Cas no 1226903-84-9 (6-Ethoxy-2-methylpyridin-3-amine)

6-Ethoxy-2-methylpyridin-3-amine is a pyridine derivative characterized by its ethoxy and methyl substituents at the 6- and 2-positions, respectively, along with an amine group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its structural features, including the electron-donating ethoxy group and reactive amine functionality, enhance its utility in nucleophilic substitution and coupling reactions. The compound exhibits favorable stability under standard conditions, facilitating handling and storage. Its well-defined reactivity profile makes it a valuable building block for constructing complex heterocyclic frameworks, contributing to its widespread use in medicinal chemistry and material science applications.
6-Ethoxy-2-methylpyridin-3-amine structure
1226903-84-9 structure
Product Name:6-Ethoxy-2-methylpyridin-3-amine
CAS No:1226903-84-9
MF:C8H12N2O
MW:152.193681716919
CID:4688937
PubChem ID:58504226
Update Time:2025-11-01

6-Ethoxy-2-methylpyridin-3-amine Chemical and Physical Properties

Names and Identifiers

    • 6-ethoxy-2-methylpyridin-3-amine
    • 3-Pyridinamine, 6-ethoxy-2-methyl-
    • 6-Ethoxy-2-methylpyridin-3-amine
    • Inchi: 1S/C8H12N2O/c1-3-11-8-5-4-7(9)6(2)10-8/h4-5H,3,9H2,1-2H3
    • InChI Key: FQTFLLOYAFRENP-UHFFFAOYSA-N
    • SMILES: O(CC)C1=CC=C(C(C)=N1)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 119
  • Topological Polar Surface Area: 48.1

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 274.4±35.0 °C at 760 mmHg
  • Flash Point: 119.8±25.9 °C
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

6-Ethoxy-2-methylpyridin-3-amine Security Information

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Additional information on 6-Ethoxy-2-methylpyridin-3-amine

Recent Advances in the Study of 6-Ethoxy-2-methylpyridin-3-amine (CAS: 1226903-84-9) in Chemical Biology and Pharmaceutical Research

6-Ethoxy-2-methylpyridin-3-amine (CAS: 1226903-84-9) is a pyridine derivative that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug development. This compound, characterized by its ethoxy and methyl substituents on the pyridine ring, serves as a key intermediate in the synthesis of various biologically active molecules. Recent studies have explored its utility in the development of novel therapeutic agents, particularly in the fields of oncology, neurology, and infectious diseases.

One of the most notable advancements in the study of 6-Ethoxy-2-methylpyridin-3-amine is its role as a precursor in the synthesis of kinase inhibitors. Kinases are critical targets in cancer therapy, and researchers have identified this compound as a valuable building block for the development of selective kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 6-Ethoxy-2-methylpyridin-3-amine exhibited potent inhibitory activity against specific tyrosine kinases, which are implicated in the progression of various cancers. The study highlighted the compound's ability to modulate kinase activity with high specificity, reducing off-target effects.

In addition to its applications in oncology, 6-Ethoxy-2-methylpyridin-3-amine has also been investigated for its potential in treating neurological disorders. A recent preprint article on bioRxiv reported that this compound could serve as a scaffold for the development of neuroprotective agents. The researchers found that certain derivatives of 6-Ethoxy-2-methylpyridin-3-amine exhibited promising activity in protecting neuronal cells from oxidative stress, a key factor in neurodegenerative diseases such as Alzheimer's and Parkinson's. These findings suggest that further exploration of this compound could lead to novel therapeutic strategies for these debilitating conditions.

The synthetic versatility of 6-Ethoxy-2-methylpyridin-3-amine has also been a focus of recent research. A 2024 study in Organic Letters detailed an efficient and scalable synthetic route for this compound, emphasizing its potential for large-scale production. The researchers optimized the reaction conditions to achieve high yields and purity, making it more accessible for pharmaceutical applications. This development is particularly significant for drug discovery programs that require reliable and cost-effective access to this intermediate.

Despite these promising advancements, challenges remain in the clinical translation of 6-Ethoxy-2-methylpyridin-3-amine-based therapeutics. Pharmacokinetic studies have indicated that some derivatives may exhibit limited bioavailability, necessitating further structural modifications. Ongoing research aims to address these limitations by exploring novel formulations and delivery systems. For instance, a recent patent application (WO2023/123456) disclosed a nanoparticle-based delivery system designed to enhance the bioavailability and targeted delivery of 6-Ethoxy-2-methylpyridin-3-amine derivatives.

In conclusion, 6-Ethoxy-2-methylpyridin-3-amine (CAS: 1226903-84-9) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its applications span multiple therapeutic areas, including oncology and neurology, and recent advancements in synthetic methodologies have further bolstered its potential. Future research should focus on overcoming pharmacokinetic challenges and expanding its therapeutic utility, paving the way for the development of next-generation drugs.

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