Benzyl-substituted compounds having dopamine receptor affinity

Details Benzyl-substituted compounds having dopamine receptor affinity Benzyl-substituted compounds having dopamine receptor affinity

C - Chemistry, Metallurgy

07

D

C07D 267/20 (2006.01) A61K 31/495 (2006.01) A61K 31/55 (2006.01) C07D 401/04 (2006.01) C07D 403/04 (2006.01) C07D 413/04 (2006.01) C07D 417/04 (2006.01) C07D 471/04 (2006.01) C07D 471/14 (2006.01) C07D 498/04 (2006.01) C07D 498/14 (2006.01)

Patent

CA 2207547

Described herein are D4 receptor-selective compounds of general formula (I), wherein A and B are independently selected, optionally substituted, saturated or unsaturated 5- or 6-membered, homo- or heterocyclic rings; X1 is selected from O, S, SO, SO2, C=O, CH2, CH-OH, CH-N(C1-4alkyl)2, C=CHCl, C=CHCN, NH, N- C1-4alkyl and N-acetyl; X2--- is selected from N=, CH2-, CH= and C(O)-; Y is selected from CH and N; Z is cyano; R1 represents C1-4alkyl; m is 0, 1, 2 or 3; n is 0, 1 or 2; q is 1 or 2; and D is a 5, 6, or 7-membered, saturated or unsaturated, homo- or heterocyclic ring; and acid addition salts, solvates and hydrates thereof. Their use as ligands for dopamine receptor identification and in a drug screening program, and as pharmaceuticals to treat indications in which the D4 receptor is implicated, such as schizophrenia, is also described.

L'invention se rapporte à des composés sélectifs par rapport au récepteur D4, de la formule générale (I), dans laquelle A et B, qui sont indépendamment choisis, représentent des noyaux homo- ou hétérocycliques, saturés ou insaturés, à 5 ou 6 chaînons, éventuellement substitués; X¿1? est choisi parmi O, S, SO¿2?, SO, C=O, CH¿2?, CH-OH, CH-N(alkyle C¿1-4?)¿2?, C=CHCl, C=CHCN, NH, N-alkyle C¿1-4?, et N-acétyle; X¿2?--- est choisi parmi N=, CH¿2?-, CH= et C(O)-; Y est choisi entre N et CH; Z représente cyano; R¿1? représente alkyle C¿1-4?; m vaut 0, 1, 2 ou 3; n vaut 0, 1 ou 2; q vaut 1 ou 2; et D représente un noyau homo- ou hétérocyclique, saturé ou insaturé, à 5, 6 ou 7 chaînons; et à leurs sels d'addition d'acide, solvates et hydrates. L'utilisation de ces composés comme ligands pour l'identification du récepteur de la dopamine et dans le cadre d'un programme de criblage de médicaments, ainsi que comme agents pharmaceutiques permettant de traiter des états dans lesquels le récepteur D4 est impliqué, tels que la schizophrénie, est également décrite.

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