Cas no 1261924-71-3 (3-Cyano-5-(2-methoxy-5-methylphenyl)phenol)

3-Cyano-5-(2-methoxy-5-methylphenyl)phenol is a specialized organic compound featuring a phenol core substituted with a cyano group and a 2-methoxy-5-methylphenyl moiety. This structure imparts unique electronic and steric properties, making it a valuable intermediate in synthetic chemistry, particularly for pharmaceuticals and advanced materials. The presence of both electron-withdrawing (cyano) and electron-donating (methoxy) groups enhances its reactivity in selective transformations, such as coupling reactions or heterocycle formation. Its well-defined aromatic framework also lends itself to applications in ligand design or as a building block for functional polymers. The compound's stability and solubility in common organic solvents further facilitate its handling in laboratory and industrial settings.
3-Cyano-5-(2-methoxy-5-methylphenyl)phenol structure
1261924-71-3 structure
Product Name:3-Cyano-5-(2-methoxy-5-methylphenyl)phenol
CAS No:1261924-71-3
MF:C15H13NO2
MW:239.269223928452
MDL:MFCD18314302
CID:2763836
PubChem ID:53219977
Update Time:2025-11-02

3-Cyano-5-(2-methoxy-5-methylphenyl)phenol Chemical and Physical Properties

Names and Identifiers

    • DTXSID80684766
    • 3-CYANO-5-(2-METHOXY-5-METHYLPHENYL)PHENOL
    • 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol, 95%
    • 1261924-71-3
    • 5-Hydroxy-2'-methoxy-5'-methyl[1,1'-biphenyl]-3-carbonitrile
    • MFCD18314302
    • 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol
    • MDL: MFCD18314302
    • Inchi: 1S/C15H13NO2/c1-10-3-4-15(18-2)14(5-10)12-6-11(9-16)7-13(17)8-12/h3-8,17H,1-2H3
    • InChI Key: IWRWIDFMILBAIO-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC(C)=CC=1C1C=C(C#N)C=C(C=1)O

Computed Properties

  • Exact Mass: 239.094628657Da
  • Monoisotopic Mass: 239.094628657Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 322
  • 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: 3.2
  • Topological Polar Surface Area: 53.3?2

3-Cyano-5-(2-methoxy-5-methylphenyl)phenol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB320345-5 g
3-Cyano-5-(2-methoxy-5-methylphenyl)phenol, 95%; .
1261924-71-3 95%
5g
€1159.00 2023-04-26
abcr
AB320345-5g
3-Cyano-5-(2-methoxy-5-methylphenyl)phenol, 95%; .
1261924-71-3 95%
5g
€1159.00 2025-03-19

Additional information on 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol

Research Brief on 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol (CAS: 1261924-71-3): Recent Advances and Applications

3-Cyano-5-(2-methoxy-5-methylphenyl)phenol (CAS: 1261924-71-3) is a chemically synthesized compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of novel bioactive molecules, particularly in the development of kinase inhibitors and anti-inflammatory agents. This research brief aims to summarize the latest findings related to this compound, highlighting its structural properties, biological activities, and potential applications in drug discovery.

Structural analysis of 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol reveals a phenol core substituted with a cyano group at the 3-position and a 2-methoxy-5-methylphenyl moiety at the 5-position. This unique arrangement confers specific electronic and steric properties that make it an attractive scaffold for medicinal chemistry. Recent computational studies have demonstrated its ability to interact with various biological targets, including protein kinases and nuclear receptors, suggesting its versatility in drug design.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the compound's potential as a selective inhibitor of the JAK-STAT signaling pathway, which is implicated in inflammatory and autoimmune diseases. The study reported that derivatives of 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol exhibited potent inhibitory activity against JAK2 and JAK3 kinases, with IC50 values in the nanomolar range. These findings underscore its potential as a lead compound for developing new anti-inflammatory therapies.

Another significant application of 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol lies in its role as a fluorescent probe. A recent publication in Analytical Chemistry highlighted its use in detecting reactive oxygen species (ROS) in cellular environments. The compound's cyano and phenol groups enable it to undergo specific redox reactions, resulting in measurable fluorescence changes. This property has been leveraged to develop sensitive assays for oxidative stress, which is relevant in studying neurodegenerative diseases and cancer.

Despite these promising developments, challenges remain in optimizing the pharmacokinetic properties of 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol derivatives. A 2024 preclinical study noted issues related to metabolic stability and bioavailability, which are critical for advancing these compounds into clinical trials. Researchers are currently exploring structural modifications, such as the introduction of heterocyclic rings or prodrug strategies, to address these limitations.

In conclusion, 3-Cyano-5-(2-methoxy-5-methylphenyl)phenol (CAS: 1261924-71-3) represents a versatile and promising scaffold in chemical biology and drug discovery. Its applications span from kinase inhibition to fluorescent probing, reflecting its broad utility. Future research should focus on optimizing its drug-like properties and expanding its therapeutic potential. This compound is poised to play a significant role in the development of next-generation therapeutics, particularly in areas such as inflammation, oncology, and neurodegenerative diseases.

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