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US 2006/0223829 A1Published application
Hydroxysteroid dehydrogenase inhibitors
AssigneeTakeda San Diego, Inc.
InventorsKathleen Aertgeerts, Nancy Brennan, Sheldon Cao, Edcon Chang, Andre Kiryanov, Yan Liu
Life of this patent
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Abstract
Compounds, pharmaceutical compositions, kits and methods are provided for use with hydroxysteroid dehydrogenases that comprise a compound selected from the group consisting of: wherein the variables are as defined herein.
Claims53
A compound comprising:
- wherein:
- t1 is selected from the group consisting of 1, 2 and 3;
- t2 is selected from the group consisting of 1, 2 and 3;
- u is selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 and 10;
- X is selected from the group consisting of NR3 and CR4R5;
- Y is selected from the group consisting of N and CR10;
- R1 is selected from the group consisting of (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, with the proviso that R1 is not an alk-4-yl-phenyl when Y is N;
- R2 is selected from the group consisting of hydrogen, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or two R2 are taken together to form a ring, or two R2 are attached to the same atom and taken together to form an oxo group;
- R3 is selected from the group consisting of hydrogen, nitro, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R2 and R3 are taken together to form a ring;
- R4 is selected from the group consisting of halo, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R2 and R4 are taken together to form a ring;
- R5 is selected from the group consisting of hydrogen, halo, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R4 and R5 are taken together to form a ring;
- and
- R10 is selected from the group consisting of nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted.
10 more elements
A compound comprising:
- wherein:
- r is selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, 7 and 8;
- X is selected from the group consisting of NR3 and CR4R5;
- R1 is selected from the group consisting of (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, with the proviso that R1 is not an alk-4-yl-phenyl;
- R2 is selected from the group consisting of hydrogen, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or two R2 are taken together to form a ring, or two R2 are attached to the same atom and taken together to form an oxo group;
- R3 is selected from the group consisting of hydrogen, nitro, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R2 and R3 are taken together to form a ring;
- R4 is selected from the group consisting of halo, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R2 and R4 are taken together to form a ring;
- and
- R5 is selected from the group consisting of hydrogen, halo, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R4 and R5 are taken together to form a ring.
6 more elements
A compound comprising:
- wherein:
- s is selected from the group consisting of 0, 1, 2, 3, 4, 5 and 6;
- X is CR4R5;
- R1 is selected from the group consisting of (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, with the proviso that R1 is not an alk-4-yl-phenyl;
- R2 is selected from the group consisting of hydrogen, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or two R2 are taken together to form a ring, or two R2 are attached to the same atom and taken together to form an oxo group;
- R4 is selected from the group consisting of halo, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R2 and R4 are taken together to form a ring;
- and
- R5 is selected from the group consisting of hydrogen, halo, nitro, cyano, thio, hydroxy, alkoxy, aryloxy, heteroaryloxy, carbonyl, amino, (C1-10)alkylamino, sulfonamido, imino, sulfonyl, sulfinyl, (C1-10)alkyl, (C3-12)cycloalkyl, hetero(C3-12)cycloalkyl, (C9-12)bicycloalkyl, hetero(C3-12)bicycloalkyl, aryl(C1-10)alkyl, heteroaryl(C1-5)alkyl, perhalo(C1-10)alkyl, (C3-12)cycloalkyl(C1-10)alkyl, halo(C1-10)alkyl, carbonyl(C1-3)alkyl, thiocarbonyl(C1-3)alkyl, sulfonyl(C1-3)alkyl, sulfinyl(C1-3)alkyl, amino (C1-10)alkyl, imino(C1-3)alkyl, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C4-12)bicycloaryl, each substituted or unsubstituted, or R4 and R5 are taken together to form a ring.
5 more elements
A compound selected from the group consisting of:
- 1-Phenyl-4-(m-tolylsulfonyl)piperazine;
- 1-(3-Methoxyphenylsulfonyl)-4-phenylpiperazine;
- 1-(3-Phenoxyphenylsulfonyl)-4-phenylpiperazine;
- 1-(3-Chloro-2-methylphenylsulfonyl)-4-phenylpiperazine;
- 1-(naphthalen-1-ylsulfonyl)-4-phenylpiperazine;
- 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-ylsulfonyl)-4-phenylpiperazine;
- 1-(4-Phenoxyphenylsulfonyl)-4-phenylpiperazine;
- 1-(4-Methoxyphenylsulfonyl)-4-phenylpiperazine;
- 1-(2,4-Dimethoxy-benzenesulfonyl)-4-phenyl-piperazine;
- N-[4-(4-Phenyl-piperazine-1-sulfonyl)-phenyl]-acetamide;
- 1-(2-Chloro-6-methyl-benzenesulfonyl)-4-phenyl-piperazine;
- 1-(2,6-Dichloro-benzenesulfonyl)-4-phenyl-piperazine;
- 1-(2-Chloro-4-fluoro-benzenesulfonyl)-4-phenyl-piperazine;
- 1-(2,3-Dichloro-benzenesulfonyl)-4-phenyl-piperazine;
- 1-(2,4-Dichloro-benzenesulfonyl)-4-phenyl-piperazine;
- 1-(3,4-Dimethyl-isoxazole-5-sulfonyl)-4-phenyl-piperazine;
- 1-(1,2-Dimethyl-1H-imidazole-4-sulfonyl)-4-phenyl-piperazine;
- 1-(Benzofuran-2-sulfonyl)-4-phenyl-piperazine;
- 6-Methyl-5-(4-phenyl-piperazine-1-sulfonyl)-imidazo[2,1-b]thiazole;
- 5-(4-Phenyl-piperazine-1-sulfonyl)-benzothiazole;
- 2-(4-phenylpiperazin-1-ylsulfonyl)benzonitrile;
- 4-(4-phenylpiperazin-1-ylsulfonyl)benzonitrile;
- 1-(2-chlorophenylsulfonyl)-4-phenylpiperazine;
- 1-(3-chlorophenylsulfonyl)-4-phenylpiperazine;
- 1-Phenyl-4-(o-tolylsulfonyl)piperazine;
- 1-(2,5-Difluorophenylsulfonyl)-4-phenylpiperazine;
- 8-(4-Phenylpiperazin-1-ylsulfonyl)quinoline;
- 1-(3-Chloro-2-fluorophenylsulfonyl)-4-phenylpiperazine;
- 4-(4-Phenylpiperazin-1-ylsulfonyl)benzo[c][1,2,5]thiadiazole;
- 1-(5-Bromo-6-chloropyridin-3-ylsulfonyl)-4-phenylpiperazine;
- 1-(6-Morpholinopyridin-3-ylsulfonyl)-4-phenylpiperazine;
- 3-(4-Phenylpiperazin-1-ylsulfonyl)benzonitrile;
- 1-(2-Fluorophenylsulfonyl)-4-phenylpiperazine;
- 1-(2-Bromophenylsulfonyl)-4-phenylpiperazine;
- 5-(4-Phenylpiperazin-1-ylsulfonyl)benzo[c][1,2,5]thiadiazole;
- 4-Methyl-7-(4-phenylpiperazin-1-ylsulfonyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine;
- 5-(4-Phenylpiperazin-1-ylsulfonyl)Isoquinoline;
- 1-Phenyl-4-(pyridin-2-ylsulfonyl)piperazine;
- 4-(4-Phenylpiperazin-1-ylsulfonyl)benzo[c][1,2,5]oxadiazole;
- 1-(3,5-Dimethyl-1H-pyrazol-4-ylsulfonyl)-4-phenylpiperazine;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)phenol;
- 2-(4-(3-Chlorophenylsulfonyl)piperazin-1-yl)phenol;
- 2-(4-Naphthalen-1-ylsulfonyl)piperazin-1-yl)phenol;
- 1-(2-Chlorophenyl)-4-(2-chlorophenylsulfonyl)piperazine;
- 1-(3-Chlorophenyl)-4-(2-chlorophenylsulfonyl)piperazine;
- 1-(4-Chlorophenyl)-4-(2-chlorophenylsulfonyl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-(2-methoxyphenyl)piperazine;
- (1R,4S)-2-(4-Chlorophenyl)-5-(2-chlorophenylsulfonyl)-2,5-diaza-bicyclo[2.2.1]heptane;
- 4-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)benzaldehyde;
- 4-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)phenol;
- 1-(4-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)phenyl)ethanone;
- 1-(2-Chlorophenylsulfonyl)-4-(2-nitrophenyl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-(3-nitrophenyl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-(4-nitrophenyl)piperazine;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)benzenamine;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-2-yl)benzenamine;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)benzoic acid;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)benzamide;
- 1-(2-Chlorophenylsulfonyl)-4-(pyridin-2-yl)piperazine;
- 1-(Naphthalen-1-ylsulfonyl)-4-(pyridin-2-yl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-(5-chloropyridin-2-yl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-(3-nitropyridin-2-yl)piperazine;
- 3-[4-(2-Chloro-benzenesulfonyl)-piperazin-1-yl]-pyridin-2-ol;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)pyrimidine;
- 2-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)pyrimidine;
- 2-(4-(Naphthalen-2-ylsulfonyl)piperazin-1-yl)pyrimidine;
- 1-(2-Chlorophenylsulfonyl)-4-(5-nitrothiazol-2-yl)piperazine;
- 2-(4-(2-chlorophenylsulfonyl)piperazin-1-yl)thiazole-4-carboxylic acid;
- 2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)thiazole-4-carboxamide;
- (2-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)thiazol-4-yl)methanol;
- 1-(Naphthalen-1-ylsulfonyl)-4-(thiazol-2-yl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-1′-adamantylpiperazine
- tert-Butyl 2-(4-(4-chlorophenylsulfonyl)-2-oxopiperazin-1-yl)acetate;
- 1-(2-Chlorophenylsulfonyl)-4-cyclopentylpiperazine;
- 1-(2-chlorophenylsulfonyl)-4-cyclohexylpiperazine;
- 1-Cyclopentyl-4-(naphthalen-1-ylsulfonyl)piperazine;
- 8-(4-Cyclopentylpiperazin-1-ylsulfonyl)quinoline;
- 1-Cyclopentyl-4-(4-methylnaphthalen-1-ylsulfonyl)piperazine;
- 5-(4-Cyclopentylpiperazin-1-ylsulfonyl)-N,N-dimethylnaphthalen-1-amine;
- 5-(4-Cyclopentylpiperazin-1-ylsulfonyl)Isoquinoline;
- 1-(5-Chloronaphthalen-1-ylsulfonyl)-4-cyclopentylpiperazine;
- 1-(2-Chlorophenylsulfonyl)piperazine;
- 1-Benzyl-4-(2-chlorophenylsulfonyl)piperazin-2-one;
- (R)-N-(1-Benzylpyrrolidin-3-yl)-2-chlorobenzenesulfonamide;
- 2-(2-Chlorophenylsulfonyl)-octahydropyrrolo[1,2-a]pyrazine;
- 2-(2-Chlorophenylsulfonyl)-octahydro-1H-pyrido[1,2-a]pyrazine;
- 4-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)-1H-indole;
- 7-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)-1H-indazole;
- 4-(4-(2-Chlorophenylsulfonyl)piperazin-1-yl)-1H-indazole;
- 1-(1-(Naphthalen-1-ylsulfonyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one;
- 1-(1-(2-Chlorophenylsulfonyl)piperidin-4-yl)piperidin-2-one;
- 1-(2-chlorophenylsulfonyl)-4-(piperidin-1-yl)piperidine;
- 1-(2-chlorophenylsulfonyl)-4-phenyl-1,2,3,6-tetrahydropyridine;
- 1-(2-chlorophenylsulfonyl)-4-phenylpiperidine;
- 1-(2-Chlorophenylsulfonyl)-4-(pyrrolidin-1-yl)piperidine;
- 4-(1-(2-Chlorophenylsulfonyl)piperidin-4-yl)morpholine;
- 1-(2-Chlorophenylsulfonyl)-4-(2-methoxyphenyl)piperidine;
- 1-(2-Chlorophenylsulfonyl)-4-o-tolylpiperidine;
- Methyl 2-(1-(naphthalen-1-ylsulfonyl)piperidin-4-yl)benzoate;
- (2-(1-(Naphthalen-1-ylsulfonyl)piperidin-4-yl)phenyl)methanol;
- (4aR,8aS)-2-(2-Chlorophenylsulfonyl)-decahydroisoquinoline;
- 3-(1-(2-Chlorophenylsulfonyl)piperidin-4-yl)-6-fluorobenzo[d]isoxazole;
- 1-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)butan-2-ol;
- (R)-3-Methyl-2-(4-(naphthalen-1-ylsulfonyl)piperazin-1-yl)butan-1-ol;
- (S)-3-Methyl-2-(4-(naphthalen-1-ylsulfonyl)piperazin-1-yl)butan-1-ol;
- Methyl 2-methyl-2-(4-(naphthalen-1-ylsulfonyl)piperazin-1-yl)propanoate;
- (R)-4-Methyl-2-(4-(naphthalen-1-ylsulfonyl)piperazin-1-yl)pentan-1-ol;
- (R)-2-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)pentan-1-ol;
- (1-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)cyclopentyl)methanol;
- (R)-2-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)-3-phenylpropan-1-ol;
- (R)-2-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)-2-phenylethanol;
- (R)-1-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)propan-2-ol;
- (S)-1-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)propan-2-ol;
- Trans-2-(4-(2-chlorophenylsulfonyl)piperazin-1-yl)cyclopentanol;
- Trans-2-(4-(2-chlorophenylsulfonyl)piperazin-1-yl)cyclohexanol;
- 4-(4-cyclopentylpiperazin-1-ylsulfonyl)isoquinolin-1-ol;
- Methyl 1-(naphthalen-1-ylsulfonyl)piperidine-4-carboxylate;
- 2-(1-(Naphthalen-1-ylsulfonyl)piperidin-4-yl)propan-2-ol;
- 1-(1-(Naphthalen-1-ylsulfonyl)piperidin-4-yl)cyclopropanol;
- 1-(4-(Naphthalen-1-ylsulfonyl)piperazin-1-yl)ethanone;
- 1-(1-Methylcyclopropyl)-4-(naphthalen-1-ylsulfonyl)piperazine;
- 1-(2-Chlorophenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(3-Chloro-2-methylphenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(2-Chloro-6-methylphenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(2-Chloro-4-fluorophenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(4-Bromo-2-chlorophenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(1-Methylcyclopropyl)-4-(2-(trifluoromethyl)phenylsulfonyl)piperazine;
- 3-Chloro-4-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)benzonitrile;
- 1-(4-Bromo-2-methylphenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(4-Bromo-2-(trifluoromethyl)phenylsulfonyl)-4-(1-methylcyclopropyl) piperazine;
- 1-(Benzo[b]thiophen-3-ylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 5-(4-(1-Methylcyclopropyl)piperazin-1-ylsulfonyl)Isoquinoline;
- 1-(Cyclopropylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 4-(4-(1-Methylcyclopropyl)piperazin-1-ylsulfonyl)benzonitrile;
- 1-(4-Isopropoxyphenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(4-(Difluoromethoxy)phenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(3-(Difluoromethoxy)phenylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(1-Methylcyclopropyl)-4-(perfluorophenylsulfonyl)piperazine;
- (1-(4-(2-chlorophenylsulfonyl)piperazin-1-yl)cyclobutyl)methanol;
- Ethyl 1-(4-(2-chlorophenylsulfonyl)piperazin-1-yl)cyclopropanecarboxylate;
- 4-(2-chlorophenylsulfonyl)-1-cyclopentylpiperidine;
- (R)-4-(3-methyl-4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)isoquinolin-1-ol;
- (S)-4-(3-methyl-4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)isoquinolin-1-ol;
- 4-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)isoquinolin-1-ol;
- (R)-4-(2-chlorophenylsulfonyl)-2-methyl-1-(1-methylcyclopropyl)piperazine;
- (R)-4-(2-chlorophenylsulfonyl)-2-methyl-1-(1-methylcyclopropyl)piperazine;
- (R)-1-(2-chlorophenylsulfonyl)-2-methyl-4-(1-methylcyclopropyl)piperazine;
- 1′-(2-chlorophenylsulfonyl)spiro[benzo[d][1,3]dioxole-2,4′-piperidine];
- 2-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)benzonitrile;
- 4-benzyl-7-(2-chlorophenylsulfonyl)-4,7-diazaspiro[2.5]octane;
- 1-(4-fluoronaphthalen-1-ylsulfonyl)-4-(1-methylcyclopropyl)piperazine;
- 1-(2-chlorophenylsulfonyl)-4-(trifluoromethyl)piperidine;
- 1-(2-chlorophenylsulfonyl)-4-cyclopropylpiperazine;
- (S)-N-cyclopentyl-1-(quinolin-8-ylsulfonyl)pyrrolidin-3-amine;
- (S)-8-(3-(azetidin-1-yl)pyrrolidin-1-ylsulfonyl)quinoline;
- (R)-4-(3-(dimethylamino)pyrrolidin-1-ylsulfonyl)isoquinolin-1-ol;
- (S)-4-(3-(dimethylamino)pyrrolidin-1-ylsulfonyl)isoquinolin-1-ol;
- (R)-N,N-dimethyl-1-(quinolin-8-ylsulfonyl)pyrrolidin-3-amine;
- (S)-N,N-dimethyl-1-(quinolin-8-ylsulfonyl)pyrrolidin-3-amine;
- (R)-1-(1-chloroisoquinolin-4-ylsulfonyl)-N-(cyclopropylmethyl)pyrrolidin-3-amine;
- (R)-4-(3-(cyclopropylmethylamino)pyrrolidin-1-ylsulfonyl)isoquinolin-1-ol;
- (R)-4-(3-(azetidin-1-yl)pyrrolidin-1-ylsulfonyl)-1-chloroisoquinoline;
- (R)-4-(3-(azetidin-1-yl)pyrrolidin-1-ylsulfonyl)isoquinolin-1-ol;
- (R)-1-(5-(3-(dimethylamino)pyrrolidin-1-ylsulfonyl)indolin-1-yl)ethanone;
- (R)-N,N-dimethyl-1-(2-methyl-4-(thiophen-3-yl)phenylsulfonyl)pyrrolidin-3-amine;
- (R)-1-(indolin-5-ylsulfonyl)-N,N-dimethylpyrrolidin-3-amine;
- (R)-N,N-dimethyl-1-(3-methylbiphenyl-4-ylsulfonyl)pyrrolidin-3-amine;
- (R)-4-(3-(dimethylamino)pyrrolidin-1-ylsulfonyl)-3-methylbenzonitrile;
- (R)-1-(4-(dimethylamino)-2-methylphenylsulfonyl)-N,N-dimethylpyrrolidin-3-amine;
- 1-(4-chloro-5-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)indolin-1-yl)-2,2,2-trifluoroethanone;
- 4-chloro-5-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)indoline;
- 1-chloro-4-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)isoquinoline;
- 4-(2-(4-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)isoquinolin-1-yloxy)ethyl)morpholine;
- 4-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)-N-(2-morpholinoethyl)isoquinolin-1-amine;
- 4-(4-cyclopropylpiperazin-1-ylsulfonyl)isoquinolin-1-ol;
- 1-(2-Chloro-benzenesulfonyl)-4-(1-fluoromethyl-cyclopropyl)-piperazine;
- 1-(2-Chloro-benzenesulfonyl)-4-(1-trifluoromethyl-cyclopropyl)-piperazine;
- 1-[4-(2-Chloro-benzenesulfonyl)-piperazin-1-yl]-cyclopropanecarboxylic acid amide;
- 2-[4-(2-Chloro-benzenesulfonyl)-piperazin-1-yl]-2-cyclopropyl-ethanol;
- {1-[1-(2-Chloro-benzenesulfonyl)-piperidin-4-yl]-cyclopropyl}-methanol;
- 1-(2-Chloro-benzenesulfonyl)-4-(1-trifluoromethyl-cyclopropyl)-piperidine;
- 1-(2-Chloro-benzenesulfonyl)-4-(1-methyl-cyclopropyl)-piperidine;
- 1-[1-(2-Chloro-benzenesulfonyl)-piperidin-4-yl]-cyclopropanecarboxylic acid amide;
- 7-(2-Chloro-benzenesulfonyl)-4-(1-methyl-cyclopropyl)-4,7-diazaspiro[2.5]octane;
- 1-(2-Chloro-benzenesulfonyl)-2,5-dimethyl-4-(1-methyl-cyclopropyl)-piperazine;
- 2-(2-Chloro-benzenesulfonyl)-5-(1-methyl-cyclopropyl)-2,5-diaza-bicyclo[2.2.2]octane;
- 1-(2-Chloro-benzenesulfonyl)-4-fluoro-4-(1-methyl-cyclopropyl)-piperidine;
- 1-(2-Chloro-benzenesulfonyl)-4-(1-methyl-cyclopropyl)-4-trifluoromethyl-piperidine;
- 1-(2-Chloro-benzenesulfonyl)-4-fluoro-4-phenyl-piperidine;
- 1-(2-Chloro-benzenesulfonyl)-4-phenyl-4-trifluoromethyl-piperidine;
- 1-[4-(1-Methyl-cyclopropyl)-piperazine-1-sulfonyl]-1,2,3,4-tetrahydro-quinoline;
- 1-(4-Phenyl-piperazine-1-sulfonyl)-1,2,3,4-tetrahydro-quinoline;
- 1-[4-(1-Methyl-cyclopropyl)-piperazine-1-sulfonyl]-1,2,3,4-tetrahydro-quinoxaline;
- 1-(4-Phenyl-piperazine-1-sulfonyl)-1,2,3,4-tetrahydro-quinoxaline;
- 4-[4-(1-Methyl-cyclopropyl)-piperazine-1-sulfonyl]-3,4-dihydro-2H-benzo[1,4]oxazine;
- 4-(4-Phenyl-piperazine-1-sulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine;
- 4-[4-(1-Methyl-cyclopropyl)-piperazine-1-sulfonyl]-3,4-dihydro-2H-benzo[1,4]thiazine;
- 4-(4-Phenyl-piperazine-1-sulfonyl)-3,4-dihydro-2H-benzo[1,4]thiazine;
- 1-[4-(1-Methyl-cyclopropyl)-piperazine-1-sulfonyl]-1,2,3,4-tetrahydro-quinoline;
- 1-(Naphthalen-1-ylsulfonyl)piperazine;
- 1-(2-Methoxy-phenyl)-4-(naphthalene-2-sulfonyl)-piperazine;
- 1-(5-Chloro-2-methyl-phenyl)-4-(naphthalene-2-sulfonyl)-piperazine;
- Furan-2-yl-[4-(naphthalene-2-sulfonyl)-piperazin-1-yl]-methanone;
- 1-(4-Chlorophenylsulfonyl)-4-phenylpiperazine;
- tert-Butyl 4-(2-chlorophenylsulfonyl)piperazine-1-carboxylate;
- and
- 1-(2-Chlorophenylsulfonyl)-4-methylpiperazine.
204 more elements
Dependencies are inferred from the claim text.