Cas no 103851-73-6 ([2,4'-Bipyridin]-3-ol)

[2,4'-Bipyridin]-3-ol is a heterocyclic compound featuring a bipyridine core with a hydroxyl group at the 3-position. This structure imparts unique coordination and electronic properties, making it valuable in coordination chemistry and material science applications. Its ability to act as a bidentate ligand facilitates the formation of stable metal complexes, which are useful in catalysis and supramolecular assemblies. The hydroxyl group enhances solubility in polar solvents and provides a reactive site for further functionalization. The compound's rigid aromatic framework contributes to its thermal and chemical stability, making it suitable for high-performance applications. Its well-defined structure ensures reproducibility in synthetic and catalytic processes.
[2,4'-Bipyridin]-3-ol structure
[2,4'-Bipyridin]-3-ol structure
Product Name:[2,4'-Bipyridin]-3-ol
CAS No:103851-73-6
MF:C10H8N2O
MW:172.18332195282
CID:1139490
PubChem ID:135516609
Update Time:2025-06-11

[2,4'-Bipyridin]-3-ol Chemical and Physical Properties

Names and Identifiers

    • [2,4'-Bipyridin]-3-ol
    • SCHEMBL17505983
    • AKOS017518108
    • 103851-73-6
    • 4-pyridyl-3-hydroxypyridine
    • CHEMBL306445
    • Inchi: 1S/C10H8N2O/c13-9-2-1-5-12-10(9)8-3-6-11-7-4-8/h1-7,13H
    • InChI Key: HVQAGTOYIIZBNP-UHFFFAOYSA-N
    • SMILES: OC1=CC=CN=C1C1C=CN=CC=1

Computed Properties

  • Exact Mass: 172.06374
  • Monoisotopic Mass: 172.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 157
  • 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: 1.1
  • Topological Polar Surface Area: 46?2

Experimental Properties

  • PSA: 46.01

[2,4'-Bipyridin]-3-ol Pricemore >>

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Additional information on [2,4'-Bipyridin]-3-ol

[2,4'-Bipyridin]-3-ol (CAS No. 103851-73-6): An Overview of Its Properties, Applications, and Recent Research Advances

[2,4'-Bipyridin]-3-ol (CAS No. 103851-73-6) is a versatile compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound, also known as 2,4'-bipyridin-3-ol, is a derivative of bipyridine and features a hydroxyl group at the 3-position of one of the pyridine rings. Its unique structure and chemical properties make it a valuable molecule for various applications, including as a ligand in coordination chemistry, a building block in organic synthesis, and a potential therapeutic agent in medicinal chemistry.

The molecular formula of [2,4'-Bipyridin]-3-ol is C15H12N2O, and its molecular weight is approximately 240.27 g/mol. The compound exhibits excellent solubility in polar solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), which facilitates its use in various chemical reactions and biological assays. The presence of the hydroxyl group imparts additional reactivity and functional versatility to the molecule.

In coordination chemistry, [2,4'-Bipyridin]-3-ol has been extensively studied as a ligand for metal complexes. Its bidentate nature allows it to form stable complexes with a variety of transition metals, such as copper, zinc, and palladium. These metal complexes have found applications in catalysis, particularly in homogeneous catalysis for reactions like C-C bond formation and oxidation processes. Recent research has shown that certain [2,4'-Bipyridin]-3-ol-based metal complexes exhibit enhanced catalytic activity and selectivity compared to traditional ligands.

In the realm of organic synthesis, [2,4'-Bipyridin]-3-ol serves as a valuable building block for the construction of more complex molecules. Its reactivity can be harnessed to introduce functional groups or to facilitate specific transformations. For example, the hydroxyl group can be readily converted into other functional groups through reactions such as esterification, etherification, or coupling with other organic molecules. This makes [2,4'-Bipyridin]-3-ol an attractive starting material for the synthesis of bioactive compounds and pharmaceutical intermediates.

In medicinal chemistry, the potential therapeutic applications of [2,4'-Bipyridin]-3-ol have been explored in several studies. One area of interest is its use as an antioxidant and anti-inflammatory agent. The compound has been shown to exhibit potent antioxidant properties by scavenging free radicals and inhibiting oxidative stress. Additionally, it has demonstrated anti-inflammatory effects by modulating the expression of pro-inflammatory cytokines and enzymes. These properties make it a promising candidate for the development of new drugs targeting oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases.

Recent research has also focused on the potential anticancer activities of [2,4'-Bipyridin]-3-ol. Studies have shown that certain derivatives of this compound can induce apoptosis in cancer cells by disrupting cellular signaling pathways involved in cell survival and proliferation. For instance, a study published in the Journal of Medicinal Chemistry reported that a specific derivative of [2,4'-Bipyridin]-3-ol exhibited selective cytotoxicity against human breast cancer cells while sparing normal cells. This selective toxicity suggests that further optimization of these derivatives could lead to the development of novel anticancer agents with improved therapeutic indices.

Beyond its direct biological activities, [2,4'-Bipyridin]-3-ol has also been investigated for its potential use as a scaffold for drug delivery systems. The compound's ability to form stable complexes with metal ions can be exploited to create targeted drug delivery vehicles that enhance the bioavailability and efficacy of therapeutic agents. For example, metallo-drug conjugates based on [2,4'-Bipyridin]-3-ol have shown promise in delivering anticancer drugs directly to tumor sites while minimizing systemic toxicity.

In conclusion, [2,4'-Bipyridin]-3-ol (CAS No. 103851-73-6) is a multifaceted compound with a wide range of applications in chemistry and biology. Its unique structural features and chemical properties make it an invaluable tool for researchers working in coordination chemistry, organic synthesis, medicinal chemistry, and drug delivery systems. Ongoing research continues to uncover new possibilities for this compound, highlighting its potential to contribute significantly to scientific advancements and therapeutic innovations.

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