Heterocyclic ring and carbocyclic derivative

Abstract

The present invention provides novel compounds having a P2X 3 and/or P2X 2/3 receptor antagonistic effect, e.g. a compound of Formula (I): wherein R 2 is a hydrogen atom or the like; ring A is five- to seven-cycloalkane or the like; C is a carbon atom; Q 1 and Q 2 are carbon atoms or the like; R 9a and R 9b are carbon atoms or the like; R 6 is cycloalkyl or the like; R 7 is a group represented by the formula: wherein ring D is benzene or the like; carbon atom a and b are carbon atoms; ring B is an aromatic carbocyclic ring or the like; s and s′ are 0 or the like; R 9 and R 9′ are halogen or the like, or the like, or its pharmaceutically acceptable salt.

1 - 34 . (canceled) 
     
     
         35 . A compound of Formula (I): 
       
         
           
           
               
               
           
         
         wherein 
         R 2  is a hydrogen atom, hydroxy, carboxy, halogen, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, substituted or unsubstituted heteroaryloxy, substituted or unsubstituted cycloalkylthio, substituted or unsubstituted cycloalkenylthio, substituted or unsubstituted non-aromatic heterocyclylthio, substituted or unsubstituted arylthio, substituted or unsubstituted heteroarylthio, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted cycloalkyloxycarbonyl, substituted or unsubstituted cycloalkenyloxycarbonyl, substituted or unsubstituted non-aromatic heterocyclyloxycarbonyl, substituted or unsubstituted aryloxycarbonyl, substituted or unsubstituted heteroaryloxycarbonyl, substituted or unsubstituted acyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted sulfamoyl, substituted sulfonyl, substituted sulfinyl, substituted or unsubstituted imino, substituted or unsubstituted amino or substituted or unsubstituted guanidyl; 
         ring A is substituted or unsubstituted five- to seven-membered cycloalkane, substituted or unsubstituted five- to seven-membered cycloalkene, a substituted or unsubstituted five- to seven-membered nitrogen containing non-aromatic heterocyclic ring, substituted or unsubstituted benzene, or a substituted or unsubstituted five- or six-membered aromatic heterocyclic ring, or, 
         a fused ring consisting of same or different two rings selected from substituted or unsubstituted five- to seven-membered cycloalkane, substituted or unsubstituted five- to seven-membered cycloalkene, a substituted or unsubstituted five- to seven-membered nitrogen containing non-aromatic heterocyclic ring, substituted or unsubstituted benzene, and a substituted or unsubstituted five- or six-membered aromatic heterocyclic ring, 
         provided that ring A is not substituted or unsubstituted triazine; 
         C is a carbon atom; 
         Q 1  and Q 2  are each independently a carbon atom or a nitrogen atom; 
         R 9a  and R 9b  are each independently a hydrogen atom, halogen, hydroxy, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkynyloxy or substituted or unsubstituted alkenyloxy; 
         R 6  is substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl; 
         R 16  is a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl or substituted or unsubstituted acyl; 
         R 7  is 
         a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         is a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein 
         R 1  is a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, or substituted or unsubstituted acyl; 
         s″ is an integer of 0 to 3; 
         R 9″  are each independently halogen, hydroxy, carboxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted sulfonyl, substituted sulfinyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy or substituted or unsubstituted heteroaryloxy; 
         provided that 
         (v) a compound represented by Formula (I) wherein ring A is substituted or unsubstituted benzene, and R 6  is 2,6-di-tert-butyl-4-hydroxyphenyl; 
         (vi) a compound represented by Formula (I) 
         wherein a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         R 7  is 2-methyl-benzothiazol-6-yl, and R 2a  is substituted alkyl; 
         (vii) a compound represented by Formula (I) 
         wherein a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         R 7  is 2-methyl-benzothiazol-6-yl, R 1b  is a hydrogen atom or unsubstituted alkyl, and R 2b  is a hydrogen atom, carboxy, halogen, unsubstituted alkyl, unsubstituted alkenyl, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted amino, or substituted or unsubstituted carbamoyl, and 
         (vii) the following compound: 
       
       
         
           
           
               
               
           
         
         wherein “Me” is methyl, “Et” is ethyl, “Ph” is phenyl, and “Ac” is acetyl, are excluded, 
         or its pharmaceutically acceptable salt. 
       
     
     
         36 . The compound according to  claim 35 , wherein ring A is substituted or unsubstituted six-membered cycloalkane, substituted or unsubstituted six-membered cycloalkene, a substituted or unsubstituted six-membered nitrogen containing non-aromatic heterocyclic ring, substituted or unsubstituted benzene, or a substituted or unsubstituted six-membered aromatic heterocyclic ring,
 provided that ring A is not substituted or unsubstituted triazine;   C is attached to Q 1  and both of C and Q 1  are ring atoms,   R 6  is a group represented by the formula:   
       
         
           
           
               
               
           
         
         wherein ═V 1 —V 2 ═V 3 —V 4 ═V 5 — is a group selected from the following (i)-(p) and (p′): 
         (i): ═C(R A′ )—C(R A )═C(R B )—C(R C )═C(R C′ )—; 
         (j): ═N—C(R A )═C(R B )—C(R C )═C(R C′ )—; 
         (k): ═C(R A′ )—N═C(R B )—C(R C )═C(R C′ )—; 
         (l): ═C(R A′ )—C(R A )═N—C(R C )═C(R C′ )—; 
         (m): ═C(R A′ )—N═N—C(R C )═C(R C′ )—; 
         (n): ═N—C(R A )═C(R B )—C(R C )═N—; 
         (o): ═N—N═C(R B )—C(R C )═C(R C′ )—; 
         (p): ═C(R A′ )—N═C(R B )—N═C(R C′ )—; and 
         (p′): ═N—C(R A )═C(R B )—N═C(R C′ )—; 
         R A , R A′ , R B , R C  and R C′  are each independently a hydrogen atom, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, carboxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, or substituted or unsubstituted heteroaryloxy; 
         =T 1 -T 2 =T 3 -T 4 - is a group selected from the following (q)-(t): 
         (q): ═C(R D′ )—C(R D )═C(R E )—S—; 
         (r): ═C(R D′ )—C(R D )═C(R E )—O—; 
         (s): ═N—C(R D )═C(R E )—S—; and 
         (t): ═N—C(R D )═C(R E )—O—; 
         R D , R D′  and R E  are each independently a hydrogen atom, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, carboxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, or substituted or unsubstituted heteroaryloxy; 
         =G 1 -G 2 -G 3 =G 4 - is a group selected from the following (u)-(x): 
         (u): ═C(R F′ )—S—C(R F )—C(R F″ )—; 
         (v): ═C(R F′ )—O—C(R F )—C(R F″ )—; 
         (w): ═C(R F′ )—S—C(R F )═N—; and 
         (x): ═C(R F′ )—O—C(R F )═N—; 
         R F , R F′  and R F″  are each independently a hydrogen atom, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, carboxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, or substituted or unsubstituted heteroaryloxy; 
         R 50 , R 50′ , R 51 , R 51′ , R 52 , R 53 , R 54 , R 54′ , R 55 , R 55′ , R 56 , R 56′ , R 57 , R 57′ , R 58 , R 59 , R 60 , R 61 , R 62 , R 62′ , R 63  and R 63′  are each independently a hydrogen atom, halogen, hydroxy, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, or substituted or unsubstituted alkynyloxy, or its pharmaceutically acceptable salt. 
       
     
     
         37 . The compound according to  claim 35 , wherein ring A is
 (i) a substituted or unsubstituted six-membered nitrogen containing non-aromatic heterocyclic ring,   (ii) substituted or unsubstituted pyrimidine,   (iii) substituted or unsubstituted benzene,   (iv) substituted or unsubstituted pyrazole, or   (v) a fused ring consisting of same or different two rings selected from a substituted or unsubstituted five- to seven-membered nitrogen containing non-aromatic heterocyclic ring, substituted or unsubstituted benzene, and a substituted or unsubstituted five- or six-membered aromatic heterocyclic ring,   or its pharmaceutically acceptable salt.   
     
     
         38 . The compound according to  claim 35 , wherein
 the group represented by the formula:   
       
         
           
           
               
               
           
         
         is a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein Y 1a , Y 1b , Y 2a , Y 2b , R 1b , R 2b , R 2b2 , R 3b , R 5b , R 5b2  and R 5b3  are each independently a hydrogen atom, carboxy, hydroxy, halogen, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, substituted or unsubstituted heteroaryloxy, substituted or unsubstituted cycloalkylthio, substituted or unsubstituted cycloalkenylthio, substituted or unsubstituted non-aromatic heterocyclylthio, substituted or unsubstituted arylthio, substituted or unsubstituted heteroarylthio, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted cycloalkyloxycarbonyl, substituted or unsubstituted cycloalkenyloxycarbonyl, substituted or unsubstituted non-aromatic heterocyclyloxycarbonyl, substituted or unsubstituted aryloxycarbonyl, substituted or unsubstituted heteroaryloxycarbonyl, substituted or unsubstituted acyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted sulfamoyl, substituted or unsubstituted imino, or substituted or unsubstituted amino, or Y 1a  and Y 1b , and/or Y 2a  and Y 2b  may be taken together to form oxo or thioxo; 
         —X— is —O—, —S—, or —N(R 2a ); 
         R 2a  and R 2a2  are each independently a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted cycloalkyloxycarbonyl, substituted or unsubstituted cycloalkenyloxycarbonyl, substituted or unsubstituted non-aromatic heterocyclyloxycarbonyl, substituted or unsubstituted aryloxycarbonyl, substituted or unsubstituted heteroaryloxycarbonyl, substituted or unsubstituted acyl, substituted or unsubstituted carbamoyl, or substituted or unsubstituted sulfamoyl; 
         R 9a , R 9b , and R 16  are as defined in claim  1 ; 
         R 6  is a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         wherein ═V 1 —V 2 ═V 3 —V 4 ═V 5 — is a group selected from the following (i)-(p) and (p′): 
         (i): ═C(R A′ )—C(R A )═C(R B )—C(R C )═C(R C′ )—; 
         (j): ═N—C(R A )═C(R B )—C(R C )═C(R C′ )—; 
         (k): ═C(R A′ )—N═C(R B )—C(R C )═C(R C′ )—; 
         (l): ═C(R A′ )—C(R A )═N—C(R C )═C(R C′ )—; 
         (m): ═C(R A′ )—N═N—C(R C )═C(R C′ )—; 
         (n): ═N—C(R A )═C(R B )—C(R C )═N—; 
         (o): ═N—N═C(R B )—C(R C )═C(R C′ )—; 
         (p): ═C(R A′ )—N═C(R B )—N═C(R C′ )—; and 
         (p′): ═N—C(R A )═C(R B )—N═C(R C′ )—; 
         R A , R A′ , R B , R C  and R C′  are each independently a hydrogen atom, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, carboxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, or substituted or unsubstituted heteroaryloxy; 
         =T 1 -T 2 =T 3 -T 4 - is a group selected from the following (q)-(t): 
         (q): ═C(R D′ )—C(R D )═C(R E )—S—; 
         (r): ═C(R D′ )—C(R D )═C(R E )—O—; 
         (s): ═N—C(R D )═C(R E )—S—; and 
         (t): ═N—C(R D )═C(R E )—O—; 
         R D , R D′  and R E  are each independently a hydrogen atom, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, carboxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, or substituted or unsubstituted heteroaryloxy; 
         =G 1 -G 2 -G 3 =G 4 - is a group selected from the following (u)-(x): 
         (u): ═C(R F′ )—S—C(R F )—C(R F″ )—; 
         (v): ═C(R F′ )—O—C(R F )—C(R F″ )—; 
         (w): ═C(R F′ )—S—C(R F )═N—; and 
         (x): ═C(R F′ )—O—C(R F )═N—; 
         R F , R F′  and R F″  are each independently a hydrogen atom, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkylthio, substituted or unsubstituted alkenylthio, substituted or unsubstituted alkynylthio, substituted or unsubstituted acyl, carboxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted amino, substituted or unsubstituted sulfamoyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyloxy, substituted or unsubstituted cycloalkenyloxy, substituted or unsubstituted non-aromatic heterocyclyloxy, substituted or unsubstituted aryloxy, or substituted or unsubstituted heteroaryloxy; 
         R 50 , R 50′ , R 51 , R 51′ , R 52 , R 53 , R 54 , R 54′ , R 55 , R 55′ , R 56 , R 56′ , R 57 , R 57′ , R 58 , R 59 , R 60 , R 61 , R 62 , R 62′ , R 63  and R 63′  are each independently a hydrogen atom, halogen, hydroxy, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, or substituted or unsubstituted alkynyloxy; 
         or its pharmaceutically acceptable salt. 
       
     
     
         39 . The compound according to  claim 38 , wherein
 the group represented by the formula:   
       
         
           
           
               
               
           
         
         is a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         or its pharmaceutically acceptable salt. 
       
     
     
         40 . The compound according to  claim 38 , wherein
 the group represented by the formula:   
       
         
           
           
               
               
           
         
         is a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         or its pharmaceutically acceptable salt. 
       
     
     
         41 . The compound according to  claim 35 , wherein —R 2 , —R 2a , —R 2b  or —R 2b2  is the formula: —(C(R 11c )(R 11d )) m′ —COOR
 wherein R 11c  are each independently a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, or substituted or unsubstituted alkynyl; 
 R 11d  are each independently a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, or substituted or unsubstituted alkynyl; or 
 R 11c  and R 11d  attached to the same carbon atom are taken together to form substituted or unsubstituted cycloalkane, substituted or unsubstituted cycloalkane or a substituted or unsubstituted non-aromatic heterocyclic ring; 
 R is hydrogen or substituted or unsubstituted alkyl; 
 m′ is an integer of 1 to 4, 
 or its pharmaceutically acceptable salt. 
 
     
     
         42 . The compound according to  claim 35 , wherein R 2 , R 2a , R 2b  or R 2b2  is unsubstituted alkyl, or its pharmaceutically acceptable salt. 
     
     
         43 . The compound according to  claim 35 ,
 wherein   —R 2 , —R 2b  or —R 2b2  is the formula: —NH—C(═O)—(C(R 8a )(R 8b )) n —R 13      wherein n is an integer of 0 to 4;   R 8a  are each independently a hydrogen atom, halogen, hydroxy, or substituted or unsubstituted alkyl;   R 8b  are each independently a hydrogen atom, halogen, hydroxy, or substituted or unsubstituted alkyl;   R 13  is a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, hydroxy, carboxy, sulfo, cyano, substituted or unsubstituted cycloalkyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted sulfamoyl, substituted or unsubstituted amino, or substituted or unsubstituted guanidyl; the formula: —C(═O)—NH—(C(R 8a′ )(R 8b′ )) n′ —R 13 ,   wherein n′ is an integer of 0 to 4;   R 8a′  are each independently a hydrogen atom, halogen, hydroxy, or substituted or unsubstituted alkyl;   R 8b′  are each independently a hydrogen atom, halogen, hydroxy, or substituted or unsubstituted alkyl;   R 13′  is a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, hydroxy, carboxy, sulfo, cyano, substituted or unsubstituted cycloalkyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted sulfamoyl, substituted or unsubstituted amino, or substituted or unsubstituted guanidyl; or   the formula: —(C(R 8a″ )(R 8b″ )) n′ —R 13″     wherein n″ is an integer of 0 to 4;   R 8a″  are each independently a hydrogen atom, halogen, hydroxy, or substituted or unsubstituted alkyl;   R 8b″  are each independently a hydrogen atom, halogen, hydroxy, or substituted or unsubstituted alkyl;   R 13″  is a hydrogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, hydroxy, carboxy, sulfo, cyano, substituted or unsubstituted cycloalkyl, a substituted or unsubstituted non-aromatic heterocyclic group, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted alkyloxycarbonyl, substituted or unsubstituted alkenyloxycarbonyl, substituted or unsubstituted alkynyloxycarbonyl, substituted or unsubstituted carbamoyl, substituted or unsubstituted sulfamoyl, substituted or unsubstituted amino, or substituted or unsubstituted guanidyl,   or its pharmaceutically acceptable salt.   
     
     
         44 . The compound according to  claim 35 , wherein R 9a  and R 9b  are both hydrogen atoms, or its pharmaceutically acceptable salt. 
     
     
         45 . The compound according to  claim 35 , wherein
 R 6  is a group represented by the formula:   
       
         
           
           
               
               
           
         
         wherein ═V 1 —V 2 ═V 3 —V 4 ═V 5 — is a group selected from the following (i)-(p) and (p′): 
         (i): ═C(R A′ )—C(R A )= C (R B )—C(R C )═C(R C′ )—; 
         (j): ═N—C(R A )═C(R B )—C(R C )═C(R C′ )—; 
         (k): ═C(R A′ )—N═C(R B )—C(R C )═C(R C′ )—; 
         (l): ═C(R A′ )—C(R A )═N—C(R C )═C(R C′ )—; 
         (m): ═C(R A′ )—N═N—C(R C )═C(R C′ )—; 
         (n): ═N—C(R A )═C(R B )—C(R C )═N—; 
         (o): ═N—N═C(R B )—C(R C )═C(R C′ )—; 
         (p): ═C(R A′ )—N═C(R B )—N═C(R C′ )—; and 
         (p′): ═N—C(R A )═C(R B )—N═C(R C′ )—; 
         or its pharmaceutically acceptable salt. 
       
     
     
         46 . The compound according to  claim 35 , wherein
 R 6  is a group represented by the formula:   
       
         
           
           
               
               
           
         
         wherein ═V 1 —V 2 ═V 3 —V 4 ═V 5 — is: ═C(R A′ )—C(R A )═C(R B )—C(R C )═C(R C′ )—, 
         wherein R A , R A′ , R B , R C  and R C′  are each independently a hydrogen atom, halogen, alkyl, alkenyl, alkynyl, alkyloxy, alkenyloxy, alkynyloxy, cycloalkyl, cycloalkenyl, cycloalkynyl, or alkylsilylalkynyl, 
         or its pharmaceutically acceptable salt. 
       
     
     
         47 . The compound according to  claim 35 , wherein R 16  is a hydrogen atom, or its pharmaceutically acceptable salt. 
     
     
         48 . The compound according to  claim 35 , wherein s is 1 or 2, and at least one of R 9  is halogen, hydroxy, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkyloxy, substituted or unsubstituted alkenyloxy, substituted or unsubstituted alkynyloxy, substituted or unsubstituted cycloalkyl or substituted or unsubstituted cycloalkenyl, or its pharmaceutically acceptable salt. 
     
     
         49 . The compound according to  claim 35 , wherein s is 0, or its pharmaceutically acceptable salt. 
     
     
         50 . The compound according to  claim 35 , wherein
 R 7  is a group represented by the formula:   
       
         
           
           
               
               
           
         
         wherein a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         is a group represented by the formula: 
       
       
         
           
           
               
               
           
         
         s″ is an integer 0 to 2; 
         R 9″  are each independently substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl or substituted or unsubstituted alkynyl, 
         or its pharmaceutically acceptable salt. 
       
     
     
         51 . A pharmaceutical composition comprising the compound according to  claim 35 , or its pharmaceutically acceptable salt. 
     
     
         52 . The pharmaceutical composition according to  claim 51 , wherein the composition has a P2X 3  and/or P2X 2/3  receptor antagonistic activity. 
     
     
         53 . A compound according to  claim 35 , or its pharmaceutically acceptable salt, for use in a method for treating and/or preventing a disease related to P2X 3  and/or P2X 2/3  receptor. 
     
     
         54 . A method for treating and/or preventing a disease related to P2X 3  and/or P2X 2/3  receptor comprising administering the compound according to  claim 35 , or its pharmaceutically acceptable salt.