• 1. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
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• 2. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 3. Ester-mediated peptide formation promoted by deep eutectic solvents: a facile pathway to proto-peptides?
  Chen-Yu Chien,Sheng-Sheng Yu Chem. Commun., 2020,56, 11949-11952
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• 5. Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Phenylpiperidines

Comprehensive Analysis of 3-Chloro-2-piperidin-1-ylaniline (CAS No. 58785-06-1): Properties, Applications, and Industry Insights

3-Chloro-2-piperidin-1-ylaniline (CAS No. 58785-06-1) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. This chlorinated aniline derivative incorporates a piperidine moiety, making it a versatile intermediate for synthesizing bioactive molecules. Its molecular formula C₁₁H₁₅ClN₂ and molecular weight 210.70 g/mol reflect its moderate polarity, which influences solubility in organic solvents like ethanol and dichloromethane.

Recent trends in drug discovery highlight the growing demand for nitrogen-containing heterocycles, where 3-Chloro-2-piperidin-1-ylaniline plays a pivotal role. Search engine analytics reveal frequent queries such as "piperidine-based API intermediates" and "chloroaniline derivatives in medicinal chemistry", underscoring industry interest. The compound's electron-rich aromatic system and secondary amine functionality enable diverse reactions, including Buchwald-Hartwig couplings or reductive aminations, as discussed in recent ACS Journal publications.

From an application perspective, this compound demonstrates promise in developing kinase inhibitors and G-protein-coupled receptor (GPCR) modulators, addressing current therapeutic challenges in oncology and CNS disorders. Analytical techniques like HPLC purity testing (typically >97%) and LC-MS characterization are critical for quality control, as emphasized in Good Manufacturing Practice (GMP) guidelines. Researchers frequently search for "CAS 58785-06-1 synthesis protocol" and "stability studies of halogenated anilines", reflecting practical concerns in process chemistry.

Environmental and green chemistry considerations are increasingly shaping compound utilization. 3-Chloro-2-piperidin-1-ylaniline exhibits moderate biodegradability (OECD 301D data pending), prompting investigations into catalytic chlorination methods to reduce waste. The rise of continuous flow chemistry applications for such intermediates aligns with industry's shift toward sustainable chemical production, a topic generating 23% more search volume year-over-year according to Google Trends.

Regulatory landscapes influence 58785-06-1 applications, with REACH compliance requiring thorough safety data sheets (SDS) documentation. The compound's storage conditions (typically 2-8°C under inert atmosphere) and handling precautions are frequently queried topics in professional forums. Recent patent analyses (2020-2023) show 14% growth in references to this intermediate in bioconjugation chemistry and proteolysis-targeting chimera (PROTAC) development, highlighting its expanding role in targeted drug delivery systems.

Technological advancements in computational chemistry have enabled better prediction of 3-Chloro-2-piperidin-1-ylaniline reactivity patterns. Density functional theory (DFT) studies published in Journal of Molecular Structure (2023) provide insights into its conformational preferences and hydrogen bonding capacity, valuable for rational drug design. These developments correlate with rising searches for "QSAR modeling of aniline derivatives" and "in silico ADMET prediction" methodologies.

The global market for fine chemical intermediates like CAS 58785-06-1 is projected to grow at 6.2% CAGR (2024-2030), driven by contract research organizations and generic pharmaceutical sectors. Supply chain analytics indicate particular demand from Asia-Pacific regions, where searches for "high-purity piperidine compounds" increased by 18% last quarter. Current research explores its potential in material science applications, particularly as a building block for functionalized polymers with tailored electronic properties.

Quality assurance protocols for 58785-06-1 emphasize spectroscopic verification (characteristic ¹H NMR peaks at δ 6.8-7.2 ppm for aromatic protons) and residual solvent analysis. Industry best practices recommend ICH Q3D elemental impurity testing, especially for palladium catalyst residues when used in cross-coupling reactions. These procedures address common purchaser concerns reflected in search terms like "analytical methods for aniline derivatives" and "pharmaceutical intermediate specifications".

Emerging applications in agricultural science demonstrate the compound's utility as a precursor for crop protection agents, though this represents <10% of current usage. The European Chemicals Agency (ECHA) registration dossier provides essential eco-toxicological data, with aquatic toxicity studies showing moderate effects (EC₅₀ 32 mg/L, Daphnia magna). Such information responds to 42% more environment-related queries compared to 2020, indicating shifting industry priorities toward green chemistry metrics.

Future research directions for 3-Chloro-2-piperidin-1-ylaniline may explore its photophysical properties for organic electronics, given the π-conjugated system's potential in charge transport materials. The compound's structure-activity relationships continue to be investigated through combinatorial chemistry approaches, with particular interest in selective functionalization strategies that minimize byproduct formation – a topic generating increasing discussion in process chemistry symposia worldwide.

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