Abstract
A series of tetrahydroisoquinolines acting as dual histamine H3/serotonin transporter ligands is described. A highly regio-selective synthesis of the tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH3 was developed. In vitro and in vivo data are discussed.
MeSH terms
-
5-Hydroxytryptophan / pharmacology
-
Animals
-
Behavior, Animal / drug effects
-
Humans
-
Isoquinolines / chemical synthesis
-
Isoquinolines / pharmacology
-
Ligands
-
Mice
-
Piperazines / chemical synthesis
-
Piperazines / pharmacology
-
Rats
-
Receptors, Histamine H3 / chemistry*
-
Receptors, Histamine H3 / drug effects*
-
Serotonin Plasma Membrane Transport Proteins / drug effects*
-
Structure-Activity Relationship
Substances
-
Isoquinolines
-
Ligands
-
Piperazines
-
Receptors, Histamine H3
-
Serotonin Plasma Membrane Transport Proteins
-
5-Hydroxytryptophan