McN-5558 is a drug which acts as a selective noradrenaline reuptake inhibitor. It was investigated for potential application as an antidepressant, but was never developed for clinical use.
McN-5558 is described as a serotoninâÂÂnorepinephrine reuptake inhibitor (SNRI) with equilibrium constants (K<sub>i</sub>s) for various neurotransmitter transporters:
These data show that virtually all of the binding affinities resides in a single enantiomer. Consequently, the compound displays a very high eudysmic ratio.
In terms of the SAR, the meta-trifluorophenyl group was seen for fenfluramine, Benfluorex, and Ethyltrifluoromethylaminoindane. These are anorexigenic agents for the treatment of obesity and eating disorders.