Flufenoxine
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| Clinical data | |
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| Other names | F-98214-TA |
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| Chemical and physical data | |
| Formula | C18H20FNO |
| Molar mass | 285.362 g·mol−1 |
| 3D model (JSmol) | |
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Flufenoxine (F-98214-TA) is a Serotonin–norepinephrine reuptake inhibitor. It can be used to treat disorders of the central nervous system, particularly depression and anxiety. It was developed by a Spanish company at the beginning of the 21st century.[1]
Flufenoxine derivatives have been patented for the treatment of Alzheimer's disease.[2]
Analogues of Flufenoxine were reported containing a duloxetine-type thiophene surrogate ring moiety.[3] Such agents possess the desired triple-mode of activity (serotonin-noradrenaline and dopamine) (c.f. SNDRI).
Synthesis
[edit]The synthesis of Flufenoxine was disclosed in a pair of patents:[4][5]
Ex 1: The base catalyzed ether formation between tert-butyl 4-[hydroxy(phenyl)methyl]piperidine-1-carboxylate [269740-46-7] (1) and 1,3-difluorobenzene [372-18-9] (2) gave a racemic mixture of (3).
References
[edit]- ^ Artaiz I, Zazpe A, Innerárity A, Del Olmo E, Díaz A, Ruiz-Ortega JA, et al. (November 2005). "Preclinical pharmacology of F-98214-TA, a novel potent serotonin and norepinephrine uptake inhibitor with antidepressant and anxiolytic properties". Psychopharmacology. 182 (3): 400–13. doi:10.1007/s00213-005-0087-3. PMID 16032410.
- ^ Francisco Ledo Gómez, et al. WO2011147780 (Fabrica Espanola de Productos Quimicos y Farmaceuticos FAES SA).
- ^ 郭强, et al. WO2015131814 (to WUHAN JIAYU TECHNOLOGY Co Ltd, Nhwa Pharmaceutical Corp).
- ^ Venero Aurelio Orjales, et al. EP1002794 (2000 to Fabrica Espanola de Productos Quimicos y Farmaceuticos FAES SA).
- ^ Aurelio Orjales Venero, Ramón MOSQUERA PESTAÑA, Mª Carmen PUMAR DURÁN, Antonio Toledo Avello, Gonzalo Canal Mori, Maravillas Bordell Martín, WO2007131846 (Fabrica Espanola de Productos Quimicos y Farmaceuticos FAES SA).
Media related to Serotonin–norepinephrine–dopamine reuptake inhibitors at Wikimedia Commons