Quantitative structure-activity relationships for substituted aminotetralin analogues. I: Inhibition of norepinephrine uptake.
Quantitative structure-activity relationships of 57 substituted aminotetralin analogues, an overview of their syntheses, and their pharmacological activity are described in this study. Lipophilic substituents at R3 as well as the overall lipophilicity of the molecule contribute toward increasing the inhibitory potency. An ethyl group is preferred, and a group larger than a propyl is not desirable as a nitrogen substituent. Among the ring substituents examined, an hydroxy group at the R6 position and either an unsubstituted R9 position or a methoxy substituent at the R9 position increase the inhibitory potency, whereas a methoxy group at the R7 position decreases inhibitory potency.
Kim
K H
KH
Pharmaceutical Products Division, Abbott Laboratories, Abbott Park, IL 60064.
Basha
F
F
Hancock
A
A
DeBernardis
J F
JF
D000818:Animals; D008297:Male; D014179:Neurotransmitter Uptake Inhibitors / Q000494:pharmacology*; D009638:Norepinephrine / Q000378:metabolism*; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship; D013764:Tetrahydronaphthalenes / Q000737:chemistry / Q000494:pharmacology*
D014179:Neurotransmitter Uptake Inhibitors; D013764:Tetrahydronaphthalenes; D009638:Norepinephrine