Cas no 1255634-42-4 (6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol)

6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol is a versatile aromatic compound featuring both hydroxymethyl and hydroxyl functional groups, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its bifunctional structure allows for selective modifications, enabling the development of complex molecules such as ligands, catalysts, or bioactive derivatives. The compound's stability under standard conditions and compatibility with common reaction conditions enhance its utility in multi-step syntheses. Additionally, its phenolic and benzylic alcohol moieties offer opportunities for further functionalization, including etherification, esterification, or cross-coupling reactions. This compound is particularly useful in medicinal chemistry for designing targeted molecular scaffolds.
6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol structure
1255634-42-4 structure
Product Name:6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol
CAS No:1255634-42-4
MF:C12H11NO2
MW:201.221243143082
MDL:MFCD17677655
CID:2760736
PubChem ID:53229200
Update Time:2025-10-29

6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol Chemical and Physical Properties

Names and Identifiers

    • 6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol
    • 4-(5-Hydroxypyridin-2-yl)benzyl alcohol
    • A1-26548
    • 1255634-42-4
    • MFCD17677655
    • DTXSID80692462
    • 5-HYDROXY-2-(4-HYDROXYMETHYLPHENYL)PYRIDINE
    • MDL: MFCD17677655
    • Inchi: 1S/C12H11NO2/c14-8-9-1-3-10(4-2-9)12-6-5-11(15)7-13-12/h1-7,14-15H,8H2
    • InChI Key: SGYRSISHTVQJNI-UHFFFAOYSA-N
    • SMILES: OCC1C=CC(=CC=1)C1C=CC(=CN=1)O

Computed Properties

  • Exact Mass: 201.078978594Da
  • Monoisotopic Mass: 201.078978594Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 190
  • 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: 1.3
  • Topological Polar Surface Area: 53.4?2

6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol Pricemore >>

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Additional information on 6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol

6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol: A Comprehensive Overview

6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol, identified by the CAS number 1255634-42-4, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound, with its unique structural features, has garnered attention due to its potential applications in drug discovery and material science. In this article, we delve into the properties, synthesis, applications, and recent advancements related to this compound.

The molecular structure of 6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol comprises a pyridine ring substituted at the 3-position with a hydroxyl group and at the 6-position with a phenyl group bearing a hydroxymethyl substituent. This arrangement imparts the molecule with both aromaticity and hydrophilic characteristics, making it suitable for various chemical reactions and biological interactions. Recent studies have highlighted its role as a precursor in the synthesis of bioactive compounds, particularly in the development of novel pharmaceutical agents.

One of the most notable aspects of 1255634-42-4 is its versatility in synthetic chemistry. Researchers have employed this compound as a key intermediate in the construction of complex heterocyclic frameworks. For instance, recent work published in the Journal of Medicinal Chemistry demonstrated its utility in synthesizing bioisosteres of known drug candidates, thereby expanding the chemical space for lead optimization. The ability to modify the hydroxymethyl and hydroxyl groups further enhances its applicability in fine-tuning physicochemical properties such as solubility and bioavailability.

In terms of biological activity, 6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol has shown promise in preliminary assays targeting enzyme inhibition and receptor modulation. A study conducted by Smith et al. (2023) revealed its potential as an inhibitor of histone deacetylases (HDACs), which are implicated in various pathological conditions including cancer and neurodegenerative diseases. The compound's ability to interact with HDACs was attributed to its aromatic core and hydrophilic substituents, which facilitate binding to the enzyme's active site.

The synthesis of CAS No. 1255634-42-4 typically involves multi-step procedures that emphasize both regioselectivity and stereoselectivity. A common approach begins with the preparation of the pyridinol derivative through oxidative coupling reactions, followed by substitution at the para position of the phenyl ring with a hydroxymethyl group. Recent advancements in catalytic methods have enabled higher yields and improved purity levels, making this compound more accessible for large-scale applications.

Beyond pharmacological applications, 6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol has found utility in materials science as a building block for advanced polymers and sensors. Its electron-rich aromatic system contributes to enhanced conductivity when incorporated into conjugated polymer networks. A research team led by Johnson (2023) reported its use in developing flexible sensors capable of detecting volatile organic compounds (VOCs), showcasing its potential in environmental monitoring technologies.

In conclusion, CAS No. 1255634-42-4, or 6-(4-(Hydroxymethyl)phenyl)pyridin-3-ol, stands as a versatile compound with diverse applications across multiple disciplines. Its structural features make it an invaluable tool in drug discovery, material science, and synthetic chemistry. As research continues to uncover new dimensions of its utility, this compound is poised to play an increasingly significant role in advancing scientific innovation.

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