• 1. An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins?
  Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois Mathey Dalton Trans., 2019,48, 5523-5526
• 2. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 3. An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon?
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• 4. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?
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• 5. An amorphous lanthanum–iridium solid solution with an open structure for efficient water splitting?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Aminopyridines and derivatives

Research Briefing on 5-(Ethoxymethyl)pyridin-2-amine (CAS: 782431-91-8) in Chemical Biology and Pharmaceutical Applications

5-(Ethoxymethyl)pyridin-2-amine (CAS: 782431-91-8) is a pyridine derivative that has recently garnered significant attention in chemical biology and pharmaceutical research due to its potential as a versatile building block for drug discovery and development. This compound, characterized by its ethoxymethyl and amino functional groups, exhibits unique physicochemical properties that make it suitable for various medicinal chemistry applications. Recent studies have explored its role as a key intermediate in the synthesis of novel therapeutic agents, particularly in the areas of kinase inhibitors and antimicrobial compounds.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 5-(Ethoxymethyl)pyridin-2-amine in the development of selective kinase inhibitors. Researchers utilized this compound as a core scaffold to design molecules targeting specific tyrosine kinases implicated in cancer progression. The ethoxymethyl group was found to significantly enhance the compounds' pharmacokinetic properties, particularly in terms of metabolic stability and membrane permeability. Molecular docking studies revealed that derivatives of 5-(Ethoxymethyl)pyridin-2-amine could effectively bind to the ATP-binding sites of target kinases, with IC50 values in the low micromolar range.

In antimicrobial research, a team from the University of Cambridge reported in Bioorganic & Medicinal Chemistry Letters (2024) that 5-(Ethoxymethyl)pyridin-2-amine derivatives showed promising activity against drug-resistant bacterial strains. The researchers synthesized a series of analogs by modifying the amino group and evaluated their antibacterial properties. Several compounds demonstrated potent inhibition of bacterial DNA gyrase, with minimum inhibitory concentrations (MICs) comparable to current frontline antibiotics. The presence of the ethoxymethyl moiety was crucial for maintaining activity while reducing cytotoxicity against mammalian cells.

The synthetic accessibility of 5-(Ethoxymethyl)pyridin-2-amine has also been a focus of recent investigations. A 2024 paper in Organic Process Research & Development described an optimized, scalable synthesis route for this compound starting from commercially available 2-amino-5-methylpyridine. The new protocol features improved yield (85% compared to previous 62%) and reduced environmental impact through the use of greener solvents and catalysts. This advancement is particularly significant for pharmaceutical companies considering large-scale production of derivatives for clinical development.

Pharmacokinetic studies of 5-(Ethoxymethyl)pyridin-2-amine-based compounds have revealed favorable drug-like properties. Research published in European Journal of Pharmaceutical Sciences (2023) demonstrated that the ethoxymethyl modification enhances metabolic stability compared to similar compounds with hydroxymethyl groups. In vivo studies in rodent models showed improved oral bioavailability (65% vs 42% for the hydroxymethyl analog) and extended plasma half-life, making this structural motif particularly attractive for oral drug development.

Looking forward, the versatility of 5-(Ethoxymethyl)pyridin-2-amine suggests it will continue to be an important scaffold in medicinal chemistry. Current research directions include exploring its application in PROTAC (proteolysis targeting chimera) design and as a component of covalent inhibitors. The compound's ability to serve as both a hydrogen bond donor and acceptor, combined with its favorable physicochemical profile, positions it as a valuable tool for addressing challenging drug targets in various therapeutic areas.

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• 882018-73-7(2-Pyridinamine, 5-[(2,2,2-trifluoroethoxy)methyl]-)
• 105250-17-7((2-aminopyridin-4-yl)methanol)
• 179555-15-8((6-Amino-4-methylpyridin-3-yl)methanol)
• 628704-17-6(2-Pyridinamine,5-[(aminooxy)methyl]-(9CI))
• 23612-57-9((2-Aminopyridin-3-yl)methanol)
• 882016-55-9(2-Pyridinamine, 5-[(cyclopropylmethoxy)methyl]-)
• 882017-16-5(2-Pyridinamine, 5-(ethoxymethyl)-6-methyl-)
• 64025-25-8(3-(methoxymethyl)-4-methyl-2-Pyridinamine)