Synthesis and binding affinity of new pyrazole and isoxazole derivatives as potential atypical antipsychotics.
We describe the synthesis and binding affinities on D(2), 5-HT(2A) and 5-HT(2C) receptors of 6-aminomethyl-6,7-dihydro-1H-indazol-4(5H)-ones and 6-aminomethyl-6,7-dihydro-3-methyl-benzo[d]isoxazol-4(5H)-ones, as conformationally constrained butyrophenone analogues. One of the new compounds showed good in vitro binding features, and a Meltzer's ratio characteristic of an atypical antipsychotic profile.
Barceló
María
M
Departamento de Química Orgánica, Laboratorio de Química Farmacéutica, Universidad de Santiago de Compostela, E-15782, Santiago de Compostela, Spain.
Raviña
Enrique
E
Masaguer
Christian F
CF
Domínguez
Eduardo
E
Areias
Filipe Miguel
FM
Brea
José
J
Loza
María I
MI
D014150:Antipsychotic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D006801:Humans; D006860:Hydrogen Bonding; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D007700:Kinetics; D008956:Models, Chemical; D008968:Molecular Conformation; D011485:Protein Binding; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry*; D044402:Receptor, Serotonin, 5-HT2A / Q000737:chemistry; D044405:Receptor, Serotonin, 5-HT2C / Q000737:chemistry; D017448:Receptors, Dopamine D2 / Q000737:chemistry; D012984:Software
D014150:Antipsychotic Agents; D007555:Isoxazoles; D011720:Pyrazoles; D044402:Receptor, Serotonin, 5-HT2A; D044405:Receptor, Serotonin, 5-HT2C; D017448:Receptors, Dopamine D2