4-substituted azaadamantane derivatives and methods of use thereof
View Patent ↗The invention relates to compounds that are 4-substituted azaadamantane derivatives, compositions comprising such compounds, and methods of using such compounds and compositions.
1. A compound of formula (I)
wherein Y 1 is a bond, —N(R x )—C(O)—, —O—, —N(R x )—C(O)—N(R y )—, —O—C(O)—, or —N(R z )—;
A is aryl, heteroaryl, arylalkyl, or heteroarylalkyl wherein the aryl, heteroaryl, the aryl moiety of arylalkyl, and the heteroaryl moiety of the heteroarylalkyl are each independently unsubstituted or substituted; and
R x , R y , and R z , at each occurrence, are each independently hydrogen, alkyl, or haloalkyl;
or a pharmaceutically acceptable salt or amide thereof.
2. The compound according to claim 1 , wherein Y 1 is —N(R x )—C(O)— or —O—C(O)—, wherein Y 1 is attached to A of formula (I) through —C(O)— moiety, or a pharmaceutically acceptable salt or amide thereof.
3. The compound according to claim 1 wherein Y 1 is —N(R x )—C(O)— and A is aryl or heteroaryl, or a pharmaceutically acceptable salt or amide thereof.
4. The compound according to claim 1 wherein Y 1 is —N(R x )—C(O)— and A is arylalkyl or heteroarylalkyl, or a pharmaceutically acceptable salt or amide thereof.
5. The compound according to claim 1 wherein Y 1 is —O—, or a pharmaceutically acceptable salt or amide thereof.
6. The compound according to claim 1 wherein Y 1 is —O— and A is aryl or heteroaryl, or a pharmaceutically acceptable salt or amide thereof.
7. The compound according to claim 1 wherein Y 1 is —O— and A is arylalkyl or heteroarylalkyl, or a pharmaceutically acceptable salt or amide thereof.
8. The compound according to claim 1 selected from the group consisting of
1-azatricyclo[3.3.1.1 3,7 ]decan-4-one O-2-naphthyloxime;
1-azatricyclo[3.3.1.1 3,7 ]decan-4-one O-(pentafluorobenzyl)oxime;
1-azatricyclo[3.3.1.1 3,7 ]decan-4-one O-(4-chlorophenyl)oxime;
1-azatricyclo[3.3.1.1 3,7 ]decan-4-one O-(6-chloropyridin-3-yl)oxime;
N′-1-azatricyclo[3.3.1.1 3,7 ]dec-4-ylidene-1H-indole-3-carbohydrazide; and
1-azatricyclo[3.3.1.1 3,7 ]decan-4-one O-benzyloxime;
or a pharmaceutically acceptable salt or amide thereof.
9. A pharmaceutical composition comprising a therapeutically effective amount of the compound of claim 1 , or a pharmaceutically acceptable salt or amide thereof, in combination with one or more pharmaceutically acceptable carriers.
10. The pharmaceutical composition of claim 9 further comprising one or more atypical antipsychotics.