US 2011/0086860 A1 · COMPOUND

Abstract

A compound represented by Formula (I) is provided: wherein Ar1 represents an imidazolyl group which may be substituted with 1 to 3 substituents; Ar2 represents a phenyl group which may be substituted with 1 to 3 substituents; X1 represents (1) —C≡C— or (2) a double bond etc., which may be substituted; R1 and R2 represent, for example, a C1-6 alkyl group which may be substituted, or a pharmacologically acceptable salt thereof and to the use thereof as pharmaceutical agents.

A compound represented by Formula (I) or a pharmacologically acceptable salt thereof:

wherein Ar1 represents an imidazolyl group which may be substituted with 1 to 3 substituents selected from Substituent Group A1 shown below;
Ar2 represents a phenyl group which may be substituted with 1 to 3 substituents selected from Substituent Group A2 shown below;
X1 represents (1) —C≡C— or (2) —CR3═CR4—, wherein each of R3 and R4 is a substituent selected from Substituent Group A3 shown below;
R1 represents a phenylalkyl or naphthylalkyl;
and
R2 represents a hydrogen or an alkyl group;
Substituent Group A1:
(1) a hydrogen atom, (2) a halogen atom, and (3) a C1-6 alkyl group (wherein the C1-6 alkyl group may be substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a hydroxyl group, a cyano group, a C1-6 alkoxy group, a C3-8 cycloalkyl group and a C1-6 alkylcarbonyl group);
Substituent Group A2:
(1) a hydrogen atom, (2) a halogen atom, (3) a hydroxyl group, (4) a cyano group, (5) a C1-6 alkoxy group (wherein the C1-6 alkoxy group may be substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a cyano group, a C1-6 alkoxy group, a C2-6 alkenyl group, a C2-6 alkynyl group and a C3-8 cycloalkyl group), (6) an alkyl group, (7) trifluoromethane, (8) a phenyl, (9) nitro, and (10) an amino;
Substituent Group A3:
(1) a hydrogen atom, (2) a halogen atom, (3) a cyano group, and (4) a C1-6 alkyl group (wherein the C1-6 alkyl group may be substituted with 1 to 3 substituents selected from the group consisting of a formyl group, a halogen atom, a hydroxyl group, a hydroxyl group having a protecting group, a cyano group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C3-8 cycloalkyl group, a C1-6 alkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C1-6 alkylcarbonyl group, an amino group (wherein the amino group may be substituted with a C1-6 alkyl group optionally having 1 to 5 halogen atoms), a 6- to 14-membered aromatic hydrocarbon ring group which may be substituted with 1 to 3 substituents selected from Substituent Group A4, a 5- to 14-membered aromatic heterocyclic group which may be substituted with 1 to 3 substituents selected from Substituent Group A4, a 3- to 14-membered non-aromatic hydrocarbon ring group which may be substituted with 1 to 3 substituents selected from Substituent Group A4, a 5- to 14-membered non-aromatic heterocyclic group which may be substituted with 1 to 3 substituents selected from Substituent Group A4 and —X-A (wherein X represents an imino group, —O— or —S— and A represents a 6- to 14-membered aromatic hydrocarbon ring group or 5- to 14-membered aromatic heterocyclic group which may be substituted with 1 to 3 substituents selected from Substituent Group A4));
Substituent Group A4:
(1) a hydrogen atom,
(2) a halogen atom,
(3) a hydroxyl group,
(4) a cyano group,
(5) a nitro group,
(6) a C3-8 cycloalkyl group,
(7) a C2-6 alkenyl group,
(8) a C2-6 alkynyl group,
(9) a C3-8 cycloalkoxy group,
(10) a C3-8 cycloalkylthio group,
(11) a formyl group,
(12) a C1-6 alkylcarbonyl group,
(13) a C1-6 alkylthio group,
(14) a C1-6 alkylsulfinyl group,
(15) a C1-6 alkylsulfonyl group,
(16) a hydroxyimino group,
(17) a C1-6 alkoxyimino group,
(18) a C1-6 alkyl group (wherein the C1-6 alkyl group may have 1 to 3 substituents selected from the following substituent group:
(a) a halogen atom,
(b) a hydroxyl group,
(c) a cyano group,
(d) a C3-8 cycloalkyl group,
(e) a C1-6 alkylthio group,
(f) a C1-6 alkylsulfinyl group,
(g) a C1-6 alkylsulfonyl group,
(h) a C1-6 alkylcarbonyl group,
(i) a hydroxyimino group,
(j) a C1-6 alkoxyimino group,
(k) a C1-6 alkoxy group (wherein the C1-6 alkoxy group may be substituted with a hydroxyl group),
(l) a carbamoyl group (wherein the carbamoyl group may be substituted with 1 to 2 substituents selected from the group consisting of a C1-6 alkyl group, a C2-6 alkenyl group and a C2-6 alkynyl group),
(m) a 6- to 14-membered aromatic hydrocarbon ring group (wherein the 6- to 14-membered aromatic hydrocarbon ring group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(n) a 3- to 14-membered non-aromatic hydrocarbon ring group (wherein the 3- to 14-membered non-aromatic hydrocarbon ring group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(o) a 5- to 14-membered aromatic heterocyclic group (wherein the 5- to 14-membered aromatic heterocyclic group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(p) a 5- to 14-membered non-aromatic heterocyclic group (wherein the 5- to 14-membered non-aromatic heterocyclic group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below) and
(q) —X-A (wherein X represents an imino group, —O— or —S— and A represents a 6- to 14-membered aromatic hydrocarbon ring group or 5- to 14-membered aromatic heterocyclic group which may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below)),
(19) a C1-6 alkoxy group,
(20) an amino group (wherein the amino group may be substituted with 1 to 2 substituents selected from the group consisting of a C1-6 alkyl group which may be substituted with a 6- to 14-membered aromatic hydrocarbon ring group, a C2-6 alkenyl group and a C2-6 alkynyl group),
(21) a carbamoyl group (wherein the carbamoyl group may be substituted with 1 to 2 substituents selected from the group consisting of a C1-6 alkyl group, a C2-6 alkenyl group and a C2-6 alkynyl group),
(22) a 6- to 14-membered aromatic hydrocarbon ring group (wherein the 6- to 14-membered aromatic hydrocarbon ring group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(23) a 5- to 14-membered aromatic heterocyclic group (wherein the 5- to 14-membered aromatic heterocyclic group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(24) a 3- to 14-membered non-aromatic hydrocarbon ring group (wherein the 3- to 14-membered non-aromatic hydrocarbon ring group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(25) a 5- to 14-membered non-aromatic heterocyclic group (wherein the 5- to 14-membered non-aromatic heterocyclic group may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(26) a C2-6 alkenyloxy group,
(27) a C2-6 alkynyloxy group,
(28) a C3-8 cycloalkylsulfinyl group,
(29) a C3-8 cycloalkylsulfonyl group,
(30) —X-A (wherein X represents an imino group, —O— or —S— and A represents a 6- to 14-membered aromatic hydrocarbon ring group or 5- to 14-membered aromatic heterocyclic group which may be substituted with 1 to 3 substituents selected from Substituent Group A4-1 shown below),
(31) —CO-A (wherein A is the same as defined above) and
(32) ═CH-A (wherein A is the same as defined above);
Substituent Group A4-1:
(1) a halogen atom,
(2) a hydroxyl group,
(3) a cyano group,
(4) a nitro group,
(5) a C1-6 alkylcarbonyl group,
(6) a C1-6 alkylthio group,
(7) a C1-6 alkylsulfinyl group,
(8) a C1-6 alkylsulfonyl group,
(9) a C1-6 alkoxy group (wherein the C1-6 alkoxy group may be substituted with 1 to 3 substituents selected from the group consisting of a hydroxyl group and a halogen atom),
(10) a C2-6 alkenyloxy group,
(11) a C2-6 alkynyloxy group,
(12) a C1-6 alkyl group (wherein the C1-6 alkyl group may have 1 to 3 substituents selected from the following substituent group:
(i) a halogen atom,
(ii) a hydroxyl group,
(iii) a C1-6 alkoxy group (wherein the C1-6 alkoxy group may be substituted with a C3-8 cycloalkyl group),
(iv) a C2-6 alkenyloxy group,
(v) a C2-6 alkynyloxy group,
(vi) a C1-6 alkylthio group,
(vii) a C1-6 alkylsulfinyl group,
(viii) a C1-6 alkylsulfonyl group,
(ix) a 6- to 14-membered aromatic hydrocarbon ring group (wherein the 6- to 14-membered aromatic hydrocarbon ring group may have 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(x) a 3- to 14-membered non-aromatic hydrocarbon ring group (wherein the 3- to 14-membered non-aromatic hydrocarbon ring group may have 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(xi) a 5- to 14-membered aromatic heterocyclic group (wherein the 5- to 14-membered aromatic heterocyclic group may have 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group) and
(xii) a 5- to 14-membered non-aromatic heterocyclic group (wherein the 5- to 14-membered non-aromatic heterocyclic group may have 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(13) an amino group (wherein the amino group may be substituted with 1 to 2 substituents selected from the group consisting of a C1-6 alkyl group, a C2-6 alkenyl group and a C2-6 alkynyl group),
(14) a 6- to 14-membered aromatic hydrocarbon ring group (wherein the 6- to 14-membered aromatic hydrocarbon ring group may be substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(15) a 3- to 14-membered non-aromatic hydrocarbon ring group (wherein the 3- to 14-membered non-aromatic hydrocarbon ring group may be substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(16) a 5- to 14-membered aromatic heterocyclic group (wherein the 5- to 14-membered aromatic heterocyclic group may be substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a hydroxyl group, a C1-6 alkyl group which may be substituted with 1 to 3 hydroxyl groups, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group which may be substituted with 1 to 3 halogen atoms, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(17) a 5- to 14-membered non-aromatic heterocyclic group (wherein the 5- to 14-membered non-aromatic heterocyclic group may be substituted with 1 to 3 substituents selected from the group consisting of a halogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group and a C1-6 alkylsulfonyl group),
(18) —X-A (wherein X represents an imino group, —O— or —S— and A represents a 6- to 14-membered aromatic hydrocarbon ring group or 5- to 14-membered aromatic heterocyclic group which may be substituted with 1 to 3 halogen atoms) and
(19) —CO-A (wherein A represents a 6- to 14-membered aromatic hydrocarbon ring group or 5- to 14-membered aromatic heterocyclic group which may be substituted with 1 to 3 halogen atoms).

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Abstract

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