Patent ID: 6172085
Filing Date: 2001-01-09
Classification: C07D

Abstract:
A compound of the formula: ##STR139##wherein R.sup.1 and R.sup.2 each isi) a hydrogen atom,ii) a C.sub.1-6 alkyl which may be substituted by 1 to 5 substituents selected from the group consisting of halogen, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, C.sub.2-6 alkenyl, C.sub.6-10 aryl, C.sub.7-11 aralkyl, C.sub.1-6 alkoxy, C.sub.6-10 aryloxy, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.1-6 alkyl-carbonyloxy, C.sub.6-10 aryl-carbonyloxy, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, amidino, imino, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, 3- to 6-membered cyclic amino, C.sub.1-3 alkylendioxy, hydroxy, nitro, cyano, mercapto, sulfo, sulfino, phosphono, sulfamoyl, mono-C.sub.1-6 alkylsulfamoyl, di-C.sub.1-6 alkylsulfamoyl, C.sub.1-6 alkylthio, C.sub.6-10 arylthio, C.sub.1-6 alkylsulfinyl, C.sub.6-10 arylsulfinyl, C.sub.1-6 alkylsulfonyl and C.sub.6-10 arylsulfonyl, oriii) an acyl selected from the group consisting of formyl, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.6-10 aryl-C.sub.1-6 alkyl-carbonyl, C.sub.1-6 alkoxy-carbonyl, C.sub.6-10 aryl-C.sub.1-6 alkoxy-carbonyl, C.sub.1-6 alkylsulfonyl, C.sub.6-10 arylsulfonyl which may be substituted by 1 to 3 C.sub.1-6 alkyl and C.sub.6-10 aryl-C.sub.1-6 alkylsulfonyl;R.sup.3, R.sup.4 and R.sup.5 each isi) a C.sub.1-6 alkyl which may be substituted by 1 to 5 substituents selected from the group consisting of halogen, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, C.sub.2-6 alkenyl, C.sub.6-10 aryl, C.sub.7-11 aralkyl, C.sub.1-6 alkoxy, C.sub.6-10 aryloxy, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.1-6 alkyl-carbonyloxy, C.sub.6-10 aryl-carbonyloxy, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, amidino, imino, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, 3- to 6-membered cyclic amino, C.sub.1-3 alkylendioxy, hydroxy, nitro, cyano, mercapto, sulfo, sulfino, phosphono, sulfamoyl, mono-C.sub.1-6 alkylsulfamoyl, di-C.sub.1-6 alkylsulfamoyl, C.sub.1-6 alkylthio, C.sub.6-10 arylthio, C.sub.1-6 alkylsulfinyl, C.sub.6-10 arylsulfinyl, C.sub.1-6 alkylsulfonyl and C.sub.6-10 arylsulfonyl, orii) a C.sub.1-6 alkoxy which may be substituted by 1 to 5 substituents selected from the group consisting of halogen, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, C.sub.2-6 alkenyl, C.sub.6-10 aryl, C.sub.7-11 aralkyl, C.sub.1-6 alkoxy, C.sub.6-10 aryloxy, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.1-6 alkyl-carbonyloxy, C.sub.6-10 aryl-carbonyloxy, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, amidino, imino, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, 3- to 6-membered cyclic amino, C.sub.1-3 alkylendioxy, hydroxy, nitro, cyano, mercapto, sulfo, sulfino, phosphono, sulfamoyl, mono-C.sub.1-6 alkylsulfamoyl, di-C.sub.1-6 alkylsulfamoyl, C.sub.1-6 alkylthio, C.sub.6-10 arylthio, C.sub.1-6 alkylsulfinyl, C.sub.6-10 arylsulfinyl, C.sub.1-6 alkylsulfonyl and C.sub.6-10 arylsulfonyl, 'or R.sup.4 and R.sup.5 form, taken together with the respective adjacent carbon atoms, a 5- or 6-membered carbocyclic group selected from the group consisting of a 6-membered aromatic hydrocarbon ring and a 5- or 6-membered cycloalkene;R.sup.6 is a C.sub.1-6 alkyl;Ar is i) a C.sub.6-14 aryl or ii) a 5-to 10-membered aromatic heterocyclic group containing 1 to 4 hetero atoms selected from nitrogen, sulfur and oxygen in addition to carbon, each of which may be substituted by 1 to 5 substituents selected from the group consisting of group consisting of halogen, C.sub.1-3 alkylenedioxy, nitro, cyano, C.sub.1-6 alkyl which may be halogenated, C.sub.3-6 cycloalkyl, C.sub.1-6 alkoxy which may be halogenated, C.sub.1-6 alkylthio which may be halogenated, hydroxy, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, C.sub.1-6 alkyl-carbonyl, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, mono-C.sub.1-6 alkyl-carbamoyl, di-C.sub.1-6 alkyl-carbamoyl, C.sub.6-10 aryl-carbamoyl, sulfo, C.sub.1-6 alkyl-sulfonyl, C.sub.6-10 aryl and C.sub.6-10 aryloxy;ring A is a 5- to 8-membered nitrogen-containing heterocyclic ring optionally containing 1 to 4 hetero atoms selected from nitrogen, sulfur and oxygen in addition to nitrogen and carbon, which may be substituted by 1 to 3 substituents selected from the group consisting of halogen, C.sub.1-3 alkylenedioxy, nitro, cyano, C.sub.1-6 alkyl which may be halogenated, C.sub.3-6 cycloalkyl, C.sub.1-6 alkoxy which may be halogenated, C.sub.1-6 alkylthio which may be halogenated, hydroxy, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, C.sub.1-6 alkyl-carbonyl, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, mono-C.sub.1-6 alkyl-carbamoyl, di-C.sub.1-6 alkyl-carbamoyl, C.sub.6-10 aryl-carbamoyl, sulfo, C.sub.1-6 alkyl-sulfonyl, C.sub.6-10 aryl and C.sub.6-10 aryloxy;X represents a C.sub.1-6 alkylene which may be substituted by 1 to 3 substituents selected from the group consisting of halogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.6-14 aryl, nitro, cyano, hydroxy, C.sub.1-6 alkoxy, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryloxy and oxo;Y is i) a nitrogen atom or ii) a group of the formula:>C(R.sup.8)--wherein R.sup.8 is a hydrogen atom, halogen, nitro, cyano, C.sub.1-6 alkyl which may be halogenated, C.sub.3-6 cycloalkyl, C.sub.1-6 alkoxy which may be halogenated, C.sub.1-6 alkylthio which may be halogenated, hydroxy, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, C.sub.1-6 alkyl-carbonyl, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, mono-C.sub.1-6 alkyl-carbamoyl, di-C.sub.1-6 alkyl-carbamoyl, C.sub.6-10 aryl-carbamoyl, sulfo, C.sub.1-6 alkylsulfonyl, C.sub.6-10 aryl and C.sub.6-10 aryloxy;Za represents a group of the formula: ##STR140##wherein R.sup.7 is a hydrogen atom or i) a C.sub.6-10 aryl or ii) a 5- to 10-membered aromatic heterocyclic group containing 1 to 4 hetero atoms selected from nitrogen, sulfur and oxygen in addition to carbon, each of which may be substituted by 1 to 5 substituents selected from the group consisting of halogen, C.sub.1-3 alkylenedioxy, nitro, cyano, C.sub.1-6 alkyl which may be halogenated, C.sub.3-6 cycloalkyl, C.sub.1-6 alkoxy which may be halogenated, C.sub.1-6 alkylthio which may be halogenated, hydroxy, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, C.sub.1-6 alkyl-carbonyl, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, mono-C.sub.1-6 alkyl-carbamoyl, di-C.sub.1-6 alkyl-carbamoyl, C.sub.6-10 aryl-carbamoyl, sulfo, C.sub.1-6 alkyl-sulfonyl, C.sub.6-10 aryl and C.sub.6-10 aryloxy;R.sup.10 isi) a hydrogen atom,ii) a C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-4 alkynyl, C.sub.3-6 cycloalkyl, C.sub.6-14 aryl or C.sub.7-16 aralkyl group which may be substituted by 1 to 5 substituents selected from the group consisting of halogen, C.sub.3-6 cycloalkyl, C.sub.2-6 alkynyl, C.sub.2-6 alkenyl, C.sub.6-10 aryl, C.sub.7-11 aralkyl, C.sub.1-6 alkoxy, C.sub.6-10 aryloxy, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.1-6 alkyl-carbonyloxy, C.sub.6-10 aryl-carbonyloxy, carboxy, C.sub.1-6 alkoxy-carbonyl, carbamoyl, amidino, imino, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, 3- to 6-membered cyclic amino, C.sub.1-3 alkylendioxy, hydroxy, nitro, cyano, mercapto, sulfo, sulfino, phosphono, sulfamoyl, mono-C.sub.1-6 alkylsulfamoyl, di-C.sub.1-6 alkylsulfamoyl, C.sub.1-6 alkylthio, C.sub.6-10 arylthio, C.sub.1-6 alkylsulfinyl, C.sub.6-10 arylsulfinyl, C.sub.1-6 alkylsulfonyl and C.sub.6-10 arylsulfonyl, oriii) an acyl selected from the group consisting of formyl, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.6-10 aryl-C.sub.1-6 alkyl-carbonyl, C.sub.1-6 alkoxy-carbonyl, C.sub.6-10 aryl-c.sub.1-6 alkoxy-carbonyl, C.sub.1-6 alkylsulfonyl, C.sub.6-10 arylsulfonyl which may be substituted by 1 to 3 C.sub.1-6 alkyl and C.sub.6-10 aryl-C.sub.1-6 alkylsulfonyl; andZb is a bond or a divalent aliphatic hydrocarbon group selected from the group consisting of (i) a C.sub.1-8 alkylene, (ii) a C.sub.2-8 alkenylene, (iii) a C.sub.2-8 or (iv) a group of the formula: --(CH.sub.2).sub.p --M--(CH.sub.2).sub.q -- wherein p and q each is an integer of 0 to 8 and p+q is an integer of 1 to 8; M is O, NR.sup.9, S, SO or SO.sub.2, wherein R.sup.9 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.6-14 aryl, C.sub.7-11 aralkyl or an acyl selected from the group consisting of formyl, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.6-10 aryl-C.sub.1-6 alkyl-carbonyl, C.sub.1-6 alkoxy-carbonyl, C.sub.6-10 aryl-C.sub.1-6 alkoxy-carbonyl, C.sub.1-6 alkylsulfonyl, C.sub.6-10 arylsulfonyl which may be substituted by 1 to 3 C.sub.1-6 alkyl and C.sub.6-10 aryl-C.sub.1-6 alkylsulfonyl, each of which divalent group may be substituted by 1 to 5 substituents selected from the group consisting of halogen, nitro, cyano, C.sub.1-6 alkyl which may be halogenated, C.sub.3-6 cycloalkyl, C.sub.1-6 alkoxy which may be halogenated, C.sub.1-6 alkylthio which may be halogenated, hydroxy, amino, mono-C.sub.1-6 alkylamino, di-C.sub.1-6 alkylamino, C.sub.6-14 aryl, C.sub.7-11 aralkyl, C.sub.6-10 aryloxy, oxo formyl, C.sub.1-6 alkyl-carbonyl, C.sub.6-10 aryl-carbonyl, C.sub.6-10 aryl-C.sub.1-6 alkyl-carbonyl, C.sub.1-6 alkoxy-carbonyl, C.sub.6-10 aryl C.sub.1-6 alkoxy-carbonyl, C.sub.1-6 alkylsulfonyl, C.sub.6-10 arylsulfonyl which may be substituted by 1 to 3 C.sub.1-6 alkyl and C.sub.6-10 aryl-C.sub.1-6 alkylsulfonyl; andm represents an integer of 1 to 3, or a salt thereof.