Piperazinyl and piperidinyl ureas as modulators of fatty acid amide hydrolase
AssigneeJanssen Pharmaceutica NV
InventorsRichard Apodaca, J. Guy Breitenbucher, Kanaka Pattabiraman, Mark Seierstad, Wei Xiao
Life of this patent
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Abstract
Certain piperazinyl and piperidinyl urea compounds are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity. Thus, the compounds may be administered to treat, e.g., anxiety, pain, inflammation, sleep disorders, eating disorders, or movement disorders (such as multiple sclerosis).
Claims15
A compound selected from the group consisting of:
- 4-(1-methyl-1H-indol-2-ylmethyl)-piperazine- 1-carboxylic acid phenylamide;
- 4-(1H-indol-5-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1-methyl-1H-indol-5-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1H-indol-6-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1-methyl-1H-indol-6-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-benzyl-piperidine-1-carboxylic acid (2-chloro-phenyl)-amide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyridin-2-ylamide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-2-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyrimidin-2-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyrimidin-2-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyridin-2-ylamide;
- 4-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyrimidin-4-ylamide;
- 4-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyrimidin-4-ylamide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyrimidin-4-ylamide;
- and
- 4-quinoxalin-2-ylmethyl-piperazine-1-carboxylic acid phenylamide;
- and pharmaceutically acceptable salts thereof.
A compound selected from the group consisting of:
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid thiazol-2-ylamide;
- and
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid thiazol-2-ylamide;
- and pharmaceutically acceptable salts thereof.
A pharmaceutical composition, comprising:
- (a) a therapeutically effective amount of a compound selected from the group consisting of:
- 4-(1-methyl-1H-indol-2-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1H-indol-5-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1-methyl-1H-indol-5-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1H-indol-6-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-(1-methyl-1H-indol-6-ylmethyl)-piperazine-1-carboxylic acid phenylamide;
- 4-benzyl-piperidine-1-carboxylic acid (2-chloro-phenyl)-amide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyridin-2-ylamide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-2-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyrimidin-2-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyrimidin-2-ylamide;
- 4-benzo[1,3]dioxol-5-ylmethyl-piperazine-1-carboxylic acid pyridin-2-ylamide;
- 4-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyridin-3-ylamide;
- 4-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyridin-4-ylamide;
- 4-quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyrimidin-4-ylamide;
- 4-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperazine-1-carboxylic acid pyrimidin-4-ylamide;
- 4-(3,4-dibromo-benzyl)-piperazine-1-carboxylic acid pyrimidin-4-ylamide;
- and
- 4-quinoxalin-2-ylmethyl-piperazine-1-carboxylic acid phenylamide;
- and pharmaceutically acceptable salts thereof;
- and
- (b) a pharmaceutically acceptable excipient.
Dependencies are inferred from the claim text.