2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone (CAS 86404-63-9) is a fluorinated heterocyclic building block in which a difluoroacetophenone group is linked to a triazole ring. It serves as a core scaffold for triazole antifungal drugs such as fluconazole, voriconazole and efinaconazole, making it a useful intermediate for drug discovery and medicinal chemistry.
Its ketone group offers a convenient handle for further derivatisation through Grignard and aldol reactions. Enantioselective products can be obtained using aldol reactions catalysed by chiral prolines or Grignard additions assisted by chiral auxiliaries.
When combined with chromophores, the compound has been applied to fluorescence microscopy studies of how antifungal agents act in live Candida cells. Ossila supplies it as an off-white powder with a purity of >98%.
- Synthesis intermediate for triazole antifungal APIs such as fluconazole, voriconazole and efinaconazole.
- Derivatisation of the ketone group via Grignard and aldol reactions.
- Enantioselective synthesis using chiral proline-catalysed aldol reactions or chiral auxiliary-assisted Grignard reactions.
- Preparation of fluorescent probes for imaging antifungal mechanisms in live Candida cells.
- Drug discovery, medicinal chemistry and biochemistry research.
| Brand | Ossila |
|---|---|
| CAS number | 86404-63-9 |
| Molecular formula | C10H7F2N3O |
| Purity | >98% |
| Category | — |
| Pack sizes | 10 g, 25 g, 50 g |
| Physical form | Off-white powder |
| Storage | — |
- Product code: B2241
- Molecular Weight: 223.18 g/mol
- Melting Point: 103 – 107 °C
- Synonyms: 1-(2,4-Difluorobenzoylmethyl)-1H-1,2,4-triazole, 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, Voriconazole Related Compound C, Fluconazole Impurity E
- Classification / Family: Fluorinated building block, Heterocyclic building block, APIs, Bioimaging
—
—