Ultrashort-acting opioids for transdermal application
The subject invention concerns analogs of fentanyl opioids. The subject invention also concerns methods for synthesizing the compounds of the invention. The invention also concerns methods for treating pain in a patient by administering a compound of the invention to a person in need of such treatment.
1. An compound having a structure selected from the group consisting of:
wherein,
X is
Y is H,
Z is H,
R is alkyl or aryl;
R′ is alkyl, aryl, alkyloxy, or aryloxy;
R 1 and R 2 are, independently, H or CH 3 ;
and R 3 is alkyl.
2. The compound according to claim 1 , wherein R is methyl, ethyl, ter-butyl, or phenyl, R 3 is methyl, ethyl, isopropyl, or ter-butyl, and R′ is methyl, ethyl, ter-butyl, phenyl, or methoxy.
3. The compound according to claim 1 , wherein R 2 is H, Y is H, and Z is —C(O)—CH 2 CH 3 .
4. The compound according to claim 1 , wherein R 2 is H, Y is —C(O)—OCH 3, and Z is —C(O)—CH 2 CH 3 .
5. The compound according to claim 1 , wherein R 2 is H, Y is —C(O)—OH, and Z is —C(O)—CH 2 CH 3 .
6. The compound according to claim 1 , wherein R 2 is H, Y is —CH 2 —OCH 3, and Z is —C(O)—CH 2 CH 3 .
7. The compound according to claim 1 , wherein R 2 is H, Y is H, and Z is —C(O)—OCH 3 .
8. The compound according to claim 1 , wherein R 2 is H, Y is —C(O)—OCH 3, and Z is —C(O)—OCH 3 .
9. The compound according to claim 1 , wherein R 2 is H, Y is —C(O)—OH, and Z is —C(O)—OCH 3 .
10. The compound according to claim 1 , wherein R 2 is H, Y is —CH 2 —OCH 3, and Z is —C(O)—OCH 3 .
11. The compound according to claim 1 that has the structure
12. A composition comprising an opioid compound according to claim 1 and a carrier or diluent.
13. A composition comprising a compound according to claim 3 and a carrier or diluent.
14. A composition comprising a compound according to claim 4 and a carrier or diluent.
15. A composition comprising a compound according to claim 5 and a carrier or diluent.
16. A composition comprising a compound according to claim 6 and a carrier or diluent.
17. A composition comprising a compound according to claim 7 and a carrier or diluent.
18. A composition comprising a compound according to claim 8 and a carrier or diluent.
19. A composition comprising a compound according to claim 9 and a carrier or diluent.
20. A composition comprising a compound according to claim 10 and a carrier or diluent.
21. A composition comprising a compound according to claim 11 and a carrier or diluent.
22. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 1 optionally combined with a carrier or diluent.
23. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 3 optionally combined with a carrier or diluent.
24. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 4 optionally combined with a carrier or diluent.
25. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 5 optionally combined with a carrier or diluent.
26. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 6 optionally combined with a carrier or diluent.
27. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 7 optionally combined with a carrier or diluent.
28. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 8 optionally combined with a carrier or diluent.
29. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 9 optionally combined with a carrier or diluent.
30. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 10 optionally combined with a carrier or diluent.
31. A method for treating pain wherein said method comprises administering to a patient in need of such a treatment an effective amount of a compound according to claim 11 optionally combined with a carrier or diluent.
32. The method according to claim 22 wherein the patient is a human.