Cas no 135276-47-0 (1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione)

1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione is a β-diketone derivative characterized by its unique structural features, including a fluorophenyl group and a hydroxyphenyl moiety. This compound exhibits strong chelating properties due to its diketone functionality, making it useful in coordination chemistry and metal ion complexation. The presence of the electron-withdrawing fluorine atom enhances its reactivity in organic synthesis, while the hydroxyl group offers additional sites for functionalization. Its stability and well-defined molecular structure make it a valuable intermediate in pharmaceutical and materials science research. The compound is typically synthesized under controlled conditions to ensure high purity, making it suitable for precision applications in chemical synthesis and analytical studies.
1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione structure
135276-47-0 structure
Product Name:1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione
CAS No:135276-47-0
MF:C15H11FO3
MW:258.244447946548
MDL:MFCD20502979
CID:874675
Update Time:2026-04-29

1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione Chemical and Physical Properties

Names and Identifiers

    • 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione
    • 1-(4-Fluoro-phenyl)-3-(2-hydroxy-phenyl)-propane-1,3-dione
    • MDL: MFCD20502979
    • Inchi: InChI=1S/C15H11FO3/c16-11-7-5-10(6-8-11)14(18)9-15(19)12-3-1-2-4-13(12)17/h1-8,17H,9H2
    • InChI Key: LCNADOUVNLWSDQ-UHFFFAOYSA-N
    • SMILES: C1=CC=C(C(=C1)C(=O)CC(=O)C2=CC=C(C=C2)F)O

Computed Properties

  • Exact Mass: 258.06923
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4

Experimental Properties

  • Density: 1.294
  • Boiling Point: 432.6°C at 760 mmHg
  • Flash Point: 215.4°C
  • Refractive Index: 1.594
  • PSA: 54.37

1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione Pricemore >>

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Additional information on 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione

Introduction to 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione (CAS No. 135276-47-0)

1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione, with the CAS number 135276-47-0, is a multifaceted compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a fluoro-substituted phenyl group and a hydroxy-substituted phenyl group, both attached to a propane-1,3-dione backbone. These structural elements contribute to its diverse biological activities and potential therapeutic applications.

The chemical structure of 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione is particularly noteworthy for its ability to interact with various biological targets. The fluoro-substituted phenyl group enhances the lipophilicity of the molecule, facilitating its cellular uptake and distribution. Meanwhile, the hydroxy-substituted phenyl group introduces a polar functional group that can participate in hydrogen bonding and other non-covalent interactions, which are crucial for receptor binding and enzyme inhibition.

Recent studies have explored the pharmacological properties of 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione in detail. One notable area of research is its potential as an anti-inflammatory agent. In vitro and in vivo experiments have demonstrated that this compound exhibits significant anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings suggest that 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione could be a promising candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

In addition to its anti-inflammatory properties, 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione has also shown potential as an antioxidant. Oxidative stress is a key factor in the pathogenesis of many diseases, including neurodegenerative disorders and cardiovascular diseases. Research has indicated that this compound can effectively scavenge free radicals and reduce oxidative damage to cellular components. This antioxidant activity makes it a valuable candidate for developing therapeutic strategies against oxidative stress-related conditions.

The cytotoxicity profile of 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione has also been investigated in various cancer cell lines. Studies have shown that this compound exhibits selective cytotoxicity against certain types of cancer cells, particularly those derived from breast and lung cancers. The mechanism of action appears to involve the induction of apoptosis through the activation of caspase pathways and the modulation of cell cycle progression. These findings highlight the potential of 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione as an anticancer agent.

Beyond its direct biological activities, 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione has also been studied for its use as a building block in drug discovery and development. Its unique structural features make it an attractive scaffold for the synthesis of more complex molecules with enhanced pharmacological properties. Researchers have utilized this compound as a starting material to develop novel derivatives with improved potency and selectivity for specific therapeutic targets.

In conclusion, 1-(4-Fluorophenyl)-3-(2-hydroxyphenyl)propane-1,3-dione (CAS No. 135276-47-0) is a versatile compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its anti-inflammatory, antioxidant, and anticancer properties make it a promising candidate for further investigation and development into therapeutic agents for various diseases. Ongoing research continues to uncover new insights into the mechanisms of action and potential clinical applications of this intriguing molecule.

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