Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists

Article abstract of DOI:10.1016/0223-5234(96)88317-6

A set of fourteen 4-<2-ethyl>-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D₂ receptor using <3H>sulpiride or <32280H>spiperone as radioligands.Six analogues displayed D₂ agonist activities comparable (K_i = 450 - 650 nM) to Ropinirole or SK and F 101468.The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophlicity of the analogues without significantly affecting D₂ activity. - Keywords: lactam; indolone; rigid dopamine analogue; D₂ receptor binding