5-Phenyl-3-ureidobenzazepin-2-ones as cholecystokinin-B receptor antagonists

JA Lowe III, DL Hageman, SE Drozda…

Index: Lowe III; Hageman; Drozda; McLean; Bryce; Crawford; Zorn; Morrone; Bordner Journal of Medicinal Chemistry, 1994 , vol. 37, # 22 p. 3789 - 3811

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Citation Number: 55

Abstract

A series of 5-phenyl-3-ureidobenzazepin-2-one cholecystokinin-B (CCK-B) receptor antagonists was synthesized using Beckmann ring expansion of a suitable 4-phenyl-1- tetralone as a key step. Structure-activity relationship studies revealed the importance of the 5-phenyl group for potent and selective CCK-B affinity. Addition of an 8-methyl substituent and resolution provided the potent (CCK-Bic50= 0.48 nM) CCK-B antagonist 4. The role of ...