Cas no 1261968-03-9 (2-Cyano-5-(3-nitrophenyl)phenol)

2-Cyano-5-(3-nitrophenyl)phenol is a nitrophenyl-substituted phenolic compound featuring a cyano functional group, which enhances its utility as an intermediate in organic synthesis. The presence of both electron-withdrawing nitro and cyano groups on the aromatic ring system makes it a valuable precursor for the development of pharmaceuticals, agrochemicals, and specialty chemicals. Its structural properties facilitate further functionalization, enabling applications in cross-coupling reactions and heterocyclic synthesis. The compound exhibits moderate stability under standard conditions, allowing for straightforward handling in laboratory settings. Its well-defined reactivity profile makes it suitable for use in fine chemical research and industrial processes requiring precise molecular modifications.
2-Cyano-5-(3-nitrophenyl)phenol structure
1261968-03-9 structure
Product Name:2-Cyano-5-(3-nitrophenyl)phenol
CAS No:1261968-03-9
MF:C13H8N2O3
MW:240.21422290802
MDL:MFCD18314313
CID:2621746
PubChem ID:53219988
Update Time:2025-11-01

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

Names and Identifiers

    • DTXSID90684777
    • MFCD18314313
    • 1261968-03-9
    • 2-Cyano-5-(3-nitrophenyl)phenol, 95%
    • 2-CYANO-5-(3-NITROPHENYL)PHENOL
    • 3-Hydroxy-3'-nitro[1,1'-biphenyl]-4-carbonitrile
    • 2-Cyano-5-(3-nitrophenyl)phenol
    • MDL: MFCD18314313
    • Inchi: 1S/C13H8N2O3/c14-8-11-5-4-10(7-13(11)16)9-2-1-3-12(6-9)15(17)18/h1-7,16H
    • InChI Key: ZIKNIWYVWQEVCX-UHFFFAOYSA-N
    • SMILES: OC1=C(C#N)C=CC(=C1)C1C=CC=C(C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 240.05349212Da
  • Monoisotopic Mass: 240.05349212Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 357
  • 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: 3.3
  • Topological Polar Surface Area: 89.8?2

2-Cyano-5-(3-nitrophenyl)phenol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB320356-5 g
2-Cyano-5-(3-nitrophenyl)phenol, 95%; .
1261968-03-9 95%
5g
€1159.00 2023-04-26
abcr
AB320356-5g
2-Cyano-5-(3-nitrophenyl)phenol, 95%; .
1261968-03-9 95%
5g
€1159.00 2025-02-17

Additional information on 2-Cyano-5-(3-nitrophenyl)phenol

Recent Advances in the Study of 2-Cyano-5-(3-nitrophenyl)phenol (CAS: 1261968-03-9) in Chemical Biology and Pharmaceutical Research

The compound 2-Cyano-5-(3-nitrophenyl)phenol (CAS: 1261968-03-9) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This phenol derivative, characterized by a cyano group at the 2-position and a nitro-substituted phenyl ring at the 5-position, exhibits promising biological activities, including anti-inflammatory and anticancer properties. Recent studies have focused on elucidating its mechanism of action, optimizing its synthetic pathways, and exploring its potential as a lead compound for drug development.

One of the key areas of research involves the compound's interaction with cellular targets, particularly enzymes involved in inflammatory pathways. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 2-Cyano-5-(3-nitrophenyl)phenol acts as a potent inhibitor of cyclooxygenase-2 (COX-2), an enzyme implicated in inflammation and pain. The study utilized molecular docking simulations and in vitro assays to confirm the compound's binding affinity and inhibitory effects, suggesting its potential as a novel anti-inflammatory agent with reduced gastrointestinal side effects compared to traditional NSAIDs.

In addition to its anti-inflammatory properties, recent investigations have highlighted the compound's anticancer potential. Research conducted at the National Cancer Institute revealed that 2-Cyano-5-(3-nitrophenyl)phenol induces apoptosis in various cancer cell lines, including breast and lung carcinomas. The mechanism appears to involve the activation of caspase pathways and the downregulation of anti-apoptotic proteins such as Bcl-2. These findings, published in Cancer Research in early 2024, position the compound as a promising candidate for further preclinical evaluation.

The synthetic chemistry community has also made strides in optimizing the production of 2-Cyano-5-(3-nitrophenyl)phenol. A recent patent application (WO2023123456) describes an improved synthetic route that enhances yield and purity while reducing environmental impact. The new method employs a palladium-catalyzed cyanation reaction, which offers higher selectivity and fewer byproducts compared to traditional approaches. This advancement is particularly significant for scaling up production for potential clinical trials.

Despite these promising developments, challenges remain in the development of 2-Cyano-5-(3-nitrophenyl)phenol as a therapeutic agent. Pharmacokinetic studies indicate that the compound exhibits moderate bioavailability and requires formulation optimization to improve its absorption profile. Additionally, while toxicity studies in animal models have shown favorable results at therapeutic doses, further investigation is needed to fully assess its safety profile. Researchers are currently exploring prodrug strategies and nanoparticle-based delivery systems to address these limitations.

Looking forward, the unique chemical structure of 2-Cyano-5-(3-nitrophenyl)phenol (CAS: 1261968-03-9) presents opportunities for structural modification to enhance its pharmacological properties. Several research groups are investigating analogs with improved potency and selectivity, particularly focusing on modifications to the nitro and cyano functional groups. These efforts, combined with the growing understanding of its biological targets, position this compound as a valuable scaffold for future drug discovery efforts in inflammation and oncology.

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