Ultrashort-acting opioids for transdermal application
View Patent ↗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.