Opioid ketal compounds and uses thereof
This invention relates to opioid ketal compounds of Formula (I), Formula (II), or Formula (III): or a pharmaceutically acceptable salts thereof, wherein R 1 is H or CH 3 , R 2 is H or OH, n is 0, 1, 2 or 3, R 3 and R 4 are independently H or optionally substituted C 1 -C 4 alkyl, or when n is 0, then R 3 and R 4 and the carbon atoms to which they are attached together form six, or seven membered ring, which is optionally mono or disubstituted by C 1 -C 4 alkyl. The invention also relates to oxycodone ketal compounds of Formula (IV) or (V): or a pharmaceutically acceptable salts thereof. The invention also relates to the use of such compounds for the treatment, prevention, or amelioration of pain.
1. A compound of Formula IVD or a pharmaceutically acceptable salt thereof:
2. The compound of claim 1 , wherein the compound is a free base of Formula IVD.
3. The compound of claim 1 , wherein the compound is a pharmaceutically acceptable salt of Formula IVD.
4. A pharmaceutical composition, comprising a pharmaceutically effective amount of a compound of Formula IVD, or a pharmaceutically acceptable salt thereof:
and a pharmaceutically acceptable carrier.
5. The pharmaceutical composition of claim 4 , wherein the compound is a free base of Formula IVD.
6. The pharmaceutical composition of claim 4 , wherein the compound is a pharmaceutically acceptable salt of Formula IVD.
7. The pharmaceutical composition of claim 4 , comprising between 5 mg and 320 mg of the compound of Formula IVD or a molar equivalent of a pharmaceutically acceptable salt thereof.
8. The pharmaceutical composition of claim 7 , wherein the pharmaceutical composition is an oral dosage form.
9. The pharmaceutical composition of claim 4 , further comprising an effective amount of oxycodone.