Haptens of quetiapine
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 quetiapine. The invention also relates to conjugates of a quetiapine 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,
CH 2 NH 2 , or CH 2 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.
2. The compound of claim 1
wherein:
R 1 is
CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H;
R 3 is H;
m is 1, 2, 3, 4, or 5; and
n is 1, 2, 3, 4, or 5.
3. The compound of claim 1
wherein:
R 1 is H;
R 2 is
CH 2 NH 2 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 3 is H;
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 , or CH 2 NHC(O)(CH 2 ) m CO 2 H;
R 2 is H,
CH 2 NH 2 , or CH 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, 3, 4, or 5; and
n is 1, 2, 3, 4, or 5.
5. The compound of claim 1
wherein:
R 1 is H,
or CH 2 NH 2 ;
R 2 is H,
or CH 2 NH 2 ; 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, 4, or 5; and
n is 1, 2, 3, 4, or 5.
6. The compound of claim 1 , selected from the group consisting of:
7. A conjugate of a compound of claim 1 and a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
8. A conjugate of the compound of claim 2 and a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
9. A conjugate of the compound of claim 3 and a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
10. A conjugate of the compound of claim 4 and a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
11. A conjugate of the compound of claim 5 and a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
12. The conjugate of claim 7 wherein the compound is
13. A product made by the process of contacting a compound of claim 1 with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
14. A product made by the process of contacting a compound of claim 2 with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
15. A product made by the process of contacting a compound of claim 3 with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
16. A product made by the process of contacting a compound of claim 4 with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
17. A product made by the process of contacting a compound of claim 5 with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
18. A product made by the process of contacting a compound which is
with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
19. 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,
CH 2 NH 2 , or CH 2 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.
20. A conjugate of a compound of claim 19 and a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.
21. A product made by the process of contacting a compound of claim 19 with a protein, wherein said protein is selected from keyhole limpet hemocyanin, ovalbumin or bovine thyroglobulin.