Methods and compositions for preventing opioid abuse
Abuse-resistant opioid compounds, drug delivery systems, pharmaceutical compositions comprising an opioid covalently bound to a chemical moiety are provided. Methods of delivering an active ingredient to a subject and methods of preventing opioid abuse are also provided.
1. An opioid prodrug having the structure
wherein,
Z is —H or
R 1 is —H;
R 2 is —H or —OR 6 ;
R 3 is H, or —OR 7 ;
R 4 is alkyl, aryl, or —CH 2 COOH;
R 5 is selected from the group consisting of —OH,
R 6 is —H or —C(O)CH 3 ; and
R 7 is selected from the group consisting of —H, —C(O)CH 3 ,
with the proviso that when Z is —H, then R 3 is not —H, or —OH.
2. The opioid prodrug of claim 1 , wherein R 2 is —H.
3. The opioid prodrug of claim 1 , wherein R 2 is —OR 6 .
4. The opioid prodrug of claim 3 , wherein R 6 is —H.
5. The opioid prodrug of claim 1 , wherein R 3 is —H.
6. The opioid prodrug of claim 1 , wherein R 3 is —OR 7 .
7. The opioid prodrug of claim 6 , wherein R 7 is —H.
8. The opioid prodrug of claim 6 , wherein R 7 is selected from the group consisting of —C(O)CH 3 ,
9. The opioid prodrug of claim 1 , wherein R 4 is —CH 2 COOH.
10. The opioid prodrug of claim 1 , wherein R 5 is —OH.
11. The opioid prodrug of claim 1 , wherein R 5 is
12. The opioid prodrug of claim 1 selected from the group consisting of
13. A pharmaceutical composition, comprising:
the opioid prodrug of claim 1 ; and
at least one pharmaceutical additive.
14. The opioid prodrug of claim 13 having the formula:
15. The opioid prodrug of claim 13 having the formula:
16. The opioid prodrug of claim 13 having the formula:
17. The opioid prodrug of claim 13 having the formula:
18. The opioid prodrug of claim 13 having the formula:
19. The opioid prodrug of claim 13 having the formula:
20. The opioid prodrug of claim 13 having the formula:
21. The opioid prodrug of claim 13 having the formula:
22. The opioid prodrug of claim 13 having the formula:
23. The opioid prodrug of claim 13 having the formula:
24. The opioid prodrug of claim 13 having the formula:
25. The opioid prodrug of claim 13 having the formula:
26. The opioid prodrug of claim 13 having the formula:
27. The opioid prodrug of claim 13 having the formula:
28. The opioid prodrug of claim 13 having the formula:
29. The opioid prodrug of claim 13 having the formula:
30. The opioid prodrug of claim 13 having the formula:
31. The opioid prodrug of claim 13 having the formula:
32. The opioid prodrug of claim 13 having the formula:
33. The opioid prodrug of claim 13 having the formula: