Melatonin ligands having antidepressant activity as well as sleep inducing properties

Abstract

Novel melatonin ligands of Formula I: or pharmaceutically acceptable salts thereof wherein: n is 1 or 2; m is 0, 1 or 2; p is 0, 1, 2, 3, 4, 5, 6, 7 or 8; v is 2 or 3; A is aryl or heteroaryl; Z is O, S or NR; Y is selected from the group consisting of hydrogen, aryl, heteroaryl, C-Calkyl, C-Ccycloalkyl, and R is selected from the group consisting of hydrogen, hydroxyl, —OCF, CF, C-Calkyl, C-Calkyloxy, C-Calkylthio, halogen and —Z—(CH)-A; Ris selected from the group consisting of C-Calkyl, C-Ccycloalkyl, CF, hydroxy-substituted C-Calkyl, hydroxy-substituted C-Ccycloalkyl, and NHR, wherein Ris C-Calkyl or C-Ccycloalkyl; Ris selected from the group consisting of: hydrogen, C-Calkyl, C-Calkyloxy, OCF, CF, hydroxyl, and halogen; Ris selected from the group consisting of hydrogen, C-Calkyl, C-Calkyloxy, OCF, CF, hydroxyl, and halogen; R and Rmay be connected together to form an —O—(CH)bridge representing with the carbon atoms to which they are attached a 5- or 6-membered heterocyclic ring system; Ris selected from the group consisting of hydrogen, C-Calkyl, C-Calkyloxy, OCF, CF, hydroxyl, and halogen; Ris selected from the group consisting of hydrogen and C-Calkyl; Ris selected from the group consisting of hydrogen, C-Calkyl, C-Calkyloxy, OCF, CF, hydroxyl, and halogen; and Ris selected from the group consisting of hydrogen and C-Calkyl.