Haptens of aripiprazole

Patent metadata

Field	Value
Publication number	US-9504682-B2
Application number	US-201313970650-A
Country	US
Kind code	B2
Filing date	Aug 20, 2013
Priority date	Aug 21, 2012
Publication date	Nov 29, 2016
Grant date	Nov 29, 2016

Abstract

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.

First claim

We claim:

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

Assignees

• Janssen Pharmaceutica Nv
• Ortho Clinical Diagnostics Inc

Inventors

• Lin Ronghui
• Salter Rhys
• Decory Thomas R
• Hryhorenko Eric
• Remmerie Bart
• Sankaran Banumathi

Classifications

• A61P25/18

  Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia · CPC title

• A61P25/00

  Drugs for disorders of the nervous system · CPC title

• A61K31/497

  containing further heterocyclic rings · CPC title

• A61K31/496 Primary

  Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin · CPC title

• C07D215/227

  only one oxygen atom which is attached in position 2 · CPC title