Cas no 873651-92-4 ((5-amino-2-pyridyl)methanol)

(5-Amino-2-pyridyl)methanol is a versatile heterocyclic compound featuring both an amino and a hydroxymethyl functional group on a pyridine scaffold. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients and fine chemicals. Its reactive sites allow for further functionalization, enabling the construction of complex molecular architectures. The compound exhibits good solubility in polar solvents, facilitating its use in various reaction conditions. Its stability under standard storage conditions ensures reliable handling in industrial and research applications. (5-Amino-2-pyridyl)methanol is particularly useful in medicinal chemistry for designing bioactive molecules due to its balanced reactivity and structural flexibility.
(5-amino-2-pyridyl)methanol structure
(5-amino-2-pyridyl)methanol structure
Product Name:(5-amino-2-pyridyl)methanol
CAS No:873651-92-4
MF:C6H8N2O
MW:124.1405210495
MDL:MFCD07368188
CID:706871
PubChem ID:20583240
Update Time:2025-11-02

(5-amino-2-pyridyl)methanol Chemical and Physical Properties

Names and Identifiers

    • (5-Aminopyridin-2-yl)methanol
    • 5-Amino-2-(hydroxymethyl)pyridine
    • 2-Pyridinemethanol, 5- amino-
    • 3-AMINO-6-PYRIDINEMETHANOL
    • 5-Aminopyridine-2-methanol
    • 2-Pyridinemethanol,5-amino-
    • (5-amino-pyridin-2-yl)-methanol
    • (5-Amino-2-pyridyl)methanol
    • (5-amino-2-pyridinyl)methanol
    • (5-azanylpyridin-2-yl)methanol
    • FLSFZTQIYGDVFB-UHFFFAOYSA-N
    • 5-AMINO-2-PYRIDINEMETHANOL
    • 8824AH
    • TRA0005436
    • AB31872
    • SY025459
    • J1185
    • M
    • 5-Amino-2-pyridinemethanol (ACI)
    • EN300-139758
    • 873651-92-4
    • AS-32301
    • DTXSID00608944
    • SCHEMBL852810
    • AKOS006285813
    • YJB65192
    • CS-0105951
    • MFCD07368188
    • (5-amino-2-pyridyl)methanol
    • MDL: MFCD07368188
    • Inchi: 1S/C6H8N2O/c7-5-1-2-6(4-9)8-3-5/h1-3,9H,4,7H2
    • InChI Key: FLSFZTQIYGDVFB-UHFFFAOYSA-N
    • SMILES: OCC1C=CC(N)=CN=1

Computed Properties

  • Exact Mass: 124.063662883g/mol
  • Monoisotopic Mass: 124.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 87.1
  • 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
  • Topological Polar Surface Area: 59.1
  • XLogP3: -0.7

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.3±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 332.7±27.0 °C at 760 mmHg
  • Flash Point: 155.0±23.7 °C
  • Refractive Index: 1.627
  • PSA: 59.14000
  • LogP: 0.73730
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

(5-amino-2-pyridyl)methanol Pricemore >>

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(5-amino-2-pyridyl)methanol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  3 h, rt
Reference
Metallo-Controlled Dynamic Molecular Tweezers: Design, Synthesis, and Self-Assembly by Metal-Ion Coordination
Ulrich, Sebastien; Petitjean, Anne; Lehn, Jean-Marie, European Journal of Inorganic Chemistry, 2010, (13), 1913-1928

(5-amino-2-pyridyl)methanol Raw materials

(5-amino-2-pyridyl)methanol Preparation Products

Additional information on (5-amino-2-pyridyl)methanol

Recent Advances in the Application of (5-amino-2-pyridyl)methanol (CAS: 873651-92-4) in Chemical Biology and Pharmaceutical Research

The compound (5-amino-2-pyridyl)methanol (CAS: 873651-92-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic compound, characterized by its amino and hydroxymethyl functional groups, serves as a crucial building block in the synthesis of various pharmacologically active molecules. Recent studies have highlighted its role in the development of kinase inhibitors, antimicrobial agents, and other therapeutic compounds, making it a focal point of contemporary research efforts.

One of the most notable applications of (5-amino-2-pyridyl)methanol is its incorporation into the design of small-molecule kinase inhibitors. Kinases play a pivotal role in cellular signaling pathways, and their dysregulation is implicated in numerous diseases, including cancer and inflammatory disorders. Researchers have utilized (5-amino-2-pyridyl)methanol as a key intermediate in the synthesis of novel kinase inhibitors, leveraging its ability to form hydrogen bonds with target proteins. Recent publications have demonstrated its efficacy in enhancing the binding affinity and selectivity of these inhibitors, thereby improving their therapeutic potential.

In addition to its role in kinase inhibitor development, (5-amino-2-pyridyl)methanol has shown promise in the synthesis of antimicrobial agents. The rise of antibiotic-resistant pathogens has necessitated the discovery of new antimicrobial compounds, and this molecule has emerged as a valuable scaffold for such endeavors. Studies have reported its use in the construction of hybrid molecules that exhibit potent activity against multidrug-resistant bacterial strains. These findings underscore the compound's potential in addressing the global challenge of antimicrobial resistance.

Furthermore, (5-amino-2-pyridyl)methanol has been employed in the development of fluorescent probes and imaging agents. Its structural features allow for the conjugation with various fluorophores, enabling the creation of tools for real-time monitoring of biological processes. Recent advancements in this area have facilitated the visualization of enzymatic activities and cellular pathways, providing researchers with deeper insights into disease mechanisms. Such applications highlight the compound's utility beyond traditional drug discovery, extending into diagnostic and research tools.

The synthesis and optimization of (5-amino-2-pyridyl)methanol derivatives have also been a focus of recent research. Scientists have explored various chemical modifications to enhance its stability, solubility, and bioavailability. For instance, the introduction of protective groups or the formation of prodrugs has been investigated to overcome potential limitations in drug delivery. These efforts have yielded promising results, paving the way for the development of more effective and patient-friendly therapeutics.

In conclusion, (5-amino-2-pyridyl)methanol (CAS: 873651-92-4) represents a versatile and valuable compound in the realm of chemical biology and pharmaceutical research. Its applications span from drug discovery to diagnostic tools, demonstrating its broad utility. As research continues to uncover new possibilities for this molecule, it is poised to play an increasingly important role in addressing some of the most pressing challenges in medicine and healthcare. Future studies are expected to further elucidate its mechanisms of action and expand its applications, solidifying its position as a cornerstone of modern pharmaceutical science.

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