(1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol: A Closer Look

Historical Development

Back in the 1980s, targeted chiral synthesis began shaking up how chemists approached stereo-defined compounds. (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol traces its roots to that era, growing from the search for effective chiral building blocks. Researchers running through multi-step syntheses would often hit steric and reactivity snags, so these optically pure compounds caught a lot of attention as a new toolbox. Early journal articles talked about using this molecule as a stepping stone for β-amino alcohols, often heading down the path of β-blocker research or searching out ways to fight infectious diseases. Teams at academic centers and pharma companies saw this nitrophenyl aminopropanediol structure as reliable — not simple — but a dependable core for smart modifications. Its journey lines up with growing precision in asymmetric synthesis methods and the drive to make drugs safer and more effective.

Product Overview

Today, suppliers offer (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol in its crystalline form, typically yellow to light brown, reflecting the strong nitro group on the aromatic ring. Buyers look for it in both small gram amounts for bench chemistry and larger batches for pilot production. Labs working in pharma, agrochemicals, and material science often keep it as a part of their chiral collection, spinning off analogues or using it straight as a resolving agent or an intermediate. I remember more than once seeing researchers scramble to keep a bottle of it on hand — chemists love a reliable chiral center, especially with robust literature backing up its performance in downstream transformations.

Physical & Chemical Properties

The melting point sits around 122–126 °C, and it dissolves best in polar solvents like methanol or dimethylformamide, following the trends of other nitro-substituted aromatic amino alcohols. It’s solid at room temperature, usually distributed as a fine powder. The nitrophenyl group gives it a light-sensitive touch, so storage calls for an amber bottle and a cool, dry shelf. The amine and hydroxyl groups open the door to hydrogen-bonding, which can change how it behaves in both chemical reactions and crystal engineering. Many in the field have noted its sharp NMR and UV-vis signals, handy when a researcher needs to monitor reaction progress or confirm purity. Its optical rotation is another touchstone for quality, usually right around +53° (c=1, MeOH), and there’s nothing more frustrating than a supplier batch that lands even a degree off, since chiral purity means everything in subsequent applications.

Technical Specifications & Labeling

Manufacturers pin the purity of (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol between 98% and 99.5%, with enantiomeric excess consistently above 99%. Each shipment comes with a detailed certificate of analysis, covering the melting point, IR, NMR, and HPLC chromatograms to reassure labs on every batch’s identity. Chemical labels follow GHS standards, with pictograms flagging its expected irritant properties. There’s no room for cutting corners — one mad dash to substitute a supplier’s mis-labeled batch led to days of lost synthesis in our group, a much-needed reminder for proper documentation and barcoding of every stock vial hitting the shelves.

Preparation Method

Typical preparation draws on asymmetric reduction or bio-catalysis to set the (1S,2S) configuration. Early protocols leaned on chiral pool synthesis, pulling from tartaric acid or amino alcohols, then installing the nitro group with electrophilic aromatic substitution. Hydrogenation of protected nitro derivatives let researchers swap between stereoisomers and fine-tune conditions until the yield met the project's needs. Recent work streamlines these steps by using enzymatic reduction, with engineered enzymes enhancing enantioselectivity and lowering environmental impact. I’ve seen teams experiment with organocatalytic approaches, too, always chasing greener chemistry and lower solvent usage, even if the scale-up introduces challenges.

Chemical Reactions & Modifications

Once in hand, (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol plays well with a slew of transformations. The amine can be protected, acylated, or reductively alkylated, while the diol opens up for esterification or conversion to cyclic ethers under acidic conditions. The aromatic nitro group sets up broad reduction possibilities, transforming into a variety of aniline derivatives for further medicine development. Chemists prize this core for its modularity; a few changes unlock different biological profiles or material properties. Graduate students racing through total synthesis projects know that once the chiral center is secure, the next moves lean on the reliability of these downstream functional group modifications.

Synonyms & Product Names

It’s marketed under several names, making inventory checks a bit of a puzzle: (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol, (1S,2S)-2-Amino-1-(p-nitrophenyl)-1,3-propanediol, and in older texts, simply as (+)-PANP. CAS registry numbers and catalog codes are standard practice, allowing procurement teams to cross-check for the exact stereochemistry they need, and avoiding the headaches that come with enantiomeric mismatches entering the production workflow. As someone who’s had to reorder materials under tight timelines, a clear supply chain with unambiguous naming conventions saves both money and frustration.

Safety & Operational Standards

Working with nitroaromatics demands respect — gloves, lab coat, well-ventilated space, and routine monitoring for any dust generation or spills. Exposure limits focus on skin and eye contact, as these can lead to irritation and, in worst cases, allergic reactions. I always tell younger chemists not to cut corners: even a tiny amount spilled can be enough to trigger mild headaches or red eyes. Material safety data sheets underline the need for immediate decontamination procedures. Waste is collected separately, tracked as hazardous organic. Emergency showers and eyewash stations, sometimes overlooked, make all the difference in those rare but inevitable accidents.

Application Area

Pharmaceutical research leans heavily on (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol’s chiral backbone. Its utility shows up in the synthesis of antihypertensives, antivirals, and even experimental CNS agents. Chemists reach for it when enantioselective reactions demand both reliability and clear downstream functionalization. Drug discovery teams often use it as a template to sketch new analogues for SAR (structure-activity relationship) studies. In the classroom, I’ve seen it highlighted as a step-up from simple amino alcohols — a workhorse that illustrates the interplay between chirality, aromaticity, and functional groups for undergrads cutting their teeth on advanced synthesis.

Research & Development

Development pipelines focus on new asymmetric synthesis routes, aiming for higher yields and lower waste. Screening alternative catalysts, both organo- and biocatalysts, has become the norm as the push for green chemistry intensifies. In the industry, teams test how stable derivatives hold up during storage or shipment, since shelf-life can make or break a candidate in the preclinical stage. Academic collaborations speed progress, especially when sharing unpublished data on reaction optimization or by uncovering side-reactions that might escape the notice of less careful eyes. In my collaborative work, every time new analogues are proposed, the reference backbone often comes back to this molecule, given its track record for versatility and reliability.

Toxicity Research

Ongoing animal studies test both acute and chronic toxicity, focusing on its main breakdown products after metabolic transformation. The nitro group has drawn some concern for its possible breakdown to reactive amines, so research groups monitor any in vivo conversion, using bloodwork and tissue samples from animal models. Most early data in rodents and rabbits show low acute toxicity, but chronic administration studies remain in progress. In the lab, I stress never to dismiss even a single rash or headache; what reads as minor for one technician may translate to significant risk at scale, especially where exposure potential jumps in production environments.

Future Prospects

With expanding fields in asymmetric drug synthesis, materials science, and fine chemical production, (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol has staying power. There’s clear opportunity in automated synthesis, as machine learning models now integrate physical and chemical datasets for process improvement. Smart reactors and flow chemistry setups boost reproducibility and minimize waste. As regulatory expectations rise around chiral purity and environmental impact, future work will need to balance speed, selectivity, and safety with more sustainable manufacturing. My experience shows the best innovations come from addressing these tough constraints head-on, changing conventional wisdom about what is easy or possible for these essential chiral intermediates.



What is the primary use of (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol?

Why Chemists Pay Attention to (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol

Every chemist knows the thrill of finding a compound that reveals a little more about how living systems work. (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol is one of those molecules with a unique story. This compound, often found listed in pharmacology reference books, plays a crucial role in neuroscience laboratories focusing on glutamate receptors. In my own academic days, I saw it come up more than once as a tool for mapping the workings of the brain — specifically the activity of NMDA (N-methyl-D-aspartate) receptors.

How Neurobiology Makes Use of Nitrophenyl Propanediol

Scientists developed (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol as a selective antagonist of NMDA receptors. NMDA receptors act like gatekeepers for calcium ions traveling into nerve cells. This compound blocks the receptor, allowing scientists to measure how much of a brain process depends on open calcium gates. If you have ever looked at research on excitotoxicity (when excessive glutamate causes nerve cells to die) or on synaptic transmission, you have touched the world made possible by chemicals like this.

Supporting Progress in Understanding Stroke and Brain Injury

The complexity of stroke research stands out. Brain cells lose oxygen, glutamate builds up, NMDA receptors go into overdrive, and brain cells go down. By introducing selective NMDA antagonists in rodent studies, researchers have mapped out which brain regions take the biggest hit first and how intervention might protect them. In a few studies, I watched as scientists used (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol to quiet down unwanted calcium flow, hoping it would limit lasting brain damage. Without this tool, sorting through the chaos of chemical events in stroke just gets harder.

The Risks and the Caution Required

No chemical story is simple. Some molecules open up whole new lines of inquiry but also force you to think about safety and integrity at every step. NMDA receptor antagonists have a reputation for causing unwanted mental effects if they drift too far from test tubes and lab rodents. Careful labeling, appropriate ventilation, and gloves are part of the daily routine for any chemist handling this stuff. Research ethics boards look hard at animal studies with these antagonists. Data gathered with them shapes medical guidelines for treating brain injuries — so mistakes in their use can ripple well beyond the bench.

Moving Forward: Making the Most of Research Tools

As we ask deeper questions about brain health, the importance of selective chemical tools grows. Like many before it, (1S,2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol teaches the value of precision. There’s always talk about gene editing or high-tech imaging, yet carefully designed molecules keep showing their worth for live-tissue experiments. Funding for academic chemistry or neuropharmacology needs to keep pace with the sophisticated questions coming out of university departments. The next big leap in treating stroke or understanding neurodegeneration might depend on having just the right molecule at the right time.

What is the recommended storage condition for this compound?

Real-World Stakes in Chemical Storage

Investing time and attention to proper chemical storage keeps both people and valuable substances safer. I’ve seen labs scramble after a broken bottle or a container that let in moisture. Nobody forgets the sharp smell of a dissolved label or the clean-up that follows. Small lapses disrupt research, cause accidents, and waste money. Chemicals last only as long as their surroundings protect them.

Key Factors Influencing Storage

Moisture, light, and temperature influence stability. Store a hygroscopic powder without sealing the container—what follows is clumping, strange reactions, and sometimes ruined batches. Many organic compounds break down in the sunlight. Volatile solvents, left near heat, evaporate or build pressure until the lid might pop off. Anyone walking into a busy lab sees colored bins, foil linings, and fridges packed tightly for good reason.

Learning From Guidelines and Facts

Regulators like OSHA and the CDC give storage advice for safety and integrity. Take hydrochloric acid—corrosive, reactive with bases. Instructions tell you to keep it cool, dry, far from sunlight, and away from anything alkaline. If acids and bases get mixed on a shelf, glass stoppers can fuse or build up pressure—sometimes exploding, sometimes just making opening containers a headache. For solid reagents, storing them airtight, away from direct sunbeams, keeps decomposition in check.

The American Chemical Society suggests paying close attention to storage labels even for everyday reagents. For example, sodium metal must never go near water. Just a trace of humidity in the air will set it hissing and popping right inside the jar. Putting sodium under oil stops that reaction cold. Ether and similar solvents belong in a cool, ventilated space because vapor builds up shockingly fast. More than one researcher has emptied a room out of caution—not out of actual fire.

Bigger Issues Related to Poor Storage

Improper storage causes more than small spills or wasted money. Leaking reagents can poison groundwater, injure staff, or start a chain reaction if shelves collapse. I remember a story from my university years: someone returned a poorly closed bottle to the acids cabinet, fumes spread, and all the surrounding labels peeled off. It took hours to figure out which was which. Strong policies go beyond suggestion—they reduce risks for students, teachers, researchers, and the folks who clean the lab after hours.

Practical Steps Moving Forward

Routine checks and clear instructions go far in solving these problems. Before opening a shipment, verify what the compound needs: temperature range, sealed packaging, away from incompatible materials. Write the open date on the label, double-check shelf assignments, and keep Material Safety Data Sheets readable and local. I’ve found clear color-coded shelves cut confusion in busy spaces. Equipment like desiccators, flammable cabinets, and explosion-proof fridges matter just as much as having the correct personal protective gear.

Chemists, warehouse workers, students, and teachers shape safer storage habits every day. It’s about protecting people, budgets, and research. Neglect grows expensive fast, while diligence pays off by making sure each compound can do what it’s meant for—today and for whoever comes after.

Is (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol available in different purity grades?

Purity Isn't Just a Number

No one in a chemistry lab wakes up excited to read the fine print on a bottle's label—until something goes sideways. With complex chemicals like (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol, purity directly influences the outcome of research, drug discovery, or industrial processes. I remember trying to optimize a reaction as an undergraduate and following every step by the book, only to learn that those three lost percentage points mattered more than hours spent tweaking conditions. Even the smallest amount of leftover byproduct had a way of throwing everything out the window.

Purity Grades: More Options, More Responsibility

Chemical suppliers offer compounds in a range of purities. With (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol, people can expect to see lab, technical, and high-purity options. Each grade fits a different need. For routine benchwork or teaching labs, technical grade can do the trick and costs less. Pharmaceutical research, on the other hand, sticks with analytical or high-purity grades. One wrong impurity could introduce unknowns in a clinical trial or clinical study. It goes further than research—regulations around the world often demand a specific purity threshold for manufacturing active pharmaceutical ingredients.

The Tradeoff: Cost, Access, and Performance

Money often complicates these choices. High-purity batches mean more steps to purify, more labor, tighter quality controls, and smaller yields. Prices rise as results demand more. In academic labs on tight grants, it gets tempting to choose a cheaper batch thinking "good enough." The truth shows up later, though, when reactions underperform or isolation gets tougher, sometimes introducing more hassle than upfront savings justify.

Researchers face a real dilemma. Saving a few hundred dollars now could cost months of rework down the road. Laboratories chasing funding or private companies working on a shoestring budget have to balance their bets. Stakeholders want results, but cutting corners on material quality often brings on headaches that can jeopardize trust, credibility, or even safety.

Quality Control and Supplier Reputation

Each supplier prints a different certificate of analysis, but labs don’t just buy numbers. They buy stories those numbers tell. Reliable vendors test every lot for purity and document recurring contaminants or residual solvents. I've run into unnamed "grey-market" intermediaries advertising discount rates and high purities, but one look at inconsistent results and frequent troubleshooting sessions reminded me that saving money can disappear into wasted time and resources.

Picking a trustworthy supplier pays off. The best vendors invest in robust analytical capabilities—NMR, HPLC, LC-MS, and more—to back their promises. Labs and companies who look for transparency over just the lowest line on a quote usually come out ahead, because predictable results keep rework at bay. It pays to grill suppliers on their batch records and test protocols before signing off on large orders.

Solutions That Put Quality First

Before purchasing (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol—or any critical reagent—it helps to step back and clarify the goal. If the project might end up published, filed with a regulatory agency, or scaled for production, saving pennies on grade rarely makes sense. Build trust with suppliers, review every certificate of analysis, and don’t be afraid to ask for batch samples or more data. For teams that want robust, reproducible outcomes, the only shortcut is diligence up front.

What are the safety precautions and handling instructions for this chemical?

Understanding the Hazards

The first thing I check before handling any new chemical at work or home comes from the label and the safety data sheet. Skipping this step never ends well. Not all chemicals carry the same risks; some irritate your skin or eyes, others can damage your lungs with a single careless breath. I remember a time when a colleague shrugged off gloves while pouring a strong acid. His hands clued him in the hard way — chemical burns hit fast. Simple measures like reading warnings or knowing a chemical’s effects reduce a lot of risk.

Personal Protection: More Than Just Gloves

Relying on bare hands and street clothes doesn’t cut it, especially with substances that splash or give off fumes. I’ve found that goggles, gloves, and sturdy lab coats don’t just sit on a safety check list; they make sure small accidents stay small. Some chemicals need special gloves or face protection. The drawstring on a hoodie? Bad idea. It can drag a contaminated sleeve across your face. Keeping long sleeves tight and jewelry off lets you avoid unintentionally dragging hazards with you.

Ventilation Matters

Working in a small room or storage closet with poor air flow increases trouble. A proper fume hood can take away vapors that burn your nose or, worse, hurt your lungs. Even at home, opening windows or using a fan helps against household cleaners and paints. Forgetting fresh air lets dangerous gases build up before you realize it.

Safe Storage Keeps Problems Contained

Chemicals rarely act up when they sit on a shelf, but the real trouble starts when acids, bases, or solvents mix. I always separate acids from bases and keep flammables far from anything that creates sparks or heat. Flimsy containers spell disaster. If a bottle cracks, the spill isn’t just a mess—it brings risk for those who tidy up after. Labels can fade or fall off, and you don’t want to guess whether the clear liquid in that old container is water or a strong solvent. Taking ten seconds to re-label or re-cap something can save hours cleaning up.

What To Do With Spills and Exposure

Accidents still find a way, no matter how careful the routine. For spills, the right kind of absorbent makes a big difference. Tossing sawdust on a strong acid creates more drama than it fixes. I keep neutralizers nearby for any acid or base, and I have a chemical-resistant spill kit tucked near the lab door. If skin gets exposed, flushing with water beats rubbing or wiping — water moves the chemical off before it soaks deeper. A quick rinse saves more than most people think. Knowing where the eyewash and shower stations sit means you’re not fumbling in a panic.

Waste Disposal

Once work ends, the job’s only half done. Pouring chemicals down the drain might seem easy, but it leads to bigger problems downstream. I separate everything that goes out: solvents, acids, oils — all in clearly marked containers. Municipal disposal days take care of products I can’t safely throw away. Hazardous waste sitting in the trash can turn ordinary garbage collection into a public risk.

Learning and Respect

I’ve picked up most of these habits by listening to others’ mistakes, taking safety drills seriously, and never treating a familiar chemical as harmless just because I've used it before. Safety isn’t about paranoia; it comes from respect for how powerful and unpredictable these substances can be. That mindset has kept me safe, and it’s done the same for every skilled worker I know.

Can you provide the MSDS or COA for (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol?

Getting Straight to Safety and Transparency

Walking into a lab and handling compounds like (1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol, nobody wants to play a guessing game. The Material Safety Data Sheet (MSDS) and Certificate of Analysis (COA) aren’t just paperwork buried in binders—they stand between a researcher and an unexpected trip to the emergency room. It’s easy to forget that even a small oversight in chemical handling can spiral into a serious hazard, especially when dealing with compounds with a nitrophenyl group that tends to bring unique toxicity and environmental risks.

The Problem: Chasing Down the Right Documents

As someone who has spent long hours behind a lab bench, I’ve had frustrating days spent emailing or calling suppliers just to track down a current MSDS or COA. Inconsistent paperwork doesn’t just waste time; it can wreck an entire experiment or even trigger regulatory headaches. There are times I’ve opened shipments, only to realize the included paperwork describes a different batch or even another chemical entirely. That’s a red flag.

An up-to-date MSDS gives more than emergency steps. It offers core information like melting point, stability, and risks of skin contact or inhalation. And for this compound, batch-to-batch purity matters—a COA confirms that you’re not bringing hidden contaminants into your reaction or project. I remember a group that tried to shortcut quality control once; the result was a contamination issue that set back an entire month’s work.

Scrutiny for Research and Regulatory Requirements

Labs that care about their work want to keep things above board. The MSDS helps workers prepare, storing and disposing of chemicals safely. Most universities or companies face random inspections, not to mention grant requirements that force you to prove you’re not “winging it” with toxic materials. Regulatory agencies expect complete and up-to-date documentation on anything remotely hazardous. In my own experience, hitting a snag here can make auditors dig deeper, even into unrelated projects.

Some projects have extra hurdles, especially in pharmaceutical research or material science. Here, a COA isn’t an optional formality; it’s your passport for quality, since you might have to show it before publishing or submitting a patent. Gaps in documentation risk lawsuits or retracted publications. That's not just theory—I’ve seen teams have to redo work or issue retractions simply because their documentation didn’t match their product.

Simple Steps Toward Better Compliance and Science

Instead of treating MSDS or COA requests as annoying bureaucracy, treat them as the basic price of admission for safe, reliable science. Push suppliers hard: if a company can’t provide both documents, take your business elsewhere. Digitizing and centralizing document storage streamlines access, and even a spreadsheet with links to every chemical’s MSDS or COA beats shuffling through stacks of paper.

Taking a few minutes to cross-check the details—CAS number, batch identification, and analytical data—saves massive headaches later. Encourage a culture where people double-check the paperwork before popping open that bottle or weighing out powder. In the end, real science moves forward by mixing transparency, quality, and a healthy bit of skepticism about what comes through the mailroom.

(1S 2S)-(+)-2-Amino-1-(4-nitrophenyl)-1 3-propanediol