Haptens of aripiprazole
The invention relates to compounds of Formula I, wherein R 1 , R 2 , and R 3 are defined in the specification, useful for the synthesis of novel conjugates and immunogens derived from aripiprazole. The invention also relates to conjugates of an aripiprazole hapten and a protein.
1. The compound of Formula I:
wherein:
R 1 is H,
CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H,
NH 2 , or NHC(O)(CH 2 ) m CO 2 H;
R 3 is H; provided that either R 1 or R 2 must be H, and further provided that R 1 and R 2 may not be H simultaneously;
m is 1, 2, 3, 4, or 5; and
n is 1, 2, 3, 4, or 5.
2. The compound of claim 1
wherein:
R 1 is H
CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H,
NH 2 , or NHC(O)(CH 2 ) m CO 2 H;
provided that either R 1 or R 2 must be H, and further provided that both R 1 and R 2 may not be H simultaneously;
R 3 is H;
m is 1, 2, 3 or 4; and
n is 1, 2, 3, 4, or 5.
3. The compound of claim 1 wherein:
R 1 is H,
CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H,
NH 2 , or NHC(O)(CH 2 ) m CO 2 H;
R 3 is H, provided that either R 1 or R 2 must be H, and further provided that both R 1 and R 2 may not be H simultaneously;
m is 1, 2, 3, 4, or 5; and
n is 1, 2, 3, 4, or 5.
4. The compound of claim 1
wherein:
R 1 is H
CH 2 NH 2 , CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H,
NH 2 , NHC(O)(CH 2 ) m CO 2 H;
provided that either R 1 or R 2 must be H, and further provided that both R 1 and R 2 may not be H simultaneously;
R 3 is H;
m is 1, 2, or 3; and
n is 1, 2, or 3.
5. The compound of claim 2 wherein:
R 1 is H, CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H, NH 2 , or NHC(O)(CH 2 ) n CO 2 H; provided that either R 1 or R 2 must be H, and further provided that both R 1 and R 2 may not be H simultaneously;
m is 1, 2 or 3; and
n is 1, 2 or 3.
6. The compound of claim 2
wherein:
R 1 is H, CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H, NH 2 , or NHC(O)(CH 2 ) n CO 2 H; provided that either R 1 or R 2 must be H, and further provided that both R 1 and R 2 may not be H simultaneously;
m is 2; and
n is 2.
7. The compounds of claim 1 , selected from the group consisting of:
8. The compound of claim 7 which is
9. The compound of claim 7 which is
10. The compound of claim 7 which is
11. The compound of claim 7 which is
12. The compound of claim 7 which is
13. The compound of claim 7 which is