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During our systematic studies on the arginine vasopressin receptor V1a-antagonistic activity of 1-(1-benzoyl substituted 4-piperidyl)-3,4-dihydro-2(1H)-quinolinones, we found a general substituent effect on the benzene ring. Hydrogen-bonding ability at the ortho position was especially important for enhancement of the affinity of multi-substituted analogs. Details of the syntheses and structure-activity relationships for this series are presented.

chemical and pharmaceutical bulletin/chemical and pharmaceutical bulletin

Structure-Activity Relationships of Non-peptide Vasopressin V1a Antagonists: 1-(1-Multi-substituted Benzoyl 4-Piperidyl)-3,4-dihydro-2( 1H)-quinolinones.