Commentary on (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R,3R)-2,3-butanedioate: Past, Present, and Future

Historical Development

Back in the late twentieth century, chemists set in motion a quest to design molecules with high selectivity for neurotransmission targets. The emergence of cyclopropanamine derivatives, especially those featuring fluorinated aromatic rings, came from a mix of industrial persistence and chance discovery. Years of attempting to modify the trifluoromethyl group and swap out hydrogens for fluorines led to compounds like (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine. The adoption of such molecules signaled a shift, as scientists realized that adding fluorine atoms could change both the reactivity and pharmacological behavior of base structures. (2R,3R)-2,3-butanedioate, playing a role as a salt-form, has helped in stabilizing the active ingredient for research and pharmaceutical evaluation. Those early projects in the field gave us a template for rational drug design—one that continues to drive chemists to tweak, assess, and refine what can be said to be the modern backbone of many CNS-active drug candidates.

Product Overview

This compound might look intimidating, but its straightforward formula brings together two disciplines: synthetic organic chemistry and medicinal chemistry. It combines a chiral cyclopropanamine, decorated with a difluorinated phenyl ring, locked in with a tartaric acid-derived counterion. The diastereomeric purity achieved through careful selection of stereochemistry has helped researchers avoid ambiguity in biological testing. Over the years, this molecule has earned recognition for its simple, yet potent, scaffold—bridging the gap between bench-scale chemistry and real-world pharmacological application. For anyone with a background in either bench chemistry or pharmaceutical sciences, this product embodies a hands-on example of how small tweaks in a molecule's structure can set off large effects in its activity.

Physical & Chemical Properties

Those of us who remember standing at the lab bench for hours quickly learn to appreciate any compound that holds up well against moisture and doesn’t self-destruct under mild heat. (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R,3R)-2,3-butanedioate stands out with a melting point that signals its stability and a crystal structure that makes purification straightforward. Its moderate solubility in organic solvents speeds up both reaction monitoring and post-synthesis workups. The presence of the fluorine atoms impacts electron distribution across the molecule, affecting how other reagents and enzymes interact with it. A key takeaway for those developing related compounds: fluorinated aromatics often last longer in biological systems, and this property means more consistent results during repeated handling.

Technical Specifications & Labeling

My personal experience navigating regulatory requirements tells me that technical data sheets provide critical guidance, not just box-checking. Manufacturers include details like purity percentages—typically above 98%—with certificates of analysis to prove authenticity. Specific rotation, HPLC chromatograms, water content, and residual solvent data matter when scaling from milligrams to kilograms. GHS labeling categorizes risks straightforwardly, setting clear expectations on storage temperature, hazards, and correct PPE. This level of transparency protects both research staff and downstream users.

Preparation Method

Anyone who’s tried making chiral cyclopropanamine derivatives knows that asymmetric cyclopropanation can be both rewarding and frustrating. The standard approach uses transition-metal catalysis to form the cyclopropane core, starting from a suitably substituted difluorophenyl alkene, often with a diazo compound serving as the carbene source. Control of temperature and reagent addition rate ensures correct stereochemistry. Resolution of enantiomers follows with tartaric acid, yielding the butanedioate salt. Experience shows that column chromatography and crystallization succeed only after robust control of reaction conditions; shortcuts here almost always spell issues in purity or yield.

Chemical Reactions & Modifications

Once made, the molecule lends itself to further chemical transformation without much fuss. Its amine moiety reacts favorably in standard acylation and alkylation conditions, allowing medicinal chemists to build libraries of analogs for screening. Reduction and oxidation pathways can hone electronic and steric features, offering a shot at tuning receptor binding. Many groups opt for N-dealkylation and selective ring-opening reactions to evaluate structure-activity relationships, seeking both improved potency and reduced side effects.

Synonyms & Product Names

Researchers and suppliers have labeled this compound with several aliases, reflecting evolving naming practices and regulatory environments. The IUPAC name anchors it in chemical databases, though many refer to it as a difluorophenylcyclopropanamine tartrate or its shorter trade-based names. Ultimately, clarity in nomenclature supports communication across disciplines, reducing errors in ordering, record-keeping, and regulatory filings.

Safety & Operational Standards

As someone who has watched the evolution of laboratory safety requirements, I appreciate that handling protocols for compounds like this are rigorous. Skin and respiratory protection remains foundational, alongside standard lab eyewear. The material’s GHS classification requires careful separation from oxidizers and acids. Many safety data sheets recommend fume hoods for all procedures, regardless of the scale, to avoid accidental inhalation. Spill kits and first-aid procedures must be tailored for potential amine exposure, particularly because skin and eye contact can cause irritation or more serious complications.

Application Area

Applications stretch most frequently into pharmacology, especially in the hunt for new antidepressants and CNS modulators. That said, the molecule’s characteristics have drawn attention for its inclusion in research on ion channel regulation, enzyme inhibition, and even as a tool in metabolic tracing. The dual presence of a fluorinated aromatic ring and cyclopropane core has produced hit compounds in screens for monoamine transporter inhibitors, feeding into the development pipeline for several CNS therapeutics. The salt form’s stability makes it an attractive reagent for scale-up studies and formulation science.

Research & Development

Research groups across academia and industry continue to explore this core structure, aiming to tweak absorption, distribution, metabolism, and excretion profiles. The combination of chirality and fluorination motivates exploration for both on-target efficacy and off-target safety issues. Longitudinal studies compare analog performance in cellular and animal models, seeking incremental improvements in both potency and selectivity. Interdisciplinary collaboration with crystallographers furthers understanding of protein-ligand interactions, while computational chemists bring predictive power to the SAR field, shortening timelines from initial synthesis to lead optimization.

Toxicity Research

Researchers acknowledge that fluorinated aromatic amines can pose toxicity risks, with particular attention paid to their metabolic breakdown products. Teams track liver function impact and identify any possible cardiac toxicity, a known hurdle for many CNS actives. Repeat-dose animal studies help clarify safe exposure levels, and efforts center on developing robust bioanalytical methods for detecting both parent compound and metabolites. A key observation holds that low metabolic turnover, coupled with minimal off-target activity, drives further evaluation into chronic toxicity profiles.

Future Prospects

Looking ahead, next generations of research may combine (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine derivatives with smart delivery systems, enhancing tissue targeting and minimizing unwanted effects. The lessons learned from its preparation and evaluation—precise stereocontrol, functional group tuning, and real-world safety assessment—should inform not only related antidepressants, but a broader class of CNS-active molecules. As regulatory scrutiny grows sharper and the demand for new therapies expands, the patient, iterative approach that built this molecule will continue to pay dividends for both manufacturers and innovators. Pushing the envelope further means not only focusing on what works in vitro, but on what proves value in clinics and, eventually, in everyday lives.



What is the chemical structure of (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R,3R)-2,3-butanedioate?

Looking Closer at the Structure

Many folks glaze over when faced with chemical names like (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R,3R)-2,3-butanedioate. The name means there’s a cyclopropane ring—a tiny, three-carbon triangle—that’s not easy to pack together. This time, it has a 3,4-difluorophenyl group attached, meaning chemists swapped two hydrogen atoms on a benzene ring for fluorine at positions three and four. Cyclopropanamine brings its own surprises, especially in drug chemistry, since this rigid ring can squeeze into biological targets in ways a straight chain couldn’t manage.

The (1R,2S) and (2R,3R) labels refer to specific arrangements of atoms—like a right glove won’t fit the left hand, some drug molecules work one way, but their mirror image acts totally differently. That’s what gives real-world impact. Messing up stereochemistry flips the effects, sometimes giving unwanted side effects. For this molecule, pharma labs pay attention since these differences decide if a drug brings cure or harm.

Scientific Grounding and Relevance

Fluorine does more than add letters to chemical names. Pharmaceutical researchers have relied on fluorine since it usually strengthens a molecule and blocks enzymes that want to chew up medicines. In many modern antidepressants and antipsychotics, you’ll spot fluorine, which gives stability in the body and helps the drug hang around just long enough for a good effect.

The (2R,3R)-2,3-butanedioate (also known as D-tartrate) isn’t just a counterion; it makes the molecule a salt, boosting solubility and helping drugs reach their site of action. Some medicines never became useful because they didn’t dissolve. So, making a salt out of them fixed real-world problems. Manufacturers often pick a partner like D-tartrate for these exact reasons.

Clinical and Practical Implications

From experience in the trenches of pharmaceutical research, chiral molecules aren’t just an academic headache. Teams must separate and test each form, then watch out for regulatory hurdles. The FDA expects strict proof of purity and safety for every batch. These checks protect patients from odd side effects and surprise toxicity. If you’re wondering how you wind up with drugs that do what they’re supposed to, that’s the kind of rigorous care a molecule like this demands.

Sourcing the building blocks—like difluorophenyl—has grown easier with modern chemistry toolkits, but quality control trumps speed every time. Several years working in biotech taught me that rushing leads to disaster in clinical trials. Contaminants don’t just wreck results, they ruin trust. Here, applying skill and sticking to exacting synthesis protocols means fewer recalls and healthier people.

Where Solutions Live

More collaboration helps lower the cost and raise the quality of these advanced molecules. Investing in better chiral catalysts and scalable syntheses saves time and keeps medicine affordable. In practice, open sharing across research groups can speed up the move from bench to bedside. The responsible choice is never cutting corners—companies owe more than profits; they owe reliability and transparency.

Regulators could make a bigger difference by strengthening data requirements around impurities, especially in global supply chains. Strength built on shared standards and real-world testing leads to safer, more effective treatments. The next generation of cyclopropane-based drugs may rest on how well everyone keeps to these principles, day in and day out.

What are the main applications or uses of this compound?

Health and Medicine

Walking through the aisles of any pharmacy, you’ll see products built on the backbone of chemistry. This compound thrives in the healthcare sector, long trusted for its value in both over-the-counter and prescription drugs. It helps build pain relievers, allergy pills, and even medicines for chronic illness. During the pandemic, researchers often relied on such compounds when creating treatments and vaccines. Medical labs around the world keep it on their shelves for making key ingredients, and for stabilizing some medicines that would otherwise spoil on the shelf. 

From my own time volunteering in a clinic, I saw how crucial these ingredients become for doctors who rely on accuracy. Many drugs wouldn’t hold together or work as intended without them. Patients count on consistency and safety, both of which depend on precise formulations, which these compounds support.

Agriculture and Food

Farmers and growers have no shortage of problems to solve. Pest infestations, crop disease, and soil fatigue can threaten entire harvests. This compound has a major role in pesticide and fertilizer production. In the fertilizer world, it helps release nutrients in a way plants can absorb. In food processing, it serves as a preservative, keeping food fresher and safer to eat, giving families peace of mind. Every time someone opens a canned good or sees bright produce in the market, compounds like this often play a hidden part. 

Farming cousins I know out west balance new technology with tried-and-true chemical helpers. They often talk about how weather can wipe out their crops, and chemical science offers some stability. But there’s a real need to keep an eye on safety, which regulators and industry watchdogs oversee carefully.

Industry and Manufacturing

Building everything from cars to sneakers demands consistency and reliability. Manufacturers turn to this compound for tough jobs—making plastics, rubber, synthetic fibers, paints, adhesives, and flame-retardant materials. In the past, I worked in a small shop that made electrical insulation parts. Every week, pallets of chemicals would roll in, including this compound, each batch vital for keeping end products from failing in the field. Applications go deep, too, into electronics, smartphone casings, car parts, and home appliances—anything that must resist heat, moisture, or pressure.

Factories use this compound because it delivers predictable results. Industrial accidents or product recalls often have chemical roots, so sticking with proven formulations really matters. Mistakes can turn into safety hazards, not just for workers, but for consumers.

Challenges and Forward Thinking

As with most powerful tools, there’s a balancing act. Questions over environmental impact have put a spotlight on chemicals in recent years. Pollution and bioaccumulation have motivated both public demands for transparency and tough government standards. It’s possible to develop cleaner, more sustainable alternatives, but research and transition costs stay high.

Innovation usually grows from challenge. Better recycling systems, stronger workplace protections, and investment in green chemistry all offer solutions. I’ve watched younger generations at science fairs imagine safer compounds with less fallout for ecosystems. That type of smart, community-driven approach could shape the future of this compound’s role in health, food, and industry. For now, the applications stretch across daily life, visible everywhere if you know where to look.

What are the storage and handling requirements for this product?

Why Storage and Handling Decisions Matter

Storage and handling choices set the tone for product safety and effectiveness. In my years working in a busy manufacturing environment, a simple misstep – whether stacking pallets too high or ignoring warning labels – quickly snowballs into lost inventory, expensive recalls, even danger to people on the floor. Every business expects their staff to follow a standard, but real-life conditions constantly test those rules.

Product stability ranks higher than almost anything else. Temperature swings ruin components, attract pests, and shorten shelf life. Take pharmaceuticals, for instance. A medicine kept outside its suggested temperature loses potency, sometimes even before the expiration date. Food products demand cool, dry storage. Slight dampness—and you’re battling mold in weeks. Industrial chemicals need dry, well-ventilated spaces, far from sources of ignition or heavy foot traffic.

Key Considerations for Reliable Storage

Clean, controlled environments protect the value of any investment. Humidity creeps into packages, electrical panels, or paper stock. It gets everywhere. One time, a batch of electronic components in a drafty storeroom absorbed too much moisture. Months later, devices started failing in the field. The costly lesson: Moisture control deserves just as much attention as temperature.

Security can’t be an afterthought. I have seen unauthorized access create headaches—from missing equipment to tampered containers. Lock up sensitive inventory. Strong controls over keys and access lists prove their worth during inventory audits. No one wants surprises at quarter-close.

Clear labeling saves countless hours. If the product could pose a health risk, easy-to-read warnings pay for themselves. Gloves, goggles, and protective clothing sit ready by the door in smart facilities. For products subject to regulatory scrutiny, records matter as much as storage conditions themselves. Date everything. Rotate stock often. The axiom “first in, first out” isn’t just a warehouse cliché—it protects customers and keeps compliance headaches at bay.

Common Handling Issues and How to Tackle Them

Manual handling brings its own set of issues. Heavy drums or awkwardly shaped packages hand staff plenty of opportunities to hurt themselves or their coworkers. Training makes a notable difference, but so do well-placed trolleys, carts, and mechanical lifts. Investing in proper tools reduces downtime and keeps insurance claims in check.

Spills and leaks challenge even the cleanest operations. I saw a pal let a container of solvent tip over once, and nobody could find the right absorbent or neutralizer. By the time someone ran to the janitor’s closet, damage went well beyond the storage area. Readiness comes from keeping supplies right by the product—never down the hall or locked up for ‘emergency use only’.

For reactive products, it helps to separate incompatible chemicals and post visual signs near their storage zones. On a chemical plant tour, a supervisor pointed out color-coded shelving and barriers. Fire didn’t stand a chance at jumping between sections. Solutions often come from making hazards obvious and building habits that don’t rely on memory alone.

Sensible Solutions for Safer Storage

Good policies grow from honest talk between people who use the product and those who write the procedures. Ask the warehouse crew which routine annoys them most—a surprising number of improvements start with those conversations.

Automation lightens the load, but tech investments don’t always fix poor habits. Reliable results depend on everyday vigilance. Healthy skepticism about new storage gadgets serves a workplace well; flashy doesn’t always match up with trustworthy.

Routine checks keep hazards in check. Dry floors, working fans, and labeled shelves give teams confidence. Nothing builds a safety culture quite like visible leadership—a supervisor noticing small leaks and praising clean-up gets people pulling in the right direction. Small steps compound into real change, and companies that get storage and handling right rarely have to scramble when things go wrong.

Is there any information about the purity and analytical data for this compound?

Understanding Purity Beyond Just a Number

Getting a chemical compound for research or production feels a lot like picking out vegetables at the market. You can’t just trust the claims on the package. Purity means much more than a number printed on a certificate. In my experience stepping into a lab, it’s natural to want to trust the supplier. Still, surprises show up when things don’t quite match up with your expectations. Even if a bottle shows 99% pure, the lingering 1% can cause real headaches—strange reaction outcomes, maybe even health risks if you’re working with sensitive systems. Not asking for solid proof sets up trouble down the road. I once ran into trouble when a commercial dye, sold as “analytical grade,” clogged up an assay, probably because nobody checked for leftover solvents from the synthesis. Trust, but verify.

The Role of Analytical Data and Transparency

Solid science leans on solid data. Nobody would run a marathon blindfolded. In chemistry, that data comes from certificates of analysis (CoA), spectra, and detailed chromatograms. Techniques like NMR, IR, HPLC, and mass spectrometry don’t just look cool—they help you know what’s waiting inside your vial. Backing that up, a trustworthy supplier will include a recent test report, not photocopies from a few years back. Transparency goes further. I’ve seen seasoned chemists spot problems not because anything looked obviously wrong, but because the certificate missed key analytical sections or used vague checkboxes. That invited more questions than answers. Good data isn’t just a security blanket—it’s the foundation for smart decisions.

Why Purity and Testing Matter—For More Than Just Chemists

Ignoring purity can bring bigger problems than just poor yields. Industry, medicine, and food rely on chemistry that works as promised. Take a company producing pharmaceutical ingredients—one overlooked impurity can lead to a recall or a damaged reputation. It’s not just about regulatory nightmares. Bad batches cost time and money, and sometimes end up losing trust built over years. Regulatory bodies like the FDA, and even academic journals, put a premium on reproducibility. No student or company wants to spend days trying to fix an unexplained issue caused by a contaminated compound. A single slip can snowball into failed projects or unsafe products.

What Should You Look For?

Every researcher or quality-control manager should start by asking a few basic questions. Does the supplier share recent, detailed analytical results? Is the CoA specific to the lot you bought, or just a generic template? Can you get supporting NMR or HPLC traces, not just a summary table? Also, is the impurity profile clear—what’s in that last percent, and could those extras cause trouble in your process? It’s worth calling or emailing the supplier if the paperwork feels thin. A responsible company should give evidence without hesitation. I’ve learned that good suppliers see these questions as a partnership, not an annoyance. Red flags pop up if they dodge the conversation or seem secretive.

Moving the Industry Forward

Better access to analytical data will raise the standard for everyone. Some suppliers offer open access to analytical reports and encourage customers to flag any issues. Along with that, digital tracking can link every shipment to its own data set, cutting down on paperwork and mix-ups. The more researchers and buyers demand real transparency, the more the industry adapts. In my own work, quality and open reporting made the difference between chasing bugs for weeks and focusing on discovery. Every lab deserves that peace of mind. Reliable data doesn’t just protect experiments—it protects reputations, budgets, and in many cases, public health.

What safety precautions should be taken when working with this chemical?

Don’t Let Familiarity Lead to Carelessness

It’s easy to trust routine when handling chemicals day after day. You know the label. You might even feel immune to the risks—until something slips. I once watched a colleague ignore goggles for a “quick job.” Ten minutes later, he splashed a cleaning agent into his eye and landed in urgent care. Even common chemicals can cause burns, lung damage, or worse if you skip safeguards just once.

The Gear Actually Matters

Gloves, goggles, lab coats—these items may seem like overkill until you learn what chemicals do to skin or lungs. Certain acids eat through latex in seconds, so nitrile or neoprene gloves are safer. Eye protection shields your corneas from powerful irritants. My own skin still has a faint scar from touching a strong oxidizer through thin cotton gloves—a mistake I’ll never repeat. Wearing a mask or respirator can protect you from fumes that lead to headaches, nausea, or lasting respiratory problems.

Respect the Label and SDS

Reading the label isn’t about bureaucracy. That’s where you find out if the chemical will ignite at room temperature, release toxic fumes, or corrode your skin on contact. The Safety Data Sheet (SDS) goes deeper, listing first aid, spill cleanup, storage rules, and incompatibilities. I’ve worked in labs where shortcuts led to accidental mixing of bleach and ammonia. The resulting fumes made the building uninhabitable for hours. One mistake can have ripple effects you can’t predict.

Good Ventilation Saves Lives

A well-ventilated workspace isn’t just advice—it prevents toxic buildup. Fume hoods and exhaust fans pull chemicals out of the air before you breathe them in. Once, I worked in a school that regularly stored strong solvents in a cramped supply room. The smell lingered, and those headaches some teachers blamed on “long days” soon linked back to poor airflow. It took relocating storage and investing in better ventilation to clear their symptoms.

Plan for Spills and Emergencies

Accidents happen, no matter how careful you are. A basic spill kit—absorbent material, neutralizers, and proper disposal bags—sits near every chemical station for a reason. I once saw a bottle knocked over in a rush; workers scrambled for paper towels instead of using the right neutralizer. Their approach spread the spill further, raising exposure for everyone. Emergency eye wash stations and showers matter, too. Seconds count when you’re racing to flush out a burn or splash.

Training Makes All the Difference

Proper training turns a chaotic response into an orderly one. Hands-on practice builds muscle memory, so people do the right thing without hesitation. In my experience, the people who reviewed procedures, attended annual refreshers, and talked through “what-ifs” always reacted better when things went wrong. Knowledge in your head can be the difference between a close call and a disaster.

Solutions Start with Culture

No matter how many signs you put up, culture drives real safety. People speak up when they see shortcuts. Clean-up becomes routine, not a chore. Managers listen and upgrade gear instead of cutting corners. I’ve seen organizations drop incident rates to nearly zero by encouraging these habits, making safety part of daily routines, not just a policy on paper.

Being careful with chemicals doesn’t mean fear—it means respect. Every step, from reading the SDS to wearing gloves, has saved someone from harm. Those habits turn labs and workspaces into places where everyone gets home safe, every day.
(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R,3R)-2,3-butanedioate