N-phenyl-piperazine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases
OwnerBrian Smith, Tsai James +1inventors
InventorsBrian Smith, Tsai James, Chen Rita
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Abstract
The present invention relates to certain substituted N-phenyl-piperazine derivatives of Formula: (I) that are modulators of the 5HT2c receptor. Accordingly, compounds of the present invention are useful for the prophylaxis or treatment of 5HT2c receptor associated diseases or disorders, such as, obesity, Alzheimer Disease, erectile dysfunction and related disorders.
Claims48
A compound of Formula (I):
- wherein:
- R1 is H or C1-8 alkyl;
- R2 is C2-4 alkenyl, C1-4 alkyl or C1-4 haloalkyl;
- and
- R3, R4, R5, R6 and R7 are each independently H, C1-4 acyl, C1-4 acyloxy, C1-4 acylthioxy, C2-4 alkenyl, C1-4 alkoxy, C1-4 alkyl, C1-4 alkylcarboxamido, C1-4 alkylsulfinyl, C1-4 alkylsulfonamide, C1-4 alkylsulfonyl, C1-4 alkylthio, amino, C1-4 alkylamino, carbo-C1-4-alkoxy, carboxamide, cyano, C2-6 dialkylamino, C1-4 haloalkoxy, C1-4 haloalkyl, C1-4 haloalkylsulfinyl, C1-4 haloalkylsulfonyl, C1-4 haloalkylthio, halogen, hydroxyl, phenyl, and thiol;
- or
- a pharmaceutically acceptable salt, hydrate and solvate thereof;
- provided that the compound is not 1-(4-Chloro-phenyl)-2-methyl-piperazine;
- 1-(3,5-Difluoro-phenyl)-2-methyl-piperazine;
- 2-Methyl-1-(2-methylsulfanyl-phenyl)-piperazine;
- 4-Amino-3-fluoro-2-(2-methyl-piperazin-1-yl)-5-nitro-benzonitrile;
- 2-Methyl-1-phenyl-piperazine;
- 4-(2-Isopropyl-piperazin-1-yl)-2-trifluoromethyl-benzonitrile;
- 4-(2-Ethyl-piperazin-1-yl)-2-trifluoromethyl-benzonitrile;
- 4-(2-Methyl-piperazin-1-yl)-2-trifluoromethyl-benzonitrile;
- 1-(3-Chloro-phenyl)-2-methyl-piperazine;
- 2-Methyl-1-m-tolyl-piperazine;
- 4-(2-Methyl-piperazin-1-yl)-benzamide;
- 1-(2-Fluoro-phenyl)-2-methyl-piperazine;
- 4-(2-Methyl-piperazin-1-yl)-phenol;
- 1-(3-Methoxy-phenyl)-2-methyl-piperazine;
- 2-Methyl-1-(3-trifluoromethyl-phenyl)-piperazine;
- 1-(4-Methoxy-phenyl)-2-methyl-piperazine;
- 2-Methyl-1-p-tolyl-piperazine;
- 2,4-Dimethyl-1-phenyl-piperazine;
- 4-Chloro-5-(4-ethyl-2-methyl-piperazin-1-yl)-benzene-1,2-diamine;
- 4-Chloro-5-(4-ethyl-2-methyl-piperazin-1-yl)-2-nitro-phenylamine;
- 5-(4-Ethyl-2-methyl-piperazin-1-yl)-2-nitro-4-trifluoromethyl-phenylamine;
- and 5-(4-Ethyl-2-methyl-piperazin-1-yl)-4-methyl-2-nitro-phenylamine.
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A pharmaceutical composition comprising a pharmaceutical acceptable carrier in combination with at least one compound according to Formula (I):
- wherein:
- R1 is H or C1-8 alkyl;
- R2 is C2-4 alkenyl, C1-4 alkyl or C1-4 haloalkyl;
- and
- R3, R4, R5, R6 and R7 are each independently H, C1-4 acyl, C1-4 acyloxy, C1-4 acylthioxy, C2-4 alkenyl, C1-4 alkoxy, C1-4 alkyl, C1-4 alkylcarboxamido, C1-4 alkylsulfinyl, C1-4 alkylsulfonamide, C1-4 alkylsulfonyl, C1-4 alkylthio, amino, C1-4 alkylamino, carbo-C1-4-alkoxy, carboxamide, cyano, C2-6 dialkylamino, C1-4 haloalkoxy, C1-4 haloalkyl, C1-4 haloalkylsulfinyl, C1-4 haloalkylsulfonyl, C1-4 haloalkylthio, halogen, hydroxyl, phenyl, and thiol;
- or
- a pharmaceutically acceptable salt, hydrate and solvate thereof.
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Dependencies are inferred from the claim text.