US 7,538,124 B2
Biphenylcarboxamides useful as lipid lowering agents
Lieven Meerpoel, Beerse (Belgium); and Leo Jacobs Jozef Backx, Beerse (Belgium)
Assigned to Janssen Pharmaceutica N.V., Beerse (Belgium)
Filed on Jun. 24, 2008, as Appl. No. 12/144,962.
Application 12/144962 is a division of application No. 11/854632, filed on Sep. 13, 2007, granted, now 7,405,307.
Application 11/854632 is a division of application No. 11/338282, filed on Jan. 24, 2006, granted, now 7,304,167.
Application 11/338282 is a division of application No. 10/432404, granted, now 7,135,586, previously published as PCT/EP01/13316, filed on Nov. 15, 2001.
Claims priority of application No. 00204150 (EP), filed on Nov. 21, 2000.
Prior Publication US 2008/0275087 A1, Nov. 06, 2008
Int. Cl. A01N 43/40 (2006.01); A61K 41/445 (2006.01)
U.S. Cl. 514—329  [514/426; 514/539; 514/616; 546/223; 548/557; 560/37; 564/157] 14 Claims
 
1. A compound of formula (I)

OG Complex Work Unit Drawing
the N-oxides, the pharmaceutically acceptable acid addition salts and the stereochemically isomeric forms thereof, wherein
p1, p2 and p3 are integers each independently from 1 to 3;
each R1 is independently selected from the group consisting of hydrogen, C1-4alkyl, C1-4alkyloxy, halo, hydroxy, mercapto, cyano, nitro, C1-4alkylthio, polyhaloC1-6alkyl, amino, C1-4alkylamino and di(C1-4alkyl)amino;
each R2 is independently selected from the group consisting of hydrogen, C1-4alkyl, C1-4alkyloxy, halo, and trifluoromethyl;
R3 is hydrogen or C1-4alkyl;
each R4 is independently selected from the group consisting of hydrogen, C1-4alkyl, C1-4alkyloxy, halo, and trifluoromethyl;
Z is a bivalent radical of formula

OG Complex Work Unit Drawing
wherein
m and m′ are integers from 1 to 3;
R5 and R6 are each independently selected from hydrogen, C1-6alkyl or aryl;
A represents a bond, or C1-6alkanediyl optionally substituted with one or two groups selected from the group consisting of aryl, heteroaryl and C3-10cycloalkyl;
B represents hydrogen; C1-10alkyl; or aryl or heteroaryl each optionally substituted with a group selected from halo, cyano, nitro, C1-4alkyloxy, amino, C1-10alkylamino, di(C1-10alkyl)amino, C1-10acyl, C1-10alkylthio, C1-10alkoxycarbonyl, C1-10alkylaminocarbonyl and di(C1-10alkyl)aminocarbonyl; arylC1-10alkyl; heteroarylC1-10alkyl; C3-10cycloalkyl; polyhaloC1-6alkyl; C3-6alkenyl; C3-6alkynyl; NR7R8; or OR9;
wherein R7 and R8 each independently represent hydrogen; C1-10alkyl; or aryl or heteroaryl each optionally substituted with a group selected from halo, cyano, C1-4alkyloxy, amino, C1-10alkylamino, di(C1-10alkyl)amino, C1-10acyl, C1-10alkylthio, C1-10alkylaminocarbonyl and di(C1-10alkyl)aminocarbonyl; arylC1-10alkyl; heteroarylC1-10alkyl; C3-10cycloalkyl; C7-10polycycloalkyl; polyhaloC1-6alkyl; C3-8alkenyl; C3-8alkynyl; fused benzo-C5-8cycloalkyl; or R7 and R8 taken together with the nitrogen atom to which they are attached form a saturated heterocyclic radical having from 4 to 8 carbon atoms; and
wherein R9 represents C1-10alkyl; or aryl or heteroaryl each optionally substituted with a group selected from halo, cyano, nitro, C1-4alkyloxy, amino, C1-10alkylamino, di(C1-10alkyl)amino, C1-10acyl, C1-10alkylthio, C1-10alkylaminocarbonyl and di(C1-10alkyl)aminocarbonyl; arylC1-10alkyl; heteroarylC1-10alkyl; C3-10cycloalkyl; C7-10polycycloalkyl; polyhaloC1-6alkyl; C3-8alkenyl; C3-8alkynyl; or fused benzoC5-8cycloalkyl.