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Nisoxetine (LY-94939) is a drug which inhibits the reuptake of norepinephrine (noradrenaline). It is a racemic compound with two isomers. Nisoxetine is not currently used in humans, but was originally researched as an antidepressant and is now widely used in scientific research as a standard selective noradrenaline reuptake inhibitor.
In the last step, an N-methyl group is cleaved by treatment of the intermediate with
cyanogen bromide followed by hydrolysis (von Braun reaction). A recently developed modification that uses ethyl chloroformate (see synthesis of atomoxetine for details).
See also the synthesis of fluoxetine, atomoxetine and seproxetine since these are all chemically related (as well as duloxetine).
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- ↑ Kelwala S, Stanley M, Gershon S. History of antidepressants: successes and failures. Journal of Clinical Psychiatry. 1983 May;44(5 Pt 2):40-8.PMID 6222036
- ↑ Graham D, Langer SZ. Advances in sodium-ion coupled biogenic amine transporters. Life Sciences. 1992;51(9):631-45.PMID 1501510
- ↑ Molloy, B. B.; Schmiegel, K. K.; German Patent, 1975, DE 2500110