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 (SNRI) with equilibrium constants (Kis) for various neurotransmitter transporters:
Compound 37b norepinephrine transporter(NE) dopamine transporter(DAT) serotonin transporter(SERT) racemic 1.0 54.3 23.0 (+) 1.5 25.7 9.1 (-) 2570 7690 2920
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.
See also JNJ-7925476 McN-4612 McN-5292 McN 5707
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