To develop SAR at both the cannabinoid CB1 and CB2 receptors for 3-(1-naphthoyl) indoles bearing moderately electron withdrawing substituents at C-4 of the naphthoyl moiety, 1- propyl and 1-pentyl-3-(4-fluoro, chloro, bromo and iodo-1-naphthoyl) derivatives were prepared. To study the steric and electronic effects of substituents at the 8-position of the naphthoyl group, the 3-(4-chloro, bromo and iodo-1-naphthoyl) indoles were also ...