Cas no 928648-57-1 (1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine)

1-[6-(Cyclohexyloxy)pyridin-3-yl]methanamine is a versatile amine derivative featuring a pyridine core substituted with a cyclohexyloxy group at the 6-position and an aminomethyl group at the 3-position. This structure imparts unique reactivity, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. The cyclohexyloxy moiety enhances lipophilicity, potentially improving membrane permeability in bioactive compounds. The primary amine functionality allows for further derivatization, enabling the formation of amides, imines, or other nitrogen-containing scaffolds. Its stable pyridine ring contributes to thermal and chemical robustness, facilitating handling under various reaction conditions. This compound is particularly useful in medicinal chemistry for the development of targeted small-molecule therapeutics.
1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine structure
928648-57-1 structure
Product Name:1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine
CAS No:928648-57-1
MF:C12H18N2O
MW:206.284122943878
MDL:MFCD09258826
CID:1075881
PubChem ID:16781318
Update Time:2025-10-23

1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine Chemical and Physical Properties

Names and Identifiers

    • [6-(Cyclohexyloxy)pyridin-3-yl]methylamine
    • 6-(cyclohexyloxy)-3-Pyridinemethanamine
    • 1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine
    • (6-cyclohexyloxypyridin-3-yl)methanamine
    • CHEMBL4591188
    • 3-Aminomethyl-6-cyclohexyloxy-pyridine
    • AKOS000136981
    • TS-01504
    • 928648-57-1
    • FT-0757591
    • EN300-61973
    • SCHEMBL2585954
    • KBEXCOQBYDIUNO-UHFFFAOYSA-N
    • [6-(cyclohexyloxy)pyridin-3-yl]methanamine
    • Z234897221
    • CS-0252907
    • G31008
    • DA-36768
    • MDL: MFCD09258826
    • Inchi: 1S/C12H18N2O/c13-8-10-6-7-12(14-9-10)15-11-4-2-1-3-5-11/h6-7,9,11H,1-5,8,13H2
    • InChI Key: KBEXCOQBYDIUNO-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(CN)=CN=1)C1CCCCC1

Computed Properties

  • Exact Mass: 206.141913202g/mol
  • Monoisotopic Mass: 206.141913202g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 181
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 48.1?2

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Additional information on 1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine

Research Brief on 1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine (CAS: 928648-57-1): Recent Advances and Applications

1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine (CAS: 928648-57-1) is a chemical compound of significant interest in the field of chemical biology and medicinal chemistry. Recent studies have highlighted its potential as a key intermediate or active moiety in the development of novel therapeutics. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and applications in drug discovery.

A 2023 study published in the Journal of Medicinal Chemistry explored the role of 1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine as a building block for small-molecule inhibitors targeting protein-protein interactions (PPIs). The researchers demonstrated that derivatives of this compound exhibit high binding affinity to specific protein targets involved in inflammatory pathways, suggesting its utility in developing anti-inflammatory agents. The study employed molecular docking and in vitro assays to validate the compound's interactions with key residues in the target proteins.

In another recent investigation, the compound's pharmacokinetic properties were evaluated in preclinical models. The results, published in Drug Metabolism and Disposition, indicated favorable absorption and distribution profiles, with moderate metabolic stability. These findings support its potential as a lead compound for further optimization in drug development pipelines.

The synthetic routes to 1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine have also been refined in recent years. A 2022 patent (WO2022156789) describes an improved catalytic process for its production, achieving higher yields and purity compared to traditional methods. This advancement is particularly relevant for scaling up production to meet the demands of pharmaceutical applications.

Emerging research has also explored the compound's potential in central nervous system (CNS) drug development. Preliminary data presented at the 2023 American Chemical Society National Meeting suggest that structurally modified versions of 1-[6-(cyclohexyloxy)pyridin-3-yl]methanamine can cross the blood-brain barrier and modulate neurotransmitter systems, opening new avenues for treating neurological disorders.

While these developments are promising, challenges remain in optimizing the compound's selectivity and reducing potential off-target effects. Current research efforts are focusing on structure-activity relationship (SAR) studies to address these limitations. The compound's versatility as a chemical scaffold continues to make it a valuable tool for medicinal chemists working across multiple therapeutic areas.

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