(R)-1,2,3,4-Tetrahydrobenzothienopyridines: Novel Optically Active Compounds with Strong 5-HT1A Receptor Binding Ability Exhibiting Anticonflict Activity and Lessening of Memory Impairment

Article abstract of DOI:10.1021/jm00075a006

(R)-1,2,3,4-Tetrahydro<1>benzothieno<2,3-c>pyridine derivatives (60-114) were synthesized.The (R)-isomers have affinity for the 5-HT_1A receptor while the (S)-isomers have no such ability.The affinity of the (R)-isomers was discussed on the basis of structure-activity relationships between the affinity and hydrophobicity of the (R)-isomers.Compounds 71 and 107, which are representative derivative compounds, have anticonflict activity and lessening of memory impairment.In particular, compound 107 cannot bind to receptors other than the 5-HT_1A receptor, demonstrating that it is a unique compound with a different mechanism of action from that of conventional anxiolytics.