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(S)-(-)-Indoline-2-Carboxylic Acid

    • Product Name (S)-(-)-Indoline-2-Carboxylic Acid
    • Alias (S)-(-)-2-Indolinecarboxylic acid
    • Einecs 629-016-6
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    466991

    Chemical Name (S)-(-)-Indoline-2-Carboxylic Acid
    Cas Number 66654-28-6
    Molecular Formula C9H9NO2
    Molar Mass 163.18 g/mol
    Appearance White to off-white solid
    Optical Rotation [α]D20 −95° to −105° (c=1, MeOH)
    Melting Point 203-205°C
    Solubility Slightly soluble in water, soluble in methanol and DMSO
    Purity Typically ≥98%
    Storage Temperature 2-8°C
    Smiles C1CNC2=CC=CC=C12C(=O)O
    Inchi InChI=1S/C9H9NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-4,8,10H,5H2,(H,11,12)/t8-/m0/s1

    As an accredited (S)-(-)-Indoline-2-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing (S)-(-)-Indoline-2-Carboxylic Acid, 5g: Supplied in a sealed amber glass vial with tamper-evident cap, labeled with purity and hazard information.
    Shipping (S)-(-)-Indoline-2-Carboxylic Acid is shipped in tightly sealed containers, protected from moisture and light. Packaging complies with chemical safety regulations, ensuring secure transit. It is handled as a non-hazardous material, shipped at ambient temperature, and accompanied by appropriate documentation and labeling for laboratory or industrial use.
    Storage (S)-(-)-Indoline-2-Carboxylic Acid should be stored in a tightly closed container, protected from light and moisture. Keep it at room temperature, ideally between 2–8 °C (refrigerated) for long-term storage. Store in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizing agents. Always handle under good laboratory practices to maintain sample integrity.
    Application of (S)-(-)-Indoline-2-Carboxylic Acid

    Applications of (S)-(-)-Indoline-2-Carboxylic Acid in Industrial Manufacturing

    (S)-(-)-Indoline-2-Carboxylic Acid plays a key role as a chiral intermediate in multiple industrial manufacturing sectors. As a producer, we serve customers in highly regulated and technically demanding markets. Below we outline major downstream application areas, focusing on differentiation, real-world usage parameters, regulatory aspects, and downstream supply chain integration.

    1. Pharmaceutical Active Pharmaceutical Ingredient (API) Synthesis

    Pharmaceutical manufacturers use (S)-(-)-Indoline-2-Carboxylic Acid as a building block in the synthesis of chiral APIs, including anti-hypertensive, anti-epileptic, and oncology drug intermediates. Its enantiomeric purity ensures consistent stereochemistry in the targeted active molecule. Integration into multi-step synthesis pathways requires precise chiral control, and the acid group provides reactive sites for coupling and cyclization. Downstream customers demand robust traceability from raw material to final API lot. Site-specific analytical methods verify compliance with global regulatory submissions.

    Industry compliance standards

    • Current Good Manufacturing Practice (cGMP) – ICH Q7
    • FDA 21 CFR Part 210/211
    • European Pharmacopoeia Monograph 2.5.7 (Optical Rotation)
    • Qualified Person (QP) release for EU supply chains

    Typical usage ratio

    • 5–15% w/w relative to target API route, adjusted for desired chiral yield
    • Excess of 1.1–1.5 equivalents used to drive asymmetric transformations
    • More limited load (3–7%) in auxiliary screening or when used in catalytic cycles

    Downstream process integration

    • Introduced in the early or mid-stage synthetic step as a chiral pool reagent
    • Coupling with acid chlorides or amines under controlled temperature
    • Purification by preparative chromatography and salt formation
    • In-process checks for enantiomeric excess and chemical purity

    Final product types

    • Chiral APIs for small-molecule pharmaceuticals
    • Intermediates for CNS-drug actives
    • Sartan-related anti-hypertensive agents
    • Specialty oncology drug compounds

    2. Peptide and Peptidomimetic Manufacturing

    Biopharmaceutical companies employ (S)-(-)-Indoline-2-Carboxylic Acid as a non-proteinogenic amino acid in peptide synthesis, enhancing molecular rigidity and protease resistance. Customers use it for custom peptides, cyclic peptides, and peptidomimetics, incorporating the indoline moiety to optimize target engagement in drug discovery. Our material meets stringent purity and optical rotation benchmarks essential to minimize batch-to-batch variability. Peptide synthesis workflows often require compatibility with both solid-phase and solution-phase methodologies, including Fmoc or Boc protection strategies.

    Industry compliance standards

    • USP <1047> Good Manufacturing Practice for Bulk Pharmaceutical Excipients
    • ISO 9001:2015 Quality Management Systems for peptide raw materials
    • ICH Q3A/B for impurities and residual solvents
    • FDA DMF open-part reference (where applicable)

    Typical usage ratio

    • 1 equivalent per targeted sequence incorporating indoline residue
    • Sub-stoichiometric amounts during initial SAR exploration (0.7–1 eq.)
    • Higher loadings applied in cyclic or macrocyclic constructs (often >1 eq.)

    Downstream process integration

    • Built into growing peptide chain on solid phase resin or in solution-phase coupling
    • Protected amino acid derivative synthesized on-site or supplied premade
    • Final product cleavage and deprotection steps monitored for residual side products
    • Analytical QC of peptide mapping and NMR verification

    Final product types

    • Therapeutic peptides and peptide API intermediates
    • Peptidomimetic drug candidates
    • Cyclic peptide research compounds
    • Functionalized peptide fragments for medical diagnostics

    3. Chiral Ligand and Organocatalyst Synthesis

    Catalyst manufacturers use this chiral acid to produce ligands for metal-catalyzed asymmetric hydrogenation and C–C bond formation. The indoline scaffold delivers distinct spatial orientation pivotal to high enantioselectivity in homogeneous catalysis. Manufacturers perform further derivatization steps, such as amidation or esterification, to fit application-specific ligand frameworks. This application requires a tightly controlled impurity profile and confirmed lot-to-lot optical activity.

    Industry compliance standards

    • ISO 14001:2015 Environmental Management in catalyst manufacturing sites
    • REACH registration for import and downstream use in the EU
    • Certificate of Analysis (COA) with enantiomeric purity and trace solvent profile
    • Internal QC systems for transition metal catalyst performance validation

    Typical usage ratio

    • Variable, typically 10–40% based on target ligand weight
    • Adjusted according to desired metal-ligand ratio and specific end-use (1:1 or 2:1 spiking for complex ligands)

    Downstream process integration

    • Condensation or coupling reaction with suitable electrophilic fragments
    • Subsequent complexation with transition metals (Pd, Rh, Ir, Ru)
    • Purification by crystallization or silica chromatography before formulation
    • Batchwise performance QA in kinetic resolution or asymmetric catalysis tests

    Final product types

    • Chiral organocatalysts for fine chemical synthesis
    • Ligands for asymmetric hydrogenation or addition reactions
    • Homogeneous chiral catalyst complexes for agrochemical production
    • Research-grade catalyst kits for academic and industrial R&D

    4. Agrochemical Intermediate Production

    Plant protection product manufacturers harness (S)-(-)-Indoline-2-Carboxylic Acid as an intermediate for highly selective active ingredients, particularly in the synthesis of chiral herbicides and insecticides. The rigid indoline structure imparts bioactivity and soil stability to downstream actives. Specification compliance must align with agrochemical regulatory dossiers, and full traceability from manufacturer to formulation plant is a prerequisite. Integration into production processes often includes multi-stage synthesis, intermediate isolation, and functional group modification tailored to field efficacy trials.

    Industry compliance standards

    • Food and Agriculture Organization (FAO) Technical Guidelines for Active Ingredients
    • ISO 9001:2015 for agrochemical quality systems
    • REACH registration for substance use and downstream safety
    • OECD Good Laboratory Practice (GLP) for toxicological batches

    Typical usage ratio

    • Varies from 2–10% relative molar to target agrochemical core structure
    • Excess quantities (up to 1.2 eq.) to ensure complete reaction in critical coupling steps

    Downstream process integration

    • Intermediate coupling with haloalkane or aromatic fragments under phase transfer or anhydrous conditions
    • Purification steps include aqueous work-up and solvent exchange for crop safety
    • Analytical HPLC to certify isomeric ratio and residual contaminants
    • Characterization for field formulation compatibility

    Final product types

    • Chiral herbicide active ingredients
    • Stereoselective insecticide pre-products
    • Agrochemical research compounds for field trial evaluations
    • Synthetic intermediates for custom crop protection solutions

    5. Research Chemical and Fine Chemical Synthesis

    Contract research organizations and specialty chemical suppliers integrate (S)-(-)-Indoline-2-Carboxylic Acid into synthetic schemes for novel heterocyclic compounds, specialty monomers, and fine chemical intermediates. Researchers exploit its chiral backbone in asymmetric synthesis and as a conformationally constrained motif for structure-activity relationship (SAR) studies. Batch documentation and supply provenance play a critical role in regulatory-supported research and intellectual property claims. QC protocols often require full NMR, MS, and chiral HPLC datasets with each supplied batch.

    Industry compliance standards

    • ISO 9001:2015 for fine chemical research supply chains
    • GLP compliance for analytical and synthesis reports (where applicable)
    • Material safety data sheet (MSDS) and CoA submission for each batch
    • RoHS screening where product flow is destined for regulated electronics research

    Typical usage ratio

    • Batch-dependent, typically 5–50 mmol scale for synthetic R&D
    • Substoichiometric or stoichiometric use depending on route and SAR exploration needs

    Downstream process integration

    • First or second synthetic node in heterocycle formation
    • Intermediate for cyclization, alkylation, or arylation reactions
    • Direct use in solution-phase library synthesis with automated platforms
    • Comprehensive batch record for reproducibility and journal publication

    Final product types

    • Novel heterocyclic research compounds
    • Fine chemical intermediates for electronics and specialty materials
    • Reference standards for analytical laboratories
    • Non-clinical discovery compounds for patent filings
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    More Introduction

    (S)-(-)-Indoline-2-Carboxylic Acid: An Experienced Manufacturer’s Perspective

    Understanding the Value Delivered by (S)-(-)-Indoline-2-Carboxylic Acid

    Producing chiral building blocks isn’t just about mixing and matching raw materials. At our plant, (S)-(-)-Indoline-2-Carboxylic Acid represents years of investment in control systems, analytic feedback, and the kind of hands-on technical experience that gets solutions to the lab on time and to the specification clients expect. The molecule stands as more than a catalog listing—each batch run brings its own small puzzle, but the trends are recognizable. We see the repeat performance that customers lean on, with consistent stereochemistry and purity.

    Our Daily Reality with (S)-(-)-Indoline-2-Carboxylic Acid

    Trimmed down to essentials, (S)-(-)-Indoline-2-Carboxylic Acid is a chiral intermediate. It presents as a white or near-white crystalline powder—the real sign of an efficient, controlled process. Chemists request specific rotations and meet us with a frown if the trace metals or moisture doesn’t meet the threshold. A manufacturer’s headache lies less in conceptual puzzles, more in keeping the lot-to-lot consistency without compromise. Most of our batches target purity greater than 98 percent, with both HPLC and chiral methods dialed in for each run. That hands-on familiarity means small variances flagged promptly, preventing deviations that could cascade down a client’s synthesis path.

    Each order brings its own blend of urgency and purpose. Peptide researchers, for example, use (S)-(-)-Indoline-2-Carboxylic Acid in solid-phase and solution-phase coupling. We’ve supported projects that take full advantage of its secondary amine backbone, finding it ideal for cyclization and scaffolding work. On one occasion, a partner’s protocol called for exceptional batch sizes and strict optical rotation within a shade of the literature value. Getting those numbers depends on both solvent recovery strategies and chiral integrity, not just buying quality raw indoline but protecting it from racemization during hydrolysis.

    Why Our Material Stands Out in Practice

    From the factory floor to the quality assurance desk, differences between (S)-(-)-Indoline-2-Carboxylic Acid routes become clear. Some competitors cut steps by hydrolyzing indoline-2-carbonitrile with aggressive conditions. We’ve seen those products fail to maintain the (S)-enantiomeric configuration cleanly. Our line stays well-removed from this: we favor a controlled hydrolysis from chiral precursors, monitored with both TLC and polarimetry before full-scale purification. That attention means batches land consistently on the mark with expected melting points and tailored particle size.

    Chirality matters. In asymmetric synthesis, the wrong enantiomer as a contaminant leads to waste or, worse, failures at a late stage of pharmaceutical synthesis. We structure our workflow for separate vessels and transfer paths, minimizing the risk of cross-contamination. On the rare occasions where an anomaly sneaks by, the team tracks it down to the minute—often a dip in temperature control or a batch of solvent outside the tightest specification. This is not just a theory; these are the issues that we, as a manufacturer, correct with every cycle.

    Materials science has revealed (S)-(-)-Indoline-2-Carboxylic Acid shows up as a key substrate in several major drug discovery programs. Years ago, broad-spectrum β-lactamase inhibitors caught attention, and our chemists got repeated calls for kilogram lots, not just gram scale. Larger scale brings its own challenges. At ten grams, trace water or a minor off-white tint might slide by. At a hundred kilos, even minor batch-to-batch heterogeneity draws scrutiny. We designed larger reaction vessels with rapid mixing and jacketed cooling to keep exotherms in check, minimizing hot spots that affect chirality or physical consistency. It doesn’t only help the next customer’s protocol; it cuts down on off-grade material, waste streams, and time-consuming reprocessing.

    Meeting Pharmaceutical and Research Demands

    Preparation for pharmaceutical intermediates always carries extra weight. Not every batch of (S)-(-)-Indoline-2-Carboxylic Acid is bound for regulated APIs, but many are. Regulatory expectations mean clear records, unambiguous spectra, and stability profiles going back seasons—sometimes years. We don’t stash archive retains for fun. Every retention sample comes with paperwork that enables reproducibility. Analytical departments run FTIR, NMR, optical rotation, and microanalysis out of routine, not as a fallback.

    Usage in peptide and heterocyclic drug candidate research isn’t just a trend—it keeps growing. Over the past decade, as pharmaceutical R&D turned to more complex scaffolds, (S)-(-)-Indoline-2-Carboxylic Acid shifted from a bench-top specialty to a production-scale staple. New peptide linkages, constrained β-turn mimics, and even custom ligands use this acid to lock in structure while maintaining reactivity. The carboxylate functionality conjugates well with protected amino groups, and the indoline ring reduces side reactions often seen with linear analogs.

    We’ve fielded requests for custom salt forms—hydrochloride, sodium, and even tosylate salts each have their own quirks. The base acid, freed from solvent adducts and residual reagents, stays the steadiest supplier of performance. Clients typically confirm ROA and melting point on-site but they count on our in-process testing to weed out forms with any off-note characteristics. Purer source material directly translates to fewer process adjustments down the line.

    Comparing to Alternatives: Advantage in Structure and Performance

    Many alternatives to (S)-(-)-Indoline-2-Carboxylic Acid show up in catalogs: unsubstituted indoline, indoline-2-carbonitrile, or even 3-substituted derivatives. We’ve handled several analogs when clients brought peculiar routes or patent-driven schedules. Most alternatives fall short where secondary amine stability and reactivity intersect. Linear α-amino acids, for instance, often lack the rigidity that this scaffold offers—a detail chemists pick up on when they see lower yields or unexpected byproducts in ring-closure steps.

    (S)-configuration brings distinct value when the end molecule demands stereospecificity. Racemic or (R)-enantiomers introduce complications—impractical separations or, worse, poor biological performance. Expecting a universal solution from generic carboxylic acid or indoline products often leaves chemists cleaning up messes that a carefully sourced (S)-(-)-Indoline-2-Carboxylic Acid avoids altogether.

    Working up close with downstream partners, both in pharmaceuticals and specialty chemicals, we’ve watched (S)-(-)-Indoline-2-Carboxylic Acid carve out a spot where ring-constrained secondary amines are needed. Ours avoids the pitfalls—overly broad melting ranges or trace decomposition on storage—that plague products with less stable synthetic footprints. Most users prefer the batch we provide precisely because we optimize not just for chemical structure, but for how the compound behaves in actual applications.

    Manufacturing Challenges and Solutions in Real Time

    Chiral chemistry doesn’t bow to wishful thinking. Every technician on our lines knows the reaction sequence isn’t forgiving. Solvent choices factor into the maintenance of optical purity—the group stays vigilant about both residual bases and oxygen content throughout handling. Filtration can’t move too fast, or product loss jumps; too slow, and oxidation creeps in. It’s a balancing act refined through hundreds of cycles.

    Solvent recovery and waste management tie directly into both environmental footprint and product value. Our systems trap solvents for reuse, keeping volatile emissions under local regulatory requirements. Water-based washes follow the principle of least contact—more time in solution means higher risk of hydrolysis side reactions. Operators identify subtle features—sudden viscosity change, slight effervescence—that often signal risk for unwanted racemization. These observations, marked down in our shift logs, define the difference between a stable chiral acid and something that fails downstream the first time it meets a peptide-coupling reagent.

    One batch years back, a slight shift in sodium carbonate concentration triggered a cascade of pH changes during isolation. Several kilos veered off from specification by less than one degree in optical rotation. That taught us to adapt in-line pH monitoring, closing loopholes before they become problems. Small mistakes at scale bring home the reason we invest in fine-tuning, not just chasing yield or output speed.

    Shipping also brings its curveballs. Summer heat spells or shipping delays threaten to nudge batches toward degradation. We’ve moved to temperature-monitored containers for long-distance freight, adding desiccant packs and humidity indicators as dictated by the travel route. Each shipment leaves the plant with stability data in hand, but it’s experience that builds the working relationship with partners who handle delicate materials. We’ve learned to advise customers based not on formulaic advice, but on trends observed in multiple seasons and varied shipping conditions.

    Real Applications, Real Impact

    Beyond chemical catalogs and theoretical yields, real-world use stories shape the course of (S)-(-)-Indoline-2-Carboxylic Acid as a staple material. Whether in discovery teams pushing for the next antifungal or veterinary drug, or in advanced research on materials modification, our acid steps up wherever chirality and ring structure make a difference. Each new project prompts a tightening of preparation and testing regimes, always seeking fewer process interruptions and smoother downstream integration.

    Pharma partners trust the acid to drive new routes—often targeting N-heterocyclic frameworks or semi-rigid backbones that mimic natural amino acids. One team we worked with relied on the structure for solid-phase peptide coupling, their yield ticking up mainly because we provided consistent, non-hygroscopic product batch after batch. It’s not just about structure on paper; the way each lot flows, dissolves, and reacts inside the client’s plant matches the analytical numbers we provide.

    End-users relay feedback, pointing out the reaction kinetics shade faster or the purity reads higher than expected. These aren't marketing lines—they reflect repeat business and pointed requests for tighter specification. More than once, a synthetic biologist has demanded extra low impurities or specific rotational values. We adjusted by sunsetting one old purification step for a new, more selective crystallization that drove down unwanted side products. Behind each technical improvement sits a practical need—a real bottleneck observed and solved collaboratively.

    Looking Beyond the Label: Why Experience Matters

    Work in chemical manufacturing, especially chiral intermediates, doesn’t allow shortcuts. Years on the production floor and in R&D show that no two batches trace exactly the same arc from raw materials to final packaging. Methods that read well in journals or patents don’t always translate without a hitch to hundred-kilo lots. The core reason clients choose us lies in the details: drying conditions controlled down to a fraction of a percent, particle sizing steps tuned to cut static, and analytical feedback channels left open both ways with partners.

    We log every anomaly, back-track through every slight deviation, and share information with R&D to close process gaps. This isn’t a compliance afterthought; it defines how we earn trust from clients who stake critical runs on reliable materials.

    Feedback doesn’t wait for next year’s review cycle. It filters back from synthetic chemists who notice crystallization rates, or from regulatory affairs groups needing assurance on trace-level specs. Each product improvement stands supported by the full scope of documentation and proven returns in performance. Customers move with confidence around known lot histories, not blinded by surprises or overlooked supply-chain glitches.

    Continuous Improvement: The Manufacturing Mindset

    No process ever settles indefinitely. As research evolves, (S)-(-)-Indoline-2-Carboxylic Acid sees upgrades both in plant technology and the scope of available data. Our in-house chemists experiment with greener solvent systems, alternative isolation techniques, and more detailed analytics, always chasing fewer variables slipping through the net. Representatives on the operations side push for more robust in-line monitoring, while compliance teams ensure we meet not just current, but emerging regulatory requirements.

    As sustainability comes into focus, solvent recycling and energy-efficient batch reactors occupy our plant’s upgrade calendar. Waste minimization isn’t a buzzword; it follows from real reductions in non-conforming material as analytical control tightens. End users can expect continued transparency: from raw material traceability to a logical explanation for every minor process change that impacts the delivered acid.

    Research partnerships often push us into custom options—be it micronized powder for specialty ligand synthesis or large-grain crystalline material for high-throughput applications. The flexibility to adapt depends on this bedrock of operational discipline and experienced technicians who catch pattern shifts in the earliest signals. Laboratory-scale novelties become robust plant-scale production only after iterative troubleshooting and a clear-eyed readiness to reinvest in new tooling.

    Each batch, each process tweak, sharpens our collective knowledge. Much of our reputation rests not on price lists, but on technical partnerships where we match the specifics of demanding custom routes or pilot-scale needs. Experience breeds not just confidence, but the culture of knowledge sharing and openness our clients value.

    Trust and Assurance in Every Shipment

    Handshakes and contracts rarely tell the whole story of a specialty intermediate like (S)-(-)-Indoline-2-Carboxylic Acid. The quality every client receives springs from people who watch, intervene, and correct—long before packing lists print. Our commitment shows up in the clean NMRs, sharp melting points, and spot-free white powder that leaves the site. Repeat business grows, above all, from the expectation that issues, should they arise, are met with transparency and a genuine drive to resolve, not deflect.

    From conversations on the plant floor to troubleshooting calls with client chemists, (S)-(-)-Indoline-2-Carboxylic Acid represents not just a product, but a culture of solution-based manufacturing. Each specification, every adjustment, stands on hours of laboratory work, quality oversight, and steady adaptation. That’s the difference manufacturers bring—certainty, experience, and open lines of communication that give clients the confidence to take new synthesis risks, trusting the starting material never puts their project at risk.