Cas no 1501708-26-4 (4-Methyl-6-Phenoxypyridin-3-Amine)

4-Methyl-6-phenoxypyridin-3-amine is a pyridine derivative with a phenoxy substituent, offering a versatile intermediate for pharmaceutical and agrochemical synthesis. Its structural features, including the electron-rich pyridine core and the phenoxy group, enhance reactivity in cross-coupling and functionalization reactions. The amine group at the 3-position provides a handle for further derivatization, making it valuable in constructing complex heterocyclic frameworks. This compound exhibits stability under standard conditions, ensuring ease of handling and storage. Its potential applications include serving as a precursor for bioactive molecules, particularly in the development of kinase inhibitors or antimicrobial agents. High purity grades are available to meet rigorous research and industrial requirements.
4-Methyl-6-Phenoxypyridin-3-Amine structure
1501708-26-4 structure
Product Name:4-Methyl-6-Phenoxypyridin-3-Amine
CAS No:1501708-26-4
MF:C12H12N2O
MW:200.236482620239
MDL:MFCD21815265
CID:4602635
Update Time:2025-08-05

4-Methyl-6-Phenoxypyridin-3-Amine Chemical and Physical Properties

Names and Identifiers

    • 4-Methyl-6-Phenoxypyridin-3-Amine
    • 4-Methyl-6-Phenoxypyridin-3-Amine(WXC01643)
    • 3-Pyridinamine, 4-methyl-6-phenoxy-
    • MDL: MFCD21815265
    • Inchi: 1S/C12H12N2O/c1-9-7-12(14-8-11(9)13)15-10-5-3-2-4-6-10/h2-8H,13H2,1H3
    • InChI Key: ZZPYXYWRNLOBIX-UHFFFAOYSA-N
    • SMILES: C1=NC(OC2=CC=CC=C2)=CC(C)=C1N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2

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Additional information on 4-Methyl-6-Phenoxypyridin-3-Amine

Introduction to 4-Methyl-6-Phenoxypyridin-3-Amine (CAS No. 1501708-26-4)

4-Methyl-6-Phenoxypyridin-3-Amine, identified by its Chemical Abstracts Service (CAS) number 1501708-26-4, is a significant compound in the realm of pharmaceutical chemistry and medicinal biology. This heterocyclic amine derivative exhibits a unique structural framework that has garnered considerable attention from researchers due to its potential pharmacological applications. The compound’s molecular structure, featuring a pyridine core substituted with a methyl group at the 4-position, a phenoxy group at the 6-position, and an amine functional group at the 3-position, contributes to its distinctive chemical properties and biological activities.

The synthesis of 4-Methyl-6-Phenoxypyridin-3-Amine involves meticulous chemical transformations that highlight the ingenuity of modern organic synthesis techniques. The introduction of the phenoxy group at the 6-position of the pyridine ring enhances the compound’s solubility and bioavailability, which are critical factors in drug development. Furthermore, the amine moiety at the 3-position provides a site for further functionalization, enabling the creation of more complex derivatives with tailored biological activities.

Recent advancements in computational chemistry and molecular modeling have facilitated a deeper understanding of the interactions between 4-Methyl-6-Phenoxypyridin-3-Amine and biological targets. These studies have revealed that the compound exhibits promising binding affinities with certain enzymes and receptors, suggesting its potential as an inhibitor or modulator in therapeutic contexts. For instance, preliminary research indicates that derivatives of this compound may interfere with pathways implicated in inflammation and neurodegeneration, making them candidates for further exploration in drug discovery programs.

The pharmaceutical industry has long been intrigued by pyridine derivatives due to their versatility and efficacy in modulating biological processes. 4-Methyl-6-Phenoxypyridin-3-Amine represents a valuable scaffold for designing novel therapeutic agents. Its structural features allow for modifications that can optimize pharmacokinetic properties such as absorption, distribution, metabolism, excretion, and toxicity (ADMET). This flexibility is essential for developing drugs that not only demonstrate strong biological activity but also exhibit favorable safety profiles.

In vitro studies have begun to elucidate the mechanism of action for 4-Methyl-6-Phenoxypyridin-3-Amine, providing insights into how it may interact with cellular components. One notable finding is its ability to inhibit certain kinases involved in cancer progression. By targeting these kinases, the compound could potentially disrupt signaling cascades that promote tumor growth and metastasis. While these findings are preliminary, they underscore the importance of 4-Methyl-6-Phenoxypyridin-3-Amine as a lead compound in oncology research.

The role of 4-Methyl-6-Phenoxypyridin-3-Amine extends beyond oncology; it has also shown promise in addressing neurological disorders. Research suggests that this compound may modulate neurotransmitter systems relevant to conditions such as Alzheimer’s disease and Parkinson’s disease. The pyridine core’s ability to cross the blood-brain barrier makes it an attractive candidate for central nervous system (CNS) drug development. Additionally, its phenoxyl group may enhance penetration into neural tissues, improving therapeutic efficacy.

The synthesis and characterization of 4-Methyl-6-Phenoxypyridin-3-Amine have been refined through iterative optimization processes. Researchers have employed various synthetic strategies to improve yield and purity, ensuring that subsequent biological evaluations are conducted on high-quality material. Techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy have been instrumental in confirming the structural integrity of the compound.

The potential applications of 4-Methyl-6-Phenoxypyridin-3-Amine are further enhanced by its compatibility with modern drug discovery platforms. High-throughput screening (HTS) techniques have been utilized to assess its activity against a diverse array of biological targets. These screens have identified specific hit compounds that warrant further investigation, paving the way for structure-based drug design initiatives.

The future direction of research on 4-Methyl-6-Phenoxypyridin-3-Amine involves exploring its derivatives to enhance potency and selectivity. By leveraging structure-function relationships derived from computational modeling and experimental data, scientists aim to develop analogs that exhibit improved pharmacological profiles. Such efforts are critical for translating preclinical findings into clinical successes.

The significance of 4-Methyl-6-Phenoxypyridin-3-Amine lies not only in its current applications but also in its potential to inspire new therapeutic strategies. As our understanding of disease mechanisms evolves, compounds like this one will continue to serve as valuable tools for addressing unmet medical needs. The integration of interdisciplinary approaches—combining synthetic chemistry, computational biology, and clinical research—will be essential in realizing this potential fully.

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