4-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1H-inden-1-one
[CAS# 1672665-29-0]

Identification

• Classification: Organic raw materials >> Ketone compound
• Name: 4-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1H-inden-1-one
• Synonyms: 4-Fluoro-7-(methylsulfonyl)-1-indanone
• Molecular Formula: C₁₀H₉FO₃S
• Molecular Weight: 228.24
• CAS Registry Number: 1672665-29-0
• EC Number: 881-574-7
• SMILES: CS(=O)(=O)C1=C2C(=C(C=C1)F)CCC2=O

Properties

• Density: 1.4±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.563, Calc.^*
• Boiling Point: 446.5±45.0 °C (760 mmHg), Calc.^*
• Flash Point: 223.8±28.7 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Discovery and Applications

4-Fluoro-7-(methylsulfonyl)-2,3-dihydro-1H-inden-1-one is a synthetic compound that plays a crucial role in pharmaceutical research and development. The discovery of this molecule is rooted in efforts to design selective inhibitors for enzymes involved in inflammatory and oncological pathways. Its unique structural framework, featuring a fluoro substitution and a methylsulfonyl group on the indanone core, contributes to its enhanced reactivity and selectivity.

The synthesis of 4-fluoro-7-(methylsulfonyl)-2,3-dihydro-1H-inden-1-one typically involves electrophilic aromatic substitution and subsequent sulfonylation reactions. The fluorination step introduces metabolic stability, while the methylsulfonyl group improves solubility and binding affinity. This efficient synthetic route ensures high purity and yield, making the compound readily accessible for large-scale applications.

Applications of this compound are primarily focused on the development of anti-inflammatory and anticancer agents. It serves as a key intermediate in the synthesis of kinase inhibitors and other bioactive small molecules. Its ability to modulate signal transduction pathways has led to extensive studies in targeted cancer therapies, offering new avenues for precision medicine.

Ongoing research is directed at modifying the core structure to enhance pharmacological properties and reduce potential side effects. The versatility of 4-fluoro-7-(methylsulfonyl)-2,3-dihydro-1H-inden-1-one underscores its significance in drug discovery and medicinal chemistry.

References

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