Substituted anilinic piperidines as MCH selective antagonists
This invention is directed to compounds which are selective antagonists for melanin concentrating hormone-1 (MCH1) receptors. The invention provides a pharmaceutical composition comprising a therapeutically effective amount of the compound of the invention and a pharmaceutically acceptable carrier. This invention provides a pharmaceutical composition made by combining a therapeutically effective amount of the compound of this invention and a pharmaceutically acceptable carrier. This invention further provides a process for making a pharmaceutical composition comprising combining a therapeutically effective amount of the compound of the invention and a pharmaceutically acceptable carrier.
1 - 9 . (canceled)
10 . A compound having the structure:
wherein R 1 is aryl or heteroaryl optionally substituted with one or more —F, —Cl, —Br, —I, —CN, —NO 2 , —OCH 3 , phenoxy, fused cyclopentanyl, straight chained or branched C 1 -C 7 alkyl, monofluoroalkyl or polyfluoroalkyl;
wherein R 2 is straight-chained or branched C 1 -C 4 alkyl or cyclopropyl;
wherein A is —H, —F, —Cl, —Br, —CN, —NO 2 , straight chained or branched C 1 -C 7 alkyl, monofluoroalkyl or polyfluoroalkyl; and
wherein n is an integer from 1 to 5 inclusive.
11 . The compound of claim 10 , wherein R 1 is aryl optionally substituted with one or more —F, —Cl, —Br, —I or straight chained or branched C 1 -C 4 alkyl; and
wherein A is H.
12 . The compound of claim 11 , wherein R 2 is isopropyl; and wherein n is 2.
13 . The compound of claim 12 , wherein the compound has the structure:
14 . The compound of claim 12 , wherein the compound has the structure:
15 . The compound of claim 12 , wherein the compound has the structure:
16 . The compound of claim 10 , wherein R 1 is thienyl; and wherein A is H.
17 - 33 . (canceled)
34 . A compound having the structure:
wherein R 1 is hydrogen, straight chained or branched C 1 -C 7 alkyl, aryl or heteroaryl, wherein the aryl or heteroaryl is optionally substituted with one or more —F, —Cl, —Br, —CN, —NO 2 , —CF 3 , —OCH 3 , straight chained or branched C 1 -C 3 alkyl;
wherein R 2 is straight-chained or branched C 3 -C 4 alkyl or cyclopropyl;
wherein R 3 is —H, —F, —Cl, —Br, —I, —CN, —NO 2 , —CF 3 , —OCH 3 , or straight chained or branched C 1 -C 3 alkyl, monofluoroalkyl or polyfluoroalkyl, or a phenyl ring fused to C 6 and C 7 of the indole moiety;
wherein R 4 is hydrogen or aryl optionally substituted with one or more —F, —Cl, —Br, —I, —CN, —NO 2 , —CF 3 , straight chained or branched C 1 -C 3 alkyl;
wherein A is —H, —F, —Cl, —Br, —CN, —NO 2 , straight chained or branched C 1 -C 7 alkyl, monofluoroalkyl or polyfluoroalkyl; and
wherein n is an integer from 2 to 4 inclusive.
35 . The compound of claim 34 , wherein R 3 is —H, —F, —Cl, —Br, —I, —CN, —NO 2 , —OCF 3 or —OCH 3 ; and
wherein R 4 is hydrogen or phenyl optionally substituted with one or more —F, —Cl or —CF 3 .
36 . The compound of claim 35 , wherein R 1 is hydrogen or phenyl optionally substituted with one or more —F, —Cl, —Br, —CN, —NO 2 , —CF 3 , —OCH 3 or straight chained or branched C 1 -C 3 alkyl.
37 . The compound of claim 36 , wherein R 2 is isopropyl.
38 . The compound of claim 37 , wherein the compound has the structure:
39 . The compound of claim 37 , wherein the compound has the structure:
40 . The compound of claim 37 , wherein the compound has the structure:
41 . A compound having the structure:
wherein each R 1 is independently hydrogen or CH 3 ;
wherein R 2 is straight-chained or branched C 1 -C 4 alkyl or cyclopropyl;
wherein R 3 is benzyl or phenyl, wherein the benzyl or phenyl is optionally substituted with a methylenenedioxy group or one or more —F or —Cl;
wherein A is —H, —F, —Cl, —Br, —CN, —NO 2 , straight chained or branched C 1 -C 7 alkyl, monofluoroalkyl or polyfluoroalkyl;
wherein X is (CH 2 ) 2 , COCH 2 or CONH.
42 . The compound of claim 41 , wherein R 3 is phenyl optionally substituted with one or more —F; and
wherein A is hydrogen.
43 . The compound of claim 42 , wherein X is CONH.
44 . The compound of claim 43 , wherein R 2 is methyl.
45 . The compound of claim 44 , wherein the compound has the structure:
46 . The compound of claim 44 , wherein the compound has the structure:
wherein each Y is independently hydrogen or —F.
47 - 79 . (canceled)