Pyridylaminoacetic acid compound

Abstract

The present invention provides a pyridylaminoacetic acid compound represented by the following formula (1): (wherein R 1 , R 2 , R 3 , Y and Z are as defined in the description and claims), or a pharmacologically acceptable salt thereof. Since the pyridylaminoacetic acid compound has EP2 agonistic action, it is useful as a therapeutic or prophylactic drug for respiratory diseases such as asthma or chronic obstructive pulmonary disease.

1 . A pyridylaminoacetic acid compound represented by the formula (1): 
       
         
           
           
               
               
           
         
       
       wherein,
 R 1 , R 2  and R 3  respectively and independently represent a hydrogen atom or a C 1 -C 6  alkyl group, 
 Y represents a bicyclic heteroaromatic group, which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 6  alkyl group, a halogeno-C 1 -C 6  alkyl group, a C 1 -C 6  alkoxy group, a halogeno-C 1 -C 6  alkoxy group and a C 1 -C 6  alkylthio group, or a -Q 1 -Q 2  group, wherein Q 1  represents an arylene group or 5- to 6-membered heteroarylene group, and Q 2  represents an aromatic group or a 5- to 6-membered heterocyclic group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a hydroxy group, a C 1 -C 6  alkyl group, a halogeno-C 1 -C 6  alkyl group, a C 1 -C 6  alkoxy group and a halogeno-C 1 -C 6  alkoxy group, and 
 Z represents an aromatic group or a 5- to 6-membered heteroaromatic group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 6  alkyl group, a halogeno-C 1 -C 6  alkyl group, a C 1 -C 6  alkoxy group and a halogeno-C 1 -C 6  alkoxy group, 
 
       or a pharmacologically acceptable salt thereof. 
     
     
         2 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein R 2  and R 3  respectively and independently represent a hydrogen atom or a C 1 -C 4  alkyl group. 
     
     
         3 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Y represents
 a bicyclic heteroaromatic group, which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 4  alkyl group, a halogeno-C 1 -C 4  alkyl group, a C 1 -C 4  alkoxy group, a halogeno-C 1 -C 4  alkoxy group and a C 1 -C 4  alkylthio group, or   a -Q 1 -Q 2  group, wherein Q 1  represents an arylene group or 5- to 6-membered heteroarylene group, and Q 2  represents an aromatic group or a 5- to 6-membered heterocyclic group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a hydroxy group, a C 1 -C 4  alkyl group, a halogeno-C 1 -C 4  alkyl group, a C 1 -C 4  alkoxy group and a halogeno-C 1 -C 4  alkoxy group.   
     
     
         4 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Z represents an aromatic group or a fully unsaturated 5- to 6-membered heteroaromatic group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 4  alkyl group, a halogeno-C 1 -C 4  alkyl group, a C 1 -C 4  alkoxy group and a halogeno-C 1 -C 4  alkoxy group. 
     
     
         5 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Y represents
 a benzofuryl group, a benzothienyl group, a benzoxazolyl group or a benzothiazolyl group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 4  alkyl group, a halogeno-C 1 -C 4  alkyl group, a C 1 -C 4  alkoxy group, a halogeno-C 1 -C 4  alkoxy group and a C 1 -C 4  alkylthio group, or   a -Q 1 -Q 2  group, wherein Q 1  represents a phenylene group, a thienylene group, a pyridazinylene group or pyrimidinylene group and Q 2  represents a phenyl group, a thienyl group, an oxazolyl group, a thiazolyl group, a 1,2,4-triazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a 4,5-dihydrothiazolyl group, a pyrrolidinyl group or a piperidinyl group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a hydroxy group, a C 1 -C 4  alkyl group, a halogeno-C 1 -C 4  alkyl group, a C 1 -C 4  alkoxy group and a halogeno-C 1 -C 4  alkoxy group.   
     
     
         6 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 5 , wherein Y represents a benzofuryl group, a benzothienyl group, a benzoxazolyl group or a benzothiazolyl group, each of 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, a dichloromethoxy group, a methylthio group, an ethylthio group, a propylthio group, an isopropylthio group and a tert-butylthio group. 
     
     
         7 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 5 , wherein Y represents a -Q 1 -Q 2  group, wherein
 Q 1  represents a phenylene group, a thienylene group, a pyridazinylene group or pyrimidinylene group, and   Q 2  represents a phenyl group, a thienyl group, an oxazolyl group, a thiazolyl group, a 1,2,4-triazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a 4,5-dihydrothiazolyl group, a pyrrolidinyl group or a piperidinyl group, each of 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.   
     
     
         8 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Z represents a phenyl group, a thienyl group, an imidazolyl group, a thiazolyl group, a pyridyl group or a pyrimidinyl group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 4  alkyl group, a halogeno-C 1 -C 4  alkyl group, a C 1 -C 4  alkoxy group and a halogeno-C 1 -C 4  alkoxy group. 
     
     
         9 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 8 , wherein Z represents a phenyl group, a thienyl group, an imidazolyl group, a thiazolyl group, a pyridyl group or a pyrimidinyl group, each of 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. 
     
     
         10 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein R 2  and R 3  respectively and independently represent a hydrogen atom or a methyl group. 
     
     
         11 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Y represents a benzofuryl group or a benzothienyl group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom and a C 4 -C 4  alkoxy group. 
     
     
         12 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Y represents a -Q 1 -Q 2  group, wherein Q 1  represents a phenylene group or a pyridazinylene group, and Q 2  represents a phenyl group, a thiazolyl group, a 1,2,4-triazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group or a 4,5-dihydrothiazolyl group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom, a C 1 -C 4  alkyl group and a halogeno-C 1 -C 4  alkyl group. 
     
     
         13 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein Z represents a phenyl group or a pyridyl group, each of which may be substituted with a group(s) selected from the group consisting of a halogen atom and a C 1 -C 4  alkoxy group. 
     
     
         14 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein R 1  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,
 R 2  and R 3  respectively and independently represent a hydrogen atom or a methyl group,   Y represents a benzofuran-2-yl group, a 6-fluorobenzofuran-2-yl group, a 6-chlorobenzofuran-2-yl group, a 6-methoxybenzofuran-2-yl group, a benzo[b]thiophen-2-yl group, a 6-fluorobenzo[b]thiophen-2-yl group, a 5,6-difluorobenzo[b]thiophen-2-yl group, a 6-chlorobenzo[b]thiophen-2-yl group, a 6-chloro-5-fluorobenzo[b]thiophen-2-yl group, a 6-methylbenzo[b]thiophen-2-yl group, a 5-fluoro-6-methylbenzo[b]thiophen-2-yl group, a 6-ethylbenzo[b]thiophen-2-yl group, a 6-ethyl-5-fluorobenzo[b]thiophen-2-yl group, a 6-trifluoromethylbenzo[b]thiophen-2-yl group, a 5-fluoro-6-trifluoromethylbenzo[b]thiophen-2-yl group, a 6-methoxybenzo[b]thiophen-2-yl group, a 5-fluoro-6-methoxybenzo[b]thiophen-2-yl group, a 6-difluoromethoxybenzo[b]thiophen-2-yl group, a 6-difluoromethoxy-5-fluorobenzo[b]thiophen-2-yl group, a 6-methylthiobenzo[b]thiophen-2-yl group, a 5-fluoro-6-methylthiobenzo[b]thiophen-2-yl group, a biphenyl-4-yl group, a 2′-fluorobiphenyl-4-yl group, a 3′-fluorobiphenyl-4-yl group, a 4′-fluorobiphenyl-4-yl group, a 2′,4′-difluorobiphenyl-4-yl group, a 3′,4′-difluorobiphenyl-4-yl group, a 2′-chlorobiphenyl-4-yl group, a 3′-chlorobiphenyl-4-yl group, a 4′-chlorobiphenyl-4-yl group, a 4′-chloro-2′-fluorobiphenyl-4-yl group, a 4′-chloro-3′-fluorobiphenyl-4-yl group, a 4′-hydroxybiphenyl-4-yl group, a 3′-methylbiphenyl-4-yl group, a 3′-ethylbiphenyl-4-yl group, a 3′-trifluoromethylbiphenyl-4-yl group, a 3′-methoxybiphenyl-4-yl group, a 3′-difluoromethoxybiphenyl-4-yl group, a 4-(thiophen-2-yl)phenyl group, a 4-(thiophen-3-yl)phenyl group, a 4-(oxazol-2-yl)phenyl group, a 4-(oxazol-4-yl)phenyl group, a 4-(thiazol-2-yl)phenyl group, a 4-(4-fluorothiazol-2-yl)phenyl group, a 4-(4-chlorothiazol-2-yl)phenyl group, a 4-(5-chlorothiazol-2-yl)phenyl group, a 4-(5-methylthiazol-2-yl)phenyl group, a 4-(4,5-dimethylthiazol-2-yl)phenyl group, a 4-(4-trifluoromethylthiazol-2-yl)phenyl group, a 4-(thiazol-4-yl)phenyl group, a 4-(2-fluorothiazol-4-yl)phenyl group, a 4-(2-chlorothiazol-4-yl)phenyl group, a 4-(thiazol-5-yl)phenyl group, a 4-(1,2,4-triazol-1-yl)phenyl group, a 4-(pyridin-2-yl)phenyl group, a 4-(pyridazin-3-yl)phenyl group, a 4-(pyridazin-4-yl)phenyl group, a 4-(pyrimidin-2-yl)phenyl group, a 4-(5-hydroxypyrimidin-2-yl)phenyl group, a 4-(pyrimidin-4-yl)phenyl group, a 4-(pyrimidin-5-yl)phenyl group, a 4-(4,5-dihydrothiazol-2-yl)phenyl group, a 6-phenylpyridazin-3-yl group, a 6-(thiazol-2-yl)pyridazin-3-yl group or a 6-(thiazol-4-yl)pyridazin-3-yl group, and   Z represents a phenyl group, a 2-fluorophenyl group, a 3-fluorophenyl group, a 4-fluorophenyl group, a 3,4-difluorophenyl group, a 3,5-difluorophenyl group, a 3,4,5-trifluorophenyl group, a 2-chlorophenyl group, a 3-chlorophenyl group, a 4-chlorophenyl group, a 2,6-dichlorophenyl group, a 4-chloro-3-fluorophenyl group, a 4-chloro-3,5-difluorophenyl group, a 4-bromophenyl group, a 4-methylphenyl group, a 3-fluoro-4-methylphenyl group, a 4-ethylphenyl group, a 4-ethyl-3-fluorophenyl group, a 4-propylphenyl group, a 4-isopropylphenyl group, a 4-tert-butylphenyl group, a 4-trifluoromethylphenyl group, a 3-fluoro-4-trifluoromethylphenyl group, a 4-difluoromethylphenyl group, a 4-trichloromethylphenyl group, a 4-dichloromethylphenyl group, a 4-(2,2,2-trifluoroethyl)phenyl group, a 4-(2,2,2-trichloroethyl)phenyl group, a 4-methoxyphenyl group, a 3-fluoro-4-methoxyphenyl group, a 4-ethoxyphenyl group, a 4-propoxyphenyl group, a 4-isopropoxyphenyl group, a 4-tert-butoxyphenyl group, a 4-trifluoromethoxyphenyl group, a 4-difluoromethoxyphenyl group, a 4-difluoromethoxy-3-fluorophenyl group, a 4-trichloromethoxyphenyl group, a 4-dichloromethoxyphenyl group, a thiophen-2-yl group, a thiophen-3-yl group, a 5-chlorothiophen-2-yl group, a 1-methyl-1H-imidazol-4-yl group, a thiazol-2-yl group, 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, a pyridin-4-yl group or a pyrimidin-2-yl group.   
     
     
         15 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein R 1  represents a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-butyl group or a hexyl group,
 R 2  and R 3  respectively and independently represent a hydrogen atom or a methyl group,   Y represents a benzofuran-2-yl group, a 6-fluorobenzofuran-2-yl group, a 6-chlorobenzofuran-2-yl group, a 6-methoxybenzofuran-2-yl group, a benzo[b]thiophen-2-yl group, a 6-fluorobenzo[b]thiophen-2-yl group, a 6-chlorobenzo[b]thiophen-2-yl group, a 6-methoxybenzo[b]thiophen-2-yl group, a biphenyl-4-yl group, a 2′-fluorobiphenyl-4-yl group, a 3′-fluorobiphenyl-4-yl group, a 4′-fluorobiphenyl-4-yl group, a 2′-chlorobiphenyl-4-yl group, a 3′-chlorobiphenyl-4-yl group, a 4′-chlorobiphenyl-4-yl group, a 3′-methylbiphenyl-4-yl group, a 3′-trifluoromethylbiphenyl-4-yl group, a 4-(thiophen-2-yl)phenyl group, a 4-(thiophen-3-yl)phenyl group, a 4-(oxazol-2-yl)phenyl group, a 4-(oxazol-4-yl)phenyl group, a 4-(thiazol-2-yl)phenyl group, a 4-(4-fluorothiazol-2-yl)phenyl group, a 4-(4-chlorothiazol-2-yl)phenyl group, a 4-(5-chlorothiazol-2-yl)phenyl group, a 4-(5-methylthiazol-2-yl)phenyl group, a 4-(4,5-dimethylthiazol-2-yl)phenyl group, a 4-(4-trifluoromethylthiazol-2-yl)phenyl group, a 4-(thiazol-4-yl)phenyl group, a 4-(2-fluorothiazol-4-yl)phenyl group, a 4-(2-chlorothiazol-4-yl)phenyl group, a 4-(thiazol-5-yl)phenyl group, a 4-(1,2,4-triazol-1-yl)phenyl group, a 4-(pyridin-2-yl)phenyl group, a 4-(pyridazin-3-yl)phenyl group, a 4-(pyridazin-4-yl)phenyl group, a 4-(pyrimidin-2-yl)phenyl group, a 4-(pyrimidin-4-yl)phenyl group, a 4-(pyrimidin-5-yl)phenyl group, a 4-(4,5-dihydrothiazol-2-yl)phenyl group or a 6-phenylpyridazin-3-yl group, and   Z represents a phenyl group, a 2-fluorophenyl group, a 3-fluorophenyl group, a 4-fluorophenyl group, a 3,4-difluorophenyl group, a 3,5-difluorophenyl group, a 2-chlorophenyl group, a 3-chlorophenyl group, a 4-chlorophenyl group, a 2,6-dichlorophenyl group, a 4-chloro-3-fluorophenyl group, a 4-methylphenyl group, a 3-fluoro-4-methylphenyl group, a 4-ethylphenyl group, a 4-ethyl-3-fluorophenyl group, a 4-trifluoromethylphenyl group, a 3-fluoro-4-trifluoromethylphenyl group, a 4-methoxyphenyl group, a 3-fluoro-4-methoxyphenyl group, a 4-difluoromethoxyphenyl group, a 4-difluoromethoxy-3-fluorophenyl group, a thiophen-2-yl group, a thiophen-3-yl group, 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.   
     
     
         16 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein R 1  represents a hydrogen atom, a methyl group, an ethyl group, an isopropyl group or a hexyl group,
 R 2  and R 3  both represent hydrogen atoms,   Y represents a benzofuran-2-yl group, a 6-fluorobenzofuran-2-yl group, a 6-chlorobenzofuran-2-yl group, a 6-methoxybenzofuran-2-yl group, a benzo[b]thiophen-2-yl group, a 6-fluorobenzo[b]thiophen-2-yl group, a 6-chlorobenzo[b]thiophen-2-yl group, a 6-methoxybenzo[b]thiophen-2-yl group, a biphenyl-4-yl group, a 2′-fluorobiphenyl-4-yl group, a 3′-fluorobiphenyl-4-yl group, a 4′-fluorobiphenyl-4-yl group, a 2′-chlorobiphenyl-4-yl group, a 3′-chlorobiphenyl-4-yl group, a 4′-chlorobiphenyl-4-yl group, a 3′-methylbiphenyl-4-yl group, a 3′-trifluoromethylbiphenyl-4-yl group, a 4-(thiophen-2-yl)phenyl group, a 4-(thiophen-3-yl)phenyl group, a 4-(oxazol-2-yl)phenyl group, a 4-(oxazol-4-yl)phenyl group, a 4-(thiazol-2-yl)phenyl group, a 4-(4-fluorothiazol-2-yl)phenyl group, a 4-(4-chlorothiazol-2-yl)phenyl group, a 4-(5-chlorothiazol-2-yl)phenyl group, a 4-(5-methylthiazol-2-yl)phenyl group, a 4-(4,5-dimethylthiazol-2-yl)phenyl group, a 4-(4-trifluoromethylthiazol-2-yl)phenyl group, a 4-(thiazol-4-yl)phenyl group, a 4-(2-fluorothiazol-4-yl)phenyl group, a 4-(2-chlorothiazol-4-yl)phenyl group, a 4-(thiazol-5-yl)phenyl group, a 4-(1,2,4-triazol-1-yl)phenyl group, a 4-(pyridin-2-yl)phenyl group, a 4-(pyridazin-3-yl)phenyl group, a 4-(pyridazin-4-yl)phenyl group, a 4-(pyrimidin-2-yl)phenyl group, a 4-(pyrimidin-4-yl)phenyl group, a 4-(pyrimidin-5-yl)phenyl group, a 4-(4,5-dihydrothiazol-2-yl)phenyl group or a 6-phenylpyridazin-3-yl group, and   Z represents a phenyl group, a 2-fluorophenyl group, a 3-fluorophenyl group, a 4-fluorophenyl group, a 2-chlorophenyl group, a 3-chlorophenyl group, a 4-chlorophenyl group, a 2,6-dichlorophenyl group, a 4-methoxyphenyl group, a pyridin-2-yl group or a pyridin-3-yl group.   
     
     
         17 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein R 1  represents a hydrogen atom, a methyl group, an ethyl group, an isopropyl group or a hexyl group,
 R 2  and R 3  both represent hydrogen atoms,   Y represents a benzofuran-2-yl group, a benzo[b]thiophen-2-yl group, a 6-chlorobenzo[b]thiophen-2-yl group, a 6-methoxybenzo[b]thiophen-2-yl group, a biphenyl-4-yl group, a 4′-fluorobiphenyl-4-yl group, a 4-chlorobiphenyl-4-yl group, a 4-(thiazol-2-yl)phenyl group, a 4-(5-chlorothiazol-2-yl)phenyl group, a 4-(5-methylthiazol-2-yl)phenyl group, a 4-(4,5-dimethylthiazol-2-yl)phenyl group, a 4-(4-trifluoromethylthiazol-2-yl)phenyl group, a 4-(thiazol-4-yl)phenyl group, a 4-(1,2,4-triazol-1-yl)phenyl group, a 4-(pyridin-2-yl)phenyl group, a 4-(pyridazin-4-yl)phenyl group, a 4-(pyrimidin-2-yl)phenyl group, a 4-(4,5-dihydrothiazol-2-yl)phenyl group or a 6-phenylpyridazin-3-yl group, and   Z represents a phenyl group, a 2-fluorophenyl group, a 3-fluorophenyl group, a 4-fluorophenyl group, a 2-chlorophenyl group, a 3-chlorophenyl group, a 4-chlorophenyl group, a 2,6-dichlorophenyl group, a 4-methoxyphenyl group, a pyridin-2-yl group or a pyridin-3-yl group.   
     
     
         18 . The pyridylaminoacetic acid compound or pharmacologically acceptable salt thereof according to  claim 1 , wherein the pyridylaminoacetic acid compound is: {6-[(benzofuran-2-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}-acetic acid, {6-[(benzo[b]thiophen-2-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, {6-[(6-chlorobenzo[b]thiophen-2-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, {6-[(6-methoxybenzo[b]thiophen-2-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, {6-[(biphenyl-4-ylmethyl)(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, {6-[(biphenyl-4-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, {6-[(4′-fluorobiphenyl-4-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, {6-[(4′-chlorobiphenyl-4-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid, (6-{(4-fluorobenzenesulfonyl)[4-(pyrazol-1-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, isopropyl (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetate, ethyl (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetate, (6-{(4-fluorobenzenesulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, (6-{(pyridin-3-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, (6-{(pyridin-2-ylsulfonyl)[4-(4-trifluoromethylthiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-4-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, (6-{[4-(pyridin-2-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, (6-{[4-(pyridazin-4-yl)benzyl](pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, (6-{(pyridin-2-ylsulfonyl) [4-(pyrimidin-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid, (6-{[4-(4,5-dihydrothiazol-2-yl)benzyl](4-fluorobenzenesulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, {6-[(6-phenylpyridazin-3-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl}pyridin-2-ylamino]acetic acid, hexyl (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetate, (6-{[4-(5-chlorothiazol-2-yl)benzyl](pyridin-2-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, (6-{[4-(5-methylthiazol-2-yl)benzyl](pyridin-2-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, (6-{[4-(4,5-dimethylthiazol-2-yl)benzyl](pyridin-2-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid, or (6-{(pyridin-3-ylsulfonyl) [4-(1,2,4-triazol-1-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetic acid. 
     
     
         19 . 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.