gets overshadowed by computer models. Ensuring tomorrow’s chemists know how to respect stereochemistry’s role keeps both molecules and medicines working safely for real people.

How should threo-2-amino-1-phenyl-1,3-propanediol be stored?

Why Storage Matters

Every lab or workplace has that shelf where bottles sit, waiting for the next experiment. It’s easy to fall into the habit of treating all chemicals the same — but that can invite big problems, especially for those working with compounds like threo-2-amino-1-phenyl-1,3-propanediol. A little chemistry goes a long way toward safer storage and better results.

Understanding the Risks

threo-2-amino-1-phenyl-1,3-propanediol isn’t a household name, but its makeup suggests a need for some careful handling. It brings together an amino group and multiple hydroxyl groups attached to a benzene ring. These ingredients mean it can react with strong acids or bases, water, oxidizers, and other reactive agents.

I’ve seen broken seals on containers turn into sticky messes, sometimes with faint odors, sometimes with more dramatic spills. If this compound comes out of storage looking different or clumping, it might have sucked up moisture from the air. Keeping it dry is crucial — anyone who leaves caps off or stores it on cluttered open shelves could find themselves staring at degraded material or worse, introducing contamination into research.

Finding the Right Home

Chemicals like this one do best in a cool, dry setting. Rooms that swing temperature up and down, or those with sunlight streaming in, can damage the structure over time or speed up unwanted reactions. Desiccators, which maintain dry conditions, help keep water-loving substances stable. I’ve had coworkers who thought just tucking compounds into the back of a drawer was enough, but a desiccator or sealed airtight bottle adds an extra layer of protection.

Stores sell dedicated cabinets for flammable or sensitive materials. Even if threo-2-amino-1-phenyl-1,3-propanediol doesn’t light up at room temperature, it belongs away from flames and oxidizing substances. I always group chemicals by their compatibility, not convenience. Tossing everything into one box or cabinet invites trouble — think spills that can react, fumes that interact, or cross-contamination that sneaks into experiments.

Keeping It Labeled and Accountable

Clear labeling heads off mistakes. Infosheets and labeling on the bottle should call out storage details, the prep date, and hazard warnings. Some labs assign shelf lives, knowing that even unopened bottles don’t last forever. Materials with signs of age — discoloration, odor, crusts along the cap — signal the need for disposal.

Organized records can save more than a headache. During inspections, whether from a supervisor or an outside auditor, showing proof of careful storage reflects a culture that values both safety and science. In crowded spaces, sharing these habits with new staff keeps everyone in the loop and avoids that moment of panic when a bottle’s found leaking or unlabeled.

Possible Steps for Improvement

Not every workplace budgets for temperature monitors or automated inventory systems, but using what you have makes a difference. Humidity strips inside storage units, regular shelf checks, and routine reminders during team meetings build a habit of vigilance. For larger organizations, rotating stock and digital tracking help flag old containers before they become risks.

Safe storage supports good science and good health. threo-2-amino-1-phenyl-1,3-propanediol deserves careful attention, from the label on its container to the condition of the shelf where it stays. In my experience, taking those few extra steps now pays dividends in both peace of mind and experiment reliability.

Is threo-2-amino-1-phenyl-1,3-propanediol hazardous or does it have any safety concerns?

Basic Facts About the Compound

Threo-2-amino-1-phenyl-1,3-propanediol might not ring a bell for most people, but it’s a compound that often makes its way into pharmaceutical research. Sometimes, you’ll see it mentioned as part of older drug formulations or chemical syntheses in academic literature. The structure features both alcohol and amino groups attached to a phenyl ring, which gives it a certain degree of reactivity that labs like to explore when designing new molecules.

Hazards and Exposure Concerns

Even though its presence outside of the lab isn’t widespread, knowing the health risks tied to compounds like this matters. Some chemicals with similar structures can act as irritants, especially on contact with skin or in the eyes. Breathing in dust from fine powders like this has the potential to irritate the nose and throat. Some experience headaches or dizziness if they work with chemicals in poorly ventilated spaces, and these symptoms shouldn’t get ignored. Years working with research chemicals taught me to treat every unfamiliar substance with respect, and a little healthy skepticism helps.

The phenyl group raises extra attention. A number of aromatic compounds show toxicity—benzene comes to mind as one to always watch out for—so lumping all phenyl-containing molecules together isn’t fair, but it pays to check reliable sources. The old Material Safety Data Sheets (MSDS) or now, Safety Data Sheets (SDS) from trusted suppliers give the clearest snapshot of risk. For threo-2-amino-1-phenyl-1,3-propanediol, some suppliers list irritation to the skin, eyes, and respiratory tract as their primary concerns, but there’s limited published data about chronic or long-term effects in humans outside of laboratory experiments.

Evidence From Research

Digging into available studies, incident records involving this compound are rarely reported. Academic articles touching on its chemical behavior do not report major toxicity events. Even with limited direct evidence, that doesn’t mean missteps can’t happen. Looking at compounds with close chemical cousins—like ephedrine derivatives, which share structural similarities—makes it clear that effects can run from mild irritation up to systemic toxicity if large doses get ingested or absorbed. No one wants to play guessing games with personal safety in any setting, so erring on the safe side fits the facts.

Promoting Safe Handling

Laboratories and workplaces handle safety with a mix of clear rules and common sense. Having spent years in research environments, I’ve seen that even seasoned chemists stay diligent about goggles, gloves, and using chemical fume hoods. Good ventilation reduces the risk of breathing in particles or vapors. Individuals handling threo-2-amino-1-phenyl-1,3-propanediol should avoid direct skin contact, keep containers tightly closed, and follow spill cleanup procedures.

Employers carry the responsibility to keep their teams informed, so up-to-date training and easy access to emergency equipment like eyewash stations are vital. If anyone starts feeling unwell after handling a chemical, reporting the incident and seeking medical advice can head off bigger problems down the line.

Looking Forward

Research chemicals often travel under the radar compared to headline-making compounds, but that doesn’t lessen their risks. Staying informed about available safety data, using proper protective gear, and practicing smart laboratory habits lowers danger in real, tangible ways. Whether it’s threo-2-amino-1-phenyl-1,3-propanediol or something else, informed workers drive safer workplaces one good decision at a time.

What are the specifications and purity levels available for threo-2-amino-1-phenyl-1,3-propanediol?

A Chemical with Practical Value

threo-2-amino-1-phenyl-1,3-propanediol, known to some as threo-APD, ends up in research labs and pharmaceutical manufacturing more often than most realize. It’s not a laboratory oddity. Folks working in organic synthesis or on specific drug targets often cross paths with this molecule, which plays a role in some beta-blocker routes and acts as a useful intermediate for custom molecules.

Specs That Matter – Ranges and Reality

Most suppliers provide threo-APD at several purity tiers. 98% purity is common for standard research, though some applications push a need for 99% or higher. Scrutiny comes from what that extra percent means; just a sniff of a contaminant can mess up a pharmaceutical reaction or botch a pharmacological study. I’ve seen research grind to a halt over fractions of a percent, so paying attention to certified assay results means fewer headaches later on.

Particle size doesn’t get as much play as purity. Even so, quality documentation will mention it. Some users want it fine and powdery, others can work with larger grains. Melting point (usually 98-102°C for threo-APD) also gets a spot on spec sheets, not because anyone’s baking with it but because out-of-range values often mean there’s something unwanted hitching a ride.

Pushing for the Highest Purity

HPLC, NMR, and MS results do more than satisfy curious chemists; they justify confidence in a lot. Sigma-Aldrich, TCI, and niche European companies push purity toward 99%, advertising levels like “for synthesis” or “for pharmaceutical use.” These badges can mean the difference between one-off lab work and regulatory submission readiness. Impurities, particularly stereoisomers or leftover solvents, have stopped approval for much larger molecules. PhEur and USP standards don’t always directly list threo-APD, but applying their logic—limiting heavy metals, moisture, and optical purity—gives a framework for serious production.

Why Purity and Specifications Can’t Be Ignored

A run-in I had with a batch of “APD” that came with just a handwritten label, not a single analytical report, drove home the point. That sample turned a normally clean reaction murky, and the product yield plummeted. I later got a proper batch—certificate of analysis included—and things ran as smoothly as the textbooks promise. Every scientist and manufacturer weighs cost, but cutting corners on purity often chews up far more time and money in the end.

Beyond the bench, the importance balloons. Alkaloid synthesis, custom drug development, and regulatory environments all zero in on trace impurities and documentation. Trust between buyer and seller only grows with solid QC data—nobody wants to deliver a drug batch or a research milestone with weak foundations.

Way Forward in Sourcing threo-APD

Mislabeling or poorly documented batches raise red flags. Always ask for a recent certificate of analysis, with clear mention of enantiomeric excess, moisture, and residual solvents. Reputable suppliers stay an email away and typically offer documentation up front. If you’re scaling up, audit your suppliers and check lot-to-lot consistency, not just first orders.

Solidifying standards across suppliers and enforcing transparency helps keep research honest and manufacturing safe. threo-APD might not always get the limelight, but its specs shape progress in real ways, right from the first gram to metric tons.

threo-2-amino-1-phenyl-1 3-propanediol