Cyclic amine derivatives and their use as drugs

A compound of the formula (I) below:

• a pharmaceutically acceptable acid addition salt thereof or a pharmaceutically acceptable C1-C6 alkyl addition salt thereof,
• wherein R1 is a phenyl group, a C3-C8 cycloalkyl group, or an aromatic heterocyclic group having 1-3 heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, or a combination thereof, in which the phenyl or aromatic heterocyclic group may be condensed with a benzene ring or an aromatic heterocyclic group having 1-3 heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, or a combination thereof, to form a condensed ring, and the phenyl group, C3-C8 cycloalkyl group, aromatic heterocyclic group, or condensed ring may be substituted with one or more of a halogen atom, a hydroxy group, a cyano group, a nitro group, a carboxy group, a carbamoyl group, a C1-C6 alkyl group, a C3-C8 cycloalkyl group, a C2-C6 alkenyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a C3-C5 alkylene group, a C2-C4 alkylenoxy group, a C1-C3 alkylenedioxy group, a phenyl group, a phenoxy group, a phenylthio group, a benzyl group, a benzyloxy group, a benzoylamino group, a C2-C7 alkanoyl group, a C2-C7 alkoxycarbonyl group, a C2-C7 alkanoyloxy group, a C2-C7 alkanoylamino group, a C2-C7 N-alkylcarbamoyl group, a C4-C9 N-cycloalkylcarbamoyl group, a C1-C6 alkylsulfonyl group, a C3-C8 (alkoxycarbonyl)methyl group, a N-phenylcarbamoyl group, a piperidinocarbonyl group, a morpholinocarbonyl group, a 1-pyrrolidinylcarbonyl group, a divalent group represented by the formula:
• —NH(C═O)O—, a divalent group represented by the formula:
• —NH(C═S)O—, an amino group, a mono(C1-C6 alkyl)amino group, or a di(C1-C6 alkyl)amino group, wherein the substituent for the phenyl group, C3-C8 cycloalkyl group, aromatic heterocyclic group, or condensed ring is optionally substituted with one or more of a halogen atom, a hydroxy group, an amino group, a trifluoromethyl group, a C1-C6 alkyl group, or a C1-C6 alkoxy group;
• R2 is a hydrogen atom, a C1-C6 alkyl group, a C2-C7 alkoxycarbonyl group, a hydroxy group, or a phenyl group, in which the C1-C6 alkyl or phenyl group may be substituted with one or more of a halogen atom, a hydroxy group, a C1-C6 alkyl group, or a C1-C6 alkoxy group, and when j=0, R2 is not a hydroxy group;
• j represents an integer of 0-2;
• k represents an integer of 1 or 2;
• m represents an integer of 3 or 4, with the proviso that the total sum of k and m is 5 or 6;
• n represents 0 or 1;
• R3 is a hydrogen atom or a C1-C6 alkyl group optionally substituted with one or two phenyl groups each of which may be substituted with one or more of a halogen atom, a hydroxy group, a C1-C6 alkyl group, or a C1-C6 alkoxy group;
• R4 and R5 are the same or different from each other and are a hydrogen atom, a hydroxy group, a phenyl group, or a C1-C6 alkyl group, in which the C1-C6 alkyl group is optionally substituted with one or more of a halogen atom, a hydroxy group, a cyano group, a nitro group, a carboxy group, a carbamoyl group, a mercapto group, a guanidino group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a phenyl group optionally substituted with one or more of a halogen atom, a hydroxy group, a C1-C6 alkyl group, a C1-C6 alkoxy group, or a benzyloxy group, a phenoxy group, a benzyloxy group, a benzyloxycarbonyl group, a C2-C7 alkanoyl group, a C2-C7, alkoxycarbonyl group, a C2-C7 alkanoyloxy group, a C2-C7 alkanoylamino group, a C2-C7 N-alkylcarbamoyl group, a C1-C6 alkylsulfonyl group, an amino group, a mono(C1-C6 alkyi)amino group, a di(C1-C6 alkyl)amino group, or an aromatic heterocyclic group having 1-3 of heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, or a combination thereof and optionally condensed with benzene ring, with the proviso that when one of R4 and R5 is a hydrogen atom, the other is not an isobutyl group, or R4 and R5 taken together form a 3 to 6 membered cyclic hydrocarbon;
• p represents 0 or 1;
• q represents 0 or 1;
• G is a group represented by —CO—, —SO2—, —CO—O—, —NR7—CO—, —CO—NR7—, —NH—CO—NH—, —NH—CS—NH—, —NR7 —SO2—, —SO2—NR7 —, —NH—CO—O—, or —O—CO—NH—, wherein R7 is a hydrogen atom or a C1-C6 alkyl group, or R7 taken together with R5 represents C2-C5 alkylene group;
• R6 is a phenyl group, a C3-C8 cycloalkyl group, a C3-C8 cycloalkenyl group, a benzyl group, or an aromatic heterocyclic group having 1-3 heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, or a combination thereof, in which the phenyl, benzyl, or aromatic heterocyclic group may be condensed with a benzene ring or an aromatic heterocyclic group having 1-3 heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, or a combination thereof, to form a condensed ring, and the phenyl group, C3-C8 cycloalkyl group, C3-C8 cycloalkenyl group, benzyl group, aromatic heterocyclic group, or condensed ring may be substituted with one or more of a halogen atom, a hydroxy group, a mercapto group, a cyano group, a nitro group, a thiocyanato group, a carboxy group, a carbamoyl group, a trifluoromethyl group, a C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C2-C6 alkenyl group, a C1-C6 alkoxy group, a C3-C8 cycloalkyloxy group, a C1-C6 alkylthio group, a C1-C3 alkylenedioxy group, a phenyl group, a phenoxy group, a phenylamino group, a benzyl group, a benzoyl group, a phenylsulfinyl group, a phenylsufonyl group, a 3-phenylureido group, a C2-C7 alkanoyl group, a C2-C7 alkoxycarbonyl group, a C2-C7, alkanoyloxy group, a C2-C7 alkanoylamino group, a C2-C7 N-alkylcarbamoyl group, a C1-C6 alkylsulfonyl group, a phenylcarbamoyl group, a N, N-di(C1-C6 alkyl) sulfamoyl group, an amino group, a mono (C1-C6 alkyl) amino group, a di (C1-C6 alkyl) amino group, a benzylamino group, a C2-C7 (alkoxycarbonyl) amino group, a C1-C6 (alkylsulfonyl) amino group, or a bis (C1-C6 alkylsulfonyl) amino group, wherein the substituent for the phenyl group, C3-C8 cycloalkyl group, C3-C8 cycloalkenyl group, benzyl group, aromatic heterocyclic group, or condensed ring is optionally substituted with one or more of a halogen atom, a cyano group, a hydroxy group, an amino group, a trifluoromethyl group, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a mono (C1-C6 alkyl) amino group, or a di (C1-C6 alkyl) amino group.