New tricyclic quinone derivative

Abstract

This invention provides a compound represented by formula (1) or a pharmaceutically acceptable salt thereof. Specifically, the present invention provides a compound represented by formula (1) or a pharmaceutically acceptable salt thereof [Therein, A is O, S, or N—R 6 ; ring G is a 5-membered or 6-membered aromatic ring, etc., including 1-3 heteroatoms selected from O, S and N as constituent atoms; R 1 and R 2 are each independently a hydrogen atom, a halogen atom, or an optionally-substituted C 1-6 alkyl carbonyl group, etc.; R 3 , R 4 and R 5 are each independently a hydrogen atom, a halogen atom, or an optionally-substituted C 1-6 alkyl carbonyl group, etc.; and R 6 is a hydrogen atom or an optionally-substituted C 1-6 alkyl group, etc.].

1 . A compound represented by formula (1) or a pharmacologically acceptable salt thereof: 
       
         
           
           
               
               
           
         
         wherein 
         A is O, S, or N—R 6 ; 
         the ring G is a 5- or 6-membered aromatic ring that contains one to three heteroatoms consisting of O, S, and N as constituent atoms; 
         R 1  is each independently a hydrogen atom, a halogen atom, a cyano group, an optionally substituted 3- to 8-membered cyclic amino group, an optionally substituted C 1-6  alkyl group, with the proviso that an unsubstituted methyl group and a C 1-6  alkyl group substituted with one dimethyl amino group or one chlorine atom are excluded, an optionally substituted C 3-10  cycloalkyl group, an optionally substituted C 1-6  alkenyl group, an optionally substituted C 1-6  alkynyl group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclic group, an optionally substituted C 1-6  alkylcarbonyl group, an optionally substituted C 3-10  cycloalkylcarbonyl group, an optionally substituted C 6-10  arylcarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group, a carboxyl group, an optionally substituted C 3-10  cycloalkyloxycarbonyl group, an optionally substituted C 6-10  aryloxycarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, an optionally substituted aminocarbonyl group, an optionally substituted 3- to 8-membered cyclic aminocarbonyl group, an optionally substituted C 1-6  alkylthio group, an optionally substituted C 3-10  cycloalkylthio group, an optionally substituted C 6-10  arylthio group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylthio group, a sulfinate group, an optionally substituted C 1-6  alkylsulfinyl group, an optionally substituted C 3-10  cycloalkylsulfinyl group, an optionally substituted C 6-10  arylsulfinyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, an optionally substituted aminosulfinyl group, an optionally substituted 3- to 8-membered cyclic aminosulfinyl group, a sulfonate group, an optionally substituted C 1-6  alkylsulfonyl group, an optionally substituted C 3-10  cycloalkylsulfonyl group, an optionally substituted C 6-10  arylsulfonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, an optionally substituted aminosulfonyl group, or an optionally substituted 3- to 8-membered cyclic aminosulfonyl group; 
         R 2  is each independently a hydrogen atom, a halogen atom, a cyano group, a substituted amino group, an optionally substituted 3- to 8-membered cyclic amino group, an optionally substituted C 1-6  alkyl group with the proviso that an unsubstituted methyl group is excluded, an optionally substituted C 3-10  cycloalkyl group, an optionally substituted C 1-6  alkenyl group, an optionally substituted C 1-6  alkynyl group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclic group, an optionally substituted C 1-6  alkylcarbonyl group, an optionally substituted C 3-10  cycloalkylcarbonyl group, an optionally substituted C 6-10  arylcarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group, a carboxyl group, an optionally substituted C 1-6  alkoxycarbonyl group, an optionally substituted C 3-10  cycloalkyloxycarbonyl group, an optionally substituted C 6-10  aryloxycarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, an optionally substituted aminocarbonyl group, an optionally substituted 3- to 8-membered cyclic aminocarbonyl group, an optionally substituted C 1-6  alkylthio group, an optionally substituted C 3-10  cycloalkylthio group, an optionally substituted C 6-10  arylthio group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylthio group, a sulfinate group, an optionally substituted C 1-6  alkylsulfinyl group, an optionally substituted C 3-10  cycloalkylsulfinyl group, an optionally substituted C 6-10  arylsulfinyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, an optionally substituted aminosulfinyl group, an optionally substituted 3- to 8-membered cyclic aminosulfinyl group, a sulfonate group, an optionally substituted C 1-6  alkylsulfonyl group, an optionally substituted C 3-10  cycloalkylsulfonyl group, an optionally substituted C 6-10  arylsulfonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, an optionally substituted aminosulfonyl group, or an optionally substituted 3- to 8-membered cyclic aminosulfonyl group; 
         R 3 , R 4 , or R 5  is each independently a hydrogen atom, a halogen atom, a cyano group, an hydroxyl group, an optionally substituted amino group, an optionally substituted C 1-6  alkyl group, an optionally substituted C 3-10  cycloalkyl group, an optionally substituted C 1-6  alkenyl group, an optionally substituted C 1-6  alkynyl group, an optionally substituted C 1-6  alkoxy group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclic group, an optionally substituted C 1-6  alkylcarbonyl group, an optionally substituted C 3-10  cycloalkylcarbonyl group, an optionally substituted C 6-10  arylcarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group, a carboxyl group, an optionally substituted C 1-6  alkoxycarbonyl group, an optionally substituted C 3-10  cycloalkyloxycarbonyl group, an optionally substituted C 6-10  aryloxycarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, an optionally substituted aminocarbonyl group, an optionally substituted C 1-6  alkylthio group, an optionally substituted C 3-10  cycloalkylthio group, an optionally substituted C 6-10  arylthio group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylthio group, a sulfinate group, an optionally substituted C 1-6  alkylsulfinyl group, an optionally substituted C 3-10  cycloalkylsulfinyl group, an optionally substituted C 6-10  arylsulfinyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, an optionally substituted aminosulfinyl group, a sulfonate group, an optionally substituted C 1-6  alkylsulfonyl group, an optionally substituted C 3-10  cycloalkylsulfonyl group, an optionally substituted C 6-10  arylsulfonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, or an optionally substituted aminosulfonyl group, 
         R 6  is a hydrogen atom, an optionally substituted C 1-6  alkyl group, an optionally substituted C 3-10  cycloalkyl group, an optionally substituted C 6-10  aryl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclic group, an optionally substituted C 1-6  alkylcarbonyl group, an optionally substituted C 3-10  cycloalkylcarbonyl group, an optionally substituted C 6-10  arylcarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group, an optionally substituted C 1-6  alkoxycarbonyl group, an optionally substituted C 3-10  cycloalkyloxycarbonyl group, an optionally substituted C 6-10  aryloxycarbonyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, an optionally substituted C 1-6  alkylsulfinyl group, an optionally substituted C 3-10  cycloalkylsulfinyl group, an optionally substituted C 6-10  arylsulfinyl group, an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, an optionally substituted C 1-6  alkylsulfonyl group, an optionally substituted C 3-10  cycloalkylsulfonyl group, an optionally substituted C 6-10  arylsulfonyl group, or an optionally substituted 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, 
         with the proviso that in the formula (1),
 a compound in which R 1  and R 2  are both hydrogen atoms, 
 a compound in which when A is O, the ring G is a furan ring or an imidazole ring, 
 a compound in which when A is S, the ring G is a thiophene ring or an imidazole ring, 
 a compound in which when A is N—R 6 , the ring G is a pyrrole ring, a pyrazole ring, or an imidazole ring, 
 an 2-isopropylfuro[3,2-g]quinoline-4,9-dione compound, and 
 an ethyl 4,8-dioxo-2,7-diphenyl-4,8-dihydrothieno[2,3-f]benzofuran-6-carboxylate compound are excluded. 
 
       
     
     
         2 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein A is S. 
     
     
         3 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein A is O. 
     
     
         4 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein A is N—R 6 . 
     
     
         5 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein the ring G is chosen from the following formulas (a) to (l): 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         6 . The compound of  claim 5  or a pharmacologically acceptable salt thereof, wherein the ring G is chosen from the following formulas (a) to (h): 
       
         
           
           
               
               
           
         
       
     
     
         7 . The compound of  claim 6  or a pharmacologically acceptable salt thereof, wherein the ring G is chosen from the following formulas (a) to (f): 
       
         
           
           
               
               
           
         
       
     
     
         8 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein R 1  is chosen from:
 1: a hydrogen atom; 
 2: a cyano group; 
 3: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a fluorine atom, an hydroxyl group, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 3- to 8-membered cyclic amino group; 
 4: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups; 
 5: a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 6: a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 7: a carboxyl group; 
 8: an aminocarbonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 
 9: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         9 . The compound of  claim 8  or a pharmacologically acceptable salt thereof, wherein R 1  is a hydrogen atom or a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with a 3- to 8-membered cyclic amino group. 
     
     
         10 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein R 2  is chosen from
 1: a hydrogen atom; 
 2: a halogen atom; 
 3: a cyano group; 
 4: an amino group substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 1-6  alkylcarbonyl group, wherein the alkyl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (c) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (d) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (e) a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxy group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 5: a 3- to 8-membered cyclic amino group optionally substituted with one to three C 1-6  alkyl groups; 
 6: a C 1-6  alkyl group optionally substituted with one to three groups chosen from
 (a) a halogen atom, 
 (b) an hydroxyl group, 
 (c) an amino group optionally substituted with one or two groups chosen from
 (i) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, an aminocarbonyl group, wherein the amino group is optionally substituted with one to three C 1-6  alkyl groups, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (ii) a C 3-8  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (iii) a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxy group, a C 1-4  alkoxy group, a C 6-10  aryl group, or a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (iv) a C 1-6  alkoxycarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (v) a C 1-6  alkylsulfinyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (vi) a C 1-6  alkylsulfonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (vii) an aminocarbonyl group, wherein the amino group is optionally substituted with one or two C 1-6  alkyl groups optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (viii) a 3- to 8-membered cyclic amino group optionally substituted with one to three C 1-6  alkyl groups, and 
 (ix) a C 3-10  cycloalkylcarbonyl group, 
 
 (d) a 3- to 8-membered cyclic amino group optionally substituted with one to three C 1-6  alkylcarbonyl group, 
 (e) a C 1-6  alkoxy group optionally substituted with one to three C 6-10  aryl groups, 
 (f) a C 3-10  cycloalkyl group, 
 (g) a C 6-10  aryl group, and 
 (h) a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 
 7: a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 8: a C 1-6  alkenyl group optionally substituted with one to three groups chosen from C 1-6  alkyl and C 1-6  alkoxycarbonyl groups; 
 9: a C 1-6  alkynyl group optionally substituted with one to three groups chosen from C 1-6  alkyl and C 1-6  alkoxycarbonyl groups; 
 10: a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 11: a 5- to 12-membered monocyclic or polycyclic heterocyclic group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 12: a C 3-10  cycloalkyloxy group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 13: a C 6-10  aryloxy group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 14: a 5- to 12-membered monocyclic or polycyclic heterocyclyloxy group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 15: a carboxyl group; 
 16: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 17: a C 3-10  cycloalkylcarbonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 18: a C 6-10  arylcarbonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 19: a 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 20: a C 3-10  cycloalkyloxycarbonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 21: a C 6-10  aryloxycarbonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 22: a 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 23: an aminocarbonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group), 
 (c) a C 6-10  aryl group, wherein the aryl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 24: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino is optionally substituted with one to three C 1-6  alkyl groups; 
 25: a C 1-6  alkylthio group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 26: a C 3-10  cycloalkylthio group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 27: a C 6-10  arylthio group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 28: a 5- to 12-membered monocyclic or polycyclic heterocyclylthio group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 29: a sulfinate group; 
 30: a C 1-6  alkylsulfinyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 31: a C 3-10  cycloalkylsulfinyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 32: a C 6-10  arylsulfinyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 33: a 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 34: an aminosulfinyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl group, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 35: a 3- to 8-membered cyclic aminosulfinyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups; 
 36: a sulfonate group; 
 37: a C 1-6  alkylsulfonyl group, wherein the alkyl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 38: a C 3-10  cycloalkylsulfonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 39: a C 6-10  arylsulfonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 40: a 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 41: an aminosulfonyl group wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 
 42: a 3- to 8-membered cyclic aminosulfinyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         11 . The compound of  claim 10  or a pharmacologically acceptable salt thereof, wherein R 2  is a group chosen from:
 1: a hydrogen atom; 
 2: a halogen atom; 
 3: a cyano group; 
 4: an amino group optionally substituted with one to three C 1-6  alkyl groups; 
 5: a 3- to 8-membered cyclic amino group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups; 
 6: a C 1-6  alkyl group optionally substituted with one to three groups chosen from
 (a) a halogen atom, 
 (b) an hydroxyl group, 
 (c) an amino group optionally substituted with one or two groups chosen from
 (i) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, and a C 1-4  alkoxy group, 
 (ii) a C 3-8  cycloalkyl group, 
 (iii) a C 1-6  alkylcarbonyl group, 
 (iv) a C 1-6  alkoxycarbonyl group, and 
 (v) a C 1-6  alkylsulfonyl group, 
 
 (d) a 3- to 8-membered cyclic amino group, 
 (e) a C 1-6  alkoxy group, 
 (f) a C 3-10  cycloalkyl group, 
 (g) a phenyl group, and 
 (h) a 5- to 6-membered monocyclic or polycyclic heterocycle group; 
 
 7: a C 1-6  alkenyl group optionally substituted with one to three groups chosen from a C 1-6  alkyl and C 1-6  alkoxycarbonyl groups; 
 8: a C 1-6  alkynyl group optionally substituted with one to three groups chosen from C 1-6  alkyl and C 1-6  alkoxycarbonyl groups; 
 9: a 5- to 12-membered monocyclic or polycyclic heterocyclic group; 
 10: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-4  alkoxy group, a C 3-8  cycloalkyl group, a phenyl group, and a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups; 
 11: an aminocarbonyl group, wherein the amino group is optionally substituted with one to three groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a phenyl group, and a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three C 1-4  alkyl groups, 
 (b) a C 3-8  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a phenyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 
 12: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         12 . The compound of  claim 11  or a pharmacologically acceptable salt thereof, wherein R 2  is a group chosen from:
 1: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-4  alkoxy group, a C 3-8  cycloalkyl group, a phenyl group, and a 5- to 6-membered monocyclic heterocycle group; 
 2: a C 1-6  alkylcarbonyl group, wherein the alkyl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-4  alkoxy group, a C 3-8  cycloalkyl group, a phenyl group, and a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three C 1-6  alkyl group; 
 3: an aminocarbonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a phenyl group, and a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three C 1-4  alkyl group, 
 (b) a C 3-8  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a phenyl group, wherein the aryl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 
 4: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         13 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein R 3 , R 4 , or R 5  is each independently a group chosen from:
 1: a hydrogen atom; 
 2: a halogen atom; 
 3: a cyano group; 
 4: an hydroxyl group; 
 5: an amino group optionally substituted with one or two groups chosen from
 (a) C 1-6  alkyl optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) C 1-6  alkylcarbonyl, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (c) C 3-10  cycloalkyl group, wherein the cycloalkyl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (d) C 6-10  aryl group, wherein the aryl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (e) a 5- to 12-membered monocyclic or polycyclic heterocycle group, wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 6: a 3- to 8-membered cyclic amino group optionally substituted with one to three C 1-6  alkyl group; 
 7: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 8: a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group); 
 9: a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 10: a 5- to 12-membered monocyclic or polycyclic heterocyclic group, wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 11: a C 1-6  alkoxy group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle; 
 12: a C 3-10  cycloalkyloxy group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 13: a C 6-10  aryloxy group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 14: a 5- to 12-membered monocyclic or polycyclic heterocyclyloxy group, wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 15: a carboxyl group; 
 16: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 17: a C 3-10  cycloalkylcarbonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 18: a C 6-10  arylcarbonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 19: a 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 20: a C 1-6  alkoxycarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group; a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 21: a C 3-10  cycloalkyloxycarbonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 22: a C 6-10  aryloxycarbonyl group, wherein the aryl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 23: a 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl, and a C 1-6  alkoxy; 
 24: an aminocarbonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 25: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups; 
 26: a C 1-6  alkylthio group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 27: a C 3-10  cycloalkylthio group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 28: a C 6-10  arylthio group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 29: a 5- to 12-membered monocyclic or polycyclic heterocyclylthio group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 30: a sulfinate group; 
 31: a C 1-6  alkylsulfinyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl group, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 32: a C 3-10  cycloalkylsulfinyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 33: a C 6-10  arylsulfinyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 34: a 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 35: an aminosulfinyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 36: a 3- to 8-membered cyclic aminosulfinyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups; 
 37: a sulfonate group; 
 38: a C 1-6  alkylsulfonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl group, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 39: a C 3-10  cycloalkylsulfonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 40: a C 6-10  arylsulfonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 41: a 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 42: an aminosulfonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 
 43: a 3- to 8-membered cyclic aminosulfonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         14 . The compound of  claim 13  or a pharmacologically acceptable salt thereof, wherein R 3 , R 4 , or R 5  is each independently a group chosen from:
 1: a hydrogen atom; 
 2: a halogen atom; 
 3: a cyano group; 
 4: an hydroxyl group; 
 5: an amino group optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (c) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (d) a C 6-10  aryl (wherein the aryl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (e) a 5- to 12-membered monocyclic or polycyclic heterocycle group, wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 6: a 3- to 8-membered cyclic amino group optionally substituted with one to three C 1-6  alkyl groups; 
 7: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 8: a C 1-6  alkoxy group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 9: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 10: an aminocarbonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group, wherein the aryl is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group, wherein the heterocycle is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 
 11: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups; 
 12: a C 1-6  alkylsulfonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-6  alkoxy group, a C 3-10  cycloalkyl group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group; 
 13: an aminosulfonyl group, wherein the amino group is optionally substituted with one or two groups chosen from
 (a) a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle optionally substituted with one to three C 1-6  alkyl groups, 
 (b) a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, 
 (c) a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group, and 
 (d) a 5- to 12-membered monocyclic or polycyclic heterocycle group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 
 14: a 3- to 8-membered cyclic aminosulfonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         15 . The compound of  claim 14  or a pharmacologically acceptable salt thereof, wherein R 3 , R 4 , and/or R 5  is a hydrogen atoms. 
     
     
         16 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein R 6  is a group chosen from:
 1: a hydrogen atom; 
 2: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, C 1-6  alkoxy group, C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle optionally substituted with one to three C 1-4  alkyl groups; 
 3: a C 3-10  cycloalkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 4: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, a C 1-6  alkoxy group, a C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three C 1-4  alkyl groups; 
 5: a C 3-10  cycloalkylcarbonyl group; 
 6: a C 6-10  arylcarbonyl group; 
 7: a 5- to 12-membered monocyclic or polycyclic heterocyclylcarbonyl group; 
 8: a C 1-6  alkoxycarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, a C 1-6  alkoxy group, a C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle group optionally substituted with one to three C 1-4  alkyl groups; 
 9: a C 3-10  cycloalkyloxycarbonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 10: a C 6-10  aryloxycarbonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 11: a 5- to 12-membered monocyclic or polycyclic heterocyclyloxycarbonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 12: a C 1-6  alkylsulfinyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, a C 1-6  alkoxy group, a C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle optionally substituted with one to three C 1-4  alkyl group; 
 13: a C 3-10  cycloalkylsulfinyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 14: a C 6-10  arylsulfinyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 15: a 5- to 12-membered monocyclic or polycyclic heterocyclylsulfinyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 16: a C 1-6  alkylsulfonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, a C 1-6  alkoxy group, a C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle optionally substituted with one to three C 1-4  alkyl groups; 
 17: a C 3-10  cycloalkylsulfonyl group, wherein the cycloalkyl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 18: a C 6-10  arylsulfonyl group, wherein the aryl group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 19: a 5- to 12-membered monocyclic or polycyclic heterocyclylsulfonyl group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; 
 20: a C 6-10  aryl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group; and 
 21: a 5- to 12-membered monocyclic or polycyclic heterocyclic group, wherein the heterocycle group is optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-6  alkyl group, and a C 1-6  alkoxy group. 
 
     
     
         17 . The compound of  claim 16  or a pharmacologically acceptable salt thereof, wherein R 6  is a group chosen from:
 1: a hydrogen atom; 
 2: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, a C 1-6  alkoxy group, a C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocyclic group optionally substituted with one to three C 1-4  alkyl groups; 
 3: a C 1-6  alkylcarbonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, a C 1-6  alkoxy group, a C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle optionally substituted with one to three C 1-4  alkyl groups; and 
 4: a C 1-6  alkylsulfonyl group, wherein the alkyl group is optionally substituted with one to three groups chosen from a halogen atom, C 1-6  alkoxy group, C 6-10  aryl group, and a 5- to 6-membered monocyclic heterocycle optionally substituted with one to three C 1-4  alkyl groups. 
 
     
     
         18 . The compound of  claim 17  or a pharmacologically acceptable salt thereof, wherein R 6  is a hydrogen atom. 
     
     
         19 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein R 2  is a group chosen from:
 1: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-4  alkoxy group, a C 3-8  cycloalkyl group, and a 5- to 6-membered monocyclic heterocycle group; 
 2: a C 1-6  alkylcarbonyl group; 
 3: an aminocarbonyl group, wherein the amino group is optionally substituted with one to three C 1-6  alkyl groups optionally substituted with one to three halogen atoms; and 
 4: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl groups. 
 
     
     
         20 . The compound of  claim 1  or a pharmacologically acceptable salt thereof, wherein
 A is O or S; 
 the ring G is either one chosen from the following formula (b) or (e): 
 
       
         
           
           
               
               
           
         
         R 1  is a hydrogen atom; and 
         R 2  is a group chosen from:
 1: a C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, an amino group optionally substituted with one or two C 1-6  alkyl groups, a C 1-4  alkoxy, a C 3-8  cycloalkyl, and a 5- to 6-membered monocyclic heterocycle; 
 2: a C 1-6  alkylcarbonyl group; 
 3: an aminocarbonyl group, wherein the amino group is optionally substituted with one to three C 1-6  alkyl groups optionally substituted with one to three halogen atoms; and 
 4: a 3- to 8-membered cyclic aminocarbonyl group, wherein the cyclic amino group is optionally substituted with one to three C 1-6  alkyl group; and 
 
         R 3 , R 4 , and R 5  are hydrogen atoms. 
       
     
     
         21 . The compound of  claim 1  or a pharmaceutically acceptable salt thereof, wherein the compound is chosen from the following compounds:
 2-acetylthieno[2,3-g]quinoline-4,9-dione; 
 2-acetylthieno[2,3-g]isoquinoline-4,9-dione; 
 2-(1-hydroxyethyl)thieno[2,3-g]isoquinoline-4,9-dione; 
 2-(2-hydroxypropan-2-yl)thieno[2,3-g]isoquinoline-4,9-dione; 
 2-[cyclopropyl(hydroxy)methyl]thieno[2,3-g]isoquinoline-4,9-dione; 
 N,N-dimethyl-4,9-dioxo-4,9-dihydrothieno[2,3-g]isoquinoline-2-carboxyamide; 
 2-(morpholin-4-ylcarbonyl)thieno[2,3-g]isoquinoline-4,9-dione; 
 N-(2,2-difluoroethyl)-4,9-dioxo-4,9-dihydrothieno[2,3-g]isoquinoline-2-carboxyamide; 
 2-{[ethyl(2-methoxyethyl)amino]methyl}thieno[2,3-g]isoquinoline-4,9-dione; 
 2-{[(2,2-difluoroethyl)amino]methyl}thieno[2,3-g]isoquinoline-4,9-dione; 
 2-[(4-acetylpiperazin-1-yl)methyl]thieno[2,3-g]isoquinoline-4,9-di one; 
 4,9-dioxo-4,9-dihydrothieno[2,3-g]isoquinoline-2-carbonitrile; 
 2-(1-fluoroethyl)thieno[2,3-g]isoquinoline-4,9-dione; 
 2-(3-ethyl-1,2,4-oxadiazol-5-yl)thieno[2,3-g]isoquinoline-4,9-dione; 
 2-acetylthieno[3,2-g]isoquinoline-4,9-dione; 
 N-(2,2-difluoroethyl)-4,9-dioxo-4,9-dihydrofuro[2,3-g]isoquinoline-2-carboxamide; 
 2-(1-hydroxyethyl)furo[3,2-g]isoquinoline-4,9-dione; 
 2-acetylthieno[3,2-f][1]benzofuran-4,8-dione; and 
 2-(morpholin-4-ylcarbonyl)thieno[3,2-f][1]benzofuran-4,8-dione. 
 
     
     
         22 . A pharmaceutical composition comprising a compound of  claim 1  or a pharmacologically acceptable salt thereof. 
     
     
         23 . An anticancer agent comprising a compound of  claim 1  or a pharmacologically acceptable salt thereof as an active ingredient. 
     
     
         24 . The anticancer agent according to  claim 23 , wherein the cancer is at least one cancer chosen from acute leukemia, chronic lymphocytic leukemia, chronic myelocytic leukemia, polycythemia vera, malignant lymphoma, brain tumor, head and neck cancer, esophageal cancer, thyroid cancer, small cell lung cancer, non-small-cell lung cancer, breast cancer, gastric cancer, gallbladder bile duct cancer, hepatoma, pancreatic cancer, colon cancer, rectal cancer, chorioepithelioma, endometrial cancer, cervical cancer, urothelial cancer, renal cell cancer, testicular tumor, Wilms' tumor, skin cancer, malignant melanoma, neuroblastoma, osteosarcoma, Ewing's sarcoma, and soft tissue sarcoma. 
     
     
         25 . A method of producing a compound represented by formula (1) or a pharmacologically acceptable salt thereof: 
       
         
           
           
               
               
           
         
         wherein A, R 1 , R 2 , R 3 , R 4 , and R 5  are defined according to  claim 1 , and 
         wherein the method is characterized by comprising a step of mixing a compound represented by formula (2) or a salt thereof: 
       
       
         
           
           
               
               
           
         
         wherein A, R 1 , R 2 , R 3 , R 4 , and R 5  are defined according to  claim 1 , or 
         R 1  and R 2  are optionally substituted alkoxycarbonyl groups; and 
         R 7  and R 8  are each C 1-6  alkyl optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups, 
         with an oxidant. 
       
     
     
         26 . A compound represented by formula (2) or a salt thereof: 
       
         
           
           
               
               
           
         
         wherein A, R 1 , R 2 , R 3 , R 4 , and R 5  are defined according to  claim 1 ; and 
         R 7  and R 8  are each an C 1-6  alkyl group optionally substituted with one to three groups chosen from a halogen atom, an hydroxyl group, a C 1-4  alkoxy group, a C 6-10  aryl group, and a 5- to 12-membered monocyclic or polycyclic heterocycle group optionally substituted with one to three C 1-6  alkyl groups.