4-Fluoroselegiline
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| Other names | Chinoin-175; Fludepryl; SR-96516-A; p-Fluoro-L-deprenyl |
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| Chemical and physical data | |
| Formula | C13H16FN |
| Molar mass | 205.276 g·mol−1 |
| 3D model (JSmol) | |
| Density | 1.024 ± 0.06 g/cm3 |
| Boiling point | 276.2 ± 25 °C (529.2 ± 45.0 °F) |
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4-Fluoroselegiline, or p-fluoro-L-deprenyl, is a substituted amphetamine designer drug. It is the 4-fluorinated derivate of selegiline.
Pharmacology
[edit]Pharmacodynamics
[edit]4-Fluoroselegiline is a selective and irreversible inhibitor of monoamine oxidase B and monoaminergic activity enhancer.[1][2][3]
A radiolabelled derivative incorporating 18F is used to study MAO-B inhibition in both in vivo and in vitro experiments.[4]
Pharmacokinetics
[edit]4-Fluoro-deprenyl is metabolized to 4-Fluoromethamphetamine and 4-Fluoroamphetamine, both of which are active. The levels of substituted amphetamine metabolites in the brain is three times higher following 4-fluoroselegiline administration compared to an equivalent dose of selegiline.[2]
Society and culture
[edit]Names
[edit]Synonyms of 4-fluoroselegiline or 4-fluorodeprenyl (the racemic form) include Chinoin-175, Fludepryl, and SR-96516-A.[5]
References
[edit]- ^ Erdö F, Baranyi A, Takács J, Arányi P (August 2000). "Different neurorescue profiles of selegiline and p-fluoro-selegiline in gerbils". NeuroReport. 11 (11): 2597–2600. doi:10.1097/00001756-200008030-00049. PMID 10943729. S2CID 20944931.
- ^ a b Yasar S, Gaal J, Justinova Z, Bergman J (October 2005). "Discriminative stimulus and reinforcing effects of p-fluoro-L-deprenyl in monkeys". Psychopharmacology. 182 (1): 95–103. doi:10.1007/s00213-005-0063-y. PMID 15990999. S2CID 444126.
- ^ Knoll J, Miklya I (1994). "Multiple, small dose administration of (-)deprenyl enhances catecholaminergic activity and diminishes serotoninergic activity in the brain and these effects are unrelated to MAO-B inhibition". Arch Int Pharmacodyn Ther. 328 (1): 1–15. PMID 7893186.
- ^ Plenevaux A, Fowler JS, Dewey SL, Wolf AP, Guillaume M (January 1991). "The synthesis of no-carrier-added DL-4-[18F]fluorodeprenyl via the nucleophilic aromatic substitution reaction". International Journal of Radiation Applications and Instrumentation, Part A. 42 (2): 121–127. doi:10.1016/0883-2889(91)90060-E. PMID 1648033.
- ^ Paul W, Szelenyi I (1993). "Appendix I: Chemical Structures and Pharmacological Features of MAO-B Inhibitors". In Szelenyi I (ed.). Inhibitors of Monoamine Oxidase B: Pharmacology and Clinical Use in Neurodegenerative Disorders. Milestones in Drug Therapy. Basel: Birkhäuser Basel. pp. 339–358. ISBN 978-3-0348-6349-0. ISSN 2296-6056.