748747-23-1Relevant academic research and scientific papers
A convenient synthesis of 4-(2-hydroxyethyl)indolin-2-one, a useful intermediate for the preparation of both dopamine receptor agonists and protein kinase inhibitors
Matera, Carlo,Quadri, Marta,Pelucchi, Silvia,De Amici, Marco,Dallanoce, Clelia
, p. 1139 - 1144 (2014/06/24)
This paper describes a practical approach to the preparation of 4-(2-hydroxyethyl)indolin-2-one, a key intermediate in the synthesis of dopaminergic agonists such as ropinirole - a drug used in the treatment of Parkinson's disease and restless legs syndrome - and of two sets of protein kinase inhibitors. The sequence starts from commercially available 2-(2-methyl-3-nitrophenyl)acetic acid, which is converted in five steps into the desired target compound. This procedure offers a convenient alternative route to existing methodologies, given its milder reaction conditions, ease of implementation, and its overall yield (59 %).
Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists
Namil, A.,Benoit-Guyod, M.,Leclerc, G.
, p. 973 - 982 (2007/10/03)
A set of fourteen 4-ethyl>-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D2 receptor using sulpiride or spiperone as radioligands.Six analogues displayed D2 agonist activities comparable (Ki = 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
