| US 7,468,368 B2 | ||
| Piperazinylacylpiperidine derivatives, their preparation and therapeutic use thereof | ||
| Françoise Bono, Toulouse (France); Michaël Bosch, Marsillargues (France); Victor Dos Santos, Valergues (France); Jean-Marc Herbert, Tournefeuille (France); Dino Nisato, Saint-Georges d'Orques (France); Bernard Tonnerre, Vailhauques (France); and Jean Wagnon, Montpellier (France) | ||
| Assigned to Sanofi Aventis, Paris (France) | ||
| Appl. No. 10/516,704 PCT Filed Jun. 05, 2003, PCT No. PCT/FR03/01685 § 371(c)(1), (2), (4) Date Dec. 02, 2004, PCT Pub. No. WO03/104225, PCT Pub. Date Dec. 18, 2003. |
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| Claims priority of application No. 02 07001 (FR), filed on Jun. 07, 2002. | ||
| Prior Publication US 2005/0176722 A1, Aug. 11, 2005 | ||
| Int. Cl. A61K 31/50 (2006.01); A61K 31/501 (2006.01); C07D 241/04 (2006.01); C07D 401/00 (2006.01); C07D 403/00 (2006.01) | ||
| U.S. Cl. 514—252.02 [514/252.11; 544/295; 544/357; 544/360] | 25 Claims |
1. A compound of formula (I):
 in which:
n is 1 or 2;
p is 1 or 2;
R1 represents a halogen atom; a trifluoromethyl radical; a (C1-C4)alkyl; a (C1-C4)alkoxy; or a trifluoromethoxy radical;
R2 represents a hydrogen atom or a halogen atom;
R3 represents a hydrogen atom; a group —OR5; a group —CH2OR5; a group —NR6R7; a group —NR8COR9; a group —NR8CONR10R11; a group —CH2NR12R13; a group —CH2NR8CONR14R15; a (C1-C4)alkoxycarbonyl; or a group —CONR16R17;
or else R3 constitutes a double bond between the carbon atom to which it is attached and the adjacent carbon atom of the piperidine ring;
R4 represents a pyrazinyl
which is being unsubstituted or being mono- or disubstituted by a substituent selected independently from a halogen atom;
a (C1-C4)alkyl; a (C1-C4)alkoxy; and a trifluoromethyl radical;
R5 represents a hydrogen atom; a (C1-C4)alkyl; or a (C1-C4)alkylcarbonyl;
R6 and R7 represent each independently a hydrogen atom or a (C1-C4)alkyl;
R8 represents a hydrogen atom or a (C1-C4)alkyl;
R9 represents a (C1-C4)alkyl or a group —(CH2)m—NR6R7;
m is 1, 2 or 3;
R10 and R11 represent each independently a hydrogen atom or a (C1-C4)alkyl;
R12 represents a hydrogen atom or a (C1-C5)alkyl;
R13 represents a hydrogen atom, a (C1-C5) alkyl, a group —(CH2)q—OH or a group —(CH2)q—S—CH3;
or else R12 and R13, together with the nitrogen atom to which they are attached, constitute a heterocycle selected from aziridine, azetidine,
pyrrolidine, piperidine and morpholine;
q is 2 or 3;
R14 and R15 represent each independently a hydrogen atom or a (C1-C4)alkyl;
R16 represents a hydrogen atom or a (C1-C4)alkyl;
R17 represents a hydrogen atom, a (C1-C5) alkyl, or a group —(CH2)q—NR6R7;
or else R16 and R17, together with the nitrogen atom to which they are attached, constitute a heterocycle selected from azetidine, pyrrolidine,
piperidine, morpholine and piperazine which is unsubstituted or substituted in position 4 by a (C1-C4)alkyl;
or an acid addition salt thereof.
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