Melanin concentrating hormone antagonist

A compound of the formula:

• wherein Ar1 is a cyclic group which may have 1 to 5 substituents selected from the group consisting of
• (1) oxo,
• (2) halogen atoms,
• (3) C1-3 alkylenedioxy,
• (4) nitro,
• (5) cyano,
• (6) optionally halogenated C1-6alkyl,
• (7) hydroxy-C1-6alkyl,
• (8) carboxy-C1-6alkyl,
• (9) C1-6alkoxy-carbonyl-C1-6alkyl,
• (10) C6-14 aryloxy-C1-6alkyl,
• (11) C1-6 alkyl-C6-14 aryl-C2-6 alkenyl,
• (12) optionally halogenated C3-6cycloalkyl,
• (13) optionally halogenated C1-6 alkoxy,
• (14) optionally halogenated C1-6 alkylthio,
• (15) C7-19 aralkyl,
• (16) hydroxy,
• (17) C6-14 aryloxy,
• (18) C7-19 aralkyloxy,
• (19) C6-14 aryl-carbamoyl,
• (20) amino,
• (21) amino-C1-6alkyl,
• (22) mono-C1-6alkylamino,
• (23) di-C1-6 alkylamino,
• (24) mono-C1-6alkylamino-C1-6alkyl,
• (25) di-C1-6alkylamino-C1-6 alkyl,
• (26) 5 to 7 membered saturated cyclic amino,
• (27) 5 to 7 membered non-aromatic heterocyclic groups,
• (28) acyl,
• (29) acylamino,
• (30) acyloxy, and
• (31) aromatic hetero ring-C1-6alkoxy,
• wherein the above (15), (17), (18) and (19) may have 1 to 5 substituents selected from the group consisting of halogen atom, C1-3 alkylenedioxy, nitro, cyano, optionally halogenated C1-6alkyl, optionally halogenated C3-6 cycloalkyl, optionally halogenated C1-6alkoxy, optionally halogenated C1-6alkylthio, hydroxy, amino, mono-C1-6 alkylamino, di-C1-6 alkylamino, amino-C1-6 alkyl, mono-C1-6 alkylamino-C1-6 alkyl, di-C1-6 alkylamino-C1-6 alkyl, formyl, carboxy, carbamoyl, thiocarbamoyl, optionally halogenated C1-6 alkylcarbonyl, C1-6 alkoxy-carbonyl, mono-C1-6 alkyl-carbamoyl, di-C1-6 alkyl-carbamoyl, optionally halogenated C1-6 alkylsulfonyl, formylamino, optionally halogenated C1-6alkyl-carboxamide, C1-6 alkoxy-carboxamide, C1-6 alkylsulfonylamino, C1-6 alkyl-carbonyloxy, C1-6 alkoxy-carbonyloxy, mono-C1-6 alkyl-carbamoyloxy and di-C1-6 alkyl-carbamoyloxy,
• the above (26) and (27) may have 1 to 5 substituents selected from the group consisting of
• 1) oxo,
• 2) optionally halogenated C1-6 alkyl,
• 3) optionally halogenated C1-6 alkyl-carbonyl,
• 4) optionally halogenated C1-6 alkylsulfonyl,
• 5) C6-14 aryl,
• 6) C7-19 aralkyl,
• 7) C6-14 aryl-carbonyl,
• 8) 5 to 10 membered aromatic heterocyclic group which may have 1 to 5 substituents selected from the group consisting of
• 8a) halogen atom,
• 8b) C1-3 alkylenedioxy,
• 8c) nitro,
• 8d) cyano,
• 8e) optionally halogenated C1-6 alkyl,
• 8f) C6-14 aryloxy-C1-6 alkyl,
• 8g) C1-6 alkyl-C6-14 aryl-C2-6 alkenyl,
• 8h) optionally halogenated C3-6 cycloalkyl,
• 8i) optionally halogenated C1-6 alkoxy,
• 8j) optionally halogenated C1-6 alkylthio,
• 8k) C7-19 aralkyl,
• 8l) hydroxy,
• 8m) C6-14 aryloxy,
• 8n) C7-19 aralkyloxy,
• 8o) amino,
• 8p) amino-C1-6 alkyl,
• 8q) mono-C1-6 alkylamino,
• 8r) di-C1-6 alkylamino,
• 8s) mono-C1-6alkylamino-C1-6 alkyl,
• 8t) di-C1-6 alkylamino-C1-6 alkyl,
• 8u) 5 to 7 membered saturated cyclic amino,
• 8v) acyl,
• 8w) acylamino and
• 8x) acyloxy, and
• 9) 5 to 8 membered monocyclic non-aromatic heterocyclic group,
• wherein the above 5), 6), 7), 8k), 8m) and 8n) may have 1 to 5 substituents selected from the group consisting of halogen atom, C1-3 alkylenedioxy, nitro, cyano, optionally halogenated C-6 alkyl, optionally halogenated C3-6 cycloalkyl, optionally halogenated C1-6 alkoxy, optionally halogenated C1-6 alkylthio, hydroxy, amino, mono-C1-6 alkylamino, di-C1-6 alkylamino, amino-C1-6 alkyl, mono-C1-6 alkylamino-C1-6 alkyl, di-C1-6 alkylamino-C1-6 alkyl, formyl, carboxy, carbamoyl, thiocarbamoyl, optionally halogenated C1-6 alkyl carbonyl, C1-6 alkoxy-carbonyl, mono-C1-6alkyl-carbamoyl, di-C1-6 alkyl-carbamoyl, optionally halogenated C1-6 alkylsulfonyl, formylamino, optionally halogenated C1-6 alkyl-carboxamide C1-6alkoxy-carboxamide, C1-6 alkylsulfonylamino, C1-6alkyl-carbonyloxy, C1-6 alkoxy-carbonyloxy, mono-C1-6 alkyl-carbamoyloxy and di-C1-6alkyl-carbamoyloxy,
• provided that when the cyclic group is a non-aromatic cyclic hydrocarbon group or a non-aromatic heterocyclic group, the cyclic group may have 1 to 3 substituents selected from the group consisting of
• the “C6-14 aryl which may have substituents” as defined in the above 5), and the “5 to 10 membered aromatic heterocyclic groups which may have substituents” as defined in the above 8);
• n is an integer of 2 to 4;
• X′ is —CONR8c− where R8c is hydrogen atom or C1-6 alkyl;
• Y is a C1-3 alkylene;
• R1 and R2 are independently hydrogen atom or a C1-6 alkyl group;
• R1 and R2, together with the adjacent nitrogen atom, may form a 3 to 8 membered nitrogen-containing hetero ring which contains at least one nitrogen atom in addition to carbon atoms, and which may further contain 1 to 3 hetero atoms selected from nitrogen, sulfur and oxygen atom, wherein the nitrogen-containing hetero ring may have 1 to 5 substituents as defined for the above (26) “5 to 7 membered saturated cyclic amino” in the definition of Ar1;
• a ring of the formula:
• may have further 1 to 3 substituents selected from the group consisting of formyl, optionally halogenated C1-6alkyl-carbonyl, optionally halogenated C1-6 alkylsulfonyl, optionally halogenated C1-6alkyl, cyano and hydroxy;
• provided that N-[2-(N,N-dimethylamino)methyl-6-tetralinyl]-4-biphenylylcarboxamide is excluded;
• or a salt thereof.

A compound of the formula:

• wherein Ar1 is a cyclic group which may have 1 to 5 substituents selected from the group consisting of
• (1) oxo,
• (2) halogen atoms,
• (3) C1-3 alkylenedioxy,
• (4) nitro,
• (5) cyano,
• (6) optionally halogenated C1-6alkyl,
• (7) hydroxy-C1-6 alkyl,
• (8) carboxy-C1-6 alkyl,
• (9) C1-6alkoxy-carbonyl-C1-6 alkyl,
• (10) C6-14 aryloxy-C1-6 alkyl,
• (11) C1-6alkyl-C6-14 aryl-C2-6 alkenyl,
• (12) optionally halogenated C3-6 cycloalkyl.
• (13) optionally halogenated C1-6 alkoxy,
• (14) optionally halogenated C1-6 alkylthio,
• (15) C7-19 aralkyl,
• (16) hydroxy,
• (17) C6-14 aryloxy,
• (18) C7-19 aralkyloxy,
• (19) C6-14 aryl-carbamoyl,
• (20) amino,
• (21) amino-C1-6 alkyl,
• (22) mono-C1-6 alkylamino,
• (23) di-C1-6 alkylamino,
• (24) mono-C1-6 alkylamino-C1-6 alkyl,
• (25) di-C1-6 alkylamino-C1-6 alkyl,
• (26) 5 to 7 membered saturated cyclic amino,
• (27) 5 to 7 membered non-aromatic heterocyclic groups,
• (28) acyl,
• (29) acylamino,
• (30) acyloxy, and
• (31) aromatic hetero ring-C1-6 alkoxy,
• wherein the above (15), (17), (18) and (19) may have 1 to 5 substituents selected from the group consisting of halogen atom, C1-3 alkylenedioxy, nitro, cyano, optionally halogenated C1-6 alkyl, optionally halogenated C3-6 cycloalkyl, optionally halogenated C1-6 alkoxy, optionally halogenated C1-6 alkylthio, hydroxy, amino, mono-C 6 alkylamino, di-C1-6 alkylamino, amino-C1-6 alkyl, mono-C1-6 alkylamino-C1-6 alkyl, di-C1-6 alkylamino-C1-6alkyl, formyl, carboxy, carbamoyl, thiocarbamoyl, optionally halogenated C1-6alkylcarbonyl, C1-6 alkoxy-carbonyl, mono-C1-6 alkyl-carbamoyl, di-C1-6 alkyl-carbamoyl, optionally halogenated C1-6 alkylsulfonyl, formylamino, optionally halogenated C1-6 alkyl-carboxamide, C1-6 alkoxy-carboxamide, C1-6 alkylsulfonylamino, C1-6 alkyl-carbonyloxy, C1-6 alkoxy-carbonyloxy, mono-C1-6 alkyl-carbamoyloxy and di-C1-6 alkyl-carbamoyloxy,
• the above (26) and (27) may have 1 to 5 substituents selected from the group consisting of
• 1) oxo,
• 2) optionally halogenated C1-6 alkyl,
• 3) optionally halogenated C1-6 alkyl-carbonyl,
• 4) optionally halogenated C1-6 alkylsulfonyl,
• 5) C6-14 alkyl,
• 6) C7-19 aralkyl,
• 7) C6-14 aryl-carbonyl,
• 8) 5 to 10 membered aromatic heterocyclic group which may have 1 to 5 substituents selected from the group consisting of
• 8a) halogen atom,
• 8b) C1-3 alkylenedioxy,
• 8c) nitro,
• 8d) cyano,
• 8e) optionally halogenated C1-4 alkyl,
• 8f) C6-14 aryloxy-C16 alkyl,
• 8g) C1-6 alkyl-C6-14 aryl-C2-6 alkenyl,
• 8h) optionally halogenated C3-6 cycloalkyl,
• 8i) optionally halogenated C1-6 alkoxy,
• 8j) optionally halogenated C1-6 alkylthio
• 8k) C7-19 aralkyl,
• 8l) hydroxy,
• 8m) C6-14 aryloxy,
• 8n) C7-19 aralkyloxy,
• 8o) amino,
• 8p) amino-C1-6 alkyl,
• 8q) mono-C1-6 alkylamino,
• 8r) di-C1-6 alkylamino,
• 8s) mono-C1-6 alkylamino-C1-6 alkyl,
• 8t) di-C1-6 alkylamino-C1-6 alkyl,
• 8u) 5 to 7 membered saturated cyclic amino,
• 8v) acyl,
• 8w) acylamino and
• 8x) acyloxy, and
• 9) 5 to 8 membered monocyclic non-aromatic heterocyclic group,
• wherein the above 5), 6), 7), 8k), 8m) and 8n) may have 1 to 5 substituents selected from the group consisting of halogen atom, C1-3 alkylenedioxy, nitro, cyano, optionally halogenated C1-6 alkyl, optionally halogenated C3-6 cycloalkyl, optionally halogenated C1-6 alkoxy, optionally halogenated C1-6 alkylthio, hydroxy, amino, mono-C1-6 alkylamino, di-C 6 alkylamino, amino-C1-6 alkyl, mono-C1-6 alkylamino-C1-6 alkyl, di-C1-6 alkylamino-C1-6 alkyl, formyl, carboxy, carbamoyl, thiocarbamoyl, optionally halogenated C1-6 alkylcarbonyl, C1-6 alkoxy-carbonyl, mono-C1-6 alkyl-carbamoyl, di-C1-6 alkyl-carbamoyl, optionally halogenated C1-6 alkylsulfonyl, formylamino, optionally halogenated C1-6 alkyl-carboxamide, C1-6 alkoxy-carboxamide, C1-6 alkylsulfonylamino, C1-6 alkyl-carbonyloxy, C1-6 alkoxy-carbonyloxy, mono-C1-6 alkyl-carbamoyloxy and di-C1-6alkyl-carbamoyloxy,
• provided that when the cyclic group is a non-aromatic cyclic hydrocarbon group or a non-aromatic heterocyclic group, the cyclic group may have 1 to 3 substituents selected from the group consisting of
• the “C6-14 aryl which may have substituents” as defined in the above 5), and the “5 to 10 membered aromatic heterocyclic groups which may have substituents” as defined in the above 8);
• X′ is —CONR8c— where R8c is hydrogen atom or C1-6 alkyl;
• Y is a C1-3 alkylene;
• R1 and R2 are independently hydrogen atom or a C1-6 alkyl group;
• R1 and R2, together with the adjacent nitrogen atom, may form a 3 to 8 membered nitrogen-containing hetero ring which contain at least one nitrogen atom in addition to carbon atoms, and which may further contain 1 to 3 hetero atoms selected from nitrogen, sulfur and oxygen atom, wherein the nitrogen-containing hetero ring may have 1 to 5 substituents as defined for the above (26) “5 to 7 membered saturated cyclic amino” in the definition of Ar1;
• a ring of the formula:
• may have further 1 to 3 substituents selected from the group consisting of formyl, optionally halogenated C1-6alkyl-carbonyl, optionally halogenated C1-6alkylsulfonyl, optionally halogenated C1-6 alkyl, cyano and hydroxy;
• or a salt thereof.