Prodrugs of GABA analogs, compositions and uses thereof
View Patent ↗The present invention provides prodrugs of GABA analogs, pharmaceutical compositions of prodrugs of GABA analogs and methods for making prodrugs of GABA analogs. The present invention also provides methods for using prodrugs of GABA analogs and methods for using pharmaceutical compositions of prodrugs of GABA analogs for treating or preventing common diseases and/or disorders.
1. A pharmaceutical composition comprising a compound of formula:
or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable vehicle, wherein:
R 7 and R 14 are each hydrogen;
R 13 is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl and sec-butyl; and
R 25 is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, n-pentyl, isopentyl, sec-pentyl, neopentyl, and 1,1-diethoxyethyl.
2. The pharmaceutical composition of claim 1 wherein R 13 is methyl.
3. The pharmaceutical composition of claim 1 , wherein R 25 is methyl, ethyl, n-propyl or isopropyl.
4. The pharmaceutical composition of any one of claims 1 - 3 which is an oral sustained release dosage form.
5. A compound having the formula:
or a pharmaceutically acceptable salt thereof.
6. A salt of a compound having the formula:
7. A pharmaceutical composition comprising the compound or pharmaceutically acceptable salt of claim 5 and a pharmaceutically acceptable vehicle.
8. An oral sustained release dosage form comprising the compound or pharmaceutically acceptable salt of claim 5 and a pharmaceutically acceptable vehicle.
9. A pharmaceutical composition comprising a compound having the formula:
and a pharmaceutically acceptable vehicle.
10. An oral sustained release dosage form of the compound having the formula:
and a pharmaceutically acceptable vehicle.
11. A method of treating neuropathic pain, comprising administering the compound or pharmaceutically acceptable salt of claim 5 to a patient in need thereof.
12. A method of treating neuropathic pain, comprising administering the pharmaceutical composition of claim 7 or the oral sustained release dosage form of claim 8 to a patient in need thereof.
13. A method of treating anxiety, comprising administering the compound or pharmaceutically acceptable salt of claim 5 to a patient in need thereof.
14. A method of treating anxiety, comprising administering the pharmaceutical composition of claim 7 or the oral sustained release dosage form of claim 8 to a patient in need thereof.
15. A method of treating ethanol withdrawal syndrome, comprising administering the compound or pharmaceutically acceptable salt of claim 5 to a patient in need thereof.
16. A method of treating ethanol withdrawal syndrome, comprising administering the pharmaceutical composition of claim 7 or the oral sustained release dosage form of claim 8 , to a patient in need thereof.
17. A method of treating insomnia, comprising administering the compound or pharmaceutically acceptable salt of claim 5 to a patient in need thereof.
18. A method of treating insomnia, comprising administering the pharmaceutical composition of claim 7 or the oral sustained release dosage form of claim 8 to a patient in need thereof.
19. A method of treating epilepsy, comprising administering the compound or pharmaceutically acceptable salt of claim 5 to a patient in need thereof.
20. A method of treating epilepsy, comprising administering the pharmaceutical composition of claim 7 or the oral sustained release dosage form of claim 8 to a patient in need thereof.
21. A method of treating neuropathic pain, comprising administering the compound of formula:
to a patient in need thereof.
22. A method of treating neuropathic pain, comprising administering the pharmaceutical composition of claim 9 or the oral sustained release dosage form of claim 10 to a patient in need thereof.
23. A method of treating anxiety, comprising administering the compound of formula:
to a patient in need thereof.
24. A method of treating anxiety, comprising administering the pharmaceutical composition of claim 9 or the oral sustained release dosage form of claim 10 to a patient in need thereof.
25. A method of treating ethanol withdrawal syndrome, comprising administering the compound of formula:
to a patient in need thereof.
26. A method of treating ethanol withdrawal syndrome, comprising administering the pharmaceutical composition of claim 9 or the oral sustained release dosage form of claim 10 to a patient in need thereof.
27. A method of treating insomnia, comprising administering the compound of formula:
to a patient in need thereof.
28. A method of treating insomnia, comprising administering the pharmaceutical composition of claim 9 or the oral sustained release dosage form of claim 10 to a patient in need thereof.
29. A method of treating epilepsy, comprising administering the compound of formula:
to a patient in need thereof.
30. A method of treating epilepsy, comprising administering the pharmaceutical composition of claim 9 or the oral sustained release dosage form of claim 10 to a patient in need thereof.