McN-5558


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.

Pharmacology

McN-5558 is described as a serotonin–norepinephrine reuptake inhibitor with equilibrium constants for various neurotransmitter transporters:
Compound 37bnorepinephrine transporter
dopamine transporter
serotonin transporter
racemic1.054.323.0
1.525.79.1
257076902920

These data show that virtually all of the binding affinities resides in a single enantiomer. Consequently, the compound displays a very high eudysmic ratio.

SAR

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.