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Discovery of structurally distinct tricyclic M positive allosteric modulator (PAM) chemotypes

Authors

Temple KJ Kayla J , Long MF Madeline F , Engers JL Julie L , Watson KJ Katherine J , Chang S Sichen , Luscombe VB Vincent B , Rodriguez AL Alice L , Niswender CM Colleen M , Bridges TM Thomas M , Conn PJ P Jeffrey , Engers DW Darren W , Lindsley CW Craig W .
Bioorganic & medicinal chemistry letters. 2019 11 11; 30(4).
126811

Abstract

This Letter details our efforts to develop new M PAM scaffolds with improved pharmacological properties. This endeavor involved replacing the 3,4-dimethylpyridazine core with two novel cores: a 2,3-dimethyl-2H-indazole-5-carboxamide core or a 1-methyl-1H-benzo[d][1,2,3]triazole-6-carboxamide core. Due to shallow SAR, these cores were further evolved into two unique tricyclic cores: an 8,9-dimethyl-8H-pyrazolo[3,4-h]quinazoline core and an 1-methyl-1H-[1,2,3]triazolo[4,5-h]quinazoline core. Both tricyclic cores displayed low nanomolar potency against both human and rat M.



Tags: 2019