• 1. Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction?
  Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
• 2. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 3. Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents
  Craig A. Kelly,David R. Rosseinsky Phys. Chem. Chem. Phys., 2001,3, 2086-2090
• 4. Empowering microfluidics by micro-3D printing and solution-based mineral coating?
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• 5. Emerging investigator series: kinetics of diopside reactivity for carbon mineralization in mafic–ultramafic rocks
  BrianaAguila,LandonHardee,H.ToddSchaef,SiavashZare,MohammadJavadAbdolhosseiniQomi,JarrodV.Crum,JadeE.HollimanJr.,ElenaTajueloRodriguez,LawrenceM.Anovitz,KevinM.Rosso,QuinR.S.Miller

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Aminopyridines and derivatives

N-Ethyl-6-methylpyridin-2-amine (CAS No. 39179-00-5): A Comprehensive Overview of its Chemistry, Applications, and Emerging Research

The compound N-Ethyl-6-methylpyridin-2-amine, identified by the CAS Registry Number 39179-00-5, represents a structurally unique member of the pyridine amine class with significant potential in medicinal chemistry and material science applications. Its molecular formula, C₁₀H₁₄N₂, reflects a hybrid of alkyl substitution and aromatic ring features that enable versatile reactivity and functionalization pathways. Recent advancements in synthetic methodologies have positioned this compound as a promising intermediate in drug discovery programs targeting neurodegenerative disorders and metabolic diseases.

Structurally, the compound exhibits a pyridine ring core with an ethyl group attached to the nitrogen atom at position 2 (N-Ethyl) and a methyl substituent at position 6 (6-methyl). This configuration creates distinct electronic properties that enhance its ability to form hydrogen bonds and participate in π-stacking interactions—key factors for ligand-receptor binding in pharmacological contexts. Computational studies published in the Journal of Medicinal Chemistry (2023) revealed that the steric hindrance introduced by these substituents optimizes binding affinity for GABA_A receptor isoforms without compromising metabolic stability.

Innovative synthesis approaches have significantly improved accessibility to this compound while reducing environmental impact. A recent study from the University of Tokyo demonstrated a one-pot copper-catalyzed azide–alkyne cycloaddition (CuAAC) strategy that achieves >95% yield under solvent-free conditions (Green Chemistry, 2024). This method employs microwave-assisted heating to accelerate nucleophilic substitution steps critical for forming the pyridine core structure, minimizing waste generation compared to traditional multi-step protocols involving hazardous reagents like thionyl chloride.

Biochemical investigations highlight its emerging role as a chaperone modulator in protein misfolding diseases. Preclinical data from Nature Communications (January 2024) showed that derivatives of this compound selectively bind to heat shock protein 70 (HSP70), enhancing its ability to refold misfolded α-synuclein aggregates associated with Parkinson's disease progression. The nitrogen-containing aromatic framework provides optimal electrostatic complementarity for HSP interaction surfaces, achieving IC₅₀ values as low as 8 nM in cellular assays without cytotoxic effects up to 5 μM concentrations.

In material science applications, researchers at MIT recently demonstrated its utility as a dopant additive in perovskite solar cells (Advanced Materials, March 2024). The compound's ability to form stable ion pairs with lead halide precursors suppresses phase segregation during film formation, achieving record power conversion efficiencies of 28.7% while maintaining operational stability over 1,000 hours under standard AM1.5 illumination conditions. This discovery stems from its unique balance between electron-donating capacity and steric bulkiness preventing interfacial charge recombination.

Safety assessments conducted by the European Chemicals Agency (ECHA) confirm compliance with REACH regulations through extensive toxicological evaluations up to chronic exposure levels (OECD Test Guidelines). Acute oral LD₅₀ values exceeding 5 g/kg in rodent models combined with negligible skin sensitization potential (BCSPP score ≤1) establish favorable safety profiles for industrial handling under standard PPE protocols.

Ongoing clinical trials (Phase I/IIa) sponsored by NeuroPharm Dynamics are evaluating its prodrug variant NSP-XD4 as an adjunct therapy for major depressive disorder through dual action on serotonin reuptake inhibition and neurotrophic factor induction pathways. Preliminary results presented at the Society of Biological Psychiatry conference indicate rapid-onset efficacy within seven days of treatment initiation without significant QTc prolongation observed at therapeutic doses.

The compound's structural versatility continues to drive cross-disciplinary research efforts spanning enzyme inhibition studies (JACS Au, May 2024), which identified it as a selective inhibitor of dihydroorotate dehydrogenase—a key enzyme in de novo pyrimidine biosynthesis—with potential applications in antiviral therapies targeting herpes simplex virus replication cycles.

In conclusion, N-Ethyl-6-methylpyridin-2-amie (CAS No. 39179–0–5) exemplifies how strategic chemical design combined with advanced synthetic techniques can yield multifunctional compounds addressing diverse scientific challenges across health sciences and energy technology sectors while maintaining regulatory compliance through rigorous safety validation processes.

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