Claims for Patent: 8,648,097
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Summary for Patent: 8,648,097
| Title: | Pyridylaminoacetic acid compound |
| Abstract: | The present invention provides a novel pyridylaminoacetic acid compound represented by the following formula (1): (wherein R1, R2, R3, Y and Z are as defined in the description and claims), or a pharmacologically acceptable salt thereof. The pyridylaminoacetic acid compound has EP2 agonistic action and is therefore useful as a therapeutic and/or prophylactic agent for respiratory diseases such as asthma or chronic obstructive pulmonary disease. |
| Inventor(s): | Ryo Iwamura, Masayuki Tanaka, Tetsushi Katsube, Manabu Shigetomi, Eiji Okanari, Yasunori Tokunaga, Hiroshi Fujiwara |
| Assignee: | Ube Corp |
| Application Number: | US12/922,028 |
| Patent Claims: |
1. A pyridylaminoacetic acid compound represented by the formula (1): wherein, R1, R2 and R3 respectively and independently represent a hydrogen atom or a C1-C6 alkyl group, Y represents a -Q1-Q2 group, wherein Q1 represents an arylene group and Q2 represents a pyrazolyl group which may be substituted with a group(s) selected from the group consisting of a halogen atom, a hydroxy group, a C1-C6 alkyl group, a halogeno-C1-C6 alkyl group, a C1-C6 alkoxy group and a halogeno-C1-C6 alkoxy group, and Z represents a pyridyl group which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halogeno-C1-C6 alkyl group, a C1-C6 alkoxy group and a halogeno-C1-C6 alkoxy group, or a pharmacologically acceptable salt thereof. 2. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein R2 and R3 respectively and independently represent a hydrogen atom or a C1-C4 alkyl group. 3. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein Q2 may be substituted with a group(s) selected from the group consisting of a halogen atom, a hydroxy group, a C1-C4 alkyl group, a halogeno-C1-C4 alkyl group, a C1-C4 alkoxy group and a halogeno-C1-C4 alkoxy group. 4. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein Z may be substituted with a group(s) selected from the group consisting of a halogen atom, a C1-C4 alkyl group, a halogeno-C1-C4 alkyl group, a C1-C4 alkoxy group and a halogeno-C1-C4 alkoxy group. 5. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein Y a -Q1-Q2 group, wherein Q1 represents a phenylene group and Q2 represents a pyrazolyl group which may be substituted with a group(s) selected from the group consisting of a halogen atom, a hydroxy group, a C1-C4 alkyl group, a halogeno-C1-C4 alkyl group, a C1-C4 alkoxy group and a halogeno-C1-C4 alkoxy group. 6. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 5, wherein Y represents a -Q1-Q2 group, wherein Q1 represents a phenylene group and Q2 represents a pyrazolyl group, which may be substituted with a group(s) selected from the group consisting of a fluorine atom, a chlorine atom, a bromine atom, a hydroxy group, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-butyl group, a trifluoromethyl group, a difluoromethyl group, a trichloromethyl group, a dichloromethyl group, a 2,2,2-trifluoroethyl group, a 2,2,2-trichloroethyl group, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a tert-butoxy group, a trifluoromethoxy group, a difluoromethoxy group, a trichloromethoxy group and a dichloromethoxy group. 7. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein Z represents a pyridyl group which may be substituted with a group(s) selected from the group consisting of a fluorine atom, a chlorine atom, a bromine atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-butyl group, a trifluoromethyl group, a difluoromethyl group, a trichloromethyl group, a dichloromethyl group, a 2,2,2-trifluoroethyl group, a 2,2,2-trichloroethyl group, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a tert-butoxy group, a trifluoromethoxy group, a difluoromethoxy group, a trichloromethoxy group and a dichloromethoxy group. 8. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein R2 and R3 respectively and independently represent a hydrogen atom or a methyl group. 9. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein Z represents a pyridyl group which may be substituted with a group(s) selected from the group consisting of a halogen atom and a C1-C4 alkoxy group. 10. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein R1 represents a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group or a hexyl group, R2 and R3 respectively and independently represent a hydrogen atom or a methyl group, Y represents a 4-(pyrazol-1-yl)phenyl Z represents a a pyridin-2-yl group, a 5-fluoropyridin-2-yl group, a 5-chloropyridin-2-yl group, a 5-methylpyridin-2-yl group, a 5-ethylpyridin-2-yl group, a 5-trifluoromethylpyridin-2-yl group, a 5-methoxypyridin-2-yl group, a 5-difluoromethoxypyridin-2-yl group, a pyridin-3-yl group, a 6-fluoropyridin-3-yl group, a 6-chloropyridin-3-yl group, a 6-methylpyridin-3-yl group, a 6-ethylpyridin-3-yl group, a 6-trifluoromethylpyridin-3-yl group, a 6-methoxypyridin-3-yl group, a 6-difluoromethoxypyridin-3-yl group, or a pyridin-4-yl group. 11. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein R1 represents a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-butyl group or a hexyl group, R2 and R3 respectively and independently represent a hydrogen atom or a methyl group, Y represents a 4-(pyrazol-1-yl)phenyl group and Z represents a pyridin-2-yl group, a 5-fluoropyridin-2-yl group, a 5-chloropyridin-2-yl group, a 5-methoxypyridin-2-yl group, a pyridin-3-yl group, a 6-fluoropyridin-3-yl group, a 6-chloropyridin-3-yl group, a 6-methoxypyridin-3-yl group or a pyridin-4-yl group. 12. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein R1 represents a hydrogen atom, a methyl group, an ethyl group, an isopropyl group or a hexyl group, R2 and R3 both represent hydrogen atoms, Y represents a 4 (pyrazol-1-yl)phenyl group, and Z represents a pyridin-2-yl group or a pyridin-3-yl group. 13. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein R1 represents a hydrogen atom, a methyl group, an ethyl group, an isopropyl group or a hexyl group, R2 and R3 both represent hydrogen atoms, Y represents a 4 (pyrazol-1-yl)phenyl group, and Z represents a pyridin-2-yl group or a pyridin-3-yl group. 14. The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to claim 1, wherein the pyridylaminoacetic acid compound is: (6-{[4-(pyrazol-1-yl)benzyl](pyridin-2-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, (6-{[4-(pyrazol-1-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, ethyl (6-{[4-(pyrazol-1-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetate, or isopropyl (6-{[4-(pyrazol-1-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetate. 15. A pharmaceutical composition comprising the pyridylaminoacetic acid compound according to claim 1, or a pharmacologically acceptable salt thereof as an active ingredient; and one or more additive selected from the group consisting of vehicles, lubricants, binders, disintegrators, emulsifiers, stabilizers, corrigents and diluents. |
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