5-Fluorooxindole (5-Fluoro-2-oxindole, CAS 56341-41-4) is a fluorinated oxindole building block supplied by Ossila at >98% purity. Its structure consists of a pyrrolidone (γ-lactam) ring fused to a benzene ring, carrying a fluorine atom at the 5-position. It serves as an intermediate for macromolecules and fluorescent dyes used in drug discovery, bioimaging, solar cells and OLEDs.
The 3-position can be functionalised by aldol condensation under basic conditions, extending the chromophore. Dyes built this way have been used as acceptors in dye-sensitized solar cells (DSSCs) reaching a power conversion efficiency of 6.35%, while oxindole-modified polymers have acted as donors alongside Y6 (BTP-4F) in non-fullerene polymer solar cells with efficiencies up to 8.27%.
In biomedical research, 5-fluorooxindole has been reported to alleviate inflammatory pain, enhance the analgesic effect of morphine and suppress oxidative stress and inflammatory responses linked to peripheral inflammation. Its derivatives are studied as α-glucosidase inhibitors for type 2 diabetes.
- Synthesis of donor and acceptor materials for dye-sensitized and non-fullerene polymer solar cells.
- Preparation of fluorescent dyes for bioimaging and cell-selective imaging.
- Building block for active pharmaceutical ingredients in drug discovery.
- Development of α-glucosidase inhibitor derivatives for type 2 diabetes research.
- Intermediate for materials used in OLEDs.
| Brand | Ossila |
|---|---|
| CAS number | 56341-41-4 |
| Molecular formula | C8H6FNO |
| Purity | >98% |
| Category | — |
| Pack sizes | 10 g, 25 g |
| Physical form | Off-white to pale pink/beige powder |
| Storage | — |
- Product code: B1751
- Full Name: 5-Fluoro-2-oxindole
- Molecular Weight: 151.14 g/mol
- Synonyms: 5-Fluoro-1,3-dihydroindol-2-one, 5-Fluoro-2,3-dihydro-2-oxoindole
- Classification / Family: Fluorinated building block, Heterocyclic building block, OLEDs, Solar cells
- Melting Point: 143 °C – 147 °C
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