US 12,576,087 B2Granted

Aryloxypiperidine pyrazole compounds as indoleamine 2,3-dioxygenase inhibitors

AssigneeMerck Sharp & Dohme Corp.

InventorsDane Clausen, Xavier Fradera, Liangqin Guo, Yongxin Han, Shuwen He, Xianhai Huang, Joseph Kozlowski, Guoqing Li, Jongwon Lim, Theodore A. Martinot, Alexander Pasternak, Nunzio Sciammetta, Andreas Verras, Li Xiao, Wensheng Yu, Rui Zhang

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Abstract

Disclosed herein are compounds of formula (I) which are inhibitors of an IDO enzyme: Also disclosed herein are uses of the compounds in the potential treatment or prevention of an IDO-associated disease or disorder. Also disclosed herein are compositions comprising these compounds. Further disclosed herein are uses of the compositions in the potential treatment or prevention of an IDO-associated disease or disorder.

Claims13

Dependent claims

A compound of formula (I), or a pharmaceutically acceptable salt thereof:

wherein:
m is 0 or 1;
n is 0, 1 or 2;
X is selected from (1) —O—, (2) —CRdRd—, and (3) —CH2—O—, wherein each occurrence of Rd is independently selected from:
(1) hydrogen and (2) halogen;
Ra is selected from:
(1) hydrogen and (2) C1-6 alkyl;
each occurrence of Rb is independently selected from:
(1) hydrogen, (2) halogen and (3) C1-6 alkyl;
or alternatively, two Rb groups on the same ring carbon form a 3-4 membered spiro cyclopropyl;
or alternatively, two Rb groups on adjacent ring carbons together with the two ring carbons form a fused cyclopropyl;
or alternatively, two Rb groups on non-adjacent ring carbons together with the nitrogen ring atom form a 5-6 membered nitrogen-containing bridged heterocyclyl wherein the heterocyclyl contains no additional hetero atom;
Rc is selected from:
(1) hydrogen and (2) halogen;
R1 and R2 together with the carbons to which they are attached form a 5-7 membered carbocyclyl selected from:
(1) a mono-cyclic 5-membered ring;
and
(2) a bicyclic fused ring containing a 5-membered ring fused to a 3-membered ring,
R is selected from (1) —O—C1-6 alkyl, (2) C1-6 alkyl optionally substituted with —OH and (3)
each of R3 and R4 is independently selected from:
(1) hydrogen and (2) C1-6 alkyl;
or alternatively, R3 and R4 together with the nitrogen to which they are attached form a 5-6 membered heterocyclyl containing the one nitrogen to which they are attached and zero to two additional hetero atoms independently selected from N, S and O, wherein the heterocyclyl is optionally substituted with one to four substituents independently selected from:
(a) halogen,
(b) —OH,
(c) C1-6 alkyl, optionally substituted with one to four substituents independently selected from (a) —OH, (b) halogen and (c) —C(O)—NHRe, wherein Re is selected from (i) hydrogen and (ii) C1-6 alkyl,
(d) —O—C1-6 alkyl, optionally substituted with one to four substituents independently selected from (a) —OH and (b) halogen,
(e) —NHRf, wherein Rf is selected from (i) hydrogen, (ii) C1-6 alkyl and (iii) —C(O)—C1-6 alkyl, and
(f) —C(O)—C1-6 alkyl, optionally substituted with one to four substituents independently selected from (a) —OH and (b) halogen;
and
R5 is selected from (1) carbocyclyl and (2) heterocyclyl, wherein each of the carbocyclyl and heterocyclyl is optionally substituted with one to three substituents independently selected from:
(a) halogen,
(b) C1-6 alkyl, optionally substituted with one to four halogens,
(c) —O—C1-6 alkyl, optionally substituted with one to four halogens, and
(d) —CN.

31 more elements

A compound selected from the group consisting of:

1-(4-(2-chlorophenoxy)piperidin-1-yl)-2-(3-(4-hydroxy-4-(hydroxymethyl)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
2-hydroxy-1-(4-((3bR,4aR)-1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-3b,4, 4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carbonyl)piperazin-1-yl)ethanone,
1-[4-(2-chlorophenoxy)-1-piperidyl]-2-[3-(4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydroindazol-1-yl]ethanone,
1-((2R,4R)-4-(2-chlorophenoxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-(2-hydroxyacetyl)piperazine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
2-(4-(1-(2-(4-(2-chlorophenoxy)piperidin-1-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carbonyl)piperazin-1-yl)acetamide,
N-(1-(1-(2-(4-(2-chlorophenoxy)piperidin-1-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carbonyl)piperidin-4-yl)acetamide,
1-(4-(2-chlorophenoxy)piperidin-1-yl)-2-(3-((3R,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-((2R,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)ethanone,
1-(4-(2-chlorophenoxy)piperidin-1-yl)-2-(3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
1-(4-(2-chlorophenoxy)piperidin-1-yl)-2-(3-(4-(2-hydroxyacetyl)piperazine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethan-1-one,
ethyl 1-(2-((2R,4R)-4-(2-chlorophenoxy)-2-methylpiperidin-1-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
2-hydroxy-1-(4-((3bR,4aR)-1-(2-((2R,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carbonyl)piperazin-1-yl)ethanone,
(3bR,4aR)-ethyl 1-(2-((2R,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carboxylate,
ethyl 1-(2-(4-(2-chlorophenoxy)piperidin-1-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
1-(4-(2-chlorophenoxy)piperidin-1-yl)-2-(3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
2-((3bR,4aR)-3-((3R,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-((2S,4S)-4-hydroxy-2-methylpiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-((3bR,4aR)-3-(4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-(difluoromethyl)-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-((3S,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
N-(1-(1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carbonyl)piperidin-4-yl)acetamide,
2-(3-(4-hydroxy-2,2-dimethylpiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-(fluoromethyl)-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-((3bR,4aR)-3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-fluoro-4-(hydroxymethyl)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
N-(1-((3bR,4aR)-1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carbonyl)piperidin-4-yl)acetamide,
2-(3-(4-fluoro-4-(hydroxymethyl)piperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-((3R,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-hydroxypiperidine-1-carbonyl)-5,6,7,8-tetrahydrocyclohepta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-((3S,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-(4-(fluoromethyl)-4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
(3bR,4aR)-ethyl 1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carboxylate,
2-hydroxy-1-(4-(1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carbonyl)piperazin-1-yl)ethanone,
2-(3-((3R,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-(3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
1-(4-(3-chlorophenoxy)piperidin-1-yl)-2-(3-(4-fluoro-4-(hydroxymethyl)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
1-(4-(3-chlorophenoxy)piperidin-1-yl)-2-(3-((3S,4S)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
2-hydroxy-1-(4-(1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carbonyl)piperazin-1-yl)ethanone,
1-(4-(3-chlorophenoxy)piperidin-1-yl)-2-(3-(4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
(R)-2-(3-(2-(hydroxymethyl)morpholine-4-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(o-tolyloxy)piperidin-1-yl)ethanone,
1-(4-(3-chlorophenoxy)piperidin-1-yl)-2-(3-(4-(fluoromethyl)-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
ethyl 1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
1-(4-(3-chlorophenoxy)piperidin-1-yl)-2-(3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
ethyl 1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboxylate,
methyl 1-(2-oxo-2-(4-(o-tolyloxy)piperidin-1-yl)ethyl)-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazole-3-carboxylate,
ethyl 1-(2-(4-(3-chlorophenoxy)piperidin-1-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
1-((2R,4R)-4-(2-chlorophenoxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
1-((2R,4R)-4-(2-chlorophenoxy)-2-methylpiperidin-1-yl)-2-(3-(4-(2-hydroxyacetyl)piperazine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
1-((2S,4S)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
1-((2S,4S)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
2-(3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-((2S,4R)-2-methyl-4-(o-tolyloxy)piperidin-1-yl)ethanone,
2-((3bR,4aR)-3-(4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-((2S,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)ethanone,
1-((2R,4R)-4-((3-fluoropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
ethyl 1-(2-oxo-2-(4-(2-(trifluoromethyl)phenoxy)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-((2S,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)ethanone,
1-((2R,4R)-4-((3-fluoropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
(S or R)-1-(7-((3-chloropyridin-2-yl)oxy)-4-azaspiro[2.5]octan-4-yl)-2-(3-(4-(2-hydroxy ethoxy)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
(R or S)-1-(7-((3-chloropyridin-2-yl)oxy)-4-azaspiro[2.5]octan-4-yl)-2-(3-(4-(2-hydroxy ethoxy)piperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
ethyl 1-(2-(7-((3-chloropyridin-2-yl)oxy)-4-azaspiro[2.5]octan-4-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
(S or R)-ethyl 1-(2-(7-((3-chloropyridin-2-yl)oxy)-4-azaspiro[2.5]octan-4-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate,
1-((2S,4R)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-(3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)ethanone,
2-((3bR,4aR)-3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-((2S,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)ethanone,
(3bR,4aR)-ethyl 1-(2-((2S,4S)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carboxylate,
1-((S or R)-7-((3-chloropyridin-2-yl)oxy)-4-azaspiro[2.5]octan-4-yl)-2-(3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)ethanone,
1-((2S,4R)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-(3-((3S,4R)-3-fluoro-4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)ethanone,
(3bR,4aR)-ethyl 1-(2-((2R,4R)-4-((3-fluoropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carboxylate,
(3bR,4aR)-ethyl 1-(2-((2S,4R)-2-methyl-4-((3-(trifluoromethyl)pyridin-2-yl)oxy)piperidin-1-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carboxylate,
(3bR,4aR)-ethyl 1-(2-((2R,4R)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carboxylate,
1-((2R,4R)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
1-((2R,4R)-4-((3-chloropyridin-2-yl)oxy)-2-methylpiperidin-1-yl)-2-((3bR,4aR)-3-(4-hydroxypiperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[4-(2-hydroxyethoxy)piperidine-1-carbonyl]-4,5,6,7-tetrahydroindazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[rac-(3R,4S)-3-fluoro-4-hydroxy-piperidine-1-carbonyl]-4,5,6,7-tetrahydroindazol-1-yl]ethanone,
2-[3-[4-fluoro-4-(hydroxymethyl)piperidine-1-carbonyl]-4,5,6,7-tetrahydroindazol-1-yl]-1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[4-(2-hydroxyacetyl)piperazine-1-carbonyl]-4,5,6,7-tetrahydroindazol-1-yl]ethanone,
2-[3-[4-fluoro-4-(hydroxymethyl)piperidine-1-carbonyl]-5,6-dihydro-4H-cyclopenta[c]pyrazol-1-yl]-1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[(2S)-2-(hydroxymethyl)morpholine-4-carbonyl]-4,5,6,7-tetrahydroindazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[(2R)-2-(hydroxymethyl)morpholine-4-carbonyl]-4,5,6,7-tetrahydroindazol-1-yl]ethanone,
2-[3-[4-fluoro-4-(hydroxymethyl)piperidine-1-carbonyl]-5,6,7,8-tetrahydro-4H-cyclohepta[c]pyrazol-1-yl]-1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[4-(2-hydroxyacetyl)piperazine-1-carbonyl]-5,6,7,8-tetrahydro-4H-cyclohepta[c]pyrazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[(2S)-2-(hydroxymethyl)morpholine-4-carbonyl]-5,6,7,8-tetrahydro-4H-cyclohepta[c]pyrazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[(2R)-2-(hydroxymethyl)morpholine-4-carbonyl]-5,6,7,8-tetrahydro-4H-cyclohepta[c]pyrazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[(2S)-2-(hydroxymethyl)morpholine-4-carbonyl]-5,6-dihydro-4H-cyclopenta[c]pyrazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[4-(2-hydroxyacetyl)piperazine-1-carbonyl]-5,6-dihydro-4H-cyclopenta[c]pyrazol-1-yl]ethanone,
1-[4-(4-fluoro-2-methyl-phenoxy)-1-piperidyl]-2-[3-[(2R)-2-(hydroxymethyl)morpholine-4-carbonyl]-5,6-dihydro-4H-cyclopenta[c]pyrazol-1-yl]ethanone,
2-(3-(cis-2,6-Dimethylmorpholine-4-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)-1-(4-(5-fluoro-2-methylphenoxy)piperidin-1-yl)ethan-1-one,
1-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(2-chlorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(2-chloro-5-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-{4-[(2,3-dihydro-1H-inden-5-yl)oxy]piperidin-1-yl}-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(4-methylphenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}ethan-1-one,
1-[4-(4-bromophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(3-methylphenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(3-fluorophenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[2-(trifluoromethoxy)phenoxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2-fluorophenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[4-(trifluoromethyl)phenoxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-(4-phenoxypiperidin-1-yl)ethan-1-one,
1-[4-(3-chlorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(4-chlorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{[1-({3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}acetyl)piperidin-4-yl]oxy}benzonitrile,
1-[4-(3,4-difluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[(naphthalen-1-yl)oxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[3-(trifluoromethyl)phenoxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-(4-{[3-(trifluoromethoxy)pyridin-2-yl]oxy}piperidin-1-yl)ethan-1-one,
4-{[1-({3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}acetyl)piperidin-4-yl]oxy}benzonitrile,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[2-(propan-2-yl)phenoxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[3-(2-methylphenoxy)azetidin-1-yl]ethan-1-one,
1-[3-(2-chloro-6-fluorophenoxy)-8-azabicyclo[3.2.1]octan-8-yl]-2-[3-(4-hydroxypiperidine-1-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2-methylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(2-chloro-4-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(benzyloxy)-3,3-difluoropiperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[3-(2-chlorophenoxy)pyrrolidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[3-(2-chlorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-{3-[(2,6-difluorophenyl)methoxy]pyrrolidin-1-yl}-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[3-(2-chlorophenoxy)pyrrolidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[3-(2-chlorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(3-fluoro-2-methylphenoxy)piperidin-1-yl]ethan-1-one,
1-{4-[(7-chloro-2,3-dihydro-1H-inden-4-yl)oxy]piperidin-1-yl}-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2,3-dimethylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(2-chloro-4-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2-fluoro-4-methylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(3-chloro-2-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-[3-(2,6-dimethylmorpholine-4-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl]-1-[4-(5-fluoro-2-methylphenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(3,4-dimethylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(2-bromo-4-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2-fluoro-6-methylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(3-chloro-2-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(2-chloro-6-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(4-chloro-3-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(3-bromo-2-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(3-chloro-4-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2,3,5-trifluorophenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(4-chloro-2-methylphenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(2,4-dichlorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2,6-dimethylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(4-chloro-3-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(2,5-difluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2-fluoro-5-methylphenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(4-fluoro-3-methylphenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2,3,5-trimethylphenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(2,6-difluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-[4-(4-chloro-2-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2,3,4-trifluorophenoxy)piperidin-1-yl]ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[(isoquinolin-5-yl)oxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-[4-(2,4,6-trifluorophenoxy)piperidin-1-yl]ethan-1-one,
1-[4-(2-bromo-3-fluorophenoxy)piperidin-1-yl]-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-{4-[2-chloro-3-(trifluoromethyl)phenoxy]piperidin-1-yl}-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-{4-[2-chloro-5-(trifluoromethyl)phenoxy]piperidin-1-yl}-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
1-{4-[(1,2-benzothiazol-5-yl)oxy]piperidin-1-yl}-2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[(quinolin-6-yl)oxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[2-fluoro-3-(trifluoromethyl)phenoxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[(isoquinolin-7-yl)oxy]piperidin-1-yl}ethan-1-one,
2-{3-[(2R,6S)-2,6-dimethylmorpholine-4-carbonyl]-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl}-1-{4-[3-(trifluoromethoxy)phenoxy]piperidin-1-yl}ethan-1-one,
1-(4-(Cyclopentyloxy)piperidin-1-yl)-2-(3-((2S,6R)-2,6-dimethylmorpholine-4-carbonyl)-5,6-dihydrocyclopenta[c]pyrazol-1(4H)-yl)ethan-1-one,
1-(4-((3bR,4aR)-1-(2-(5-(2-Chlorophenoxy)-2-azabicyclo[4.1.0]heptan-2-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carbonyl)piperazin-1-yl)-2-hydroxyethanone,
1-(5-(2-Chlorophenoxy)-2-azabicyclo[4.1.0]heptan-2-yl)-2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
1-(4-((3bR,4aR)-1-(2-(5-(2-Chlorophenoxy)-2-azabicyclo[4.1.0]heptan-2-yl)-2-oxoethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carbonyl)piperazin-1-yl)-2-hydroxyethanone,
1-(5-(2-Chlorophenoxy)-2-azabicyclo[4.1.0]heptan-2-yl)-2-((3bR,4aR)-3-(4-(2-hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)ethanone,
2-Hydroxy-1-(4-((3bR,4aR)-1-(2-oxo-2-(5-phenoxy-2-azabicyclo[4.1.0]heptan-2-yl)ethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-3-carbonyl)piperazin-1-yl)ethanone,
2-((3bR,4aR)-3-(4-(2-Hydroxyethoxy)piperidine-1-carbonyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-1-(5-phenoxy-2-azabicyclo[4.1.0]heptan-2-yl)ethanone,
N-(1-(1-(2-(4-((3-Methylpyridin-2-yl)oxy)piperidin-1-yl)-2-oxoethyl)-4,5,6,7-tetrahydro-1H-indazole-3-carbonyl)piperidin-4-yl)acetamide,
2-(3-(4-Hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(4-((3-methylpyridin-2-yl)oxy)piperidin-1-yl)ethanone, and
2-(3-(4-Hydroxypiperidine-1-carbonyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-1-(3-((3-methylpyridin-2-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)ethan-1-one;
or a pharmaceutically acceptable salt thereof.

168 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/268,995Filed 16 Aug 2019 · us provisional application
Priority: 22 Aug 2018
Published: US 2021/0330676 A128 Oct 2021
Granted: 17 Mar 2026
Term ends: Not estimatedThe source records don’t support an estimate.

Classification19 codes

A61K 31/5377
1,4-Oxazines, e.g. morpholine: not condensed and containing further heterocyclic rings, e.g. timolol
A61K 31/454
Containing further heterocyclic ring systems: containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
A61K 31/4545
Containing further heterocyclic ring systems: containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
A61K 31/46
Having six-membered rings with one nitrogen as the only ring hetero atom: 8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine