Proton pump inhibitors

A compound represented by the formula (II-a)

• wherein X1 is —SO2—,
• Y1 is an optionally substituted alkylene group wherein a substituent of Y1 does not include an oxo group,
• R10is an optionally substituted phenyl group,
• R11 is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted thienyl group, an optionally substituted benzo[b]thienyl group, an optionally substituted furyl group, an optionally substituted pyridyl group, an optionally substituted pyrazolyl group or an optionally substituted pyrimidinyl group,
• R12 is a halogen atom or an optionally substituted hydrocarbon group,
• R13 is a halogen atom or an optionally substituted hydrocarbon group,
• R14 is a hydrogen atom or a methyl group, and
• R15 is a methyl group,
• wherein the hydrocarbon group, for R11,R12 and R13, is selected from C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C6-14 aryl, and C7-16 aralkyl;
• wherein each of C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl, for R11, R12 and R13, may independently optionally be substituted by 1 to 3 substituents selected from (1) a halogen atom, (2) nitro, (3) cyano, (4) hydroxy, (5) C1-6 alkoxy optionally having 1 to 3 halogen atoms, (6) C6-14 aryloxy, (7) C7-16 aralkyloxy, (8) mercapto, (9) C1-6 alkylthio optionally having 1 to 3 halogen atoms, (10) C6-14 arylthio, (11) C7-16 aralkylthio, (12) amino, (13) mono-C1-6 alkylamino, (14) mono-C6-14 arylamino, (15) mono-C7-16 aralkylamino, (16) di-C1-6 alkylamino, (17) di-C6-14 arylamino, (18) di-C7-16 aralkylamino, (19) formyl, (20) C1-6 alkyl-carbonyl, (21) C6-14 aryl-carbonyl, (22) carboxyl, (23) C1-6 alkoxy-carbonyl, (24) C6-14 aryloxy-carbonyl, (25) carbamoyl, (26) thiocarbamoyl, (27) mono-C1-6 alkyl-carbamoyl, (28) di-C1-6 alkyl-carbamoyl, (29) C6-14 aryl-carbamoyl, (30) C1-6 alkylsulfonyl, (31) C6-14 arylsulfonyl, (32) C1-6 alkylsulfinyl, (33) C6-14 arylsulfinyl, (34) formylamino, (35) C1-6 alkyl-carbonylamino, (36) C6-14 aryl-carbonylamino (, (37) C1-6 alkoxy-carbonylamino, (38) C1-6 alkylsulfonylamino, (39) C6-14 arylsulfonylamino, (40) C1-6 alkyl-carbonyloxy, (41) C6-14 aryl-carbonyloxy, (42) C1-6 alkoxy-carbonyloxy, (43) mono-C1-6 alkyl-carbamoyloxy, (44) di-C1-6 alkyl-carbamoyloxy, (45) C6-14 aryl-carbamoyloxy, (46) a 5- to 7-membered saturated cyclic amino optionally containing, besides one nitrogen atom and carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (47) a 5- to 10-membered aromatic heterocyclic group containing, besides carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (48) C1-3 alkylenedioxy, and (49) C3-7 cycloalkyl;
• wherein each of C3-7 cycloalkyl, C6-14 aryl, and C7-16 aralkyl, for R11, R12 and R13, and phenyl for R10 may independently optionally be substituted by 1 to 5 substituents selected from (1) a halogen atom, (2) nitro, (3) cyano, (4) hydroxy, (5) C1-6 alkoxy optionally having 1 to 3 halogen atoms, (6) C6-14 aryloxy, (7) C7-16 aralkyloxy, (8) mercapto, (9) C1-6 alkylthio optionally having 1 to 3 halogen atoms, (10) C6-14 arylthio, (11) C7-16 aralkylthio, (12) amino, (13) mono-C1-6 alkylamino, (14) mono-C6-14 arylamino, (15) mono-C7-16 aralkylamino, (16) di-C1-6 alkylamino, (17) di-C6-14 arylamino, (18) di-C7-16 aralkylamino, (19) formyl, (20) C1-6 alkyl-carbonyl, (21) C6-14 aryl-carbonyl, (22) carboxyl, (23) C1-6 alkoxy-carbonyl, (24) C6-14 aryloxy-carbonyl, (25) carbamoyl, (26) thiocarbamoyl, (27) mono-C1-6 alkyl-carbamoyl, (28) di-C1-6 alkyl-carbamoyl, (29) C6-14 aryl-carbamoyl, (30) C1-6 alkylsulfonyl optionally having 1 to 3 halogen atoms, (31) C6-14 arylsulfonyl, (32) C1-6 alkylsulfinyl, (33) C6-14 arylsulfinyl, (34) formylamino, (35) C1-6 alkyl-carbonylamino, (36) C6-14 aryl-carbonylamino, (37) C1-6 alkoxy-carbonylamino, (38) C1-6 alkylsulfonylamino, (39) C6-14 arylsulfonylamino, (40) C1-6 alkyl-carbonyloxy, (41) C6-14 aryl-carbonyloxy, (42) C1-6 alkoxy-carbonyloxy, (43) mono-C1-6 alkyl-carbamoyloxy, (44) di-C1-6 alkyl-carbamoyloxy, (45) C6-14 aryl-carbamoyloxy, (46) a 5- to 7-membered saturated cyclic amino optionally containing, besides one nitrogen atom and carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (47) a 5- to 10-membered aromatic heterocyclic group containing, besides carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (48) C1-3 alkylenedioxy, (49) C3-7 cycloalkyl, (50) C1-6 alkyl group optionally having 1 to 3 halogen atoms or hydroxy groups, (51) a C2-6 alkenyl group optionally having 1 to 3 halogen atoms, (52) a C2-6 alkynyl group, (53) mono-C3-7 cycloalkyl-carbamoyl, and (54) a 5 to 10-membered heterocyclyl-carbonyl containing, besides carbon atom, one or two kinds of 1 to 4 heteroatoms selected from a nitrogen atom, a sulfur atom and an oxygen atom;
• wherein benzo[b]thienyl group, for R11, may optionally be substituted by 1 to 5 substituents selected from (1) a halogen atom, (2) nitro, (3) cyano, (4) hydroxy, (5) C1-6 alkoxy optionally having 1 to 3 halogen atoms, (6) C6-14 aryloxy, (7) C7-16 aralkyloxy, (8) mercapto, (9) C1-6 alkylthio optionally having 1 to 3 halogen atoms, (10) C6-14 arylthio, (11) C7-16 aralkylthio, (12) amino, (13) mono-C1-6 alkylamino, (14) mono-C6-14 arylamino, (15) mono-C7-16 aralkylamino, (16) di-C1-6 alkylamino, (17) di-C6-14 arylamino, (18) di-C7-16 aralkylamino, (19) formyl, (20) C1-6 alkyl-carbonyl, (21) C6-14 aryl-carbonyl, (22) carboxyl, (23) C1-6 alkoxy-carbonyl, (24) C6-14 aryloxy-carbonyl, (25) carbamoyl, (26) thiocarbamoyl, (27) mono-C1-6 alkyl-carbamoyl, (28) di-C1-6 alkyl-carbamoyl, (29) C6-14 aryl-carbamoyl, (30) C1-6 alkylsulfonyl optionally having 1 to 3 halogen atoms, (31) C6-14 arylsulfonyl, (32) C1-6 alkylsulfinyl, (33) C6-14 arylsulfinyl, (34) formylamino, (35) C1-6 alkyl-carbonylamino, (36) C6-14 aryl-carbonylamino, (37) C1-6 alkoxy-carbonylamino, (38) C1-6 alkylsulfonylamino, (39) C6-14 arylsulfonylamino, (40) C1-6 alkyl-carbonyloxy, (41) C6-14 aryl-carbonyloxy, (42) C1-6 alkoxy-carbonyloxy, (43) mono-C1-6 alkyl-carbamoyloxy, (44) di-C1-6 alkyl-carbamoyloxy, (45) C6-14 aryl-carbamoyloxy, (46) a 5- to 7-membered saturated cyclic amino optionally containing, besides one nitrogen atom and carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (47) a 5- to 10-membered aromatic heterocyclic group containing, besides carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (48) C1-3 alkylenedioxy, (49) C3-7 cycloalkyl, (50) C1-6 alkyl group optionally having 1 to 3 halogen atoms or hydroxy groups, (51) a C2-6 alkenyl group optionally having 1 to 3 halogen atoms, (52) a C2-6 alkynyl group, (53) mono-C3-7 cycloalkyl-carbamoyl, and (54) a 5 to 10-membered heterocyclyl-carbonyl containing, besides carbon atom, one or two kinds of 1 to 4 heteroatoms selected from a nitrogen atom, a sulfur atom and an oxygen atom;
• and
• wherein each of thienyl group, furyl group, pyridyl group, pyrazolyl group, and pyrimidinyl group, for R11, may optionally be substituted by 1 to 3 substituents selected from (1) a halogen atom, (2) nitro, (3) cyano, (4) hydroxy, (5) C1-6 alkoxy optionally having 1 to 3 halogen atoms, (6) C6-14 aryloxy, (7) C7-16 aralkyloxy, (8) mercapto, (9) C1-6 alkylthio optionally having 1 to 3 halogen atoms, (10) C6-14 arylthio, (11) C7-16 aralkylthio, (12) amino, (13) mono-C1-6 alkylamino, (14) mono-C6-14 arylamino, (15) mono-C7-16 aralkylamino, (16) di-C1-6 alkylamino, (17) di-C6-14 arylamino, (18) di-C7-16 aralkylamino, (19) formyl, (20) C1-6 alkyl-carbonyl, (21) C6-14 aryl-carbonyl, (22) carboxyl, (23) C1-6 alkoxy-carbonyl, (24) C6-14 aryloxy-carbonyl, (25) carbamoyl, (26) thiocarbamoyl, (27) mono-C1-6 alkyl-carbamoyl, (28) di-C1-6 alkyl-carbamoyl, (29) C6-14 aryl-carbamoyl, (30) C1-6 alkylsulfonyl optionally having 1 to 3 halogen atoms, (31) C6-14 arylsulfonyl, (32) C1-6 alkylsulfinyl, (33) C6-14 arylsulfinyl, (34) formylamino, (35) C1-6 alkyl-carbonylamino, (36) C6-14 aryl-carbonylamino, (37) C1-6 alkoxy-carbonylamino, (38) C1-6 alkylsulfonylamino, (39) C6-14 arylsulfonylamino, (40) C1-6 alkyl-carbonyloxy, (41) C6-14 aryl-carbonyloxy, (42) C1-6 alkoxy-carbonyloxy, (43) mono-C1-6 alkyl-carbamoyloxy, (44) di-C1-6 alkyl-carbamoyloxy, (45) C6-14 aryl-carbamoyloxy, (46) a 5- to 7-membered saturated cyclic amino optionally containing, besides one nitrogen atom and carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (47) a 5- to 10-membered aromatic heterocyclic group containing, besides carbon atom, 1 or 2 kinds of 1 to 4 hetero atoms selected from a nitrogen atom, a sulfur atom and an oxygen atom, (48) C1-3 alkylenedioxy, (49) C3-7 cycloalkyl, (50) C1-6 alkyl group optionally having 1 to 3 halogen atoms or hydroxy groups, (51) a C2-6 alkenyl group optionally having 1 to 3 halogen atoms, (52) a C2-6 alkynyl group, (53) mono-C3-7 cycloalkyl-carbamoyl, and (54) a 5 to 10-membered heterocyclyl-carbonyl containing, besides carbon atom, one or two kinds of 1 to 4 heteroatoms selected from a nitrogen atom, a sulfur atom and an oxygen atom;
• or a salt thereof.