Halogen-substituted heterocyclic compound

1. A compound represented by the formula (I):

wherein

A represents, a phenyl ring;

R 1 is the same or different, and represents a halogen atom, or a C 1 -C 3 alkyl group;

R 2 represents a hydrogen atom, or a C 1 -C 6 alkyl group;

p represents an integer of 0 to 5;

V represents CR 3 wherein R 3 represents a hydrogen atom, an amino group, a nitro group, or a C 1 -C 3 alkoxy group;

X represents a halogen atom,

or a pharmacologically acceptable salt thereof.

2. The compound according to claim 1 which is represented by the formula (Ia):

wherein

R 1 is the same or different, and represents a halogen atom, or a C 1 -C 3 alkyl group,

R 2 represents a hydrogen atom, or a C 1 -C 6 alkyl group;

p represents an integer of 0 to 5;

V represents CH;

X represents a halogen atom,

or a pharmacologically acceptable salt thereof.

3. The compound according to claim 2 wherein, in the formula (Ia), the group:

is selected from a group consisting of the groups:

or a pharmacologically acceptable salt thereof.

4. The compound according to claim 2 wherein, in the formula (Ia), the group:

is selected from a group consisting of the groups:

or a pharmacologically acceptable salt thereof.

5. (RS)-1-{4′-[5-bromo-3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[5-chloro-3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-[4′-(5-chloro-3-{[(1-phenylethoxy)carbonyl]amino}thiophen-2-yl)-[1,1′-biphenyl]-4-yl]cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(3-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(4-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(4-chlorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(o-tolyl)ethoxy]carbonyl}amino)thiophen-2-yl][1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2,4-difluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2,5-difluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(3,4-difluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2-chloro-4-fluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-[4′-(5-fluoro-3-{[(1-phenylethoxy)carbonyl]amino}thiophen-2-yl)-[1,1′-biphenyl]-4-yl]cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(2-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(4-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(4-chlorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(o-tolyl)ethoxy]carbonyl}amino)thiophen-2-yl][1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(3,4-difluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2,4-difluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2-chloro-4-fluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[3-({[1-(4-chloro-2-fluorophenyl)ethoxy]carbonyl}amino)-5 fluorothiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[5-fluoro-3-({[1-(2,4,5-trifluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid

or a pharmacologically acceptable salt thereof.

6. The compound according to claim 1 wherein, in the general formula (I), V represents CR 3 in which R 3 represents an amino group, a nitro group, or a C 1 -C 3 alkoxy group,

or a pharmacologically acceptable salt thereof.

7. The compound according to claim 6 which is represented by the formula (Ib):

wherein

R 1 is the same or different, and represents a halogen atom, or a C 1 -C 3 alkyl group;

R 2 represents a hydrogen atom or a C 1 -C 6 alkyl group;

p represents an integer of 0 to 5;

X represents a halogen atom,

or a pharmacologically acceptable salt thereof.

8. The compound according to claim 7 wherein, in the formula (Ib), the group:

is selected from a group consisting of the groups:

or a pharmacologically acceptable salt thereof.

9. The compound according to claim 7 wherein, in the formula (Ib), the group:

is selected from a group consisting of the groups:

or a pharmacologically acceptable salt thereof.

10. The compound according to claim 7 which is selected from a group consisting of:

(R)-1-[4′-(5-chloro-3-{[(1-phenylethoxy)carbonyl]amino}thiophen-2-yl)-2′methoxy-[1,1′-biphenyl]-4-yl]cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(3-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(4-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(4-chlorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(o-tolyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(3,4-difluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2,5-difluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2,4-difluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[5-chloro-3-({[1-(2-chloro-5-fluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-chloro-3-({[1-(2-chloro-4-fluorophenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[5-chloro-3-({[1-(5-fluoro-2-methylphenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[5-chloro-3-({[1-(4-fluoro-2-methylphenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-[4′-(5-fluoro-3-{[(1-phenylethoxy)carbonyl]amino}thiophen-2-yl)-2′methoxy-[1,1′-biphenyl]-4-yl]cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(2-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(3-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(4-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(4-chlorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[5-fluoro-3-({[1-(o-tolyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(3,4-difluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2,5-difluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2,4-difluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[3-({[1-(2-chloro-5-fluorophenyl)ethoxy]carbonyl}amino)-5fluorothiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(R)-1-{4′-[3-({[1-(2-chloro-4-fluorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

(RS)-1-{4′-[5-fluoro-3-({[1-(5-fluoro-2-methylphenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, and

(RS)-1-{4′-[5-fluoro-3-({[1-(4-fluoro-2-methylphenyl)ethoxy]carbonyl}amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid,

or a pharmacologically acceptable salt thereof.

11. (R)-1-{4′-[5-chloro-3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

12. (R)-1-{4′-[5-chloro-3-({[1-(3-fluorophenyl)ethoxy]carbonyl}amino)thiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

13. (R)-1-{4′-[3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen2-yl]-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

14. (R)-1-{4′-[5-fluoro-3-({[1-(o-tolyl)ethoxy]carbonyl}amino)thiophen-2-yl][1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

15. (R)-1-[4′-(5-chloro-3-{[(1-phenylethoxy)carbonyl]amino}thiophen-2-yl)2′-methoxy-[1,1′-biphenyl]-4-yl]cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

16. (R)-1-{4′-[5-chloro-3-({[1-(2,5-difluorophenyl)ethoxy]carbonyl}-amino)thiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

17. (R)-1-{4′-[3-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-5-fluorothiophen-2-yl]-2′-methoxy-[1,1′-biphenyl]-4-yl}cyclopropanecarboxylic acid, or a pharmacologically acceptable salt thereof.

18. A pharmaceutical composition comprising:

the compound or a pharmacologically acceptable salt thereof according to claim 1 as an active ingredient; and

an additive.