Fused bicyclic aromatic compounds that are useful in treating sexual dysfunction
The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction, wherein A, L, D and B 1 , are as described in the specification.
1. A compound of formula (II)
or a pharmaceutically acceptable salt, or N-oxide, thereof, wherein
A is selected from the group consisting
V is selected from the group consisting of CR V and N;
R V , is independently selected from the group consisting of hydrogen, alkoxy, alkenyl, alkyl, alkylsulfinyl, alkylsulfonyl, alkylthio, alkynyl, alkoxycarbonyl, alkylcarbonyl, alkylcarbonyloxy, carboxy, cyano, formyl, halogen, haloalkoxy, haloalkyl, hydroxy, hydroxyalkyl, mercapto, nitro, —NZ 1 Z 2 , (NZ 3 Z 4 )carbonyl, and (NZ 3 Z 4 )sulfonyl;
R Y is selected from the group consisting of hydrogen, alkenyl, alkoxycarbonyl, alkyl, arylalkyl, and (NZ 3 Z 4 )carbonyl;
Z 1 and Z 2 are each independently selected from the group consisting of hydrogen, alkyl, alkylcarbonyl, alkylsulfonyl, aryl, arylalkyl, arylalkylsulfonyl, arylsulfonyl, and formyl;
Z 3 and Z 4 are each independently selected from the group consisting of hydrogen, alkyl, aryl, and arylalkyl;
L is alkylene;
D is selected from the group consisting of
wherein the left end is attached to L and the right end is attached to B 1 ;
R A is selected from the group consisting of hydrogen and alkyl;
Z is N;
--- is absent;
B 1 is selected from the group consisting of
R 1 , R 2 , R 3 , R 4 and R 5 are each independently selected from the group consisting of hydrogen, alkoxy, alkenyl, alkyl, alkylsulfinyl, alkylsulfonyl, alkylthio, alkynyl, alkoxycarbonyl, alkylcarbonyl, alkylcarbonyloxy, carboxy, cyano, formyl, halogen, haloalkoxy, haloalkyl, hydroxy, hydroxyalkyl, mercapto, nitro, —NZ 1 Z 2 , (NZ 3 Z 4 )carbonyl, and (NZ 3 Z 4 )sulfonyl;
X 1 is selected from the group consisting of N(R 6 ), O and S;
Y 1 is selected from the group consisting of C(R 7 ) and N;
R 6 is selected from the group consisting of hydrogen and alkyl; and
R 7 is selected from the group consisting of hydrogen and alkyl.
2. The compound according to claim 1 wherein
3. The compound according to claim 1 wherein
R Y is selected from the group consisting of hydrogen and alkyl; and
R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkoxy, alkyl, alkylthio, cyano, and halogen.
4. The compound according to claim 3 selected from the group consisting of
2-{[4-(2-pyridinyl)-1-piperazinyl]methyl}-1H-thieno[3,4-d]imidazole; and
2-[4-(1H-thieno[3,4-d]imidazol-2-ylmethyl)-1-piperazinyl]nicotinonitrile.
5. The compound according to claim 1 wherein
6. The compound according to claim 5 wherein
R Y is selected from the group consisting of hydrogen and alkyl; and
R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkoxy, alkyl, alkylthio, cyano, halogen, and hydroxy.
7. The compound according to claim 6 selected from the group consisting of
2-{[4-(2-fluorophenyl)-1-piperazinyl]methyl}-1H-thieno[3,4-d]imidazole;
2-{[4-(2-methoxyphenyl)-1-piperazinyl]methyl}-1H-thieno[3,4-d]imidazole;
4-[4-(1H-thieno[3,4-d]imidazol-2-ylmethyl)-1-piperazinyl]phenol; and
2-({4-[2-(methylthio)phenyl]-1-piperazinyl}methyl)-1H-thieno[3,4-d]imidazole.
8. The compound according to claim 1 wherein
9. The compound according to claim 8 wherein
R Y is selected from the group consisting of hydrogen and alkyl; and
R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl, and halogen.
10. The compound according to claim 9 that is 2-{[4-(2-pyrimidinyl)-1-piperazinyl]methyl}-1H-thieno[3,4-d]imidazole.