ARYLPIPERAZINE DERIVATIVES AND THEIR USE AS LIGANGS SELECTIVE OF THE DOPAMINE D3 RECEPTOR

• Main Authors: BERREBI-BERTRAND ISABELLE, DANVY DENIS, DARTOIS CATHERINE, LEVOIN NICOLAS, LECOMTE JEANNE-MARIE, CAPET MARC, ROBERT PHILIPPE, CALMELS THIERRY, MORVAN MARCEL, SCHWARTZ JEANARLES
• Format: Patent
• Language: English; Slovenian
• Published: 31.08.2008
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

Arylpiperazine derivatives (I) are new. Arylpiperazine derivatives of formula (I) and their stereoisomers, mixtures, tautomers, hydrates, solvates, salts and esters are new. a = 5 or 6; b-d = 1 or 2; R 1-R 4= H, halo, OH, alkyl, fluoroalkyl, polyfluoroalkyl, (polyfluoro)alkoxy, (polyfluoro)alkylsulfanyl, CN, OS(O) m-alkyl, NRR a, C(O)OR, C(O)R, C(O)NRR a, C(OH)RR a, alkylene-C(OH)RR a, alkylene-C(O)OR, alkylene-C(O)R, alkylene-C(O)NRR aor alkylene-NRR a; or two adjacent groups R 1-R 4= heterocycle (optionally unsaturated and/or fused with phenyl); R 5-R 9= H, OH, alkyl, fluoroalkyl, polyfluoroalkyl, (polyfluoro)alkoxy, (polyfluoro)alkylsulfanyl, CN, NRR a, C(O)OR, C(O)R or C(O)NRR a; or two adjacent groups R 5-R 9= heterocycle (optionally unsaturated and/or fused with phenyl); R, R a= H or alkyl; or RR a= (oxa)polymethylene; and m = 0-2. Independent claims are also included for preparation of (I). [Image] ACTIVITY : Neuroleptic; Antidote; Endocrine-Gen.; Vasotropic; CNS-Gen.; Muscular-Gen.; Antiparkinsonian; Antidepressant; Antiaddictive; Antialcoholic; Antismoking; Antiinfertility. MECHANISM OF ACTION : Dopamine D3 receptor ligand. The ability of (I) to bind with dopamine D3 receptor was tested on human cells. The results showed that 1-(5-methoxyisoindolin-2-yl)-6-[4-(3-trifluoromethylphenyl)piperazin-1-yl]hexan-1-one exhibited an inhibition constant of 0.9 nM.